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22 May - 24 May
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29 May - 31 May

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Our top choices for Chesapeake hotels

Exterior detail

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 NZ$129
includes taxes & fees
24 May - 25 May
American Inn Chesapeake – Portsmouth
Deluxe Double Room

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 NZ$138
includes taxes & fees
28 May - 29 May
STUDIOS & SUITES 4 LESS CHESAPEAKE
Business centre

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 NZ$227
includes taxes & fees
26 May - 27 May
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
Free daily continental breakfast

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
3.0 star property
Chesapeake
8.0 out of 10, Very good, (1,047 reviews)
"Clean room breakfast was excellent staff was amazing i will stay there again"
United States
Brenda
The price is NZ$226
includes taxes & fees
25 May - 26 May
Wingate by Wyndham Chesapeake
Desk, laptop workspace, blackout curtains, iron/ironing board

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 NZ$197
includes taxes & fees
25 May - 26 May
Candlewood Suites Chesapeake by IHG
Exterior

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 NZ$240
includes taxes & fees
25 May - 26 May
Holiday Inn Express Chesapeake - Norfolk by IHG
Restaurant

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 NZ$213
includes taxes & fees
25 May - 26 May
SpringHill Suites by Marriott Chesapeake Greenbrier
BBQ/picnic Area

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 NZ$260
includes taxes & fees
21 June - 22 June
YourSpace Hotels Chesapeake
Desk, iron/ironing board, free WiFi, bed sheets

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 NZ$210
includes taxes & fees
24 May - 25 May
Extended Stay America Suites Chesapeake Greenbrier Circle
Lobby

TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
2.5 star property
Greenbrier
8.6 out of 10, Excellent, (465 reviews)
"Nice staff"
United States
Ernestina
The price is NZ$230
includes taxes & fees
26 May - 27 May
TRU by Hilton Chesapeake, VA
Exterior

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 NZ$191
includes taxes & fees
27 May - 28 May
Comfort Inn & Suites Chesapeake - Portsmouth
Lobby

Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center
2.0 star property
Chesapeake
7.0 out of 10, Good, (1,001 reviews)
"Great place"
United States
Miguel
The price is NZ$160
includes taxes & fees
3 June - 4 June
Red Roof Inn Chesapeake Conference Center
Reception

Hampton Inn & Suites Chesapeake-Square Mall

Hampton Inn & Suites Chesapeake-Square Mall
2.5 star property
Chesapeake
7.8 out of 10, Good, (1,003 reviews)
"Nice breakfast, room was clean, AC & Heat worked fine."
United States
Carol
The price is NZ$185
includes taxes & fees
25 May - 26 May
Hampton Inn & Suites Chesapeake-Square Mall
Standard Double Room, 2 Double Beds, Smoking | Bathroom

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 NZ$118
includes taxes & fees
24 May - 25 May
Bowers Hill Inn
Property amenity

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, (731 reviews)
"Breakfast is great, staff is friendly and "
United States
Dung
The price is NZ$218
includes taxes & fees
21 June - 22 June
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
Exterior

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 NZ$215
includes taxes & fees
25 May - 26 May
Holiday Inn Express Hotel & Suites Chesapeake by IHG
Lounge

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 NZ$228
includes taxes & fees
25 May - 26 May
Delta Hotels by Marriott Chesapeake Norfolk
Lobby

Days Inn by Wyndham Chesapeake

Days Inn by Wyndham Chesapeake
2.0 star property
Chesapeake
5.2 out of 10, (703 reviews)
"good room for the price. "
United States
Roberto Said
The price is NZ$140
includes taxes & fees
25 May - 26 May
Days Inn by Wyndham Chesapeake
Lobby

Hyatt Place Chesapeake

Hyatt Place Chesapeake
3.0 star property
Greenbrier
8.4 out of 10, Very good, (1,001 reviews)
"A great hotel to stay at"
United States
Diahann
The price is NZ$240
includes taxes & fees
28 May - 29 May
Hyatt Place Chesapeake
View from property

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 NZ$242
includes taxes & fees
27 May - 28 May
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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Our guide on where to stay in Chesapeake

Find the best Chesapeake areas for the activities you enjoy most. Learn more about Chesapeake
Learn more about Chesapeake
Photo by Kaylee Spinhirn
Open Photo by Kaylee Spinhirn

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.

scenes around chesapeak bay virginia beach

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.

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

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.

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.

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

Greenbrier Mall

4.2/5 (837 reviews)
This regional shopping centre features over 100 stores and eateries, plus a Cinema Café for dining during films. Families enjoy the supervised soft play area and convenient amenities while shopping.
See properties

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
Sundown at the Beach

Top Chesapeake Hotel Reviews

Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront

10/10 Excellent
"Valet parking is a must.. the urgency and kindness the gentleman put in getting your vehicle -I give them a 10-. The staff at check in were nice, asked us what floor we preferred and north/or south side. The overall appearance and the fragrance of the hotel is nice. The bar side during happy hour was pleasant. For dinner we had to wait to be seated, per sign posted with multiple employees walking by before we were acknowledged and seated. After seated we waited again, then finally walked out. Access to the beach was nice except for all the construction/workers getting ready for an event. The room was nice, housekeeping was there each day. I would recommend this hotel to anyone and will return."
Katherine 4-night trip
Posted 1 hour ago
Hilton Virginia Beach Oceanfront

More cheap accommodation in Chesapeake

Budget Inn Norfolk Va

Budget Inn Norfolk Va

9601 4th View Street Norfolk VA
The price is NZ$123 per night from 28 May to 29 May
NZ$123
28 May - 29 May
includes taxes & fees
6/10 (514 reviews)

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.
What are some of the best holiday rentals that Chesapeake has to offer?
Beachfront Bungalow w/ BEST Location in Ocean View!: This holiday home rental outside of Chesapeake comes with air conditioning so that you can feel at home during your trip. 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?
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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