Find Winery Hotels in Chesapeake Bay

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Pick from 124 Chesapeake Bay Winery Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Have you made your summer vacay plans yet at the Rivah in Irvington?
10.0 out of 10, Exceptional, 268 reviews
"Very comfortable historic house with quality updates that do no damage to that ambiance. Well furnished and decorated. Quite sizeable interior with front and rear porches. Fully outfited with any utensils and appliances you'll need. Exceptionally groomed grounds with lush vegetation. Highly recommend."
Have you made your summer vacay plans yet at the Rivah in Irvington?
Colonial Gardens
3.5 star property
9.8 out of 10, Exceptional, 84 reviews
"I had never stayed in a bed-and-breakfast before, but my wife convinced me it would be fun. Little did I know how great this experience would be. When we arrived, we were greeted by Angela, the innkeeper. What a wonderful woman. A great host, a great cook, and a wealth of information about Williamsburg. This may have been one of our greatest vacations we would gladly go back again. Angela, thank you again for a great time. Andy and Donna."
Colonial Gardens
A Williamsburg White House
3.5 star property
9.6 out of 10, Exceptional, 156 reviews
"Beautiful home and room. Delicious breakfast and close to Downtown Williamsburg. "
The price is $199
$225 total
includes taxes & fees
Jun 26 - Jun 27
A Williamsburg White House
Wedmore Place
3.5 star property
9.4 out of 10, Exceptional, 1,002 reviews
"Beautiful and private area. The staff was professional and efficient!"
The price is $156
$177 total
includes taxes & fees
Jun 18 - Jun 19
Wedmore Place
Williamsburg Sampler B & B
3.0 star property
9.4 out of 10, Exceptional, 302 reviews
"We thoroughly enjoyed our stay at the Williamsburg Sampler B & B. The accommodations were lovely - cozy and inviting decor with several different seating areas for guests downstairs to relax outside of their rooms in addition to a open and large kitchen - dining area. The rooms themselves were comfortable and well appointed. The Breakfasts were suburb! Stephanie, the B & B hostess out-did herself with her hospitality. Pluses included that Colonial Williamsburg and a variety of restaurants...
The price is $197
$223 total
includes taxes & fees
Jun 16 - Jun 17
Williamsburg Sampler B & B
Cedars of Williamsburg Bed & Breakfast
3.0 star property
9.2 out of 10, Wonderful, 501 reviews
"I would happily stay here again! Alex, the owner, served breakfast each day and chats with people. Leroy, the manager, is friendly, helpful, and welcoming. You couldn’t pick a better location in Williamsburg to be close to W&M or Colonial Williamsburg. Parking is behind the building and it was easy to get in and out. The area is quiet at night and very safe. I had high expectations when I booked my stay here and they were exceeded! Everything you’d expect and want from a B&B."
The price is $160
$181 total
includes taxes & fees
Jun 16 - Jun 17
Cedars of Williamsburg Bed & Breakfast
Williamsburg Manor B&B
3.0 star property
9.2 out of 10, Wonderful, 250 reviews
"Great location and stay. Beautifully decorated inn. First day breakfast was outstanding but second day was a bit more average quality. Fruits and eggs from premises. Bed was very high 4 poster and required stairs for me to get in so a bit nervous on safety but very comfortable for sleeping. Snacks and beverages in kitchen with excellent coffee machine. Overall, we would stay at this location again. "
The price is $161
$182 total
includes taxes & fees
Jun 24 - Jun 25
Williamsburg Manor B&B
Kingsmill Resort
4.0 star property
9.0 out of 10, Wonderful, 1,001 reviews
"Wonderful property. Proximity to outside activities is fantastic. "
The price is $229
$308 total
includes taxes & fees
Jun 24 - Jun 25
Kingsmill Resort
Williamsburg Lodge, Autograph Collection
4.0 star property
9.0 out of 10, Wonderful, 1,002 reviews
"I stayed in the South Guest House. The hotel was beautiful, the people are friendly, and the resturant is actually very good. The only issue I would have is that in the South Guest House sound carries throughout the rooms. Part of that is because they have beautiful old hardwood floors that creak when people walk. But even the sound of morning alarms and the tv is pretty audible through the walls. If you are a light sleeper, the South Guest House might not be for you. Otherwise it is lovely. The...
The price is $175
$198 total
includes taxes & fees
Jul 8 - Jul 9
Williamsburg Lodge, Autograph Collection
Hilton Vacation Club The Historic Powhatan Williamsburg
3.5 star property
8.8 out of 10, Excellent, 2,371 reviews
"It was a really ggreat place. My husband actually chose it and he gets kudos from me! We had a really nice bedroom and bathroom,a spacious livingroom. the best surprise to me was a sunroom! beautiful!"
The price is $87
$128 total
includes taxes & fees
Jun 24 - Jun 25
Hilton Vacation Club The Historic Powhatan Williamsburg
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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.

Chesapeake Bay Winery Hotels information

 

Winery Hotels in Chesapeake Bay

124

Highest price
$379
Cheapest price
$53
Number of guest reviews
7,337
Total number of hotels in Chesapeake Bay
14,210