Top 10 Hotels in Chesapeake, VA from ₩113,271 - Competitive Prices

Our top choices for Chesapeake hotels

Hampton Inn & Suites Chesapeake-Square Mall

Chesapeake

Carol

₩175,508 total

includes taxes & fees

Jun 30 - Jul 1

Holiday Inn Express Chesapeake - Norfolk by IHG

Chesapeake

Kiara

₩221,150 total

includes taxes & fees

Jul 5 - Jul 6

TRU by Hilton Chesapeake, VA

Greenbrier

Betty Jo

₩208,466 total

includes taxes & fees

Jun 28 - Jun 29

Hyatt Studios Chesapeake

Greenbrier

₩247,167 total

includes taxes & fees

Jul 1 - Jul 2

Fairfield Inn & Suites by Marriott Chesapeake Suffolk

Western Branch North

Richard

₩187,600 total

includes taxes & fees

Jun 21 - Jun 22

SpringHill Suites by Marriott Chesapeake Greenbrier

Greenbrier

Russell

₩198,014 total

includes taxes & fees

Jun 28 - Jun 29

Hyatt Place Chesapeake

Greenbrier

Diahann

₩238,584 total

includes taxes & fees

Jun 28 - Jun 29

Delta Hotels by Marriott Chesapeake Norfolk

Chesapeake

Christopher

₩212,408 total

includes taxes & fees

Jun 28 - Jun 29

Aloft by Marriott Chesapeake

Greenbrier

Monica

₩210,667 total

includes taxes & fees

Jun 28 - Jun 29

Comfort Suites Chesapeake - Norfolk

Greenbrier

Robert

₩251,668 total

includes taxes & fees

Jun 17 - Jun 18

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Greenbrier

SANDRIA

₩244,827 total

includes taxes & fees

Jun 21 - Jun 22

Holiday Inn Express Hotel & Suites Chesapeake by IHG

Western Branch North

Danette Lady

₩238,584 total

includes taxes & fees

Jul 12 - Jul 13

American Inn Chesapeake – Portsmouth

Chesapeake

B.F

₩121,383 total

includes taxes & fees

Jun 15 - Jun 16

Standard Suite, 1 Queen Bed with Sofa bed, Non Smoking, Kitchen | 1 bedroom, premium bedding, desk, laptop workspace

YourSpace Hotels Chesapeake

Western Branch North

Mark

₩227,747 total

includes taxes & fees

Jun 28 - Jun 29

Fairfield Inn and Suites By Marriott Chesapeake

Greenbrier

oliver

₩226,159 total

includes taxes & fees

Jun 21 - Jun 22

Wingate by Wyndham Chesapeake

Chesapeake

Justine

₩213,806 total

includes taxes & fees

Jul 1 - Jul 2

Days Inn by Wyndham Chesapeake

Chesapeake

Roberto Said

₩141,373 total

includes taxes & fees

Jul 6 - Jul 7

Desk, laptop workspace, blackout drapes, iron/ironing board

Candlewood Suites Chesapeake by IHG

Western Branch North

Cornelio

₩189,729 total

includes taxes & fees

Jun 21 - Jun 22

Courtyard by Marriott Chesapeake

Greenbrier

matthew

₩203,686 total

includes taxes & fees

Jun 21 - Jun 22

Bowers Hill Inn

Chesapeake

James

₩121,383 total

includes taxes & fees

Jun 15 - Jun 16

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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.

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scenes around chesapeak bay virginia beach

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.

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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 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.

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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.

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Deep Creek South

Suburban community with a rural touch, Deep Creek is connected to the historic Dismal Swamp Canal, a National Historic Civil Engineering Landmark. Located along the original U.S. Highway 17 route, it offers easy access to nearby attractions.

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Stay near popular Chesapeake attractions

Greenbrier Mall

4.2/5 (837 reviews)

This regional shopping center features over 100 stores and eateries, plus a Cinema Café for dining during movies. Families enjoy the supervised soft play area and convenient amenities while shopping.

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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.

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Top Chesapeake Hotel Reviews

Wingate by Wyndham Chesapeake

6/10 Okay

"The Wi-Fi connection is terrible it would not hold a connection for longer than about 10 minutes and then would disconnect. The hot water is non-existent on the third floor - I let it run for more than 15 minutes and it still was barely lukewarm. The room was clean, but the hallways are dark and have a strange smell (maybe some type of cleaner). The bathroom tubs are not really practical for someone who needs assistance in and out of the shower - the grab bars are not in the right location or they need more than one."

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

10/10 Excellent

"Comfortable bed, very clean, wonderful. Helpful front desk. I left my phone and the housekeeper brought it to me. The only problem we had was on the day of departure all the ice machines were broken. But overall an excellent hotel"

Aqua Vista Resort Hotel

4/10 Poor

"We waited for over 1 hour just to get a room and the manager had to go clean rooms. The sheets were stained, soap and body wash were empty, 3 people were only given 2 towels and when we asked for more we were told they were being washed and never got extra, the elevator was really slow, the front entrance hallway and elevator smelled like weed. Just all over not a great experience. Handicap room had a low toilet without any grab bars or anything to help get off of it. The TV did not work and there was stickiness on the top of the dresser like it was never even cleaned. I will not return to this hotel again due to the very poor experience. I would not recommend this hotel to anyone, ever."

Hyatt Place Virginia Beach / Oceanfront

10/10 Excellent

"We very much enjoyed our stay. Easy access to beach. Clean rooms, property well maintained. Tamara and Ty at breakfast were so accommodating at replenishing food. Just a suggestion. Just a suggestion perhaps posting a sign letting guests know to pick up after themselves. Again overall a fantastic experience"

Wyndham Virginia Beach Oceanfront

2/10 Terrible

"I have stayed at Wyndham properties before, including locations in Dallas and Las Vegas. Unfortunately, this property was poorly maintained throughout. From the moment I entered the lobby, it was apparent that the facility was not being properly cared for. The furniture was stained, scratched, and visibly worn. It appeared that management was either unaware of these conditions or had chosen not to address them. The lack of maintenance extended throughout the property. From the pool area to the elevators, floors, and fixtures throughout the property, there was visible dirt, damage, and general neglect. It appeared that routine cleaning and maintenance were not being performed. My initial room had a ceiling leak that had been poorly repaired. The leak had clearly existed for some time, as mold was present and the wallpaper was bubbling and peeling away from the wall. In addition, the furniture was broken, the balcony showed signs of mold and rust, and the outdoor furniture was dirty and unclean. Overall, the room resembled accommodations several levels below what one would reasonably expect from a Wyndham property—more akin to a student dormitory than a hotel charging premium rates. I paid more than $1,400 in advance for this 7-day stay, and the condition of the hotel did not justify that expense. Had I known the true condition of the property, I would not have booked this hotel. The experience was extremely disappointing and far below the standard I have come to expect."

More cheap stays in Chesapeake

STUDIOS & SUITES 4 LESS CHESAPEAKE

2222 S Military Hwy Chesapeake VA

₩95,858

₩113,271 total

Jun 17 - Jun 18

includes taxes & fees

7.2/10 Good! (835 reviews)

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 Comfort Suites Chesapeake - Norfolk and STUDIOS & SUITES 4 LESS 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.

Where can I learn more about changing or cancelling my trip to Chesapeake?

To find more details about changing or cancelling your trip to Chesapeake, go to https://www.expedia.com/service/.

What's the best accommodation for families in Chesapeake?

Delta Hotels by Marriott Chesapeake Norfolk is a hotel with an indoor pool and a restaurant, and it's a top choice on Expedia for families. Other good choices for your family trip include SpringHill Suites by Marriott Chesapeake Greenbrier and Days Inn by Wyndham Chesapeake. Attractions like Riverwalk Parkway Park and Playground and Broadmoor 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 by Marriott Chesapeake and TRU by Hilton Chesapeake, VA. See more pet-friendly hotel accommodations in Chesapeake.

Where is the best hotel to stay close to Greenbrier Mall?

Adjacent to Greenbrier Mall, Homewood Suites by Hilton Chesapeake - Greenbrier is one of the top choices for your stay based on our traveler data, and this 3-star aparthotel offers free breakfast and free parking. Other good choices close by include Aloft Chesapeake and Comfort Suites Chesapeake - Norfolk.

What about the best place to stay near Chesapeake Square Mall?

One of the top choices for your stay is Holiday Inn Express Hotel & Suites Chesapeake, an IHG Hotel, located a short 0.6 mi (1 km) from Chesapeake Square Mall, and this hotel offers free breakfast and an indoor pool. Hampton Inn & Suites Chesapeake-Square Mall and Studios and Suites 4 Less Gum Road are other good choices nearby.

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's the best hotel for staying near Norfolk International Airport (ORF)?

Red Roof Inn Virginia Beach - Norfolk Airport is a popular hotel, featuring an outdoor pool and free WiFi. It's located a short 1.6 mi (2.7 km) from Norfolk Intl. Airport. Other good choices within close proximity to the airport include Comfort Inn & Suites Virginia Beach - Norfolk Airport and Americas Best Value Inn Norfolk Airport Area.

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 Sandbridge Beach and Naval Station Norfolk. In Chesapeake, there are 116 hotels and other accommodations to choose from. Find out more about Chesapeake.

What should I see while I'm in Chesapeake?

Favorite family attractions include Riverwalk Parkway Park and Playground and Jillian's Billiards. The natural setting is picturesque, namely the stunning beaches, and these places to see: Chesapeake City Park, Dismal Swamp Canal, and Lake Drummond. Additionally, you'll find Sandbridge Beach and Naval Station Norfolk 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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Our top choices for Chesapeake hotels

Hampton Inn & Suites Chesapeake-Square Mall

Holiday Inn Express Chesapeake - Norfolk by IHG

TRU by Hilton Chesapeake, VA

Hyatt Studios Chesapeake

Fairfield Inn & Suites by Marriott Chesapeake Suffolk

SpringHill Suites by Marriott Chesapeake Greenbrier

Hyatt Place Chesapeake

Delta Hotels by Marriott Chesapeake Norfolk

Aloft by Marriott Chesapeake

Comfort Suites Chesapeake - Norfolk

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Holiday Inn Express Hotel & Suites Chesapeake by IHG

American Inn Chesapeake – Portsmouth

YourSpace Hotels Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake

Wingate by Wyndham Chesapeake

Days Inn by Wyndham Chesapeake

Candlewood Suites Chesapeake by IHG

Courtyard by Marriott Chesapeake

Bowers Hill Inn

Where to stay in Chesapeake

Greenbrier

Great Bridge

Western Branch North

South Norfolk

Deep Creek South

Stay near popular Chesapeake attractions

Greenbrier Mall

Learn more about Chesapeake

Top Chesapeake Hotel Reviews

Wingate by Wyndham Chesapeake

More cheap stays in Chesapeake

STUDIOS & SUITES 4 LESS CHESAPEAKE

Frequently asked questions

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