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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 S$97
includes taxes & fees
25 May - 26 May
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, (811 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 S$92
includes taxes & fees
25 May - 26 May
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 S$158
includes taxes & fees
25 May - 26 May
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 S$148
includes taxes & fees
28 May - 29 May
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 S$149
includes taxes & fees
25 May - 26 May
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 S$180
includes taxes & fees
25 May - 26 May
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 S$160
includes taxes & fees
25 May - 26 May
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 S$192
includes taxes & fees
31 May - 1 Jun
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 S$157
includes taxes & fees
24 May - 25 May
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, (464 reviews)
"Nice staff"
United States
Ernestina
The price is S$173
includes taxes & fees
26 May - 27 May
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, (977 reviews)
"It was an decent getaway"
United States
deshawn
The price is S$144
includes taxes & fees
25 May - 26 May
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 S$120
includes taxes & fees
25 May - 26 May
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 S$122
includes taxes & fees
27 May - 28 May
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 S$88
includes taxes & fees
24 May - 25 May
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 S$140
includes taxes & fees
28 May - 29 May
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 S$171
includes taxes & fees
25 May - 26 May
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, (1,004 reviews)
"Parking was easy and everything was Great! "
United States
Naesha
The price is S$172
includes taxes & fees
25 May - 26 May
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 S$105
includes taxes & fees
25 May - 26 May
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 S$180
includes taxes & fees
28 May - 29 May
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 S$182
includes taxes & fees
26 May - 27 May
Aloft by Marriott Chesapeake
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Where to stay in Chesapeake

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

Greenbrier

Greenbrier combines suburban comfort with retail convenience in this family-friendly Chesapeake area. Greenbrier Mall anchors the area with department stores and speciality 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 area 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 specialising 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 area features tree-lined streets with colonial-style homes and manicured lawns. Travellers 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 holiday rentals, Western Branch North serves as an excellent base for budget-conscious travellers 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 shopfronts along Chesapeake Avenue. The area 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 travellers 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

  • Family-Friendly Attractions: Chesapeake offers a variety of family-oriented activities, ensuring fun for all ages.
  • Scenic Outdoor Adventures: Enjoy picturesque parks and the beautiful Chesapeake Bay, perfect for outdoor enthusiasts.
  • Cultural Experiences: Visit the Chesapeake Museum and maritime exhibits for enriching local history.
  • Charming Coastal Region: Explore quaint shopfronts along the intracoastal waterway, ideal for leisurely strolls.
  • Diverse Accommodation Options: Find a range of stays, from hotels to bed & breakfasts, catering to various needs.

Find great hotels near Chesapeake

Experience a delightful stay in Chesapeake, Virginia, where a range of accommodation options awaits, including hotels and charming bed & breakfasts. Whether you're seeking business amenities, pet-friendly facilities, or an LGBTQIA-friendly environment, Chesapeake has something for everyone. Explore popular choices like the Hyatt Place Chesapeake and discover the best hotels and suites tailored to make your visit memorable.

  • WoodSpring Suites Virginia Beach: Experience the comfort of a home away from home at WoodSpring Suites Virginia Beach, a pet-friendly hotel perfect for travellers seeking a welcoming environment for their furry companions. Located only 14.5km from Chesapeake, this hotel offers essential amenities such as on-site laundry facilities and a fully equipped kitchen in every suite, ensuring a hassle-free stay. Guests appreciate the thoughtful pet policies, making it an ideal choice for those wishing to enjoy their vacation alongside their pets.
  • Hyatt Place Virginia Beach Town Center: Embrace a blend of modern comfort and convenience at Hyatt Place Virginia Beach Town Center, situated 16.1km from Chesapeake. This 3-star hotel is designed with business travellers in mind, featuring a 24-hour business centre, conference spaces, and accessible meeting rooms. The central location places you within easy reach of vibrant city life, dining, and entertainment options. Guests rave about the spacious rooms equipped with workspace and the complimentary breakfast, making it an excellent choice for both work and leisure.
  • Delta Hotels by Marriott Virginia Beach Waterfront: Discover coastal elegance at Delta Hotels by Marriott Virginia Beach Waterfront, just 25.7km from Chesapeake. This 4-star hotel boasts direct beach access, ideal for sun-seekers and water sports enthusiasts. It also caters to business travellers with accessible business centres, meeting rooms, and conference spaces. Guests enjoy stunning ocean views from their rooms, as well as a prime location near the city's attractions, ensuring a perfect balance of relaxation and productivity on your vacation.

Where to stay in and around Chesapeake

Chesapeake, Virginia, offers a delightful blend of family-friendly attractions and scenic outdoor adventures. Explore the charming coastal region, with its quaint shopfronts and picturesque intracoastal waterway. Nearby cities provide a vibrant atmosphere filled with friendly locals and trendy spots, making it an ideal destination for a varied getaway. Whether seeking relaxation or excursions, Chesapeake promises an enriching experience for every traveller.

  • Norfolk: Situated a mere 9.7km from Chesapeake, Norfolk is a vibrant city that offers a delightful mix of family-friendly activities and romantic getaways. The city experiences a steady influx of visitors, particularly from April through June and July. Norfolk’s waterfront boardwalk and shopping centres are perfect for leisurely strolls and retail therapy. Key highlights include stunning beaches, a picturesque esplanade, and educational attractions, making it an ideal destination for outdoor enthusiasts and culture seekers alike.
  • Portsmouth: Located approximately 8.0km from Chesapeake, Portsmouth boasts a rich maritime history and a welcoming atmosphere. With visitor numbers peaking in the spring and summer months, this city features an array of activities suitable for families and couples alike. Enjoy the scenic boardwalk, explore the vibrant shopping centres and malls, or relax at the nearby beaches. The local esplanade and tourist precinct are must-see attractions that enhance Portsmouth's charm and appeal.
  • Greenbrier East: Nestled within Chesapeake, Greenbrier East is a thriving neighbourhood known for its family-oriented and business-friendly environment. This area experiences moderate seasonal visitor traffic, with peak times in the summer months. With various shopping centres, malls, and a lovely boardwalk, Greenbrier East offers ample opportunities for shopping and relaxation. Visitors can enjoy the beautiful esplanade and nearby beaches, making it a perfect spot for both leisure and business travellers.

Things to do in and around Chesapeake

Chesapeake offers a delightful family-friendly atmosphere with various outdoor activities and city-themed attractions. Visitors can enjoy scenic boardwalks, explore a variety of restaurants, and indulge in shopping at local centres and malls. Don’t miss the Chesapeake Adventure Park for thrilling outdoor experiences, making it an ideal destination for a memorable vacation.

Shopping

Chesapeake offers great shopping options like Greenbrier Mall, which features a vibrant mix of entertainment and family-friendly shops. Cedar Lakes Retail Center provides a charming atmosphere for local businesses. If you're up for a drive, Chesapeake Square Mall also boasts a variety of stores and entertainment options.

Recreation

At Oak Grove Lake Park in Chesapeake, immerse yourself in nature with serene walking trails and peaceful picnic spots, perfect for relaxation. Nearby, The NorVa offers a vibrant atmosphere with live music, while Harbour Park provides an energetic sports vibe, ideal for those seeking active entertainment.

Adventure

Northwest River Park and Campground offers a thrilling outdoor experience with camping, hiking, and nature exploration, perfect for families and adventure seekers. For tennis enthusiasts, Folkes-Stevens Indoor Tennis Center and Tidewater Tennis Center, both located 12.9km away, provide vibrant atmospheres for energetic matches and skill development.

Nightlife

For a vibrant night in Chesapeake, catch a film at the romantic Commodore Theatre or Cinemark Chesapeake. For some adventure, head to Jillian's Billiards, where the arcade atmosphere promises excitement and fun. Enjoy a memorable evening filled with entertainment and camaraderie.

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

Booking tips and Expedia advantages for Chesapeake

Chesapeake, Virginia, offers numerous ways to save during your visit. Enjoy free attractions like Norfolk State University, Town Point Park, and Chesapeake City Park. For transport, consider walking, biking, or using the bus to cut costs. The best time to visit is from December to February for lower accommodation rates, with Tuesdays being the cheapest days to stay. Use Expedia to compare hotel prices and consider eco-certified options for budget-friendly stays. Bundling your hotel with flights and activities can also yield great 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 tool to refine your choices based on your budget, preferred location, and desired hotel type. For instance, selecting the Eco-certified option will showcase sustainable and environmentally-friendly hotels currently available. To discover the most competitive prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can enjoy some savings by combining your hotel reservation in Chesapeake with your flights and activities through an Expedia package.

Find the best attractions near Chesapeake

Chesapeake, Virginia, is perfect for family-friendly, outdoor, and city-themed vacations. Visitors can explore a variety of attractions, including the Chesapeake Museum, the scenic Chesapeake Bay, and local parks. The area also boasts a maritime museum and a historic college university, offering enriching cultural experiences. Don't miss out on the Chesapeake Conference Center and the diverse range of nearby attractions that cater to both family and outdoor enthusiasts.

  • Norfolk State University: This historic institution boasts a rich cultural heritage and offers a vibrant atmosphere. Explore its beautiful campus, which reflects the deep-rooted traditions and academic excellence of the African American community.
  • Norfolk Scope: A hub for family entertainment, Norfolk Scope hosts a variety of events, from concerts to sports. Experience the lively energy of this arena, perfect for enjoying thrilling performances and creating lasting memories with loved ones.
  • Regent University: Embrace the modern charm of Regent University, known for its innovative approach to education. Stroll through the picturesque grounds and enjoy the city vibes, making it an ideal spot for relaxation and reflection.

Best time to go to Chesapeake

The best time to visit Chesapeake can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chesapeake falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chesapeake falls in January, 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

Flying into Chesapeake, Virginia, you have two major airports to consider. Norfolk International Airport (ORF) is approximately 16.1km away, with excellent nearby accommodation options like the Delta Hotels by Marriott Virginia Beach Waterfront, located 12.9km from the airport, and the Doubletree by Hilton Hotel Norfolk Airport, just 3.2km away. Newport News - Williamsburg International Airport (PHF) is about 212.9km from Chesapeake. Suitable hotels in the vicinity include the DoubleTree by Hilton Williamsburg and Kingsmill Resort, both around 13.2km from the airport. Transportation services from these hotels provide convenient access to both airports, ensuring a smooth start to your holiday.

Frequently asked questions

Where is the best place for a stay in Chesapeake?
Based on our traveller 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! You'll find that most hotel reservations are fully refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you booked a non-refundable reservation, you might still have the option 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 family accommodation 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 options for your family trip include Delta Hotels by Marriott Chesapeake Norfolk and Days Inn by Wyndham Chesapeake. Also, attractions such as Broadmoor Play Area and Parkview Play Area are fun for children of all ages. Find more child-friendly accommodations in Chesapeake.
What's the best LGBTQ-friendly accommodation in Chesapeake?
Red Roof Inn Chesapeake Conference Center is a top LGBTQ-friendly hotel, and features free Wi-Fi and flat-screen TVs. Delta Hotels by Marriott Chesapeake Norfolk and Hyatt Place Chesapeake are other good choices for your stay. See all available hotels listed as LGBTQ-friendly in Chesapeake.
What's the best dog-friendly place to stay in Chesapeake?
YourSpace Hotels Chesapeake is a top dog-friendly hotel, and offers a 24-hour fitness centre along with in-room kitchens for its human guests. Other good options for you and your pet 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 an additional hotel with an on-site 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, theatres and sporting events. Top sights around the area include Naval Station Norfolk and Sandbridge Beach. In Chesapeake, there are 112 hotels and other accommodation options to choose from. Find out more about Chesapeake.
What are the top places to visit in Chesapeake?
The natural setting is picturesque, namely the beaches, and places to see include: Chesapeake City Park, Oak Grove Lake Park and Dismal Swamp Canal. Additionally, you'll find Naval Station Norfolk and Sandbridge Beach in the area. Take a look at what more there is to see and do in Expedia's Chesapeake guide.
What's the seasonal weather in Chesapeake?
The hottest months are usually July and August, with an average temperature of 25°C, while the coldest months are January and February, with an average of 7°C. Average annual precipitation for Chesapeake is 1359 mm.

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