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Hotels in Chesapeake

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Check prices for these dates

Tonight
May 7 - May 8
Tomorrow
May 8 - May 9
This weekend
May 9 - May 11
Next weekend
May 16 - May 18

Where to stay in Chesapeake?

Comfort Inn & Suites Chesapeake - Portsmouth
In-room safe, individually decorated, individually furnished, desk

Comfort Inn & Suites Chesapeake - Portsmouth

2.5 star property
6.4 out of 10, (866)
The price is $90
includes taxes & fees
$78 per night
May 11 - May 12
Comfort Inn & Suites Chesapeake - Portsmouth
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.
trending_down

Our prices for hotels in Chesapeake are cheapest in February

See average prices and weather for all months

Price trends for hotels in Chesapeake

Pricing is based on two traveler single night rates
May
$127
Average price during May is $127
Jun
$136
Average price during June is $136
Jul
$142
Average price during July is $142
Aug
$142
Average price during August is $142
Sep
$130
Average price during September is $130
Oct
$129
Average price during October is $129
Nov
$124
Average price during November is $124
Dec
$113
Average price during December is $113
Jan
$90
Average price during January is $90
Feb
$89
Average price during February is $89
Mar
$99
Average price during March is $99
Apr
$127
Average price during April is $127
Currently viewing crowd sizes and weather for May.

May

trending_upHigh crowds
High 74°F / low 61°F. Sunny most days.
74°
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May, High crowds, average high temperature 74 degrees Fahrenheit, average low temperature 61 degrees Fahrenheit. Sunny most days.
61°
82°
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June, High crowds, average high temperature 82 degrees Fahrenheit, average low temperature 69 degrees Fahrenheit. Sunny most days.
69°
87°
weather_sun
July, High crowds, average high temperature 87 degrees Fahrenheit, average low temperature 74 degrees Fahrenheit. Sunny most days.
74°
85°
weather_sun
August, High crowds, average high temperature 85 degrees Fahrenheit, average low temperature 73 degrees Fahrenheit. Sunny most days.
73°
80°
weather_sun
September, Moderate crowds, average high temperature 80 degrees Fahrenheit, average low temperature 68 degrees Fahrenheit. Sunny most days.
68°
71°
weather_sun
October, Moderate crowds, average high temperature 71 degrees Fahrenheit, average low temperature 58 degrees Fahrenheit. Sunny most days.
58°
59°
weather_sun
November, Low crowds, average high temperature 59 degrees Fahrenheit, average low temperature 47 degrees Fahrenheit. Sunny most days.
47°
53°
weather_sun
December, Low crowds, average high temperature 53 degrees Fahrenheit, average low temperature 41 degrees Fahrenheit. Sunny most days.
41°
47°
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January, Low crowds, average high temperature 47 degrees Fahrenheit, average low temperature 35 degrees Fahrenheit. Partly sunny.
35°
51°
weather_partly_sunny
February, Low crowds, average high temperature 51 degrees Fahrenheit, average low temperature 37 degrees Fahrenheit. Partly sunny.
37°
57°
weather_sun
March, Moderate crowds, average high temperature 57 degrees Fahrenheit, average low temperature 43 degrees Fahrenheit. Sunny most days.
43°
67°
weather_sun
April, Moderate crowds, average high temperature 67 degrees Fahrenheit, average low temperature 51 degrees Fahrenheit. Sunny most days.
51°
Monthly weather averages (˚F)
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Top neighborhoods in Chesapeake

Hidden Gems. #trovember #chesapeake #virginia #november #fall #golden #hiddengems

South Norfolk

Chesapeake's South Norfolk neighborhood offers attractions including Portlock Galleries at SoNo.

See properties in South Norfolk
South Norfolk

Top landmarks in Chesapeake

Greenbrier Mall

Greenbrier Mall

If you want to give your credit card some exercise, head out to Greenbrier Mall in Greenbrier East. Why not take a stroll along the beaches and watch the sunset while you're here?

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Greenbrier Mall

Learn more about Chesapeake

Admired for its live music and theaters, Chesapeake features attractions such as Greenbrier Mall and Chesapeake Conference Center. This family-friendly city has something for everyone including its sports, restaurants, and sights like Chesapeake Square Mall and Chesapeake Arboretum.

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Chesapeake Square Mall
A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

Summer Getaway Sale

Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*
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Frequently asked questions

What accommodations do travelers like in Chesapeake?
TRU by Hilton Chesapeake, VA, Mainstay Suites and Hampton Inn & Suites Chesapeake-Square Mall are all properties that our guests really like.
Where can I find free parking at my hotel in Chesapeake?
Execustay at Belmont at Greenbrier offers the perk of free parking.
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 can I stay with my pet in Chesapeake?
Your furry friend can stay with you at these pet-friendly hotels: Delta Hotels by Marriott Chesapeake Norfolk, Hampton Inn & Suites Chesapeake-Battlefield Blvd. and Aloft Chesapeake. There are 24 options on our site you can choose from.
Which Chesapeake hotels do our guests like for their terrific location?
Our guests rave about the location of Wingate by Wyndham Chesapeake.
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. You may want to browse all 24 choices on our site.
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 40 vacation homes. In addition, there are 13 apartments and 5 condos.
Where can I stay if I'm traveling to Chesapeake with my family?
Parents traveling with children may want to consider Delta Hotels by Marriott Chesapeake Norfolk, Comfort Suites Chesapeake - Norfolk and Days Inn by Wyndham Chesapeake.
Where should I stay in Chesapeake for a trip with my partner?
Candlewood Suites Chesapeake, an IHG Hotel and Days Inn by Wyndham Chesapeake are great options for a romantic getaway.
What will the weather in Chesapeake be like during my visit?
The warmest months in Chesapeake are usually July and August with an average temp of 77°F. January and February are the chilliest months when the average temp is 45°F. The rainiest months are September and August.
Why should I book my Chesapeake hotel through Hotels.com?
There are plenty of reasons to book your Chesapeake travel with us: our free cancellations on selected hotels* gives you the flexibility you’re looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.com® app users and One Key members. Limited availability, blackout periods may apply.

OneKeyCash is not redeemable for cash and can only be used on Hotels.com®, Expedia®, and Vrbo®.

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