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Williamsburg Winery Vacation Packages

Williamsburg Winery Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Cloverleaf Motel By Belvilla Richmond Near Turnpike

Cloverleaf Motel By Belvilla Richmond Near Turnpike

2.5 out of 5
Price was $403, price is now $329 per person
$329
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)
Stay at this hotel in Richmond. Enjoy free WiFi, free parking, and room service. Popular attractions Broad Street and South of the James Market are located nearby.
Landing Apartments Near University Of Cincinnati

Landing Apartments Near University Of Cincinnati

4 out of 5
Price was $1,126, price is now $740 per person
$740
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)
Stay at this 4-star aparthotel in Richmond. Enjoy free parking, daily housekeeping, and in-room washers/dryers. Popular attractions Broad Street and Richmond Raceway are located nearby.
King’s Creek Resort by Spinnaker

King’s Creek Resort by Spinnaker

4.5 out of 5
Price was $1,115, price is now $791 per person
$791
per person
Oct 12 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Richmond (RIC)
Stay at this 4.5-star luxury condo in Williamsburg. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
Price was $1,155, price is now $883 per person
$883
per person
Oct 12 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Richmond (RIC)
Stay at this 3-star spa hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Williamsburg Premium Outlets and Jamestown Settlement are located nearby.
Wingate by Wyndham Richmond Short Pump

Wingate by Wyndham Richmond Short Pump

2.5 out of 5
Price was $676, price is now $536 per person
$536
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Short Pump Town Center and Elk's Lodge are located nearby.
Club Wyndham Kingsgate

Club Wyndham Kingsgate

3 out of 5
Price was $1,049, price is now $837 per person
$837
per person
Oct 12 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Richmond (RIC)
Stay at this 3-star family-friendly resort in Williamsburg. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
Holiday Inn Club Vacations Williamsburg Resort by IHG

Holiday Inn Club Vacations Williamsburg Resort by IHG

3.5 out of 5
Price was $1,054, price is now $854 per person
$854
per person
Oct 12 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Richmond (RIC)
Stay at this 3.5-star family-friendly resort in Williamsburg. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Popular attractions Williamsburg Premium Outlets and MagiQuest are located nearby.
Club Wyndham Patriots’ Place

Club Wyndham Patriots’ Place

3 out of 5
Price was $847, price is now $707 per person
$707
per person
Oct 12 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Richmond (RIC)
Stay at this hotel in Williamsburg. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
Price was $1,264, price is now $1,076 per person
$1,076
per person
Oct 12 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Richmond (RIC)
Stay at this 3-star family-friendly hotel in Williamsburg. Enjoy free parking, an outdoor pool, and free water park access. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Williamsburg Premium Outlets and Bowlero Williamsburg are located nearby.
Days Inn by Wyndham Kings Dominion/Doswell

Days Inn by Wyndham Kings Dominion/Doswell

2 out of 5
Price was $396, price is now $342 per person
$342
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)
Book a stay at this family-friendly hotel in Doswell. Enjoy an outdoor pool, a 24-hour front desk, and a business center. Popular attractions Kings Dominion and Meadow Event Park are located nearby.
Linden Row Inn

Linden Row Inn

3 out of 5
Price was $1,144, price is now $1,005 per person
$1,005
per person
Oct 16 - Oct 21
found 19 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)
Stay at this 3-star historic hotel in Richmond. Enjoy free WiFi, a 24-hour front desk, and 2 meeting rooms. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broad Street and Richmond Raceway are located nearby.
Quirk Hotel Richmond

Quirk Hotel Richmond

4 out of 5
Price was $1,129, price is now $995 per person
$995
per person
Oct 16 - Oct 21
found 19 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)
Stay at this 4-star business-friendly hotel in Richmond. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Broad Street and Richmond Raceway are located nearby.

3-4 Night Vacations in Williamsburg Winery

Price found within the past 48 hours. Click for updated prices.
A house full of steel balls and games

A house full of steel balls and games

2.5 out of 5
Dumbarton
Price was $297, price is now $212 per person
$212
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)
Landing Apartments Near University Of Cincinnati

Landing Apartments Near University Of Cincinnati

4 out of 5
Church Hill
Price was $679, price is now $498 per person
$498
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)
King’s Creek Resort by Spinnaker

King’s Creek Resort by Spinnaker

4.5 out of 5
Save 100% on your flight
Price was $407, price is now $257 per person
$257
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)
Country Inn & Suites by Radisson, Ashland - Hanover, VA

Country Inn & Suites by Radisson, Ashland - Hanover, VA

3 out of 5
Price was $361, price is now $266 per person
$266
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)

5-7 Night Vacations in Williamsburg Winery

Price found within the past 48 hours. Click for updated prices.
Wingate by Wyndham Richmond Short Pump

Wingate by Wyndham Richmond Short Pump

2.5 out of 5
Short Pump
Price was $676, price is now $536 per person
$536
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)
Landing Apartments Near University Of Cincinnati

Landing Apartments Near University Of Cincinnati

4 out of 5
Church Hill
Price was $1,126, price is now $740 per person
$740
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)
King’s Creek Resort by Spinnaker

King’s Creek Resort by Spinnaker

4.5 out of 5
Price was $1,115, price is now $791 per person
$791
per person
Oct 12 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Richmond (RIC)
Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
Price was $1,155, price is now $883 per person
$883
per person
Oct 12 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Richmond (RIC)

Williamsburg Winery Last Minute Hotel Deals

Wedmore Place

Wedmore Place

3.5 out of 5
5810 Wessex Hundred, Williamsburg, VA
Stay at this 3.5-star spa hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our ...
Wedmore Place
Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd, Williamsburg, VA
Stay at this 3.5-star golf resort in Williamsburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in ...
Hilton Vacation Club The Historic Powhatan Williamsburg
Williamsburg Lodge, Autograph Collection

Williamsburg Lodge, Autograph Collection

4 out of 5
310 S England St, Williamsburg, VA
Stay at this 4-star luxury hotel in Williamsburg. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
Williamsburg Lodge, Autograph Collection
Colonial Gardens

Colonial Gardens

3.5 out of 5
1109 Jamestown Rd, Williamsburg, VA
Stay at this 3.5-star B&B in Williamsburg. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the property condition in ...
Colonial Gardens
Kingsmill Resort

Kingsmill Resort

4 out of 5
1010 Kingsmill Rd, Williamsburg, VA
Stay at this 4-star beach hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Kingsmill Resort
DoubleTree by Hilton Williamsburg

DoubleTree by Hilton Williamsburg

4 out of 5
50 Kingsmill Rd, Williamsburg, VA
Stay at this 4-star business-friendly hotel in Williamsburg. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the ...
DoubleTree by Hilton Williamsburg
A Williamsburg White House

A Williamsburg White House

3.5 out of 5
718 Jamestown Road, Williamsburg, VA
Stay at this 3.5-star B&B in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Busch Gardens Williamsburg and Williamsburg ...
A Williamsburg White House
Williamsburg Sampler B & B

Williamsburg Sampler B & B

3 out of 5
922 Jamestown Road, Williamsburg, VA
Stay at this 3-star B&B in Williamsburg. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Busch Gardens Williamsburg and Williamsburg ...
Williamsburg Sampler B & B
See all 1,763 properties in Williamsburg Winery
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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