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Williamsburg Vacation Packages

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Williamsburg Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
Price was $601, price is now $443 per person
$443
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
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. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
The dining area and the of inside the property needs to be cleaner. The staff were helpful and very nice.

Reviewed on Sep 7, 2026

Westgate Historic Williamsburg Resort

Westgate Historic Williamsburg Resort

3.5 out of 5
Save 100% on your flight
Price was $861, price is now $455 per person
$455
per person
Nov 8 - Nov 13
found 1 day 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 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.
Property and staff were amazing!

Reviewed on Aug 31, 2026

Wedmore Place

Wedmore Place

3.5 out of 5
Save 100% on your flight
Price was $945, price is now $631 per person
$631
per person
Nov 8 - Nov 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
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. Popular attractions Busch Gardens Williamsburg and Historic Jamestowne are located nearby.

The Commonwealth

The Commonwealth

4 out of 5
Price was $1,168, price is now $814 per person
$814
per person
Nov 26 - Nov 30
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this luxury 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 Richmond Raceway and Richmond Old City Hall are located nearby.
Not much to recommend this place. Small elevator, food cold, cold shower plumbing didn't work well. Room was reasonable clean. For the price and atmosphere stay at the Jefferson Hotel. Not an historic hotel. Not even a brochure explaining the history. I had to ask! They're not very proud of their hotel! I'll never stop Ay again stay at the Jefferson a well run hotel.

Reviewed on Sep 7, 2026

The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
Price was $659, price is now $477 per person
$477
per person
Nov 8 - Nov 13
found 1 day 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 Bowlero Williamsburg are located nearby.

Kingsmill Resort

Kingsmill Resort

4 out of 5
Price was $879, price is now $646 per person
$646
per person
Nov 8 - Nov 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
Book a stay at this beach hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
We thoroughly enjoyed our stay at Kingsmill! The lazy river was great!

Reviewed on Sep 7, 2026

TRAVEL INN

TRAVEL INN

2 out of 5
Price was $699, price is now $532 per person
$532
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
Stay at this hotel in Richmond. Enjoy free WiFi, free parking, and a casino. Popular attractions Maymont Park and Byrd Park are located nearby.

Club Wyndham Kingsgate

Club Wyndham Kingsgate

3 out of 5
Price was $791, price is now $607 per person
$607
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this 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.

Williamsburg Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Price was $601, price is now $443 per person
$443
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Price was $1,168, price is now $814 per person
$814
per person
Nov 26 - Nov 30
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Club Wyndham Kingsgate

Club Wyndham Kingsgate

3 out of 5
Price was $740, price is now $534 per person
$534
per person
Oct 18 - Oct 21
found 24 hours ago
Roundtrip flight included
New York (LGA) to Richmond (RIC)
Club Wyndham Governor’s Green

Club Wyndham Governor’s Green

3 out of 5
Price was $908, price is now $693 per person
$693
per person
Oct 18 - Oct 21
found 24 hours ago
Roundtrip flight included
New York (LGA) to Richmond (RIC)

Williamsburg Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Westgate Historic Williamsburg Resort

Westgate Historic Williamsburg Resort

3.5 out of 5
Midtown
Save 100% on your flight
Price was $861, price is now $455 per person
$455
per person
Nov 8 - Nov 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
Wedmore Place

Wedmore Place

3.5 out of 5
Save 100% on your flight
Price was $945, price is now $631 per person
$631
per person
Nov 8 - Nov 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Price was $1,334, price is now $932 per person
$932
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
Price was $659, price is now $477 per person
$477
per person
Nov 8 - Nov 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)

Top Flight Deals

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

Frontier Airlines
Tue, Sep 29 - Sun, Oct 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORF
Norfolk Intl.
$80 Roundtrip, just found
$80
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Sep 29 from Hartsfield-Jackson Atlanta Intl. to Norfolk Intl., returning Sun, Oct 4, priced at $80 just found
Frontier Airlines
Tue, Nov 10 - Mon, Nov 16
MCO
Orlando Intl.
ORF
Norfolk Intl.
$118 Roundtrip, found 7 hours ago
$118
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Tue, Nov 10 from Orlando Intl. to Norfolk Intl., returning Mon, Nov 16, priced at $118 found 7 hours ago
Frontier Airlines
Thu, Nov 12 - Wed, Dec 2
FLL
Fort Lauderdale - Hollywood Intl.
ORF
Norfolk Intl.
$149 Roundtrip, found 13 hours ago
$149
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Thu, Nov 12 from Fort Lauderdale - Hollywood Intl. to Norfolk Intl., returning Wed, Dec 2, priced at $149 found 13 hours ago
JetBlue Airways
Tue, Sep 22 - Mon, Sep 28
MCO
Orlando Intl.
RIC
Richmond Intl.
$190 Roundtrip, found 12 hours ago
$190
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Tue, Sep 22 from Orlando Intl. to Richmond Intl., returning Mon, Sep 28, priced at $190 found 12 hours ago