Hotels in Chesapeake

Free cancellation options if plans change

Unlock travel rewards with One Key

Save more with Member Prices

Check prices for these dates

Next weekend
Jun 19 - Jun 21
In two weeks
Jun 26 - Jun 28

Top 5 hotels in Chesapeake at a glance

  1. Wingate by Wyndham Chesapeake — 3-star hotel in Chesapeake. Guest rating: 7.8/10 — Good.
  2. Fairfield Inn and Suites By Marriott Chesapeake — 3-star hotel in Greenbrier. Guest rating: 9.0/10 — Wonderful.
  3. Delta Hotels by Marriott Chesapeake Norfolk — 3.5-star hotel in Chesapeake. Guest rating: 8.6/10 — Excellent.
  4. Hampton Inn & Suites Chesapeake-Battlefield Blvd. — 2.5-star hotel in Greenbrier. Guest rating: 8.0/10 — Very Good.
  5. Aloft by Marriott Chesapeake — 3-star hotel in Greenbrier. Guest rating: 8.6/10 — Excellent.

Where to stay in Chesapeake?

Free daily continental breakfast

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
3.0 star property
Chesapeake
7.8 out of 10, Good, (1,077 reviews)
$109 nightly
The price is $127
Jul 5 - Jul 6
Total with taxes and fees
Wingate by Wyndham Chesapeake
Lobby

Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
3.0 star property
Greenbrier
9.0 out of 10, Wonderful, (1,004 reviews)
$128 nightly
The price is $149
Jun 21 - Jun 22
Total with taxes and fees
Fairfield Inn and Suites By Marriott Chesapeake
Lounge

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
3.5 star property
Chesapeake
8.6 out of 10, Excellent, (1,011 reviews)
Just steps from the train station, this tranquil Chesapeake hotel offers an indoor pool and American cuisine at 725 Bistro and Lounge. Quiet rooms ensure restful stays, while Greenbrier Mall and convenient airport access round out the experience.
$120 nightly
The price is $140
Jun 28 - Jun 29
Total with taxes and fees
Delta Hotels by Marriott Chesapeake Norfolk
Indoor pool

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
2.5 star property
Greenbrier
8.0 out of 10, Very Good, (1,004 reviews)
This Chesapeake hotel offers free breakfast, WiFi, and parking for a comfortable stay. Swim in the indoor pool or hit the fitness center. Oak Grove Lake Park and Greenbrier Mall are nearby, with Norfolk International Airport just a 15-minute drive away.
$139 nightly
The price is $161
Jun 21 - Jun 22
Total with taxes and fees
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
View from property

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
3.0 star property
Greenbrier
8.6 out of 10, Excellent, (1,007 reviews)
This stylish Chesapeake hotel offers an indoor pool, 24-hour health club, and welcoming bar/lounge. Located within 15 minutes of Greenbrier Mall and Oak Grove Lake Park, guests love the helpful staff and clean rooms.
$119 nightly
The price is $139
Jun 28 - Jun 29
Total with taxes and fees
Aloft by Marriott Chesapeake
Lobby

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
2.5 star property
Greenbrier
8.8 out of 10, Excellent, (1,024 reviews)
Escape to a tranquil hotel just 5 minutes from Greenbrier Mall. Start your day with complimentary breakfast before exploring nearby restaurants and shopping. The 24-hour fitness center, free WiFi, and helpful staff ensure a comfortable, convenient stay.
$135 nightly
The price is $157
Jun 14 - Jun 15
Total with taxes and fees
Comfort Suites Chesapeake - Norfolk
Property amenity

Renaissance Portsmouth-Norfolk Waterfront Hotel

Renaissance Portsmouth-Norfolk Waterfront Hotel
3.5 star property
Portsmouth
8.4 out of 10, Very Good, (1,008 reviews)
This riverside hotel sits near Waterside District and Norfolk State University. Cool off in the indoor pool, savor seafood at The Crawford Restaurant, and maintain routines at the 24-hour fitness center. Portsmouth Naval Shipyard Museum awaits just minutes away.
$136 nightly
The price is $159
Jun 29 - Jun 30
Total with taxes and fees
Renaissance Portsmouth-Norfolk Waterfront Hotel
Lobby

Hyatt Place Chesapeake

Hyatt Place Chesapeake
3.0 star property
Greenbrier
8.4 out of 10, Very Good, (1,012 reviews)
Conveniently located 5 minutes from Greenbrier Mall, this hotel offers a refreshing indoor pool and 24/7 dining at Gallery. Enjoy complimentary breakfast, WiFi and parking, plus stay active at the fitness center. Oak Grove Lake Park awaits nearby.
$135 nightly
The price is $157
Jun 28 - Jun 29
Total with taxes and fees
Hyatt Place Chesapeake
Superior Room, 1 King Bed, Ocean View, Oceanfront | Living area | TV

Schooner Inn

Schooner Inn
2.0 star property
Northeast Virginia Beach
8.8 out of 10, Excellent, (3,880 reviews)
Dive into vacation mode at this beachside hotel with a seasonal outdoor pool and easy beach access. Just 5 minutes from Virginia Beach Boardwalk and Convention Center, enjoy free WiFi and complimentary parking while exploring nearby Sandbridge Beach and local trails.
$126 nightly
The price is $147
Jun 14 - Jun 15
Total with taxes and fees
Schooner Inn
Restaurant

SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
3.0 star property
Greenbrier
8.2 out of 10, Very Good, (1,005 reviews)
Wake up to free breakfast at this Chesapeake hotel with an indoor pool and fitness center. Located near Greenbrier Mall and Oak Grove Lake Park, the spacious accommodations offer convenient access to Norfolk State University and Waterside District.
$112 nightly
The price is $131
Jun 28 - Jun 29
Total with taxes and fees
SpringHill Suites by Marriott Chesapeake Greenbrier
3 restaurants; breakfast, lunch, dinner, and brunch served

Hilton Norfolk The Main

Hilton Norfolk The Main
4.0 star property
Downtown Norfolk
9.0 out of 10, Wonderful, (1,009 reviews)
$224 nightly
The price is $260
Jun 15 - Jun 16
Total with taxes and fees
Hilton Norfolk The Main
Room, 2 Queen Beds, Oceanfront (NonSmoking ) | In-room safe, desk, iron/ironing board, free WiFi

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
3.0 star property
Northeast Virginia Beach
8.4 out of 10, Very Good, (2,613 reviews)
Immerse in oceanfront magic at this Virginia Beach hotel, where rooms showcase stunning sea views and colorful sunsets. Located minutes from the Boardwalk and Convention Center, enjoy the indoor pool and 24-hour fitness center after beachcombing adventures.
$160 nightly
The price is $186
Jun 14 - Jun 15
Total with taxes and fees
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
Exterior

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
2.5 star property
Chesapeake
8.6 out of 10, Excellent, (1,008 reviews)
Enjoy a refreshing swim in the seasonal outdoor pool at this Chesapeake hotel near Military Highway Station. Free breakfast, WiFi, and parking enhance your stay while the helpful staff ensures comfort. Located near Greenbrier Mall for shopping adventures.
$125 nightly
The price is $146
Jul 5 - Jul 6
Total with taxes and fees
Holiday Inn Express Chesapeake - Norfolk by IHG
Reception

Sheraton Norfolk Waterside Hotel

Sheraton Norfolk Waterside Hotel
3.5 star property
Downtown Norfolk
8.2 out of 10, Very Good, (1,006 reviews)
Nestled along Norfolk's waterfront, this hotel offers gorgeous marina views minutes from Waterside District and Douglas MacArthur Memorial. Enjoy a meal at the restaurant, unwind at the bar, or maintain your routine in the fitness center, all with helpful staff nearby.
$135 nightly
The price is $158
Jun 28 - Jun 29
Total with taxes and fees
Sheraton Norfolk Waterside Hotel
Deluxe Double Room | Individually furnished, free WiFi, bed sheets

STUDIOS & SUITES 4 LESS CHESAPEAKE

STUDIOS & SUITES 4 LESS CHESAPEAKE
2.0 star property
South Norfolk
7.2 out of 10, Good, (834 reviews)
Located in Chesapeake with complimentary WiFi and parking, this hotel puts you minutes from Greenbrier Mall and Crestwood Park. Norfolk State University and Waterside District are a short drive away, while the attentive 24-hour staff ensures a smooth stay.
$70 nightly
The price is $82
Jun 21 - Jun 22
Total with taxes and fees
STUDIOS & SUITES 4 LESS CHESAPEAKE
Breakfast and dinner served

Crowne Plaza Virginia Beach Town Center by IHG

Crowne Plaza Virginia Beach Town Center by IHG
3.5 star property
Northwest
8.6 out of 10, Excellent, (333 reviews)
$115 nightly
The price is $134
Jun 14 - Jun 15
Total with taxes and fees
Crowne Plaza Virginia Beach Town Center by IHG
Lobby

Wyndham Garden Norfolk Downtown

Wyndham Garden Norfolk Downtown
3.5 star property
Downtown Norfolk
7.0 out of 10, Good, (1,020 reviews)
Just 6 minutes from Monticello Station, this Norfolk hotel offers easy access to the Norfolk Scope and Chrysler Hall. Unwind in the seasonal outdoor pool, grab American cuisine at 700 Bistro, or maintain your routine at the 24-hour fitness center.
$100 nightly
The price is $118
Jun 21 - Jun 22
Total with taxes and fees
Wyndham Garden Norfolk Downtown
Indoor pool

Norfolk Waterside Marriott

Norfolk Waterside Marriott
3.5 star property
Downtown Norfolk
8.8 out of 10, Excellent, (1,008 reviews)
This Norfolk hotel offers a relaxing atmosphere with an indoor pool and quiet rooms. Take a short walk to MacArthur Square Station or explore Waterside District. After a workout in the fitness center, unwind at the bar or rooftop terrace.
$142 nightly
The price is $166
Jun 30 - Jul 1
Total with taxes and fees
Norfolk Waterside Marriott
Suite, 1 King Bed with Sofa bed | Hypo-allergenic bedding, desk, laptop workspace, blackout drapes

Hyatt Place Virginia Beach Town Center

Hyatt Place Virginia Beach Town Center
3.0 star property
Northwest
9.2 out of 10, Wonderful, (1,008 reviews)
$145 nightly
The price is $169
Jul 5 - Jul 6
Total with taxes and fees
Hyatt Place Virginia Beach Town Center
Room

MainStay Suites Chesapeake - Greenbrier

MainStay Suites Chesapeake - Greenbrier
2.5 star property
South Norfolk
8.8 out of 10, Excellent, (44 reviews)
MainStay Suites Chesapeake - Greenbrier
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Get last-minute hotel deals in Chesapeake and save more

Sign in to unlock great savings.
Showing deals for:Jun 13 - Jun 14
Exterior detail
American Inn Chesapeake – Portsmouth

American Inn Chesapeake – Portsmouth

American Inn Chesapeake – Portsmouth
2.0 star property
Chesapeake
7.0 out of 10, Good, (345 reviews)
$70 nightly
The price is $83
Total with taxes and fees
American Inn Chesapeake – Portsmouth
Showing deals for:Jun 14 - Jun 15
Reception
Hampton Inn & Suites Chesapeake-Square Mall

Hampton Inn & Suites Chesapeake-Square Mall

Hampton Inn & Suites Chesapeake-Square Mall
2.5 star property
Chesapeake
7.8 out of 10, Good, (1,002 reviews)
We have 2 left at
$136 nightly
The price is $158
Total with taxes and fees
Hampton Inn & Suites Chesapeake-Square Mall

Check out hotels with a pool in Chesapeake

Restaurant
SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
3.0 star property
Greenbrier
8.2 out of 10, Very Good, (1005)
$112 nightly
The price is $131
Jun 28 - Jun 29
Total with taxes and fees
SpringHill Suites by Marriott Chesapeake Greenbrier
View all properties

You may also like pet-friendly hotels in Chesapeake

Terrace/patio
Hyatt Studios Chesapeake

Hyatt Studios Chesapeake

Hyatt Studios Chesapeake
2.0 star property
Greenbrier
$140 nightly
The price is $163
Jul 1 - Jul 2
Total with taxes and fees
Hyatt Studios Chesapeake
View all properties

You can also stay at family-friendly hotels in Chesapeake

Lobby
Days Inn by Wyndham Chesapeake

Days Inn by Wyndham Chesapeake

Days Inn by Wyndham Chesapeake
2.0 star property
Chesapeake
5.2 out of 10, (710)
$79 nightly
The price is $92
Jun 23 - Jun 24
Total with taxes and fees
Days Inn by Wyndham Chesapeake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

When is the best time to visit Chesapeake?

Our prices for hotels in Chesapeake are cheapest in December
Price trends for hotels in Chesapeake
Pricing is based on two traveler single night rates
View properties in June
Currently viewing crowd sizes and weather for June.
Typical weather for Chesapeake
June
High 82°F / low 69°F. Sunny most days.
View properties in June
82°
weather_sun
June, no crowd data, average high temperature 82 degrees Fahrenheit, average low temperature 69 degrees Fahrenheit. Sunny most days.
69°
87°
weather_sun
July, no crowd data, average high temperature 87 degrees Fahrenheit, average low temperature 74 degrees Fahrenheit. Sunny most days.
74°
85°
weather_sun
August, no crowd data, average high temperature 85 degrees Fahrenheit, average low temperature 73 degrees Fahrenheit. Sunny most days.
73°
80°
weather_sun
September, no crowd data, average high temperature 80 degrees Fahrenheit, average low temperature 68 degrees Fahrenheit. Sunny most days.
68°
71°
weather_sun
October, no crowd data, average high temperature 71 degrees Fahrenheit, average low temperature 58 degrees Fahrenheit. Sunny most days.
58°
59°
weather_sun
November, no crowd data, average high temperature 59 degrees Fahrenheit, average low temperature 47 degrees Fahrenheit. Sunny most days.
47°
53°
weather_sun
December, no crowd data, average high temperature 53 degrees Fahrenheit, average low temperature 41 degrees Fahrenheit. Sunny most days.
41°
47°
weather_partly_sunny
January, no crowd data, average high temperature 47 degrees Fahrenheit, average low temperature 35 degrees Fahrenheit. Partly sunny.
35°
51°
weather_partly_sunny
February, no crowd data, average high temperature 51 degrees Fahrenheit, average low temperature 37 degrees Fahrenheit. Partly sunny.
37°
57°
weather_sun
March, no crowd data, average high temperature 57 degrees Fahrenheit, average low temperature 43 degrees Fahrenheit. Sunny most days.
43°
67°
weather_sun
April, no crowd data, average high temperature 67 degrees Fahrenheit, average low temperature 51 degrees Fahrenheit. Sunny most days.
51°
74°
weather_sun
May, no crowd data, average high temperature 74 degrees Fahrenheit, average low temperature 61 degrees Fahrenheit. Sunny most days.
61°
Monthly weather averages (˚F)

Top neighborhoods in Chesapeake

Photo by Kaylee Spinhirn
Open Photo by Kaylee Spinhirn

Greenbrier

Greenbrier offers the perfect suburban escape with all the comforts of home. Wander through the leafy Chesapeake Arboretum or hit Greenbrier Mall for some serious retail therapy. Oak Grove Lake Park provides a peaceful spot for afternoon strolls while Chesapeake City Park hosts family-friendly activities. You might catch locals enjoying bowling at Bowlero Chesapeake on weekends. Dining options center around familiar chain restaurants with comfortable, family-friendly atmospheres. Hotels cluster near shopping areas with standard amenities and reasonable rates. A car is essential for getting around this sprawling neighborhood, as public transit is limited and destinations are spread out across typical suburban distances.

scenes around chesapeak bay virginia beach

Great Bridge

Great Bridge's historic waterways will captivate history buffs and outdoor enthusiasts alike. The Revolutionary War battlefield offers a fascinating glimpse into America's past, while scenic paths along the Elizabeth River provide perfect spots for afternoon strolls. Families can enjoy fishing from public piers or watching boats navigate the Intracoastal Waterway through the lock system. Local seafood restaurants serve up Chesapeake Bay specialties like fresh crab cakes and oysters. Most attractions require a car to reach, though the neighborhood's wide streets and ample parking make navigation simple. Chain hotels provide comfortable bases for exploring this quiet suburban community with its rich historical roots.

Aerial panorama of Chesapeake Bay Bridge Tunnel at sunset. CBBT is a 17.6-mile bridge tunnel that crosses the mouth of the Chesapeake Bay.

Western Branch North

Western Branch North offers a peaceful suburban escape with tree-lined streets and family-friendly vibes. Spend afternoons exploring local parks or challenge friends to a game at Bowlero Western Branch. When you need retail therapy, Chesapeake Square Mall has you covered, while Cinemark provides entertainment for movie buffs. Dining options feature casual American fare at family restaurants scattered along main roads. Most travelers choose vacation rentals in comfortable single-family homes, giving you space to spread out. A rental car is essential for getting around this residential area, as public transit is limited but parking is always plentiful.

Newport News, Virginia, USA

South Norfolk

South Norfolk's well-preserved buildings transport you back to early 20th century America with its charming maritime and railroad heritage. The neighborhood invites leisurely strolls past Craftsman bungalows and Colonial Revival homes with classic wraparound porches. Between walks through tree-lined streets, check out Portlock Galleries at SoNo or enjoy the peaceful atmosphere of Crestwood Park. This quiet residential area offers authentic Southern comfort food at family-owned diners that won't break the bank. B&Bs in converted historic homes provide personalized service with full breakfast included. Getting around is easiest by car, though the historic core is perfectly walkable with ample free street parking throughout the neighborhood.

Deep Creek South

Suburban community with a rural touch, Deep Creek is connected to the historic Dismal Swamp Canal, a National Historic Civil Engineering Landmark. Located along the original U.S. Highway 17 route, it offers easy access to nearby attractions.

Top landmarks in Chesapeake

Greenbrier Mall

4.2/5 (837 reviews)
If you want to give your credit card some exercise, head out to Greenbrier Mall in Greenbrier. Why not take a stroll along the beaches and watch the sunset while you're here?
See properties

Learn more about Chesapeake

A city of contrasts where urban pleasures meet natural wonders. Catch live music at the Chesapeake Conference Center before exploring the Great Dismal Swamp National Wildlife Refuge's mysterious wetlands. Oak Grove Lake Park offers family-friendly trails where locals fish in peaceful seclusion. The Chesapeake Arboretum's 48 acres showcase native trees along winding paths that feel miles from civilization. Shopping enthusiasts can browse Greenbrier Mall's offerings, though savvy visitors head to local farmers' markets for regional specialties. The city's waterfront areas reveal its maritime heritage, with inlets and waterways that once served as crucial trade routes. Don't miss the wildlife viewing platforms where patient observers spot eagles and herons in their natural habitat.

See all hotels in Chesapeake
Sundown at the Beach

Check out reviews of Chesapeake hotels guests love

The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

8/10 Good
"It was beautiful. The view was awesome. The room felt cozy, it smelled good and it was clean. The only issue I had was that they did not clear out the drawers near the bed, and my youngest child found some “unmentionables” in there. It was awkward nonetheless our trip was amazing and the staff was very kind."
Jessika 1-night trip
Posted 5 hours ago
The Ocean Key Virginia Beach Resort

Frequently asked questions

How much does a hotel room cost in Chesapeake?
You can find top hotels in Chesapeake from $72 with options to suit your budget and needs. If you're looking for an affordable hotel in Chesapeake that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.
How can I find deals and earn rewards at Chesapeake hotels?
Discover great deals on Chesapeake hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Chesapeake hotels.
Can I book Chesapeake hotels with free cancellation?
To book a refundable Chesapeake hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some top pet-friendly hotels in Chesapeake?
Our travelers' favorite pet-friendly hotels in Chesapeake include:If you're traveling with your pup, visit a local dog park like Stockley Gardens Dog Park. You can also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Chesapeake.
What are some of the best hotels in Chesapeake for couples?
Choose a top-rated Chesapeake romantic hotel and enjoy your couple's getaway. Our travelers love Delta Hotels by Marriott Chesapeake Norfolk, a hotel with a restaurant and an indoor pool. Use the "Traveler experience" filter in your search and select "Adults only" or "Romantic" to find even more hotels in Chesapeake for couples on Hotels.com.
What are some of the best kid-friendly hotels in Chesapeake?
Some of the most well reviewed Chesapeake hotels for kids include Delta Hotels by Marriott Chesapeake Norfolk and SpringHill Suites by Marriott Chesapeake Greenbrier. Delta Hotels by Marriott Chesapeake Norfolk is a kid-friendly hotel with a guest score of 8.6 out of 10 plus family-friendly amenities like an indoor pool and a coffee shop/cafe. Check out SpringHill Suites by Marriott Chesapeake Greenbrier in Greenbrier with a guest score of 8.2. This popular hotel has an indoor pool and a free full breakfast, as well as free cribs in the guestrooms. Discover more kid-friendly hotels in Chesapeake by using the Hotels.com "Family friendly" filter in your search.
What are the top Chesapeake hotels with a pool?
Discover some of the best Chesapeake hotels with a pool for a little extra luxury on your trip. Delta Hotels by Marriott Chesapeake Norfolk is a great hotel with an indoor pool and a guest rating of 8.6 out of 10. Plus, you can make the most of its restaurant and bar/lounge. Aloft by Marriott Chesapeake is a popular hotel in Greenbrier that features an indoor pool along with a bar/lounge and a coffee shop/cafe. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Chesapeake with a pool.
What are some of the best Chesapeake hotels with free parking?
If you're exploring by car, finding a great Chesapeake hotel with free parking is a win. Our travelers' favorites include:
What are some popular hotels in central Chesapeake?
If you're looking for hotels in central Chesapeake, check out Hilton Norfolk The Main and Courtyard by Marriott Norfolk Downtown. Travelers love Hilton Norfolk The Main for its location, as well as the indoor pool, 3 restaurants and bar/lounge this hotel offers. Courtyard by Marriott Norfolk Downtown is another popular central hotel with an indoor pool, a hot tub and a restaurant. Stay at one of these hotels for easy access to top sights like Waterside District, Rivers Casino Portsmouth, and Greenbrier Mall. Downtown Norfolk and Greenbrier are some of the most central neighborhoods for your Chesapeake vacation.
Can I book a refundable hotel in Chesapeake?
If you need the flexibility to change your travel plans to Chesapeake, most accommodations offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where should I consider staying in Chesapeake if I'm looking for an affordable accommodation?
An inexpensive option worth considering is Wingate by Wyndham Chesapeake.
Where can I stay in Chesapeake if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 39 vacation homes. In addition, there are 14 apartments and 7 condos.

Find out more about Chesapeake

Chesapeake: Where Coastal Serenity Meets Vibrant Culture

Discover Chesapeake, Virginia, a hidden gem where nature and charm converge. Nestled between lush parks and serene waterways, this vibrant city offers outdoor adventures at the Chesapeake Arboretum and picturesque views along the waterfront. Enjoy leisurely days at scenic beaches or explore the thriving downtown filled with delightful shops and dining. Ideal for families and couples alike, Chesapeake features cozy waterfront hotels that promise relaxation and stunning sunsets. Experience the perfect blend of tranquility and excitement in this captivating destination, where every corner invites exploration and unforgettable memories await.

Discover great hotels near Chesapeake

Chesapeake, Virginia offers a range of hotel accommodations, from comfortable suites to spacious rooms. Whether you’re looking for modern amenities or a cozy atmosphere, you’ll find various options in areas like Greenbrier. Enjoy convenient access to local attractions while relaxing in your ideal hotel setting. These are some of the hotels preferred by our travelers near Chesapeake:

  1. Renaissance Portsmouth-Norfolk Waterfront HotelOpens in a new window: This inviting 3.5-star hotel boasts a guest rating of 8.4 out of 10, making it an excellent choice for leisure travelers seeking comfort and relaxation. The property features well-appointed rooms with stunning views and a vibrant food and drink lounge that often hosts live music. Guests appreciate the cleanliness of the hotel, the spacious accommodations, and the welcoming atmosphere. The hotel is conveniently located, providing easy access to local attractions, ensuring a delightful stay for those looking to explore Chesapeake.
  2. Motel 6 PortsmouthOpens in a new window: A budget-friendly option, Motel 6 Portsmouth is ideal for travelers seeking a relaxed and uncomplicated vacation experience. The motel offers essential amenities and a comfortable environment, making it perfect for those traveling with pets. Guests enjoy the ample parking and the polite, professional staff, creating a welcoming atmosphere. The hotel's location allows easy access to nearby restaurants, making it a convenient stop for travelers looking to unwind in Chesapeake.
  3. Red Roof Inn Norfolk - PortsmouthOpens in a new window: This budget-friendly hotel is a great choice for LGBTQIA welcoming travelers who appreciate a relaxed atmosphere. Featuring pet-friendly accommodations and a variety of nearby dining options, Red Roof Inn Norfolk - Portsmouth provides a comfortable stay for those exploring the local area. The hotel’s inviting ambiance and restful environment make it a popular choice among guests. With convenient access to local attractions, it promises a satisfying experience for those looking to enjoy the vibrant Chesapeake community.

Where to stay near Chesapeake

Some great areas to stay in when visiting Chesapeake, Virginia, are Norfolk, Portsmouth, and Greenwich. Norfolk is vibrant with theater and live music, Portsmouth offers fascinating museums and historic charm, while Greenwich showcases a lively jazz and dance scene. For first-time visitors, Norfolk is the best choice, providing ample entertainment and dining options.

  1. NorfolkOpens in a new window: Norfolk is a vibrant city known for its rich cultural scene and waterfront charm. It offers a variety of cultural attractions, including the stunning Chrysler Museum of Art and the lively Norfolk Scope, where you can catch concerts and shows. The historic Ghent district is perfect for strolling, featuring unique shops and local eateries. Not to mention, the Norfolk Botanical Garden provides a beautiful escape into nature, ideal for a relaxing afternoon. With plenty of beautiful waterfront parks and an active arts community, Norfolk is a fantastic base for exploring the region.
  2. PortsmouthOpens in a new window: Portsmouth boasts a charming historic district filled with museums and waterfront views, making it a delightful place to stay. The city is home to the Virginia Sports Hall of Fame and the Naval Shipyard Museum, perfect for history buffs. You can enjoy a peaceful day at the waterfront parks or explore the quaint shops along High Street. Portsmouth also hosts various cultural events throughout the year, offering a taste of local art and community spirit. It's a lovely, quieter alternative to its bustling neighbors.
  3. GreenwichOpens in a new window: Greenwich is a smaller, yet vibrant area known for its lively arts scene, particularly jazz and dance. This community often hosts events and performances that showcase local talent, making it a great spot for music lovers. While visiting, you can enjoy the welcoming atmosphere and explore nearby parks for leisurely walks or outdoor relaxation. Greenwich’s tight-knit community vibe makes it a unique place to stay, where you can experience the local culture and enjoy engaging performances.

Things to do in Chesapeake

Chesapeake beckons with its stunning beaches, serene parks, and lush forests, offering outdoor fun like boating and hiking. Enjoy vibrant live music scenes, thrilling sports events, and delightful shopping experiences. This charming destination invites travelers to explore nature's beauty while indulging in local entertainment and activities.

  • Chrysler Museum of ArtOpens in a new window – Step into a world of creativity at the Chrysler Museum of Art, where you can explore an impressive collection of paintings, sculptures, and decorative arts. The museum's vibrant exhibitions and educational programs make it a delightful destination for art enthusiasts and curious visitors alike.
  • Chesapeake BeachOpens in a new window – Spend a relaxing day at Chesapeake Beach, where you can soak up the sun, stroll along the shore, and enjoy the calming sounds of the waves. It's the perfect spot for a picnic or simply unwinding with family and friends while taking in the beautiful coastal scenery.
  • Portlock Galleries at SoNoOpens in a new window – Discover contemporary art at the Portlock Galleries at SoNo, showcasing works from local artists. This gallery offers a unique chance to appreciate the creativity and talent that thrive in the Chesapeake area, making it a must-see for art lovers.
  • Portsmouth Naval Shipyard MuseumOpens in a new window – Dive into maritime history at the Portsmouth Naval Shipyard Museum. Here, you’ll find fascinating exhibits that highlight the shipyard's role in shaping naval operations. Explore artifacts and learn about the rich heritage of the U.S. Navy in this engaging setting.
  • USS Wisconsin BB-64Opens in a new window – Climb aboard the USS Wisconsin BB-64, one of the largest battleships ever built. This floating museum offers an up-close look at naval history, where you can explore its decks and imagine life at sea during its active years. It's an unforgettable experience for history buffs and families alike.

4 tips for savvy savings when booking a hotel in Chesapeake

  1. Book for the cheapest times: The most budget-friendly time to visit Chesapeake is during January, February, and December, when hotel prices tend to be lower. For a truly enriching experience, consider staying for at least 2 to 3 days to fully explore the city’s key landmarks, cultural attractions, and historical sites. During your stay, you can enjoy various activities, including shopping, dining, and experiencing live music and theater. This timeframe offers great value for money, allowing you to immerse yourself in Chesapeake's vibrant culture and history without breaking the bank.
  2. Look for last-minute deals on Hotels.com: For travelers considering a visit to Chesapeake, exploring DealsOpens in a new window and Last-Minute DealsOpens in a new window on Hotels.com may reveal discounted hotel rates as your travel date approaches. You might find our best options by checking the app frequently or enabling email alerts to stay updated on special promotions. Additionally, the Smart ShoppingOpens in a new window comparison tool allows you to easily compare prices and amenities, helping you make informed decisions about where to stay. Whether you’re looking for budget-friendly accommodations or last-minute opportunities, Hotels.com could guide you to suitable choices in Chesapeake.
  3. Be flexible with dates: Prices can fluctuate based on several factors, including the hotel's location, star rating, and the time of year. Being flexible with your travel dates may help you find better rates for your stay in a Chesapeake hotel. If you're in search of a distinctive experience, boutique hotels often provide a more personalized touch and can sometimes offer better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher side, we may suggest alternative dates that could be more affordable, helping you potentially find a better deal.
  4. Consider your location: Hotels near the city center generally tend to be more expensive, but thanks to Chesapeake's great public transportation options, you may find a more affordable independent hotel a bit farther out that still has good connections. If you're interested in exploring alternative, less crowded neighborhoods or even nearby lesser-known cities, you can often find excellent value for your money. Opting for these alternative destinations might provide a more authentic and budget-friendly experience.

Best time to go to Chesapeake

Chesapeake experiences its lowest average temperature in January, at 41.0°F (5.0°C), while July is the hottest month, with an average temperature of 79.7°F (26.5°C). September is usually the wettest month. April, June, and July are the peak travel months in Chesapeake, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. On the other hand, October to December tend to be quieter times to visit, marked by light rainfall and mostly sunny conditions.

Keep exploring