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Top Chesapeake hotels

YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake

3 out of 5
2137 Starmount Parkway Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is $131 total per night from Aug 2 to Aug 3
$131 total
per night
Aug 2 - Aug 3
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-in. A 24-hour ...
"Great place to stay, nothing negative to say."

Reviewed on Jul 2, 2026

Opens in a new windowYourSpace Hotels Chesapeake
Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront

4 out of 5
3001 Atlantic Ave Virginia Beach VA
Fully refundableReserve now, pay when you stay
The price is $326 total per night from Jul 6 to Jul 7
$326 total
per night
Jul 6 - Jul 7
This resort features 3 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
"I enjoyed my stay overall. My initial check in I was not provided complete parking instructions and not given my breakfast passes."

Reviewed on Jul 2, 2026

Opens in a new windowHilton Virginia Beach Oceanfront
Crowne Plaza Virginia Beach Town Center by IHG

Crowne Plaza Virginia Beach Town Center by IHG

3.5 out of 5
4453 Bonney Rd Virginia Beach VA
Fully refundableReserve now, pay when you stay
The price is $134 total per night from Aug 2 to Aug 3
$134 total
per night
Aug 2 - Aug 3
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
"The experience was amazing I definitely plan on going back next time I have a visit. It was so luxury they had a restaurant in there and the rooms were amazing!"

Reviewed on Jul 3, 2026

Opens in a new windowCrowne Plaza Virginia Beach Town Center by IHG
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

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

3 out of 5
1801 Atlantic Ave Virginia Beach VA
Fully refundableReserve now, pay when you stay
The price is $265 total per night from Aug 2 to Aug 3
$265 total
per night
Aug 2 - Aug 3
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free ...
"Clean room and extremely friendly staff. The view was gorgeous and amenities were great."

Reviewed on Jul 3, 2026

Opens in a new windowCountry Inn & Suites by Radisson, Virginia Beach (Oceanfront)
Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake

3 out of 5
817 Greenbrier Circle Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is $138 total per night from Jul 5 to Jul 6
$138 total
per night
Jul 5 - Jul 6
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot ...
"Where do I start? From rusty towel hangers to paint peeling in the hot tub, from stained chairs in the breakfast area to the slowest tv I've ever seen, this was more of a motel experience with the executive price tag."

Reviewed on Jul 3, 2026

Opens in a new windowWingate by Wyndham Chesapeake
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

3 out of 5
5700 Atlantic Ave Virginia Beach VA
Fully refundableReserve now, pay when you stay
The price is $193 total per night from Jul 9 to Jul 10
$193 total
per night
Jul 9 - Jul 10
This hotel features an indoor pool, a gym, and a restaurant. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A bar/lounge, a ...
"Location was perfect"

Reviewed on Jul 2, 2026

Opens in a new windowWyndham Virginia Beach Oceanfront
Ocean Resort

Ocean Resort

2.5 out of 5
Atlantic Avenue,2417 Virginia Beach VA
Fully refundableReserve now, pay when you stay
The price is $174 total per night from Jul 9 to Jul 10
$174 total
per night
Jul 9 - Jul 10
An indoor pool is featured at this hotel, along with free self parking. WiFi in public areas is free. A terrace and a safe deposit box are also provided.
"The rooms are decent but the whole place is poorly maintained. The pool is the worst part of the hotel, bad smell and cloudy water."

Reviewed on Jul 3, 2026

Opens in a new windowOcean Resort
STUDIOS & SUITES 4 LESS CHESAPEAKE

STUDIOS & SUITES 4 LESS CHESAPEAKE

2 out of 5
2222 S Military Hwy Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is $83 total per night from Jul 6 to Jul 7
$83 total
per night
Jul 6 - Jul 7
Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.
"The front desk lady was great.But she said Orbitz ordered a smoking room, we are not smokers and the room was smelly. The phone was disgusting.We had poor trash in the room below that were fighting all night and only had four letter word vocabularies.The property was run down."

Reviewed on Jul 3, 2026

Opens in a new windowSTUDIOS & SUITES 4 LESS CHESAPEAKE
Aqua Vista Resort Hotel

Aqua Vista Resort Hotel

2 out of 5
1719 Atlantic Ave Virginia Beach VA
Fully refundable
The price is $162 total per night from Jul 6 to Jul 7
$162 total
per night
Jul 6 - Jul 7
A seasonal outdoor pool is featured at this hotel, along with free self parking. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock ...
"Hotel didn’t have enough towels and wash clothes for guests. I had four people in my room and we never got enough towels for everyone. Some days we wouldn’t have any. Our last four days we didn’t have any wash cloths. Also had to take my own trash out because room service wasn’t picking it up. Had ..."

Reviewed on Jul 3, 2026

Opens in a new windowAqua Vista Resort Hotel
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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.

Cheap Chesapeake hotels

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

1550 Crossways Blvd Chesapeake VA
The price is $144 total per night from Aug 2 to Aug 3
$144 total
per night
Aug 2 - Aug 3
8.8/10 Excellent! (1,029 reviews)
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.

Top reasons for your vacation to Chesapeake

  • Beautiful Beaches: Chesapeake is home to stunning beaches and waterways, offering opportunities for boating, fishing, and relaxing by the water.
  • Outdoor Activities: Families can explore the scenic trails, hike in nature reserves, and enjoy a day at Waterways Park.
  • Shopping and Dining: Chesapeake offers a variety of shopping options, from malls to boutiques, and a diverse range of dining experiences.
  • Music and Theater: Explore the vibrant music and theater scene in Chesapeake, with live performances and cultural events for all ages.
  • Nearby Attractions: Take advantage of Chesapeake's proximity to other cities like Norfolk, where you can visit interesting attractions and landmarks.

Find your favorite hotels in Chesapeake

If you're planning a family vacation to Chesapeake, Virginia, you'll find a range of hotel options to suit your needs. Whether you're looking for affordable accommodations or luxurious hotels, Chesapeake has something for everyone. From budget-friendly options to upscale resorts, you'll find a variety of choices to fit your budget and preferences. With its convenient location and a range of amenities, Chesapeake hotels provide the perfect base for exploring the area and enjoying all that this charming city has to offer.

Hotel nameTypeStarsDescription
Wingate by Wyndham ChesapeakeHotel2.5This 2.5-star hotel is known for its close proximity to an indoor pool, hot tub, connecting rooms, fitness center, friendly staff, spa, sports facilities, live music events, and free breakfast. It offers a range of amenities to ensure a comfortable stay for your family.
Fairfield Inn and Suites By Marriott ChesapeakeHotel2.5With a 2.5-star rating, this hotel offers close proximity to a sofa bed, fitness center, friendly staff, sports facilities, outdoor pool, free breakfast, relaxing atmosphere, business services, swimming pool, and breakfast options. It provides a convenient and enjoyable stay for families.
Comfort Suites Chesapeake - NorfolkHotel2.5This 2.5-star hotel is known for its close proximity to a steam room, friendly staff, sofa bed, sauna, golf courses, suites, connecting rooms, fitness center, shopping options, and breakfast. It offers various facilities and services for a pleasant family vacation experience.

Where to stay in Chesapeake

Get ready for a memorable family vacation in Chesapeake, Virginia! With its close proximity to shopping, family-friendly activities, and delicious dining options, Chesapeake has something for everyone. Explore the city's vibrant music and theater scene or indulge in a day of beach fun and soccer games. For a unique experience, venture off the beaten path and discover the charm of the east side of Chesapeake. Don't forget to explore nearby cities like Norfolk and towns that offer interesting attractions. Get ready to create lasting memories in Chesapeake!

  1. Greenbrier East: Greenbrier East is a vibrant neighborhood in Chesapeake, Virginia. It offers a unique blend of modern amenities and natural beauty. Families can enjoy exploring the local parks and trails, such as the Greenbrier Parkway Trail, which provides a scenic route for walking or biking. The neighborhood also features a variety of shopping and dining options, including the Greenbrier Mall, where families can find everything from brand-name stores to unique boutiques. With its friendly atmosphere and convenient location, Greenbrier East is a great choice for a family vacation.
  2. Greenbrier West: Greenbrier West is another popular neighborhood in Chesapeake. It is known for its family-friendly attractions and activities. Families can visit the Chesapeake Planetarium, where they can learn about the stars and planets through interactive exhibits and shows. The neighborhood also offers a range of outdoor recreational opportunities, such as the Western Branch Park, which features playgrounds, sports fields, and picnic areas. Greenbrier West's welcoming community and diverse range of activities make it a perfect destination for a family vacation.
  3. Western Branch North: Western Branch North is a charming neighborhood that offers a peaceful and relaxed atmosphere. Families can enjoy exploring the Western Branch Reserve, a nature preserve with walking trails and wildlife observation areas. The neighborhood also features several family-friendly restaurants and cafes, where visitors can sample local cuisine and enjoy a leisurely meal. Western Branch North's tranquil setting and close proximity to nature make it an ideal destination for a family vacation.

Best times to go to Chesapeake

The travel seasons of Chesapeake

Trips to Chesapeake show no change in popularity throughout the year. The peak season to visit is from May to July, with July being the highest month. Off-peak season starts from October to December, and December sees the least travelers.

Chesapeake has something in store for you whenever you visit. January is the coldest month of the year, while July is hottest, with average temperatures up to 79.7 degrees Fahrenheit. The wettest month in Chesapeake is September, so pack accordingly.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January41.0°F (5.0°C)Light RainMostly Sunny
February43.7°F (6.5°C)Light RainMostly Sunny
March49.3°F (9.6°C)Light RainMostly Sunny
April58.6°F (14.8°C)Light RainMostly Sunny
May67.1°F (19.5°C)Light RainMostly Sunny
June75.2°F (24.0°C)Light RainMostly Sunny
July79.7°F (26.5°C)Light RainMostly Sunny
August78.4°F (25.8°C)Light RainMostly Sunny
September73.6°F (23.1°C)Light RainMostly Sunny
October64.0°F (17.8°C)Light RainMostly Sunny
November52.9°F (11.6°C)Light RainMostly Sunny
December46.4°F (8.0°C)Light RainMostly Sunny

Food and dining in Chesapeake

When visiting Chesapeake, Virginia, you'll find plenty of eateries to satisfy your cravings for distinctive local cuisines. One highly rated and popular restaurant is Cracker Barrel, known for its traditional North American dishes. If you're in the mood for a steakhouse experience, Texas Roadhouse is another top choice, offering a delicious carte menu with mouthwatering steak options. For those who enjoy buffets, Crazy Buffet & Grill is a moderately rated but highly popular spot. Whether you're in the mood for North American classics, Texas-style steaks, or a buffet feast, Chesapeake has something to offer every food lover.

How do I find a great hotel with Travelocity?

Ensure your entire crew has an unforgettable vacation. Utilize our family-friendly badge to find hotels that offer additional amenities for children. Our custom filters will help you narrow down accommodations near top attractions, with enhanced cleaning, all within your budget. Trust us to provide the perfect accommodations for your family's needs.

Why should I book with Travelocity?

Conference calls, to-do lists, and, of course, football practice. Busy lives and packed schedules call for trips that are hassle-free. Our aim is to provide stress-free travel every time you and your family book with us, so you can spend less time worrying and more time creating cherished memories. We are committed to assisting you in finding and planning your perfect trip, with transparent pricing and authentic reviews. Our dedicated customer support is available 24/7, ensuring assistance before, during, and after your vacation.

How can I save money on my trip to Chesapeake?

Save money by visiting Chesapeake during the less popular October-December season. Bundle your flights, hotel, and car bookings together to get a discounted price. While in Chesapeake, take advantage of the close proximity to affordable activities. Enjoy family-friendly attractions, explore the local dining scene, and catch live music performances. These inexpensive affinities will provide memorable experiences for your family without breaking the bank.

Frequently asked questions

What are the top kid-friendly hotels in Chesapeake?
Take some of the trials out of traveling with little ones by booking a family-friendly Chesapeake hotel. From useful amenities to extra services, these stays offer perks that'll make your getaway run smoothly: Your gang will love staying at The Lucas: Cheery House w/ Fenced Backyard!. A king bed and a fireplace are just a couple of the things that help make this hotel a popular option. Also look into Econo Lodge Chesapeake Route 13 and I-464. It offers complimentary breakfast, front desk services and ample opportunities to hang out together.
Where can I find cheap hotels in Chesapeake?
At Travelocity you'll find really nice hotels in Chesapeake at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Chesapeake rather than in Chesapeake. We may find you even better rates, too.
How do I find the best Chesapeake hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Chesapeake then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Chesapeake?
The cheapest hotel in Chesapeake is $80. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Chesapeake?
There are 3,449 hotels in Chesapeake on Travelocity.
What are the best hotels in Chesapeake?
Chesapeake has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Chesapeake for you!
When is the best time to visit Chesapeake?
If you want the joy of a fun-filled trip in peak season, visit Chesapeake during March, May and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Chesapeake?
Based on historic data is usually the cheapest month to visit Chesapeake. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Chesapeake?
There are multiple hotels in Chesapeake that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Chesapeake. We have plenty of kid-friendly hotels in Chesapeake to choose from on Travelocity!
Why book a hotel in Chesapeake through Travelocity?
Because we have the top hotels in Chesapeake! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Chesapeake on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Chesapeake hotel reviews by fellow wanderers

Oceans 2700

Oceans 2700

4 out of 5
Posted 3 hours ago
Travelocity Verified Review
"Great location for our rock show, that evening…also close to the beach, for some relaxation!"
A verified traveler stayed at Oceans 2700
Oceans 2700

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