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Top Chesapeake hotels

Schooner Inn

Schooner Inn

2 out of 5
215 Atlantic Ave, Virginia Beach, VA
$148 nightly
The price is $173 total per night from Jul 15 to Jul 16
$173 total
Jul 15 - Jul 16
Total includes taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A safe deposit box is provided and ...
"Staff were all amazingly friendly and very helpful. I would definitely stay there again."

Reviewed on Jul 13, 2025

Schooner Inn
Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection

Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection

3 out of 5
1101 Atlantic Ave, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
$195 nightly
The price is $226 total per night from Aug 3 to Aug 4
$226 total
Aug 3 - Aug 4
Total includes taxes and fees
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Guests ...
"Customer service was amazing. Parking on site was limited. We did not move our car once we parked, we did not want to take a chance on not have an a parking spot."

Reviewed on Jul 11, 2025

Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA

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

3 out of 5
1801 Atlantic Ave, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $254 total per night from Aug 10 to Aug 11
$254 total
Aug 10 - Aug 11
Total includes taxes and fees
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 ...
"My room was very clean. The bed and pillows were very comfortable. Friendly staff."

Reviewed on Jul 12, 2025

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA
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
$275 nightly
The price is $319 total per night from Aug 10 to Aug 11
$319 total
Aug 10 - Aug 11
Total includes taxes and fees
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, ...
"good"

Reviewed on Jul 11, 2025

Hilton Virginia Beach Oceanfront
Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

3 out of 5
3900 Atlantic Avenue, Virginia Beach, VA
Fully refundable
$269 nightly
The price is $311 total per night from Aug 7 to Aug 8
$311 total
Aug 7 - Aug 8
Total includes taxes and fees
This smoke-free hotel features 3 restaurants, 3 outdoor pools, and an indoor pool. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's ...
"The property has 4 different pools kid friendly had lots of fun with my family definitely will be coming back."

Reviewed on Jul 14, 2025

Holiday Inn & Suites Virginia Beach North Beach by IHG
Oceans 2700

Oceans 2700

2.5 out of 5
2700 Pacific Avenue, Virginia Beach, VA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $115 total per night from Jul 20 to Jul 21
$115 total
Jul 20 - Jul 21
Total includes taxes and fees
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 ...
"The room was clean."

Reviewed on Jul 13, 2025

Oceans 2700
Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake

2.5 out of 5
817 Greenbrier Circle, Chesapeake, VA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $128 total per night from Jul 27 to Jul 28
$128 total
Jul 27 - Jul 28
Total includes taxes and fees
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 ...
"N/A"

Reviewed on Jul 10, 2025

Wingate by Wyndham Chesapeake
Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center

2 out of 5
724 Woodlake Dr, Chesapeake, VA
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $99 total per night from Jul 20 to Jul 21
$99 total
Jul 20 - Jul 21
Total includes taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A snack bar/deli is also provided.
"The room overall was is decent shape and was clean. It was a little dated but a great value for the price. The only thing I was say negatively is that the tub is REALLY slick and was a fall hazard and there was a gap under the door for creepy crawlers."

Reviewed on Jul 3, 2025

Red Roof Inn Chesapeake Conference Center
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
$64 nightly
The price is $76 total per night from Jul 15 to Jul 16
$76 total
Jul 15 - Jul 16
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock ...
"Beautiful and comfortable upgraded rooms!"

Reviewed on Jul 10, 2025

STUDIOS & SUITES 4 LESS CHESAPEAKE
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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

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.

Chesapeake Hotel & Travel Guide

Chesapeake has an amazing range of ideal hotel options. You will find 27 hotels within a 6-mile (10-kilometer) radius of Chesapeake's downtown center on Travelocity's informative and up-to-date accommodation database.

Travelocity-listed accommodations that aren't all that far from the commercial district of Chesapeake include the Comfort Inn & Suites Chesapeake and Econo Lodge Chesapeake.

Budget-minded travelers will be delighted to know that there is a decent range of cheaper rooms and apartments in Chesapeake. 9 miles (15 kilometers) away from Chesapeake's center is where you'll find the Fairfield Inn & Suites by Marriott Chesapeake Suffolk. The Wingate by Wyndham Chesapeake is just 5 miles (9 kilometers) away. Two other options at the lower end of the spectrum in Chesapeake are the Quality Inn and the Aloft Chesapeake.

The Church Point Manor can be found about 15 miles (24 kilometers) away from central Chesapeake. An alternative place to stay is the Norfolk Waterside Marriott, which can be found about 7 miles (12 kilometers) away. Other hotels are the Homewood Suites by Hilton Chesapeake - Greenbrier and the The Westin Virginia Beach Town Center.

Once you've spent time in Chesapeake, why not discover a little bit more of the region? The Coastal Virginia district boasts countless things to look at. Explore Coastal Virginia's history museums or enjoy the region's beaches and coastal plains. Intrepid travelers may throw themselves into hiking and horse riding here.

The nearest accommodations in Norfolk - Virginia Beach include Virginia Beach and Suffolk. Virginia Beach is 15 miles (23 kilometers) to the east of Chesapeake, while Suffolk is 14 miles (23 kilometers) to the east. Virginia Beach Travelocity-listed places to base yourself include the Knights Inn Virginia Beach Lynnhaven and Econo Lodge Town Center. The Hilton Garden Inn Suffolk Riverfront and Holiday Inn Express Hotel & Suites Suffolk are a selection of the hotel establishments in Suffolk.

If you enjoy sports and adore watching games ensure you visit Hampton Coliseum, which is 20 miles (33 kilometers) to the north of Chesapeake. Enlightened travelers wanting to find accommodation options close to the action can select from the Embassy Suites Hampton Roads- Hotel, Spa & Convention Center or the Hampton Bay Plaza and Suites.

Norfolk International Airport can be found 12 miles (20 kilometers) away from downtown Chesapeake. If you need to find accommodation nearby can look into a night via Travelocity at the Best Western Plus vacation Sands Inn & Suites or Holiday Inn Express Hotel & Suites Norfolk Airport.

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.

Explore the best activities and sights in Chesapeake

Chesapeake, Virginia offers a wide range of activities suitable for a family vacation. From shopping and dining to live music and theater, there is something for everyone. The area is also known for its beautiful beaches and waterways, perfect for outdoor activities like boating and fishing. Families can explore the Chesapeake Bay, hike the scenic trails, or enjoy a day at Waterways Park. While the Eiffel Tower may not be found in Chesapeake, the city offers its own unique attractions and experiences that will create lasting memories for your family.

  1. Greenbrier Mall: This vibrant shopping mall is a hub of activity with its lively atmosphere and diverse offerings. Experience the thrill of live music performances while browsing through a wide range of stores. The mall's beach-themed decor creates a fun and relaxed ambiance, perfect for a family outing. Catch a captivating theater production or immerse yourself in the world of art at the mall's art exhibits. Enjoy the energy of a soccer match or indulge in some ice hockey action. Greenbrier Mall offers a dynamic blend of entertainment, city vibes, and business opportunities, making it a must-visit destination.
  2. Chesapeake City Park: Nestled in the heart of the city, Chesapeake City Park is a haven for outdoor enthusiasts. This urban park offers a plethora of recreational activities, from soccer and sports fields to live music performances and dance events. Immerse yourself in the vibrant theater productions or soak up the sun at the beach area. Explore the park's serene nature trails and admire the art installations scattered throughout. Engage with friendly locals and enjoy the soothing melodies of jazz music in the park. Chesapeake City Park is the ideal destination for a family outing, offering a perfect blend of outdoor fun and city amenities.
  3. Chesapeake Conference Center: The Chesapeake Conference Center is a premier event venue designed to cater to the needs of business professionals. With its state-of-the-art facilities and versatile spaces, it is an ideal location for conferences, seminars, and exhibitions. The center also hosts various sports events, live music performances, and dance shows, providing a lively and entertaining atmosphere. Enjoy the scenic beach views while attending a conference or take a break amidst nature at the center's nature trails. Immerse yourself in the artistic ambiance created by the center's art installations and jazz music. The Chesapeake Conference Center offers a unique blend of business opportunities and friendly ambiance.

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 $71. 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 3,443 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.

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