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Jamestown Island Vacation Packages

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Jamestown Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
Price was $655, price is now $521 per person
$521
per person
Dec 24 - Dec 27
found 15 hours ago
Roundtrip flight included
Orlando (MCO) 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 Merchants Square are located nearby.
I think it’s well worth the money and very homey feeling with a nice shower in one bathroom and a garden tub in the other. Everything went very well and have used this place many times!!! Highly recommend

Reviewed on Nov 10, 2026

Griffin Hotel, an official Colonial Williamsburg Hotel

Griffin Hotel, an official Colonial Williamsburg Hotel

3 out of 5
Price was $808, price is now $651 per person
$651
per person
Dec 24 - Dec 27
found 15 hours ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
Book a stay at this spa hotel in Williamsburg. Enjoy 3 outdoor pools, a full-service spa, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Merchants Square are located nearby.
Okay but not great.

Reviewed on Nov 4, 2026

Hyatt Select Richmond/Chester

Hyatt Select Richmond/Chester

3 out of 5
Price was $795, price is now $649 per person
$649
per person
Jan 31 - Feb 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Richmond (RIC)
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Point of Rocks Park and Henricus Historical Park are located nearby.

Club Wyndham Governor’s Green

Club Wyndham Governor’s Green

3 out of 5
Price was $776, price is now $659 per person
$659
per person
Dec 24 - Dec 27
found 15 hours ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free parking, 2 outdoor pools, and 3 hot tubs. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
Excellent resort. Plenty of amenities in a great location!

Reviewed on Nov 9, 2026

Wedmore Place

Wedmore Place

3.5 out of 5
Price was $812, price is now $694 per person
$694
per person
Dec 24 - Dec 27
found 15 hours ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
Book a stay at this boutique hotel in Williamsburg. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Busch Gardens Williamsburg and Merchants Square are located nearby.
Included breakfast is a continental breakfast.

Reviewed on Nov 9, 2026

Holiday Inn & Suites Richmond West End

Holiday Inn & Suites Richmond West End

3 out of 5
Price was $697, price is now $598 per person
$598
per person
Jan 31 - Feb 6
found 13 hours ago
Roundtrip flight included
New York (JFK) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Short Pump Town Center and Bowlero West End are located nearby.

Best Western PLUS Executive Hotel

Best Western PLUS Executive Hotel

2.5 out of 5
Price was $614, price is now $529 per person
$529
per person
Jan 31 - Feb 6
found 1 day ago
Roundtrip flight included
New York (JFK) 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 Richmond Raceway and Altria Theater are located nearby.
Room didn’t seem cleaned hallway not vacuumed

Reviewed on Nov 9, 2026

Comfort Suites At Virginia Center Commons

Comfort Suites At Virginia Center Commons

2.5 out of 5
Price was $705, price is now $609 per person
$609
per person
Jan 31 - Feb 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Richmond (RIC)
Book a stay at this business-friendly hotel in Glen Allen. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Richmond Raceway and The Crossings Golf Club are located nearby.

Jamestown Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
Price was $655, price is now $521 per person
$521
per person
Dec 24 - Dec 27
found 15 hours ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
Griffin Hotel, an official Colonial Williamsburg Hotel

Griffin Hotel, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Price was $808, price is now $651 per person
$651
per person
Dec 24 - Dec 27
found 15 hours ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
Club Wyndham Governor’s Green

Club Wyndham Governor’s Green

3 out of 5
Price was $776, price is now $659 per person
$659
per person
Dec 24 - Dec 27
found 15 hours ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
Wedmore Place

Wedmore Place

3.5 out of 5
Price was $812, price is now $694 per person
$694
per person
Dec 24 - Dec 27
found 15 hours ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)

Jamestown Island Vacation Packages 5-7 Night Stays

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 $650, price is now $514 per person
$514
per person
Jan 31 - Feb 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Richmond (RIC)
The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Price was $1,239, price is now $936 per person
$936
per person
Jan 31 - Feb 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Richmond (RIC)
The Berkeley Richmond, Outset Collection by Hilton

The Berkeley Richmond, Outset Collection by Hilton

4 out of 5
Downtown Richmond
Price was $973, price is now $752 per person
$752
per person
Jan 31 - Feb 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Richmond (RIC)
Hyatt Select Richmond Airport

Hyatt Select Richmond Airport

3 out of 5
Price was $793, price is now $644 per person
$644
per person
Jan 31 - Feb 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Richmond (RIC)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Sat, Dec 19 - Fri, Jan 1
MCO
Orlando Intl.
RIC
Richmond Intl.
$117 Roundtrip, just found
$117
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Dec 19 from Orlando Intl. to Richmond Intl., returning Fri, Jan 1, priced at $117 just found
Bargain Flight
Wed, Dec 2 - Wed, Dec 16
LGA
LaGuardia
RIC
Richmond Intl.
$198 Roundtrip, found 10 hours ago
$198
Roundtrip
found 10 hours ago
Select Bargain Flight flight, departing Wed, Dec 2 from LaGuardia to Richmond Intl., returning Wed, Dec 16, priced at $198 found 10 hours ago
Frontier Airlines
Wed, Dec 9 - Wed, Dec 16
DFW
Dallas-Fort Worth Intl.
RIC
Richmond Intl.
$210 Roundtrip, found 18 hours ago
$210
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Wed, Dec 9 from Dallas-Fort Worth Intl. to Richmond Intl., returning Wed, Dec 16, priced at $210 found 18 hours ago
Bargain Flight
Sat, Jan 9 - Thu, Jan 14
BOS
Logan Intl.
RIC
Richmond Intl.
$218 Roundtrip, found 1 day ago
$218
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Sat, Jan 9 from Logan Intl. to Richmond Intl., returning Thu, Jan 14, priced at $218 found 1 day ago