Hotels in Highland Oaks

Free cancellation options if plans change

Unlock travel rewards with One Key

Save more with Member Prices

Check prices for these dates

This weekend
Next weekend

Where to stay in Highland Oaks?

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.

When is the best time to visit St. Petersburg?

Our prices for hotels in St. Petersburg are cheapest in May
Price trends for hotels in St. Petersburg
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for St. Petersburg
December
Low crowds
High 72°F / low 60°F. Sunny most days.
View properties in December
72°
weather_sun
December, Low crowds, average high temperature 72 degrees Fahrenheit, average low temperature 60 degrees Fahrenheit. Sunny most days.
60°
68°
weather_sun
January, Moderate crowds, average high temperature 68 degrees Fahrenheit, average low temperature 55 degrees Fahrenheit. Sunny most days.
55°
72°
weather_sun
February, Moderate crowds, average high temperature 72 degrees Fahrenheit, average low temperature 58 degrees Fahrenheit. Sunny most days.
58°
76°
weather_sun
March, High crowds, average high temperature 76 degrees Fahrenheit, average low temperature 61 degrees Fahrenheit. Sunny most days.
61°
81°
weather_sun
April, High crowds, average high temperature 81 degrees Fahrenheit, average low temperature 67 degrees Fahrenheit. Sunny most days.
67°
85°
weather_sun
May, High crowds, average high temperature 85 degrees Fahrenheit, average low temperature 72 degrees Fahrenheit. Sunny most days.
72°
87°
weather_sun
June, Moderate crowds, average high temperature 87 degrees Fahrenheit, average low temperature 78 degrees Fahrenheit. Sunny most days.
78°
88°
weather_partly_sunny
July, High crowds, average high temperature 88 degrees Fahrenheit, average low temperature 79 degrees Fahrenheit. Partly sunny.
79°
89°
weather_sun
August, Moderate crowds, average high temperature 89 degrees Fahrenheit, average low temperature 79 degrees Fahrenheit. Sunny most days.
79°
87°
weather_sun
September, Low crowds, average high temperature 87 degrees Fahrenheit, average low temperature 77 degrees Fahrenheit. Sunny most days.
77°
83°
weather_sun
October, Low crowds, average high temperature 83 degrees Fahrenheit, average low temperature 71 degrees Fahrenheit. Sunny most days.
71°
76°
weather_sun
November, Low crowds, average high temperature 76 degrees Fahrenheit, average low temperature 64 degrees Fahrenheit. Sunny most days.
64°
Monthly weather averages (˚F)

Check out reviews of Highland Oaks hotels guests love

Frequently asked questions

Is Highland Oaks expensive to stay in?
You can find great hotels from $71 in Highland Oaks to suit a range of budgets. To find the best low-cost hotel on Hotels.com that meets your needs, apply your search filters and then sort hotels by "Price: low to high".
How can I find discounted rates and deals for Highland Oaks hotels?
Unlocking discounted rates at hotels in Highland Oaks couldn't be simpler. Members save up to 20% on select hotels when signed in. Silver, Gold, and Platinum members can earn additional rewards on VIP Access bookings.
Can I receive a refund if I cancel my Highland Oaks hotel booking?
The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel your booking. Some Highland Oaks hotels require you to cancel more than 24 hours before check-in, so look at your booking beforehand. For extra peace of mind before you book, filter hotels by "Property cancellation options" and select "Fully refundable property".
Is it worth staying in Highland Oaks?
Basing yourself in Highland Oaks makes it easy to explore St. Petersburg, including the neighborhoods of Downtown St. Petersburg and Pass-a-Grille.
Are all taxes and fees included in the Highland Oaks hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
Find out more about Highland Oaks

Highland Oaks: Where Coastal Charm Meets Vibrant Community Spirit

Nestled in the vibrant St. Petersburg, Florida, Highland Oaks offers a delightful blend of coastal charm and community spirit. Known for its picturesque neighborhoods, this destination is perfect for leisurely strolls and enjoying the scenic bay views. Sports enthusiasts can catch thrilling games at nearby stadiums, while beach lovers can bask in the sun on the stunning shores. Highland Oaks combines the allure of a relaxed Florida lifestyle with easy access to cultural attractions, making it an inviting escape for families, couples, and solo travelers alike. Discover the unique appeal of Highland Oaks, where adventure meets tranquility.

Discover great hotels in Highland Oaks

Highland Oaks in St. Petersburg offers a range of hotel accommodations, from cozy motels to luxurious stays. Visitors can enjoy amenities like relaxing spas and wellness services, creating a rejuvenating experience. The area’s beautiful surroundings provide a perfect backdrop for a memorable vacation. Here are some of the best hotels in Highland Oaks that our travelers love:

  1. Staybridge Suites St. Petersburg Downtown by IHGOpens in a new window: This appealing 3.0-star hotel offers a business-themed experience perfect for travelers seeking comfort and convenience. With amenities such as a conference space, business center, and accessible meeting rooms, it caters exceptionally well to the needs of business travelers. Guests appreciate the welcoming atmosphere, ensuring a smooth and high-quality journey, making it an ideal choice for those who value efficiency during their stay.
  2. Tru By Hilton St. Petersburg Downtown Central AveOpens in a new window: This charming 2.5-star hotel is designed for adventure seekers and families alike, providing a unique blend of recreational activities and business amenities. With features such as multiple meeting rooms and an accessible business center, it stands out for its engaging atmosphere. The property offers exciting adventure sports options nearby, ensuring that every traveler finds something to enjoy. Visitors particularly enjoy the vibrant environment and the thoughtful amenities for an enriching experience.
  3. Days Inn by Wyndham St. Petersburg CentralOpens in a new window: This inviting 2.0-star hotel offers a cozy escape with a focus on comfort and convenience. Guests can savor breakfast at the on-site restaurant while enjoying entertainment options like cable television. The surrounding area features appealing attractions, including shopping districts and nearby hospitals, ensuring that travelers have everything they need within reach. The relaxed atmosphere of the property is particularly appreciated by those looking for a simple yet enjoyable stay.

Top locations to stay in Highland Oaks

Staying near the Salvador Dali Museum, Eckerd College, and Vinoy Park offers unique experiences in St. Petersburg. The Salvador Dali Museum showcases stunning art, Eckerd College features beautiful grounds and events, while Vinoy Park provides scenic waterfront views and recreational activities. For first-time visitors, the Salvador Dali Museum is best suited for its iconic art collection and cultural significance.

  1. Near Salvador Dali MuseumOpens in a new window: Staying near the Salvador Dali Museum immerses you in the world of surrealism with its stunning collection of art. This vibrant area is perfect for art lovers and offers a variety of cultural attractions like the Mahaffey Theater and Palladium Theater, where you can catch live performances. You’ll also find beautiful outdoor spaces like Vinoy ParkOpens in a new window, ideal for a relaxing stroll along the waterfront.
  2. Near Vinoy Park: When you stay near Vinoy Park, you’re in a picturesque setting with lush landscapes and stunning views of Tampa Bay. It's a fantastic spot for outdoor activities and leisurely walks. The nearby Sundial St. Pete offers a variety of shopping options, while the cultural scene thrives with venues like the Palladium at St Petersburg College, making it a lively and engaging area to explore.
  3. Near Eckerd CollegeOpens in a new window: This area is known for its tranquil vibe and natural beauty, making it a great place to unwind. While Eckerd College is primarily an educational institution, the surrounding region boasts beautiful parks like Fort De Soto Park and is close to the Salvador Dali Museum, allowing you to appreciate art and nature in one trip. It's a perfect base for those who enjoy a laid-back atmosphere with easy access to local attractions.

Things to do near Highland Oaks

Highland Oaks welcomes travelers with its stunning beaches and lush parks, perfect for sunbathing or leisurely strolls. Enjoy thrilling water sports, scenic hiking trails, and vibrant local markets. After a day of exploration, unwind at a luxurious day spa or indulge in a relaxing medical spa experience, making every visit unforgettable.

  • Fort De Soto ParkOpens in a new window – Discover the natural beauty of Fort De Soto Park, where pristine beaches meet lush landscapes. This expansive park offers a perfect spot for sunbathing, swimming, and picnicking. Take a leisurely stroll along the sandy shores, or explore the park’s trails and unique wildlife. Don’t miss the historic fort that gives a glimpse into the area's past, along with stunning views of the bay.
  • Salvador Dali MuseumOpens in a new window – Step into the surreal world of Salvador Dali at this remarkable museum dedicated to the iconic artist. Marvel at an extensive collection of Dali's works, including paintings, sculptures, and photographs. The museum’s architecture is just as captivating, featuring a striking glass bubble that houses some of Dali's most famous pieces. Engaging tours and events make this a must-see for art enthusiasts and curious minds alike.
  • Clearwater BeachOpens in a new window – Experience the vibrant atmosphere of Clearwater Beach, known for its soft, white sand and inviting waters. Enjoy a variety of water sports, from paddleboarding to jet skiing, or simply relax under the sun with a good book. As the sun sets, the beach transforms into a lively scene with street performers and beachside eateries, making it an ideal spot for family fun and evening outings.

5 tips for savvy savings when booking a hotel in Highland Oaks

  1. Book for the cheapest times: The most budget-friendly time to visit Highland Oaks is from September to November, when hotel prices are typically lower. For an affordable getaway, staying for at least 3 to 4 days would allow you to explore the area's key landmarks and cultural attractions. You can visit a variety of sites, including historic monuments, vibrant music venues, an engaging theater, and beautiful parks. Additionally, there are opportunities for shopping at local centers and enjoying family-friendly beaches. With the potential for prices to drop during this period, it's a great value for money for those looking to experience the rich history and culture of Highland Oaks.
  2. Look for last-minute deals on Hotels.com: To uncover last-minute deals to Highland Oaks, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted rates as your travel date approaches. By enabling email alerts or push notifications, you'll stay informed about flash sales and special promotions, increasing your chances of saving. Additionally, Smart ShoppingOpens in a new window is a useful comparison tool within the app that allows you to evaluate hotel prices and amenities, ensuring you're more likely to see the best options available. If prices drop or rooms open up, you’ll be promptly notified for your last-minute getaway.
  3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates might help you save on your stay at Highland Oaks Hotel. For those seeking unique accommodations, boutique hotels often provide a more personalized experience and may offer better value. When you book with Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll recommend more budget-friendly dates to help you find a better deal.
  4. Consider your location: Staying near major attractions or city centers can be convenient, but it usually tends to come with higher costs. For more budget-friendly options, consider hotels in less central areas or neighborhoods, where you can balance price with convenient access to the sights you want to explore. You might also look into independent hotels located a bit farther out, as they can offer a more authentic and affordable experience.
  5. Become a Member: Join our membership program for free and start planning your next stay at Highland Oaks! As a member, you’ll gain access to exclusive member prices, allowing you to save on over 100,000 hotels worldwide. Enjoy the benefits of quickly advancing through membership tiers, which include perks like complimentary room upgrades (when available) and discounts on food and beverages at select VIP Access properties. Sign up today and make your travel experience even more rewarding!

What's Highland Oaks Like?

If you're looking for the perfect part of town to visit, look no further than Highland Oaks. Take time to see the sights like Boyd Hill Nature Preserve while you're here. John's Pass Village & Boardwalk and Tampa Bay are a couple of popular sights nearby.

How to Get to Highland Oaks

Flying to:

  • St. Petersburg, FL (SPG-Albert Whitted), 2.5 mi (4 km) from Highland Oaks
  • St. Petersburg-Clearwater Intl. Airport (PIE), 11.1 mi (17.9 km) from Highland Oaks
  • Tampa, FL (TPF-Peter O. Knight), 17.6 mi (28.3 km) from Highland Oaks

Things to See and Do in and around Highland Oaks

Things to See near Highland Oaks:

  • University of South Florida-St. Petersburg (2.3 mi/3.7 km away)
  • Eckerd College (2.6 mi/4.2 km away)
  • The Coliseum (2.6 mi/4.3 km away)
  • Pass-a-Grille Beach (4.9 mi/7.9 km away)
  • Nova 535 (2.6 mi/4.1 km away)

Things to Do near Highland Oaks:

  • Salvador Dali Museum (2.6 mi/4.2 km away)
  • Jannus Live (2.6 mi/4.3 km away)
  • The James Museum of Western & Wildlife Art (2.7 mi/4.3 km away)
  • Mahaffey Theater (2.7 mi/4.3 km away)
  • Sundial St. Pete (2.8 mi/4.5 km away)

When Is the Best Time to Visit St. Petersburg?

  • Hottest months: August, July, June, September (average 83°F)
  • Coldest months: January, February, December, March (average 65°F)
  • Rainiest months: July, August, June, September (average 7 inches of rainfall)

Keep exploring