Create your free account
Sign in to your account
Get 24/7 travel help, thanks to our Customer First Guarantee
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Most Frequently Booked Chesapeake Hotels
Price for 1 night 2 adults*
Per night/room
Nov 8 - Nov 9
Extended Stay America Chesapeake - Crossways Boulevard
1540 Crossways Blvd, Chesapeake, VAThis hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free on-the-go breakfast each morning. A safe deposit box is provided and the front desk is staffed around-the-clock.
Per night/room
Oct 27 - Oct 28
Hyatt Place Chesapeake
709 Eden Way N, Chesapeake, VAThis hotel features an indoor pool, a 24-hour fitness center, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Per night/room
Oct 20 - Oct 21
Red Roof Inn Chesapeake Conference Center
724 Woodlake Dr, Chesapeake, VAThis hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Per night/room
Nov 3 - Nov 4
Hampton Inn & Suites Chesapeake-Battlefield Boulevard
1421 Battlefield Blvd N, Chesapeake, VAThis hotel features an indoor pool and a fitness center. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the spa tub and free perks like buffet breakfast and free self parking.
Top Cheap Chesapeake Hotel Deals
Price for 1 night 2 adults*
Per night/room
Nov 10 - Nov 11
Comfort Suites Chesapeake - Norfolk
1550 Crossways Blvd, Chesapeake, VAThe hotel doesn't skimp on freebies - guests receive free buffet breakfast and free self parking. Traveling on business? Take advantage of the laundry service and WiFi in public areas. There's a sauna on site, and a 24-hour front desk and a garden are also provided.
Per night/room
Oct 19 - Oct 20
WoodSpring Suites Chesapeake-Norfolk South
137 Kempsville Rd, Chesapeake, VAThis hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. The front desk is staffed around-the-clock and laundry facilities are on offer.
Per night/room
Oct 31 - Nov 1
Comfort Inn & Suites Chesapeake - Portsmouth
3355 S Military Hwy, Chesapeake, VAA restaurant and a 24-hour fitness center are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Per night/room
Oct 20 - Oct 21
Red Roof Inn Chesapeake Conference Center
724 Woodlake Dr, Chesapeake, VAThis hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Top Luxury Chesapeake Hotel Deals
Price for 1 night 2 adults*
Per night/room
Nov 3 - Nov 4
Aloft Chesapeake
1454 Crossways Boulevard, Chesapeake, VAThis hotel features an indoor pool and a 24-hour health club. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Unwind with a drink at the bar/lounge and enjoy perks like free self parking and a free area shuttle.
Per night/room
Oct 20 - Oct 21
Red Roof Inn Chesapeake Conference Center
724 Woodlake Dr, Chesapeake, VAThis hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Per night/room
Oct 27 - Oct 28
Hyatt Place Chesapeake
709 Eden Way N, Chesapeake, VAThis hotel features an indoor pool, a 24-hour fitness center, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Per night/room
Nov 10 - Nov 11
Comfort Suites Chesapeake - Norfolk
1550 Crossways Blvd, Chesapeake, VAThe hotel doesn't skimp on freebies - guests receive free buffet breakfast and free self parking. Traveling on business? Take advantage of the laundry service and WiFi in public areas. There's a sauna on site, and a 24-hour front desk and a garden are also provided.
Other Travelers Recently Booked These Chesapeake Hotels
Extended Stay America Chesapeake - Crossways Boulevard 2.5 out of 5.0
Fairfield Inn and Suites By Marriott Chesapeake 2.5 out of 5.0
Super 8 by Wyndham Chesapeake/Portsmouth 2.0 out of 5.0
Wingate by Wyndham Chesapeake 2.5 out of 5.0
Holiday Inn Express Chesapeake - Norfolk 2.5 out of 5.0
Candlewood Suites Chesapeake 2.5 out of 5.0
Red Roof Inn Chesapeake Conference Center 2.0 out of 5.0
Sleep Inn & Suites Chesapeake - Portsmouth 2.5 out of 5.0
How much is a hotel room in Chesapeake?
Hotels in Chesapeake start at $48 per night. Prices and availability subject to change. Additional terms may apply.
Chesapeake Hotel & Travel Guide
Wander amid swamps, forests, and farms, or paddle miles upon miles of waterways, both saltwater and freshwater, in one of Virginia's most beautifully diverse cities. There is no balm better for the spirit than exposure to scenes of natural beauty. With so much to do, you'll surely want to delay your return to your choice of hotels in Chesapeake, VA. As Edgar Allan Poe once asserted, "That pleasure which is at once the most pure, the most elevating and the most intense, is derived, I maintain, from the contemplation of the beautiful."
Visiting Chesapeake
Once you've stowed your bags in one of the hotels near Chesapeake, VA, rent a kayak or a canoe on the shores of the Dismal Swamp Canal, the nation's oldest hand-dug waterway in continuous operation. Gently propel yourself down the tree-lined canal toward Lake Drummond in the heart of the Great Dismal Swamp National Wildlife Refuge. It is said that these environs inspired Edgar Allan Poe to pen his famous poem "The Raven." Contemplate his words, or perhaps recite them from memory, as you move through the wilderness.
If you start to feel spooked, turn your attention instead to the diverse local wildlife. You're likely to see a white-tailed deer or two grazing amid the trees, and the keen-eyed wanderer may even spot a black bear or bobcat amid the forest growth. Don't forget to look down for river otter, and up for a variety of rare warblers. By the time you return to Chesapeake hotels, you'll have enough scenic memories to last you through to your next adventure, whenever that may be.
The allure of which Edgar Allan Poe spoke is not limited to the natural. To enjoy beauty of a more architectural variety, book one of Travelocity's Chesapeake rental cars and make your way north to explore historic buildings in the state capital. Travelocity can find you great hotels in Richmond for your stay, so you can plan your sightseeing route.
Recent Chesapeake Hotel Reviews By Fellow Wanderers
- Golf Resorts & Hotels (40)
- Kid Friendly Hotels (36)
- Hotels with Free Parking (33)
- Beach Resorts & Hotels (31)
- Convention Center Hotels (30)
- Historic Hotels (30)
- Hotels with Pools (22)
- Pet Friendly Hotels (20)
- Hotels with an Indoor Pool (16)
- Hotels with Bar (12)
- Hotel Wedding Venues (12)
- Spa Resorts & Hotels (12)
- Hotels with Jacuzzis In Room (11)
- Luxury Hotels (7)
- Romantic Getaways & Hotels (3)
- Hotels with Balconies (1)
An Attraction
- Hotels near Greenbrier Mall
- Hotels near Chesapeake Square Mall
- Hotels near Great Dismal Swamp National Wildlife Refuge
- Hotels near Chesapeake Conference Center
- Hotels near Chesapeake City Park
- Hotels near Chesapeake Veterans' Memorial
- Hotels near Chesapeake Golf Club
- Hotels near Chesapeake City Hall
- Hotels near Chesapeake Arboretum
- Hotels near Oak Grove Lake Park
- Hotels near Chesapeake Central Library
- Hotels near Lake Drummond
- Hotels near Adventure Kayak Tours Day Tours
- Hotels near Cahoon Plantation Golf Course
- Hotels near Jillian's Billiards
- Hotels near Float First
- Hotels near Portlock Galleries at SoNo
- Hotels near Ocean Breeze Waterpark
- Hotels near Norfolk Botanical Garden
- Hotels near Virginia Aquarium and Marine Science Center
- Hotels near First Landing State Park
- Hotels near Chrysler Museum of Art
- Hotels near Nauticus National Maritime Center
- Hotels near Cape Henry Lighthouse
- Hotels near Children's Museum of Virginia
- Hotels near Mariner's Museum
- Hotels near Virginia Living Museum
- Hotels near Virginia Air and Space Center
- Hotels near Moses Myers House
- Hotels near Lynnhaven House
- Hotels near Virginia War Museum
- Hotels near Virginia Beach Boardwalk
- Hotels near Naval Station Norfolk
- Hotels near Hampton Coliseum
- Hotels near Virginia Beach Town Center
- Hotels near Virginia Beach Convention Center
- Hotels near Sandbridge Beach
- Hotels near Old Dominion University
- Hotels near Hampton University
- Hotels near Veterans United Home Loans Amphitheater at Virginia Beach
- Virginia Beach Hotels
- Norfolk Hotels
- Hampton Hotels
- Outer Banks Hotels
- Corolla Hotels
- Elizabeth City Hotels
- Suffolk Hotels
- Portsmouth Hotels
- Yorktown Hotels
- Chesapeake Bay Hotels
- Smithfield Hotels
- Coastal Virginia Hotels
- Coastal North Carolina Hotels
- Southeastern United States Hotels
- North Camellia Acres Hotels
- Mid-Atlantic Hotels
- Moyock Hotels
- Carrollton Hotels
- The South Hotels
- Poquoson Hotels
- Knotts Island Hotels
- Windsor Hotels
- Churchland Hotels
- Sunbury Hotels
- Camden Hotels
- Virginias Hotels
- Buckroe Beach Hotels
- Albemarle Sound Hotels
- Isle of Wight Hotels
- Barco Hotels
- South Mills Hotels
- Tabb Hotels
- Ivor Hotels
- Coinjock Hotels
- Gatesville Hotels
- The Carolinas Hotels
- Shawboro Hotels
- Battery Park Hotels
- Corapeake Hotels
- Flights to Chesapeake
The best fares to get you there
- Chesapeake Vacation Rentals
Great Deals on Alternative Accommodations
- Chesapeake Car Rentals
Affordable cars to get you around town
- Chesapeake Vacations
Save more by combining flights, hotels and cars
- Things to do in Chesapeake
Discover events, experiences & tours
Most Popular
-
- Beach Resorts & Hotels in Virginia Beach
- Extended Stay Hotels Virginia Beach
- Hotels with Jacuzzis In Room in Virginia Beach
- SpringHill Suites by Marriott Virginia Beach Oceanfront
- Pet Friendly Hotels in Virginia Beach
- Beach Resorts & Hotels in Norfolk
- Ocean Beach Club by Diamond Resorts
- Sheraton Virginia Beach Oceanfront Hotel
- Spa Resorts & Hotels in Virginia Beach
- Hotels with Jacuzzis In Room in Norfolk
- Romantic Getaways & Hotels in Virginia Beach
- Wyndham Virginia Beach Oceanfront
- Luxury Hotels in Virginia Beach
- 4 Star Hotels in Virginia Beach
- Holiday Inn Express Hotel & Suites Va Beach Oceanfront
- 5 Star Hotels in Virginia Beach
- Kid Friendly Hotels in Virginia Beach
- Oceans 24
- Boutique Hotels in Virginia Beach
- Resort Hotels Virginia Beach
- 3 Star Hotels in Virginia Beach
- Hotels with Pools in Virginia Beach
- Hotel Wedding Venues in Virginia Beach