Chesapeake Hotels

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Our top choices for Chesapeake hotels

American Inn Chesapeake – Portsmouth

American Inn Chesapeake – Portsmouth
2.0 star property
Chesapeake
7.0 out of 10, Good, (334 reviews)
"Good a/c, old furniture, nice staff"
United States
Victoria
The price is P3,963
P4,681 total
includes taxes & fees
May 26 - May 27
American Inn Chesapeake – Portsmouth

STUDIOS & SUITES 4 LESS CHESAPEAKE

STUDIOS & SUITES 4 LESS CHESAPEAKE
2.0 star property
South Norfolk
7.0 out of 10, Good, (812 reviews)
"The room was clean , check out was easy. The staff are very friendly and welcoming. If you need a quick stay definitely recommend coming here. "
United States
Tiara
The price is P3,891
P4,598 total
includes taxes & fees
May 26 - May 27
STUDIOS & SUITES 4 LESS CHESAPEAKE

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
2.5 star property
Chesapeake
8.4 out of 10, Very Good, (1,000 reviews)
"This was a great pla e to stay and the staff was very friendly and helpful."
United States
Christopher
The price is P6,262
P7,325 total
includes taxes & fees
May 25 - May 26
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
3.0 star property
Chesapeake
8.0 out of 10, Very Good, (1,046 reviews)
"Clean room breakfast was excellent staff was amazing i will stay there again"
United States
Brenda
The price is P7,021
P8,198 total
includes taxes & fees
May 25 - May 26
Wingate by Wyndham Chesapeake

Candlewood Suites Chesapeake by IHG

Candlewood Suites Chesapeake by IHG
2.5 star property
Western Branch North
8.2 out of 10, Very Good, (592 reviews)
"Clean and centrally located."
United States
Cornelio
The price is P6,097
P7,135 total
includes taxes & fees
May 25 - May 26
Candlewood Suites Chesapeake by IHG

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, (1,000 reviews)
"Breakfast was good and filling. Parking was great, we felt safe and love the location."
United States
Sheron
The price is P7,452
P8,693 total
includes taxes & fees
May 26 - May 27
Holiday Inn Express Chesapeake - Norfolk by IHG

SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
3.0 star property
Greenbrier
8.2 out of 10, Very Good, (1,000 reviews)
"Clean room, comfy stay."
United States
Francelis
The price is P7,106
P8,295 total
includes taxes & fees
May 26 - May 27
SpringHill Suites by Marriott Chesapeake Greenbrier

YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake
3.0 star property
Western Branch North
9.4 out of 10, Exceptional, (86 reviews)
"Clean room and super friendly staff. Had a great pet run area for the dogs too. "
United States
Katie
The price is P7,961
P9,279 total
includes taxes & fees
May 31 - Jun 1
YourSpace Hotels Chesapeake

Extended Stay America Suites Chesapeake Greenbrier Circle

Extended Stay America Suites Chesapeake Greenbrier Circle
2.5 star property
Chesapeake
7.0 out of 10, Good, (967 reviews)
"Great staff"
United States
Shaiterria
The price is P6,485
P7,581 total
includes taxes & fees
May 24 - May 25
Extended Stay America Suites Chesapeake Greenbrier Circle

TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
2.5 star property
Greenbrier
8.6 out of 10, Excellent, (465 reviews)
"The staff was attentive and friendly. The place was clean and modern."
United States
Elizabeth
The price is P7,021
P8,321 total
includes taxes & fees
May 25 - May 26
TRU by Hilton Chesapeake, VA

Comfort Inn & Suites Chesapeake - Portsmouth

Comfort Inn & Suites Chesapeake - Portsmouth
2.5 star property
Chesapeake
6.4 out of 10, (978 reviews)
"I was there to sleep so it did the job. It was clean."
United States
LaDetrick D
The price is P5,268
P6,921 total
includes taxes & fees
May 25 - May 26
Comfort Inn & Suites Chesapeake - Portsmouth

Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center
2.0 star property
Chesapeake
7.0 out of 10, Good, (1,000 reviews)
"Great place"
United States
Miguel
The price is P4,933
P5,796 total
includes taxes & fees
May 26 - May 27
Red Roof Inn Chesapeake Conference Center

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)
"Nice breakfast, room was clean, AC & Heat worked fine."
United States
Carol
The price is P5,732
P6,715 total
includes taxes & fees
May 25 - May 26
Hampton Inn & Suites Chesapeake-Square Mall

Bowers Hill Inn

Bowers Hill Inn
2.0 star property
Chesapeake
6.4 out of 10, (248 reviews)
"In a quiet location, was able to get a good nights sleep. Staff met all exoectations."
United States
James
The price is P3,910
P4,619 total
includes taxes & fees
May 24 - May 25
Bowers Hill Inn

Fairfield Inn & Suites by Marriott Chesapeake Suffolk

Fairfield Inn & Suites by Marriott Chesapeake Suffolk
3.0 star property
Western Branch North
8.2 out of 10, Very Good, (730 reviews)
"Breakfast is great, staff is friendly and "
United States
Dung
The price is P6,515
P7,615 total
includes taxes & fees
Jun 14 - Jun 15
Fairfield Inn & Suites by Marriott Chesapeake Suffolk

Holiday Inn Express Hotel & Suites Chesapeake by IHG

Holiday Inn Express Hotel & Suites Chesapeake by IHG
2.5 star property
Western Branch North
7.4 out of 10, Good, (827 reviews)
"Hotel was good for the price!"
United States
Joy
The price is P6,665
P7,789 total
includes taxes & fees
May 25 - May 26
Holiday Inn Express Hotel & Suites Chesapeake by IHG

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
3.5 star property
Chesapeake
8.6 out of 10, Excellent, (1,000 reviews)
"Parking was easy and everything was Great! "
United States
Naesha
The price is P7,637
P8,906 total
includes taxes & fees
May 28 - May 29
Delta Hotels by Marriott Chesapeake Norfolk

Days Inn by Wyndham Chesapeake

Days Inn by Wyndham Chesapeake
2.0 star property
Chesapeake
5.2 out of 10, (702 reviews)
"good room for the price. "
United States
Roberto Said
The price is P3,665
P5,077 total
includes taxes & fees
May 25 - May 26
Days Inn by Wyndham Chesapeake

Hyatt Place Chesapeake

Hyatt Place Chesapeake
3.0 star property
Greenbrier
8.4 out of 10, Very Good, (1,000 reviews)
"A great hotel to stay at"
United States
Diahann
The price is P8,315
P9,685 total
includes taxes & fees
Jun 14 - Jun 15
Hyatt Place Chesapeake

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
3.0 star property
Greenbrier
8.6 out of 10, Excellent, (1,002 reviews)
"Modern hotel. Beds were comfortable and rooms were large size. Location was ideal."
United States
Monica
The price is P7,514
P8,764 total
includes taxes & fees
May 28 - May 29
Aloft by Marriott 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.
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Where to stay in Chesapeake

Find the best Chesapeake areas and neighborhoods for the activities you enjoy most.

Greenbrier

Greenbrier combines suburban comfort with retail convenience in this family-friendly Chesapeake neighborhood. Greenbrier Mall anchors the area with department stores and specialty shops alongside tree-lined residential streets. Parks and green spaces like Chesapeake Arboretum offer peaceful breaks from shopping. Explore Chesapeake City Park's walking trails or visit Oak Grove Lake Park for outdoor recreation. Chain restaurants and familiar stores line Greenbrier Parkway in typical American strip mall fashion. With limited public transit, having a car makes it easier to discover this authentic slice of suburban America.

Great Bridge

Great Bridge offers a peaceful suburban retreat where Revolutionary War history meets waterfront tranquility. The neighborhood surrounds the scenic Intracoastal Waterway, with tree-lined streets leading to waterside parks and fishing piers. History buffs will appreciate the Great Bridge Battlefield & Waterways Museum commemorating a key Revolutionary War battle. Stroll along Elizabeth River's peaceful banks or enjoy a round at Chesapeake Golf Club. The family-friendly area features convenient shopping centers and casual seafood restaurants specializing in Chesapeake Bay delicacies. Though limited in public transit, the welcoming community provides an authentic glimpse into suburban American life.

Western Branch North

Western Branch North offers a peaceful family-oriented residential retreat just outside Chesapeake's urban core. This welcoming neighborhood features tree-lined streets with colonial-style homes and manicured lawns. Travelers will appreciate the authentic suburban American experience without tourist crowds. The area provides easy access to Chesapeake Square Mall and Bowlero Western Branch for entertainment options. Nearby Elizabeth River natural areas offer opportunities for hiking, fishing, and kayaking. With affordable dining at casual eateries and comfortable vacation rentals, Western Branch North serves as an excellent base for budget-conscious travelers exploring the region.

South Norfolk

South Norfolk blends historic charm with quiet suburban living. The tree-lined streets showcase early 20th-century Craftsman bungalows and Colonial Revival homes with inviting front porches. Visitors can explore the restored railway station and vintage storefronts along Chesapeake Avenue. The neighborhood offers a genuine small-town Southern experience. Local diners serve comfort food while antique shops house unique regional treasures. Community parks provide peaceful retreats under towering pines, perfect for travelers seeking authentic local character away from tourist crowds.

Deep Creek South

While visiting Deep Creek South, you might make a stop by sights like The Crossings at Deep Creek Shopping Center and Deep Creek Park.

Stay near popular Chesapeake attractions

Learn more about Chesapeake

Explore the Great Dismal Swamp's boardwalk trails where kayakers glide past cypress trees and wildlife thrives. The Chesapeake Arboretum's 48 acres of forests and gardens offer peaceful hiking, while nearby waterfront restaurants serve the bay's famous blue crabs.

Sundown at the Beach

Top Chesapeake Hotel Reviews

More cheap stays in Chesapeake

Find out more about Chesapeake

Top reasons to visit Chesapeake

  • Scenic Outdoor Spaces: Enjoy the beauty of nature at Chesapeake Arboretum and City Park, perfect for leisurely strolls and family outings.
  • Cultural Enrichment: Explore maritime museums and historic colleges for a deeper understanding of the area's rich heritage.
  • Vibrant Downtown: Experience the lively atmosphere of nearby Norfolk with shopping malls and trendy spots.
  • Diverse Dining Options: Savor an array of local cuisines at various restaurants, catering to all tastes.
  • Welcoming Accommodations: Choose from a range of hotels and charming bed and breakfasts for a comfortable stay.

Find great hotels near Chesapeake

Discover a diverse array of accommodation options in Chesapeake, Virginia, perfect for every traveller. Whether you're seeking a comfortable hotel for business purposes, a charming bed and breakfast, or pet-friendly lodgings, Chesapeake has it all. Enjoy a welcoming atmosphere that embraces diversity, making your stay truly memorable. Explore the best hotels and suites in Chesapeake, VA, and experience the local charm and hospitality that awaits you.

  • WoodSpring Suites Virginia Beach: Nestled 14.5km from Chesapeake, WoodSpring Suites Virginia Beach caters to pet lovers seeking a welcoming stay for their furry companions. This hotel ensures a comfortable experience with amenities that allow dogs on-site, alongside a pet policy that includes cleaning fees and restrictions. Ideal for extended stays, the hotel features well-equipped rooms with kitchen facilities, promoting a homely atmosphere. Guests appreciate the friendly service and practicality of this pet-friendly lodging.
  • Hyatt Place Virginia Beach Town Center: Located 16.1km from Chesapeake, Hyatt Place Virginia Beach Town Center is a vibrant 3-star hotel that welcomes business travellers, families, and the LGBTQIA community. With a focus on inclusivity, the hotel provides family-friendly amenities such as free cribs and highchairs, ensuring a comfortable stay for guests with children. The modern facilities, coupled with a stylish lounge area and an inviting on-site restaurant, create a relaxed environment perfect for unwinding after a busy day.
  • La Quinta Inn & Suites by Wyndham Norfolk: Situated 12.9km from Chesapeake, La Quinta Inn & Suites by Wyndham Norfolk is a versatile choice for families and pet owners alike. This hotel is equipped with essential amenities for children, including free cribs, making it a practical option for those travelling with little ones. The welcoming atmosphere extends to pets, with policies that accommodate dogs and cats. Guests enjoy a range of features, including a fitness centre and complimentary breakfast, ensuring a pleasant and convenient stay.

Where to stay in and around Chesapeake

Chesapeake, Virginia, offers a delightful blend of family-friendly activities, romantic escapes, and outdoor adventures. Explore the charming residential areas and experience the vibrant atmosphere of nearby downtown Norfolk, where shopping malls and trendy spots await. Enjoy a city setting with low crowds, perfect for a relaxing getaway. Whether you're seeking excursions or simply wish to savour the friendliness of the locals, Chesapeake promises an unforgettable experience for every traveller.

  • Norfolk: Situated a mere 9.7km from Chesapeake, Norfolk is a vibrant city that offers a delightful blend of outdoor adventures and family-friendly activities. Visitors often flock here in the spring and summer months, particularly in April and from June to July, drawn by its scenic boardwalk, engaging shopping centres, and beautiful beaches. The esplanade is perfect for a romantic stroll, while the local tourist precinct provides a wealth of educational experiences and attractions. Norfolk's charming atmosphere makes it an ideal getaway for those seeking both relaxation and recreation.
  • Portsmouth: Located just 8.0km away from Chesapeake, Portsmouth is a charming city known for its family-oriented experiences and outdoor activities. The peak tourist season occurs in April and from June to July, when visitors can enjoy the picturesque boardwalk and various shopping venues, including bustling shopping malls. The esplanade and beach nearby offer excellent spots for leisure and exploration, making Portsmouth a delightful destination for couples and families alike. Its rich history and welcoming community add a unique flavour to any visit.
  • Greenbrier East: As a neighbourhood nestled within Chesapeake, Greenbrier East is known for its family-friendly atmosphere and business-oriented facilities. The travel experience here tends to peak in the summer months from June to August, with visitors enjoying the local shopping centres and boardwalks. The area boasts convenient access to esplanades and event conference venues, making it an excellent choice for both leisure and business travellers. Greenbrier East combines the charm of suburban living with the excitement of urban amenities, ensuring a well-rounded experience for all visitors.

Things to do in and around Chesapeake

Chesapeake offers a delightful blend of family-friendly activities, outdoor adventures, and romantic spots. Visitors can explore the vibrant downtown attractions, indulge in shopping at various centres and malls, and savour diverse dining options at local restaurants. Whether you're seeking leisurely strolls along the boardwalk or engaging in recreational activities, Chesapeake promises an enjoyable experience for all.

Shopping

Chesapeake offers a delightful shopping experience, with Greenbrier Mall and Chesapeake Square Mall showcasing a mix of entertainment and family-friendly shops. If you're up for a drive, visit Cedar Lakes Retail Center for a charming selection of boutiques and local goods.

Recreation

The NorVa, located a short drive from Chesapeake, offers vibrant music concerts that energise the spirit. For sports enthusiasts, Harbor Park provides an exhilarating atmosphere with its thrilling games. Meanwhile, Oak Grove Lake Park is a serene oasis where you can relax and rejuvenate amidst nature.

Adventure

Northwest River Park and Campground offers a delightful camping experience amidst nature, perfect for families and outdoor enthusiasts. For tennis lovers, the Tidewater Tennis Center and Folkes-Stevens Indoor Tennis Center, both 12.9km away, provide thrilling matches in vibrant atmospheres, ensuring a fun-filled adventure.

Nightlife

Experience a charming evening at the Commodore Theatre, a delightful cinema offering romance and family-friendly vibes. For some fun, visit Jillian's Billiards, where adventure awaits in an arcade atmosphere. Don't miss Cinemark Chesapeake for more cinematic enjoyment, perfect for a relaxed night out with loved ones.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Chesapeake

To save money on your trip to Chesapeake, visit during the off-peak months of December to February when prices are lower. Take advantage of free attractions such as Norfolk State University and Chesapeake City Park. For transport, walking and cycling are economical options. Book your accommodation for the least expensive day, Tuesday, and consider using Expedia’s search features for hotel and flight packages to secure the best deals. Look out for flexible booking options and travel rewards to maximise your savings.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chesapeake are December to February, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chesapeake is Tuesday. The most expensive day to stay in Chesapeake is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia's search wizard to refine your preferences, such as your budget, desired location, and the type of accommodation you prefer. To find the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by combining your hotel booking in Chesapeake with your flights and activities through an Expedia package.

Find the best attractions in and around Chesapeake

Chesapeake, Virginia, offers a delightful mix of family-friendly, outdoor, and romantic experiences, making it an ideal vacation spot. Visitors can explore urban parks, maritime museums, and historic colleges, perfect for those seeking cultural enrichment. Notable attractions include the Chesapeake Arboretum and Chesapeake City Park, providing ample opportunities for leisurely strolls and family outings amidst nature.

  • Lake Drummond: Experience the serene beauty of Lake Drummond, perfect for a romantic getaway or a peaceful day by the beach. This stunning lake offers picturesque scenery, making it an ideal spot for outdoor activities and relaxation in nature.
  • Battlefield Historic Park: Immerse yourself in history at Battlefield Historic Park, a family-friendly destination that encourages eco-friendly exploration. Enjoy the expansive outdoor spaces while learning about the area's significant past in a beautiful natural setting.
  • Hill House Museum: Discover the rich cultural heritage of the region at Hill House Museum, located just 8.0km from Chesapeake. This historic house showcases fascinating exhibits that provide insight into the local history and traditions, making it a must-visit for culture enthusiasts.

Best time to go to Chesapeake

The best time to visit Chesapeake is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January41.0°F (5.0°C)Light RainMostly SunnyAverageSlightly Low
February43.7°F (6.5°C)Light RainMostly SunnyAverageSlightly Low
March49.3°F (9.6°C)Light RainMostly SunnyAverageAverage
April58.6°F (14.8°C)Light RainMostly SunnySlightly HighAverage
May67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
June75.2°F (24.0°C)Light RainMostly SunnySlightly HighSlightly High
July79.7°F (26.5°C)Light RainMostly SunnySlightly HighSlightly High
August78.4°F (25.8°C)Light RainMostly SunnyAverageSlightly High
September73.6°F (23.1°C)Light RainMostly SunnyAverageAverage
October64.0°F (17.8°C)Light RainMostly SunnySlightly LowAverage
November52.9°F (11.6°C)Light RainMostly SunnySlightly LowAverage
December46.4°F (8.0°C)Light RainMostly SunnySlightly LowSlightly Low

The nearest major airports for your trip to Chesapeake

When visiting Chesapeake, Virginia, you can conveniently fly into two major airports. Norfolk International Airport (ORF) is situated 16.1km away, with excellent hotel options like The Founders Inn and Spa, 11.3km from the airport, and DoubleTree by Hilton Hotel Norfolk Airport, merely 3.2km away. Another option is Newport News - Williamsburg International Airport (PHF), located 45.1km from Chesapeake, where you can find Kingsmill Resort, 13.2km from the airport, and the 3.5-star Embassy Suites by Hilton Hampton Convention Center, just 14.5km away. Both airports offer easy access to their respective hotels for a smooth start to your vacation.

Frequently asked questions

Where is the best place for a stay in Chesapeake?
Based on our traveler data, Wingate by Wyndham Chesapeake is one of the top choices for your stay. This hotel offers free breakfast and an indoor pool. Other good options for your trip include STUDIOS & SUITES 4 LESS CHESAPEAKE and YourSpace Hotels Chesapeake. See all available top hotels, or vacation rentals in Chesapeake.
If I need to cancel my hotel reservation in Chesapeake, will I receive a refund?
Yes, most hotel reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you booked a non-refundable reservation, you may still be able to cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chesapeake.
What's the best accommodation for families in Chesapeake?
SpringHill Suites by Marriott Chesapeake Greenbrier is a hotel with an indoor pool and free breakfast, and it's a top choice on Expedia for families. Other good choices for your family trip include Delta Hotels by Marriott Chesapeake Norfolk and Days Inn by Wyndham Chesapeake. Attractions like Broadmoor Play Area and Parkview Play Area are also fun for kids of all ages. Find more child-friendly accommodations in Chesapeake.
What's the best LGBTQ-friendly hotel in Chesapeake?
Red Roof Inn Chesapeake Conference Center is a top LGBTQ-friendly hotel, and features free WiFi and flat-screen TVs. Delta Hotels by Marriott Chesapeake Norfolk and Hyatt Place Chesapeake are two other good options for your stay. See all available hotels listed as LGBTQ-friendly in Chesapeake.
What's the best pet-friendly hotel in Chesapeake?
YourSpace Hotels Chesapeake is a top dog-friendly hotel, and offers a 24-hour fitness center along with in-room kitchens for its human guests. Other good choices for you and your pet's trip include Aloft Chesapeake and TRU by Hilton Chesapeake, VA. See more pet-friendly hotel accommodations in Chesapeake.
What are some hotels with pools in Chesapeake?
Comfort Suites Chesapeake - Norfolk is a top hotel with a seasonal outdoor pool, free buffet breakfast, and free WiFi. Hyatt Place Chesapeake is one more option that features an onsite pool. View all hotels with pools in Chesapeake.
What is staying in Chesapeake like?
Couples looking to get away will find a romantic atmosphere in Chesapeake, and visitors give high marks for the shopping, top-notch restaurants, and beaches. This city also attracts tourists with its live music, theaters, and sporting events. Top sights around the area include Naval Station Norfolk and Sandbridge Beach. In Chesapeake, there are 112 hotels and other accommodations to choose from. Find out more about Chesapeake.
What should I see while I'm in Chesapeake?
The natural setting is picturesque, namely the stunning beaches, and these places to see: Chesapeake City Park, Oak Grove Lake Park, and Dismal Swamp Canal. Additionally, you'll find Naval Station Norfolk and Sandbridge Beach in the area. Check out what more to see and do in Expedia's Chesapeake guide.
What's the weather like in Chesapeake?
The hottest months are usually July and August with an average temp of 77°F, while the coldest months are January and February with an average of 45°F. Average annual precipitation for Chesapeake is 54 inches.

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