Search Deals onWilliamsburg Winery Vacation Packages
Williamsburg Winery Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

A house full of steel balls and games
Price was $429, price is now $344 per person
$344
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
New York (LGA) to Richmond (RIC)
Book a stay at this family-friendly B&B in Richmond. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Richmond Raceway and Broad Street are located nearby.

Landing Apartments Near University Of Cincinnati
Price was $1,379, price is now $997 per person
$997
per person
Oct 12 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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.

Vacation Village At Williamsburg
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.

Club Wyndham Kingsgate
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
Price was $1,071, price is now $866 per person
$866
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
Price was $886, price is now $734 per person
$734
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.

Wingate by Wyndham Richmond Short Pump
Price was $1,024, price is now $861 per person
$861
per person
Oct 12 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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.

The Colonies at Williamsburg
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.

Graduate by Hilton Richmond
Save 100% on your flight
Price was $898, price is now $633 per person
$633
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
New York (LGA) to Richmond (RIC)
Stay at this 4-star business-friendly hotel in Richmond. Enjoy free WiFi, 2 restaurants, and a rooftop terrace. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Broad Street and Richmond Raceway are located nearby.

Hilton Richmond Downtown
Save 100% on your flight
Price was $1,015, price is now $769 per person
$769
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
New York (LGA) to Richmond (RIC)
Stay at this 4-star business-friendly hotel in Richmond. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broad Street and Richmond Raceway are located nearby.

Delta Hotels by Marriott Richmond Downtown
Price was $902, price is now $716 per person
$716
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
New York (LGA) to Richmond (RIC)
Stay at this 3.5-star business-friendly hotel in Richmond. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broad Street and Richmond Raceway are located nearby.

The Commonwealth
Price was $905, price is now $740 per person
$740
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
New York (LGA) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms 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.



5-7 Night Vacations in Williamsburg Winery
Price found within the past 48 hours. Click for updated prices.



Williamsburg Winery Last Minute Hotel Deals

Wedmore Place
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 ...

Hilton Vacation Club The Historic Powhatan Williamsburg
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 ...

Williamsburg Lodge, Autograph Collection
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. ...

Colonial Gardens
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 ...

Kingsmill Resort
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 ...

DoubleTree by Hilton Williamsburg
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 ...

A Williamsburg White House
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 ...

Williamsburg Sampler B & B
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 ...
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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