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Chesapeake Hotels

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21 Aug - 22 Aug
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22 Aug - 24 Aug
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Top 10 trending Chesapeake hotels

Wingate by Wyndham Chesapeake
Lobby lounge

Wingate by Wyndham Chesapeake

2.5 star property
8.0 out of 10, Very good, (1000)
"Very nice staff Hotel was very clean"
The price is €87
includes taxes & fees
7 Sept - 8 Sept
Wingate by Wyndham Chesapeake
STUDIOS & SUITES 4 LESS CHESAPEAKE
Check-in/check-out kiosk

STUDIOS & SUITES 4 LESS CHESAPEAKE

2.0 star property
6.6 out of 10, (514)
"Very clean and the staff are nice"
The price is €54
includes taxes & fees
24 Aug - 25 Aug
STUDIOS & SUITES 4 LESS CHESAPEAKE
Comfort Suites Chesapeake - Norfolk
Suite

Comfort Suites Chesapeake - Norfolk

2.5 star property
8.4 out of 10, Very good, (1000)
"Great location and close to restaurants and shops."
The price is €81
includes taxes & fees
7 Sept - 8 Sept
Comfort Suites Chesapeake - Norfolk
Courtyard by Marriott Chesapeake
Property amenity

Courtyard by Marriott Chesapeake

3.0 star property
7.2 out of 10, Good, (562)
"location is safe and close to shopping areas"
The price is €94
includes taxes & fees
1 Sept - 2 Sept
Courtyard by Marriott Chesapeake
Quality Inn
Standard Double Room, 2 Double Beds, Non Smoking

Quality Inn

2.5 star property
5.8 out of 10, (717)
"It was ok"
The price is €61
includes taxes & fees
21 Sept - 22 Sept
Quality Inn
Red Roof Inn Chesapeake Conference Center
Deluxe Room, 2 Double Beds (Smoke Free)

Red Roof Inn Chesapeake Conference Center

2.0 star property
7.0 out of 10, Good, (1001)
"It was pretty clean, and easy parking"
The price is €85
includes taxes & fees
25 Aug - 26 Aug
Red Roof Inn Chesapeake Conference Center
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
Property amenity

Fairfield Inn & Suites by Marriott Chesapeake Suffolk

2.5 star property
8.2 out of 10, Very good, (646)
"Hotel was clean and quiet. Would come back again! "
The price is €102
includes taxes & fees
1 Sept - 2 Sept
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
Days Inn by Wyndham Chesapeake
Room, 1 King Bed, Accessible, Non Smoking

Days Inn by Wyndham Chesapeake

2.0 star property
5.0 out of 10, (611)
"Great stay "
The price is €65
includes taxes & fees
24 Aug - 25 Aug
Days Inn by Wyndham Chesapeake
Holiday Inn Express Chesapeake - Norfolk by IHG
Exterior

Holiday Inn Express Chesapeake - Norfolk by IHG

2.5 star property
8.6 out of 10, Excellent, (1000)
"Stay was ok"
The price is €105
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Express Chesapeake - Norfolk by IHG
Aloft Chesapeake
View from property

Aloft Chesapeake

3.0 star property
8.4 out of 10, Very good, (1001)
"Great place to stay "
The price is €107
includes taxes & fees
7 Sept - 8 Sept
Aloft Chesapeake
American Inn Chesapeake – Portsmouth
Exterior detail

American Inn Chesapeake – Portsmouth

2.0 star property
7.0 out of 10, Good, (273)
"The room was clean the staff was nice "
The price is €48
includes taxes & fees
2 Sept - 3 Sept
American Inn Chesapeake – Portsmouth
Hampton Inn & Suites Chesapeake-Square Mall
Reception

Hampton Inn & Suites Chesapeake-Square Mall

2.5 star property
8.2 out of 10, Very good, (1003)
"The staff were so kind and helpful, and the room was perfect! It was spacious and very comfortable to stay in! Thank you all for the lovely birthday/vacation"
The price is €94
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn & Suites Chesapeake-Square Mall
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Indoor pool

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

2.5 star property
8.0 out of 10, Very good, (1001)
"Great place to stay."
The price is €103
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Delta Hotels by Marriott Chesapeake Norfolk
View from property

Delta Hotels by Marriott Chesapeake Norfolk

3.5 star property
8.6 out of 10, Excellent, (1001)
"I enjoyed my stay "
The price is €106
includes taxes & fees
1 Sept - 2 Sept
Delta Hotels by Marriott Chesapeake Norfolk
Bowers Hill Inn
Standard Double Room, 2 Double Beds, Non Smoking

Bowers Hill Inn

2.0 star property
6.2 out of 10, (202)
"I like that it’s quiet and the staff is so kind"
The price is €65
includes taxes & fees
4 Sept - 5 Sept
Bowers Hill Inn
Fairfield Inn and Suites By Marriott Chesapeake
Desk, laptop workspace, blackout curtains, iron/ironing board

Fairfield Inn and Suites By Marriott Chesapeake

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Very clean hotel and staff was very nice as well!"
The price is €98
includes taxes & fees
4 Sept - 5 Sept
Fairfield Inn and Suites By Marriott Chesapeake
Comfort Inn & Suites Chesapeake - Portsmouth
In-room safe, individually decorated, individually furnished, desk

Comfort Inn & Suites Chesapeake - Portsmouth

2.5 star property
6.4 out of 10, (919)
"Great stay. Nice quiet location. "
The price is €76
includes taxes & fees
7 Sept - 8 Sept
Comfort Inn & Suites Chesapeake - Portsmouth
WoodSpring Suites Chesapeake - Norfolk South
Exterior

WoodSpring Suites Chesapeake - Norfolk South

2.5 star property
6.0 out of 10, (627)
"Clean"
The price is €90
includes taxes & fees
24 Aug - 25 Aug
WoodSpring Suites Chesapeake - Norfolk South
Holiday Inn Express Hotel & Suites Chesapeake by IHG
Exterior

Holiday Inn Express Hotel & Suites Chesapeake by IHG

2.5 star property
7.4 out of 10, Good, (776)
"It was a very nice stay and I would stay again "
The price is €97
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Express Hotel & Suites Chesapeake by IHG
WoodSpring Suites Chesapeake - Norfolk Greenbrier
Exterior

WoodSpring Suites Chesapeake - Norfolk Greenbrier

2.5 star property
6.0 out of 10, (467)
"Great"
The price is €79
includes taxes & fees
7 Sept - 8 Sept
WoodSpring Suites Chesapeake - Norfolk Greenbrier
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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Check out hotels with free breakfast in Chesapeake

Comfort Suites Chesapeake - Norfolk
Suite

Comfort Suites Chesapeake - Norfolk

2.5 star property
8.4 out of 10, Very good, (1000)
The price is €81
includes taxes & fees
7 Sept - 8 Sept
Comfort Suites Chesapeake - Norfolk

Pet-friendly hotels in Chesapeake you'll enjoy

Hampton Inn & Suites Chesapeake-Square Mall
Reception

Hampton Inn & Suites Chesapeake-Square Mall

2.5 star property
8.2 out of 10, Very good, (1003)
The price is €94
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn & Suites Chesapeake-Square Mall

Hotels with a pool in Chesapeake may fit your trip

Comfort Suites Chesapeake - Norfolk
Suite

Comfort Suites Chesapeake - Norfolk

2.5 star property
8.4 out of 10, Very good, (1000)
The price is €81
includes taxes & fees
7 Sept - 8 Sept
Comfort Suites Chesapeake - Norfolk
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.

Where to stay in Chesapeake

Find the best Chesapeake areas for the activities you enjoy most. Learn more about Chesapeake
Learn more about Chesapeake
scenes around chesapeak bay virginia beach

Great Bridge

3 out of top 10 points of interest in this area

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.

Aerial panorama of Chesapeake Bay Bridge Tunnel at sunset. CBBT is a 17.6-mile bridge tunnel that crosses the mouth of the Chesapeake Bay.

Western Branch North

1 out of top 10 points of interest in this area

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.

Greenbrier

3 out of top 10 points of interest in this area

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.

Newport News, Virginia, USA

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.

Silhouettes of trees in Great Dismal Swamp. Virginia, United States.

Greenbrier East

1 out of top 10 points of interest in this area

Greenbrier East offers families a peaceful retreat with well-maintained homes and tree-lined streets just outside Chesapeake's busy centre. The area revolves around Greenbrier Mall, where department stores and casual dining options cater to everyday needs. Residential streets feature contemporary architecture and manicured lawns. Chain hotels provide budget-friendly stays with standard amenities like pools and free breakfast. Visitors appreciate easy access to shopping along Greenbrier Parkway. While lacking nightlife and public transit, this quiet suburban area delivers comfortable accommodation for travellers seeking value away from city centre prices.

Near an Attraction

Greenbrier Mall
Greenbrier Mall

Greenbrier Mall

You can search for that perfect souvenir at Greenbrier Mall during your visit to Chesapeake. Stroll along the beautiful beaches or attend a sporting event in the area.

See properties in Greenbrier Mall
Lake Drummond

Lake Drummond

Commune with nature and explore the great outdoors at Lake Drummond during your travels in Chesapeake. Stroll along the beautiful beaches in this family-friendly area or visit its top-notch restaurants.

See properties in Lake Drummond

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.

See all hotels in Chesapeake

Top Chesapeake Hotel Reviews

Sandcastle Resort On The Beach

Sandcastle Resort On The Beach

10/10 Excellent
"My party signed up for a three-day two-night stay, but after the second day we bought a fourth-day and third night stay. We found the room very clean and appointed with designer bed linens. When first moving in we had trouble with the TV and it was addressed immediately. All the personnel were courteous and dedicated. The included breakfast was the standard fare of instant or pre-packaged muffins, bagels, toast, French toast, yogurt, juice, coffee, etc. and we could eat as much as we wanted (in one sitting from 7 to 10 AM). The beachfront property was very pleasant, and the balconies provided a secure way to enjoy the views. The access to the beach was immediate, and there were shops and restaurants a few steps away. The elevators wear and tear betrayed the age of the building but other than the elevators, the room seemed fresh and renewed. The covered parking structure was easy to access from the guest areas at all times."
Ricardo 2-night trip
Posted 1 day ago
Sandcastle Resort On The Beach

Frequently asked questions

Where is the best place for a stay in Chesapeake?

TRU by Hilton Chesapeake, VA is a favourite property for Expedia customers. This hotel is a short 9-minute walk from Greenbrier Mall, and it offers free breakfast and free parking. Traveller reviews also recommend Mainstay Suites and Hampton Inn & Suites Chesapeake-Square Mall as top choices for your trip. See all available top hotels, or vacation rentals in Chesapeake.

What are some of the best holiday rentals that Chesapeake has to offer?

FamilyMemoryMaker!,8 MASTERS,MovieRoom,OceanViews,Pool,HotTub,Grill,StarlinkWiFi: This holiday home rental outside of Chesapeake is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all 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?

Delta Hotels by Marriott Chesapeake Norfolk is a hotel with an indoor pool and 2 restaurants, and it's a top choice on Expedia for families. Other good options for your family trip include Days Inn by Wyndham Chesapeake and Comfort Suites Chesapeake - Norfolk. 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?

Red Roof Inn Chesapeake Conference Center is a top hotel for people travelling with their pets and offers free WiFi for its human guests. Other good options for you and your pet include Delta Hotels by Marriott Chesapeake Norfolk and Hyatt Place Chesapeake. See more pet-friendly hotel accommodations in Chesapeake.

What are some hotels with pools in Chesapeake?

Hyatt Place Chesapeake is a top hotel with an indoor pool, free buffet breakfast and free WiFi. Comfort Suites Chesapeake - Norfolk 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 103 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, Crestwood Park and Oak Grove Lake Park. 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.