Find Winery Hotels in Chesapeake Bay

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Compare Chesapeake Bay Winery Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Wedmore Place
Pool

Wedmore Place

3.5 star property
9.4 out of 10, Exceptional, (1001)
"Wedmore Place is so beautiful and has an even more beautiful staff! They make you feel like family. The rooms are clean, and the beds are so fluffy and comfortable! We will be back!"
The price is AED 637
AED 746 total
includes taxes & fees
23 Dec - 24 Dec
Wedmore Place
10% off entire stay! There’s no place like Irvington for the Holidays! Come see!
A Cute and Cozy Cottage.

10% off entire stay! There’s no place like Irvington for the Holidays! Come see!

10.0 out of 10, Exceptional, (286)
"Great place to stay while in Irvington!"
10% off entire stay! There’s no place like Irvington for the Holidays! Come see!
Kingsmill Resort
Property grounds

Kingsmill Resort

4.0 star property
8.8 out of 10, Excellent, (1004)
"Outstanding stay, beautiful room. The only downside was that the pool filter was being replaced so the pool/hot tub was unavailable throughout our five day stay."
The price is AED 476
AED 721 total
includes taxes & fees
22 Jan - 23 January 2025
Kingsmill Resort
Hilton Vacation Club Greensprings Williamsburg
Exterior

Hilton Vacation Club Greensprings Williamsburg

3.0 star property
8.4 out of 10, Very Good, (1005)
"The only issue was no hot water in the bathtub. The beds were wayyy too firm and hard. I don’t like the cloth lining for the shower, water gets out very easy. "
The price is AED 316
AED 464 total
includes taxes & fees
5 Jan - 6 January 2025
Hilton Vacation Club Greensprings Williamsburg
Hilton Vacation Club The Historic Powhatan Williamsburg
Pool

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 star property
9.0 out of 10, Wonderful, (2582)
"Excellent place to stay!"
The price is AED 222
AED 359 total
includes taxes & fees
21 Jan - 22 January 2025
Hilton Vacation Club The Historic Powhatan Williamsburg
The Tides Inn
Aerial view

The Tides Inn

4.0 star property
8.8 out of 10, Excellent, (153)
"room for wheelchair very spacious "
The price is AED 1,208
AED 1,486 total
includes taxes & fees
1 Jan - 2 January 2025
The Tides Inn
Best Western Kilmarnock Hotel
Exterior

Best Western Kilmarnock Hotel

2.5 star property
7.8 out of 10, Good, (624)
"Clean, updated and comfortable motel. The staff was excellent. "
The price is AED 474
AED 537 total
includes taxes & fees
23 Dec - 24 Dec
Best Western Kilmarnock Hotel
Whispering Pines Motel
Room

Whispering Pines Motel

2.5 star property
6.4 out of 10, (137)
"Excellent location, super accommodating managing staff"
Whispering Pines Motel
Super 8 by Wyndham Havre De Grace Aberdeen Area
Exterior

Super 8 by Wyndham Havre De Grace Aberdeen Area

2.0 star property
6.8 out of 10, (864)
"Great location and great value for the price! Strong cigarette smell in the lobby but not the room. "
The price is AED 190
AED 213 total
includes taxes & fees
29 Dec - 30 Dec
Super 8 by Wyndham Havre De Grace Aberdeen Area
Colonial Gardens
Room

Colonial Gardens

3.5 star property
9.8 out of 10, Exceptional, (91)
"Colonial Gardens B&B is a gem nestled close to the living museum of Colonial Williamsburg. Angela, the warm and welcoming owner/proprietor, goes above and beyond with her local knowledge, steering us to fantastic dining spots and must-see attractions. The B&B's decor perfectly captures the colonial charm, creating a cozy atmosphere that complements the area's rich history. The beds are heavenly - I've never slept so well away from home! We loved the spaciousness and cleanliness of the rooms. We...
Colonial Gardens
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.
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