Find Winery Hotels in Chesapeake Bay

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Check availability on Chesapeake Bay Winery Hotels

Tonight
Aug 31 - Sep 1
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Sep 1 - Sep 2
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Sep 5 - Sep 7
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Sep 12 - Sep 14

Top Chesapeake Bay Winery Hotels

Our top choices for Chesapeake Bay hotels with winery

Wedmore Place
Business center

Wedmore Place

3.5 star property
9.6 out of 10, Exceptional, (1010)
"Nice area and tavern"
The price is ￥20,409
￥24,066 total
includes taxes & fees
Sep 3 - Sep 4
Wedmore Place
Summer at the Rivah in Irvington! Come see for yourself!
Outdoor dining

Summer at the Rivah in Irvington! Come see for yourself!

10.0 out of 10, Exceptional, (297)
"What a wonderful place to enjoy a peaceful, beautiful Mother's Day weekend with my lovely bride. We took long walks, enjoyed the local scene and just spent lots of time enjoying the porches. The cottage supports all of this perfectly. We couldn't ask for more and can't wait until our next opportunity to stay at the Key Cottage!"
Summer at the Rivah in Irvington! Come see for yourself!
Bruadair Guest House - Exquisite Waterfront Beach House
Exterior

Bruadair Guest House - Exquisite Waterfront Beach House

3.0 star property
9.8 out of 10, Exceptional, (114)
"Perfect getaway for a couple who wants to relax and reconnect"
Bruadair Guest House - Exquisite Waterfront Beach House
Kingsmill Resort
Couples treatment rooms, sauna, hot tub, steam room, body treatments

Kingsmill Resort

4.0 star property
8.8 out of 10, Excellent, (1008)
"A very nice place family oriented to relax."
The price is ￥25,013
￥35,513 total
includes taxes & fees
Sep 2 - Sep 3
Kingsmill Resort
Hilton Vacation Club Greensprings Williamsburg
Exterior

Hilton Vacation Club Greensprings Williamsburg

3.0 star property
8.4 out of 10, Very Good, (1014)
"Great place to stay at."
The price is ￥14,874
￥21,071 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Vacation Club Greensprings Williamsburg
Hilton Vacation Club The Historic Powhatan Williamsburg
Indoor pool, outdoor pool, pool umbrellas, sun loungers

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 star property
9.0 out of 10, Wonderful, (3008)
"Loved staying here !"
The price is ￥10,624
￥16,309 total
includes taxes & fees
Sep 6 - Sep 7
Hilton Vacation Club The Historic Powhatan Williamsburg
Bay Chalet
Exterior

Bay Chalet

2.5 star property
Bay Chalet
The Tides Inn
Exterior

The Tides Inn

4.0 star property
8.8 out of 10, Excellent, (157)
"A lovely stay"
The price is ￥72,055
￥85,374 total
includes taxes & fees
Sep 15 - Sep 16
The Tides Inn
Best Western Kilmarnock Hotel
Exterior

Best Western Kilmarnock Hotel

2.5 star property
7.8 out of 10, Good, (688)
"Good stay for the price."
The price is ￥19,705
￥22,325 total
includes taxes & fees
Sep 21 - Sep 22
Best Western Kilmarnock Hotel
Whispering Pines by Hotel O Whitestone VA
Exterior

Whispering Pines by Hotel O Whitestone VA

2.5 star property
6.4 out of 10, (140)
"Property was clean and great for a one night stand before catching the Ferry to Tangier"
The price is ￥13,382
￥14,359 total
includes taxes & fees
Sep 2 - Sep 3
Whispering Pines by Hotel O Whitestone VA
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.

Top Chesapeake Bay Hotel Reviews

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