Last-minute hotel deals in Chesapeake Bay

Add dates
Add dates
1 room, 2 Guests
Compare deals on Booking.com

Trusted by over 100,000 guests every year

Add dates
Add dates
room 1

Adults

18+
2

Children

0-17
0
Add another room
usp iconExclusive member prices

Become a member for free and save up to 15% on thousands of properties with our member prices.

usp iconThe biggest range

Search hotels across the globe with our easy-to-use filters to find your perfect stay.

usp iconThe best price

We compare thousands of deals in seconds to provide you the best price every time.

usp iconFree cancellation & pay later

Access a range of fully refundable and pay on arrival properties for complete flexibility.

Chesapeake Bay, the largest estuary in the United States, offers a unique blend of natural beauty and cultural richness, making it a captivating travel destination. Nestled between Maryland and Virginia, the bay is renowned for its picturesque landscapes and vibrant marine life. Visitors can explore charming neighborhoods such as Annapolis, known for its historic architecture and maritime heritage, or the serene Eastern Shore, offering tranquil retreats and scenic views.

Top attractions include the Chesapeake Bay Bridge, a marvel of engineering, and the Chesapeake Bay Maritime Museum, which provides insights into the region's nautical history. Nature enthusiasts will enjoy the bay's extensive shoreline, perfect for kayaking, fishing, and bird watching. With its combination of outdoor adventures and cultural experiences, Chesapeake Bay is an ideal destination for travelers seeking both relaxation and exploration.

Clear filters

Chesapeake Bay

Most popular
Sort by

See the latest prices and deals by choosing your dates

Wachapreague Inn - Motel Rooms
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Motel in Eastern Shore of Virginia, Wachapreague · 37.85 km from centre

8.0

 

74 reviews

Located in Wachapreague, 29 miles from Mid-Atlantic Regional Spaceport, Wachapreague Inn - Motel Rooms has accommodations with free bikes, free private parking and barbecue facilities. Featuring family rooms, this property also provides guests with a playground. The property provides free shuttle service and a concierge service for guests.

The rooms at the motel come with a seating area and a flat-screen TV with cable channels. The rooms include a coffee machine and a private bathroom with a shower and free toiletries, while some rooms contain a kitchenette equipped with a fridge. At Wachapreague Inn - Motel Rooms every room comes with bed linen and towels.

Guests at the accommodation will be able to enjoy activities in and around Wachapreague, like cycling.

The nearest airport is Norfolk International Airport, 65 miles from Wachapreague Inn - Motel Rooms.

Compare price on Booking.com
Compare price on Booking.com
The Inn at Onancock
Full StarFull StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Bed and breakfast in Eastern Shore of Virginia, Onancock · 38.09 km from centre

9.8

 

36 reviews

The Inn at Onancock in Onancock provides accommodations with a garden, a terrace, and a shared lounge. Both free Wifi and parking on-site are available at the bed and breakfast free of charge. On clear days, guests can head outside to enjoy the bed and breakfast's outdoor fireplace, or simply kick back and relax.

Offering a patio, each unit is air conditioned and offers a dining area and a seating area with a satellite flat-screen TV. There's a private bathroom with shower in every unit, along with bathrobes, a hair dryer, and free toiletries. At the bed and breakfast, the units are fitted with bed linen and towels.

American and vegetarian breakfast options with warm dishes, fruit, and cheese are available every morning.

The bed and breakfast has a picnic area where you can spend the day outdoors.

Mid-Atlantic Regional Spaceport is 21 miles from The Inn at Onancock. Salisbury-Ocean City Wicomico Regional Airport is 59 miles away.

Compare price on Booking.com
Compare price on Booking.com
Private Beach and Deck Bayfront Home in Hayes!
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Hampton Roads, Yorktown · 38.19 km from centre

10.0

 

1 review

Private Beach and Deck Bayfront Home in Hayes! offers accommodations in Yorktown, 21 miles from Colonial Williamsburg and 28 miles from Historic Jamestowne. The air-conditioned accommodation is 20 miles from Busch Gardens & Water Country. Private parking can be arranged at an extra charge.

With free Wifi, this 3-bedroom vacation home offers a flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are offered in the vacation home. The property offers sea views.

There is an on-site bar.

Water Country USA is 19 miles from the vacation home, while Busch Gardens Williamsburg is 22 miles from the property. Newport News/Williamsburg International Airport is 17 miles away.

Compare price on Booking.com
Compare price on Booking.com
A Little Serenity
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Apartment in Eastern Shore of Virginia, Onancock · 38.35 km from centre

10.0

 

3 reviews

A Little Serenity offers accommodations in Onancock, 20 miles from Mid-Atlantic Regional Spaceport. Both free Wifi and private parking are accessible at the apartment free of charge.

The air-conditioned apartment also features a flat-screen TV, a fully equipped kitchen with an oven, a seating area, washing machine, and 2 bathrooms with a walk-in shower. For added privacy, the accommodation features a private entrance.

Salisbury-Ocean City Wicomico Regional Airport is 58 miles from the property.

Compare price on Booking.com
Compare price on Booking.com
Inn at Warner Hall
Full StarFull StarFull StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Bed and breakfast in Hampton Roads, Gloucester · 38.41 km from centre

9.8

 

11 reviews

Offering a garden, Inn at Warner Hall features accommodations in Gloucester. Each accommodation at the 5-star bed and breakfast has garden views, and guests can enjoy access to free bikes and massage services. The bed and breakfast offers rooms with air conditioning, free private parking, and free Wifi.

At the bed and breakfast, each unit comes with a desk, a flat-screen TV, a private bathroom, bed linen, and towels. At the bed and breakfast, some units are allergy-free.

Guests at the bed and breakfast can enjoy an American breakfast. Guests may relax in the on-site bar or lounge, while packed lunches are also available upon request.

Guests at Inn at Warner Hall can enjoy cycling nearby, or make the most of the sun terrace.

Busch Gardens & Water Country is 22 miles from the accommodation, while Colonial Williamsburg is 28 miles away. Newport News/Williamsburg International Airport is 21 miles from the property.

Compare price on Booking.com
Compare price on Booking.com
Primary image
Warner Hall
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Inn in Hampton Roads, Gloucester · 38.41 km from centre

Breakfast available

Located in Gloucester, Warner Hall is within a 15-minute drive of White Marsh Shopping Center and Abingdon Park. This inn is 22.7 mi (36.6 km) from Busch Gardens Williamsburg and 23.4 mi (37.7 km) from Water Country USA.

Compare price on Booking.com
Compare price on Booking.com
Primary image
Warner Hall
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Inn in Hampton Roads, Gloucester · 38.41 km from centre

Breakfast available

Located in Gloucester, Warner Hall is within a 15-minute drive of White Marsh Shopping Center and Abingdon Park. This inn is 22.7 mi (36.6 km) from Busch Gardens Williamsburg and 23.4 mi (37.7 km) from Water Country USA.

Compare price on Booking.com
Compare price on Booking.com
CoronaCove Summer Cabin
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Eastern Shore of Virginia, Townsend · 38.93 km from centre

Providing free private parking, CoronaCove Summer Cabin is 30 miles from Norfolk Botanical Garden.

With free Wifi, this 1-bedroom vacation home provides a flat-screen TV and a kitchenette with a microwave and fridge. Towels and bed linen are provided in the vacation home. The accommodation is non-smoking.

Norfolk International Airport is 28 miles away.

Compare price on Booking.com
Compare price on Booking.com
Radiant Gloucester House with Private Porch!
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Hampton Roads, Gloucester · 39.28 km from centre

9.3

 

3 reviews

Radiant Gloucester House with Private Porch! is located in Gloucester, just 25 miles from Water Country USA and 25 miles from Busch Gardens Williamsburg. The air-conditioned accommodation is 30 miles from Colonial Williamsburg. Free Wifi is available throughout the property and Busch Gardens & Water Country is 25 miles away.

The spacious vacation home includes 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, as well as a coffee machine. Towels and bed linen are offered in the vacation home. For added privacy, the accommodation features a private entrance.

Duke Of Gloucester Street is 29 miles from the vacation home, while Cary Stadium is 29 miles from the property. Newport News/Williamsburg International Airport is 22 miles away.

Compare price on Booking.com
Compare price on Booking.com
Holiday Inn Express - Gloucester by IHG
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Hampton Roads, Gloucester · 39.69 km from centre

8.1

 

145 reviews

Breakfast available

Located in Gloucester, 23 miles from Busch Gardens & Water Country, Holiday Inn Express - Gloucester by IHG has accommodations with a seasonal outdoor swimming pool, free private parking, a fitness center and a shared lounge. The 3-star hotel has air-conditioned rooms with a private bathroom and free WiFi. Busch Gardens Williamsburg is 23 miles away and Duke Of Gloucester Street is 27 miles from the hotel.

At the hotel, the rooms are equipped with a desk. All rooms in Holiday Inn Express - Gloucester by IHG are equipped with a TV and a hairdryer.

The accommodation can conveniently provide information at the reception to help guests to get around the area.

Colonial Williamsburg is 29 miles from Holiday Inn Express - Gloucester by IHG, while Water Country USA is 23 miles from the property. Newport News/Williamsburg International Airport is 21 miles away.

Compare price on Booking.com
Compare price on Booking.com
Primary image
Holiday Inn Express Gloucester by IHG
Full StarFull StarFull StarHalf Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Hampton Roads, Gloucester · 39.70 km from centre

7.2

 

571 reviews

Breakfast available

A stay at Holiday Inn Express Gloucester by IHG places you in the heart of Gloucester, a 4-minute drive from Gloucester Museum of History and 11 minutes from Machicomoco State Park. This hotel is 9.5 mi (15.3 km) from Rosewell Ruins and 11.3 mi (18.2 km) from Gloucester Point Beach Park.

Compare price on Booking.com
Compare price on Booking.com
Primary image
Holiday Inn Express Gloucester by IHG
Full StarFull StarFull StarHalf Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Hampton Roads, Gloucester · 39.70 km from centre

7.2

 

572 reviews

Breakfast available

A stay at Holiday Inn Express Gloucester by IHG places you in the heart of Gloucester, a 4-minute drive from Gloucester Museum of History and 11 minutes from Machicomoco State Park. This hotel is 9.5 mi (15.3 km) from Rosewell Ruins and 11.3 mi (18.2 km) from Gloucester Point Beach Park.

Compare price on Booking.com
Compare price on Booking.com
Primary image
Hampton Inn Gloucester
Full StarFull StarHalf Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Hampton Roads, Gloucester · 39.72 km from centre

9.0

 

669 reviews

Breakfast available

With a stay at Hampton Inn Gloucester in Gloucester, you'll be a 5-minute walk from Shoppes at Gloucester and 9 minutes by foot from Gloucester Youth Baseball. This hotel is 22.8 mi (36.8 km) from Water Country USA and 0.8 mi (1.3 km) from Gloucester Golf Club.

Compare price on Booking.com
Compare price on Booking.com
Modern Cape Charles Home 1 Mi to Kiptopeke Beach!
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Eastern Shore of Virginia, Cape Charles · 40.12 km from centre

7.5

 

2 reviews

Modern Cape Charles Home 1 Mi to Kiptopeke Beach! is located in Cape Charles, just 28 miles from Norfolk Botanical Garden and 30 miles from Cape Henry Lighthouse. The air-conditioned accommodation is 1.2 miles from Kiptopeke Beach.

With free Wifi, this 3-bedroom vacation home provides a flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are provided in the vacation home. The property has an outdoor dining area.

Norfolk International Airport is 26 miles away.

Compare price on Booking.com
Compare price on Booking.com
Waterfront Lancaster House with Grill and Dock Access!
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Coastal Virginia, Lancaster · 40.31 km from centre

This vacation home provides air-conditioned accommodations with a patio.

With free Wifi, this 3-bedroom vacation home offers a cable flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Guests can enjoy a meal on an outdoor dining area while overlooking the sea views. The accommodation has a fireplace.

Newport News/Williamsburg International Airport is 60 miles from the property.

Compare price on Booking.com
Compare price on Booking.com
Primary image
Camp Cardinal Gloucester Point
Full StarFull StarHalf Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Cabin in Hampton Roads, Hayes · 40.96 km from centre

8.6

 

20 reviews

Located in Hayes, Camp Cardinal Gloucester Point is within a 10-minute drive of Woodville Park and Gloucester County Public Library. This family-friendly cabin is 16.9 mi (27.2 km) from Busch Gardens Williamsburg and 15.1 mi (24.4 km) from Fort Eustis.

Compare price on Booking.com
Compare price on Booking.com
Waterfront Reedville Home with Private Dock!
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Coastal Virginia, Reedville · 41.83 km from centre

With free Wifi, this 3-bedroom vacation home offers a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance.

Newport News/Williamsburg International Airport is 67 miles away.

Compare price on Booking.com
Compare price on Booking.com
Waterfront Lancaster Cabin about 10 Mi to Kilmarnock!
Full StarFull StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Coastal Virginia, Kilmarnock · 42.74 km from centre

8.3

 

3 reviews

With free Wifi, this 3-bedroom vacation home provides a flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are provided in the vacation home. The property has an outdoor dining area.

Newport News/Williamsburg International Airport is 62 miles away.

Compare price on Booking.com
Compare price on Booking.com
Primary image
The Baywood Bed & Breakfast
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Bed & breakfast in Eastern Shore of Virginia, Cape Charles · 43.19 km from centre

9.6

 

154 reviews

Breakfast available

Located in Cape Charles, The Baywood Bed & Breakfast is by the ocean, within a 5-minute drive of Eastern Shore of Virginia National Wildlife Refuge and Chesapeake Bay Bridge-Tunnel. This beach bed & breakfast is 31.8 mi (51.2 km) from Virginia Beach Boardwalk and 11.5 mi (18.6 km) from Cape Charles Beach.

Compare price on Booking.com
Compare price on Booking.com
Urbanna Cottage with Private Yard and Water Views
Full StarFull StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Coastal Virginia, West Irvington · 43.42 km from centre

10.0

 

1 review

The air-conditioned accommodation is 31 miles from Tradition At Stonehouse Golf Club.

With free Wifi, this 3-bedroom vacation home offers a cable flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are featured in the vacation home. The property has an outdoor dining area.

Newport News/Williamsburg International Airport is 43 miles away.

Compare price on Booking.com
Compare price on Booking.com
tripadvisor