Compare Winery Hotels in Chesapeake Bay

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Featured Chesapeake Bay Winery Hotels

Wedmore Place

Wedmore Place

3.5 out of 5
5810 Wessex Hundred, Williamsburg, VA
The price is $187 per night
$187
includes taxes & fees
$159 per night
Jan 2 - Jan 3, 2025
Free Cancellation
Reserve now, pay when you stay
Located in Williamsburg, Wedmore Place is in the historical district, a 1-minute drive from Williamsburg Winery and 6 minutes from College of William and Mary.
There’s no place like Irvington for the Holidays! Come see for yourself!

There’s no place like Irvington for the Holidays! Come see for yourself!

Located in Irvington, this cottage is in a rural location, within a 10-minute drive of Historic Christ Church and Compass Entertainment Complex.
Kingsmill Resort

Kingsmill Resort

4 out of 5
1010 Kingsmill Rd, Williamsburg, VA
The price is $202 per night
$202
includes taxes & fees
$183 per night
Jan 1 - Jan 2, 2025
Free Cancellation
Reserve now, pay when you stay
With a stay at Kingsmill Resort in Williamsburg (Kingsmill), you'll be within a 10-minute drive of Busch Gardens Williamsburg and College of William and Mary.
Hilton Vacation Club Greensprings Williamsburg

Hilton Vacation Club Greensprings Williamsburg

3 out of 5
3500 Ludwell Pkwy, Williamsburg, VA
The price is $126 per night
$126
includes taxes & fees
$114 per night
Jan 5 - Jan 6, 2025
Free Cancellation
Reserve now, pay when you stay
Located in Williamsburg, Hilton Vacation Club Greensprings Williamsburg is in the historical district, a 3-minute drive from Williamsburg National Golf Club and 7 minutes from College of William and Mary.
Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd, Williamsburg, VA
The price is $98 per night
$98
includes taxes & fees
$89 per night
Jan 21 - Jan 22, 2025
Free Cancellation
Reserve now, pay when you stay
Located in Williamsburg, Hilton Vacation Club The Historic Powhatan Williamsburg is in the historical district, a 4-minute drive from College of William and Mary and 6 minutes from Jamestown Settlement.
The Tides Inn

The Tides Inn

4 out of 5
480 King Carter Dr, Irvington, VA
The price is $405 per night
$405
includes taxes & fees
$374 per night
Jan 1 - Jan 2, 2025
Free Cancellation
Reserve now, pay when you stay
Located in Irvington, The Tides Inn is on the waterfront, a 1-minute drive from Steamboat Era Museum and 5 minutes from Historic Christ Church.
Best Western Kilmarnock Hotel

Best Western Kilmarnock Hotel

2.5 out of 5
599 N Main St, Kilmarnock, VA
The price is $146 per night
$146
includes taxes & fees
$129 per night
Dec 23 - Dec 24
Free Cancellation
Reserve now, pay when you stay
A stay at Best Western Kilmarnock Hotel places you in the heart of Kilmarnock, a 3-minute drive from Good Luck Cellars and 5 minutes from Compass Entertainment Complex.
Whispering Pines Motel

Whispering Pines Motel

2.5 out of 5
226 Methodist Church Rd, White Stone, VA
A stay at Whispering Pines Motel places you in the heart of White Stone, within a 5-minute drive of Golden Eagle Golf Club and White Stone Beach.
Super 8 by Wyndham Havre De Grace Aberdeen Area

Super 8 by Wyndham Havre De Grace Aberdeen Area

2 out of 5
929 Pulaski Hwy, I-95 Exit 89, Havre De Grace, MD
The price is $58 per night
$58
includes taxes & fees
$52 per night
Dec 29 - Dec 30
Free Cancellation
Reserve now, pay when you stay
Located in Havre De Grace, Super 8 by Wyndham Havre De Grace Aberdeen Area is within a 5-minute drive of Susquehanna River and Harford Memorial Hospital.
Colonial Gardens

Colonial Gardens

3.5 out of 5
1109 Jamestown Rd, Williamsburg, VA
With a stay at Colonial Gardens in Williamsburg, you'll be a 1-minute drive from College of William and Mary and 8 minutes from Jamestown Settlement.
Williamsburg Sampler B & B

Williamsburg Sampler B & B

3 out of 5
922 Jamestown Road, Williamsburg, VA
The price is $279 per night
$279
includes taxes & fees
$248 per night
Dec 26 - Dec 27
When you stay at Williamsburg Sampler B & B in Williamsburg, you'll be in the historical district, a 1-minute drive from College of William and Mary and 10 minutes from Busch Gardens Williamsburg.
A Williamsburg White House

A Williamsburg White House

3.5 out of 5
718 Jamestown Road, Williamsburg, VA
The price is $202 per night
$202
includes taxes & fees
$179 per night
Jan 5 - Jan 6, 2025
When you stay at A Williamsburg White House in Williamsburg, you'll be in the historical district, a 1-minute drive from College of William and Mary and 10 minutes from Jamestown Settlement.
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Chesapeake Bay hotels essential information

Accommodation
14,243 hotels
Lowest Price
$58
Highest Price
$405
Popular hotels
Wedmore Place, There’s no place like Irvington for the Holidays! Come see for yourself!, Kingsmill Resort, Hilton Vacation Club Greensprings Williamsburg, Hilton Vacation Club The Historic Powhatan Williamsburg, The Tides Inn, Best Western Kilmarnock Hotel, Whispering Pines Motel, Super 8 by Wyndham Havre De Grace Aberdeen Area, Colonial Gardens, Williamsburg Sampler B & B, A Williamsburg White House

Most Recent Chesapeake Bay Hotel Reviews

Courtyard by Marriott Arlington Crystal City/Reagan National

Courtyard by Marriott Arlington Crystal City/Reagan National

5 out of 5
Posted 1 day ago
CheapTickets Verified Review
"It was a very clean hotel. Loved walking into the lobby and it smelled so good. They have a Starbucks which was a plus. The rooms were very clean, spacious and the staff were so nice and helpful. This hotel is close to airport, mall and so many food places to choose from. I would definitely stay here again, so welcoming! This was my 1st time visiting Washington. Great experience!"
A verified traveler stayed at Courtyard by Marriott Arlington Crystal City/Reagan National
Courtyard by Marriott Arlington Crystal City/Reagan National

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