Search Deals on
Williamsburg Winery Vacation Packages

Williamsburg Winery Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Ashland Studio Inn By OYO Richmond North near Kings Dominion

Ashland Studio Inn By OYO Richmond North near Kings Dominion

2.5 out of 5
Price was $332, price is now $257 per person
$257
per person
Jan 18 - Jan 23
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Stay at this motel in Ashland. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Kings Dominion and Banks Tennis Center are located nearby.
OYO Hotel Doswell Kings Dominion

OYO Hotel Doswell Kings Dominion

2 out of 5
Price was $433, price is now $328 per person
$328
per person
Jan 14 - Jan 19
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Stay at this hotel in Doswell. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Kings Dominion and Meadow Event Park are located nearby.
The Commonwealth

The Commonwealth

4 out of 5
Save 100% on your flight
Price was $706, price is now $477 per person
$477
per person
Jan 18 - Jan 23
found 6 hours ago
Roundtrip flight included
Boston (BOS) 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 Old City Hall are located nearby.
A house full of steel balls and games

A house full of steel balls and games

2.5 out of 5
Price was $450, price is now $326 per person
$326
per person
Jan 18 - Jan 23
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this family-friendly B&B in Richmond. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Broad Street and Shops at Willow Lawn are located nearby.
Capitol Inn by Belvilla Richmond Airport VA

Capitol Inn by Belvilla Richmond Airport VA

2.5 out of 5
Price was $367, price is now $268 per person
$268
per person
Jan 18 - Jan 23
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this business-friendly motel in Sandston. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Broad Street and Virginia Aviation Museum are located nearby.
Hilton Richmond Hotel & Spa/Short Pump

Hilton Richmond Hotel & Spa/Short Pump

4 out of 5
Save 100% on your flight
Price was $640, price is now $480 per person
$480
per person
Jan 18 - Jan 23
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this spa hotel in Richmond. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Short Pump Town Center and Elk's Lodge are located nearby.
The Berkeley Hotel

The Berkeley Hotel

4 out of 5
Save 100% on your flight
Price was $696, price is now $528 per person
$528
per person
Jan 18 - Jan 23
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broad Street and Shockoe Slip are located nearby.
Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort

Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort

3 out of 5
Price was $828, price is now $636 per person
$636
per person
Jan 23 - Jan 30
found 3 hours ago
Roundtrip flight included
Minneapolis (MSP) to Richmond (RIC)
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
Linden Row Inn

Linden Row Inn

3 out of 5
Price was $599, price is now $463 per person
$463
per person
Jan 18 - Jan 23
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this 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 CenterStage are located nearby.
Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

3.5 out of 5
Price was $828, price is now $646 per person
$646
per person
Jan 23 - Jan 30
found 3 hours ago
Roundtrip flight included
Minneapolis (MSP) to Richmond (RIC)
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
Price was $877, price is now $690 per person
$690
per person
Jan 23 - Jan 30
found 3 hours ago
Roundtrip flight included
Minneapolis (MSP) to Richmond (RIC)
Book a stay at this 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.

3-4 Night Vacations in Williamsburg Winery

Price found within the past 48 hours. Click for updated prices.
Ashland Studio Inn By OYO Richmond North near Kings Dominion

Ashland Studio Inn By OYO Richmond North near Kings Dominion

2.5 out of 5
Price was $307, price is now $256 per person
$256
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
The Berkeley Hotel

The Berkeley Hotel

4 out of 5
Downtown Richmond
Price was $589, price is now $475 per person
$475
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Tru by Hilton Ashland

Tru by Hilton Ashland

2.5 out of 5
Price was $440, price is now $374 per person
$374
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
MainStay Suites Prince George - Fort Lee

MainStay Suites Prince George - Fort Lee

2.5 out of 5
Price was $452, price is now $386 per person
$386
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)

5-7 Night Vacations in Williamsburg Winery

Price found within the past 48 hours. Click for updated prices.
Capitol Inn by Belvilla Richmond Airport VA

Capitol Inn by Belvilla Richmond Airport VA

2.5 out of 5
Price was $367, price is now $268 per person
$268
per person
Jan 18 - Jan 23
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
OYO Hotel Doswell Kings Dominion

OYO Hotel Doswell Kings Dominion

2 out of 5
Price was $433, price is now $328 per person
$328
per person
Jan 14 - Jan 19
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Save 100% on your flight
Price was $706, price is now $477 per person
$477
per person
Jan 18 - Jan 23
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
A house full of steel balls and games

A house full of steel balls and games

2.5 out of 5
Dumbarton
Price was $450, price is now $326 per person
$326
per person
Jan 18 - Jan 23
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)

Williamsburg Winery Last Minute Hotel Deals

Wedmore Place

Wedmore Place

3.5 out of 5
5810 Wessex Hundred Williamsburg VA
Book a stay at this spa hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. ...
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
Book a stay at this golf resort in Williamsburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in our ...
Hilton Vacation Club The Historic Powhatan Williamsburg
Colonial Gardens

Colonial Gardens

3.5 out of 5
1109 Jamestown Rd Williamsburg VA
Stay at this B&B in Williamsburg. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the property condition in our reviews. ...
Colonial Gardens
Williamsburg Lodge, Autograph Collection

Williamsburg Lodge, Autograph Collection

4 out of 5
310 S England St Williamsburg VA
Book a stay at this 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
Williamsburg Sampler B & B

Williamsburg Sampler B & B

3 out of 5
922 Jamestown Road Williamsburg VA
Stay at this B&B in Williamsburg. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium ...
Williamsburg Sampler B & B
A Williamsburg White House

A Williamsburg White House

3.5 out of 5
718 Jamestown Road Williamsburg VA
Stay at this B&B in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium ...
A Williamsburg White House
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
105 Visitors Center Dr Williamsburg VA
Book a stay at this golf hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
Cedars of Williamsburg Bed & Breakfast

Cedars of Williamsburg Bed & Breakfast

3 out of 5
616 Jamestown Road Williamsburg VA
Stay at this B&B in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Cedars of Williamsburg Bed & Breakfast
See all 1,568 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.

Discover Other Travel Deals