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Doswell Vacation Packages

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Doswell 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 $615, price is now $465 per person
$465
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 Commonwealth

The Commonwealth

4 out of 5
Price was $1,364, price is now $908 per person
$908
per person
Nov 24 - Nov 29
found 1 day 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.

Holiday Inn Club Vacations Williamsburg Resort by IHG

Holiday Inn Club Vacations Williamsburg Resort by IHG

3.5 out of 5
Price was $925, price is now $620 per person
$620
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
Book a stay at this 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.

Rochambeau Roadside Inn

Rochambeau Roadside Inn

2 out of 5
Price was $1,329, price is now $984 per person
$984
per person
Nov 21 - Nov 28
found 23 hours ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
Stay at this hotel in Williamsburg. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
I was very impressed. Cute farmhouse-style rooms. Exceptionally clean. Talked to the staff, and they couldn't have been nicer. I even got ice from the ice house! Will definitely stay here again.

Reviewed on Sep 11, 2026

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 23 hours ago
Roundtrip flight included
New York (LGA) 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.
Wanted to play pool but they said the table was reserved.

Reviewed on Aug 30, 2026

Kingsmill Resort

Kingsmill Resort

4 out of 5
Price was $925, price is now $732 per person
$732
per person
Nov 26 - Nov 30
found 15 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.

Wedmore Place

Wedmore Place

3.5 out of 5
Price was $1,581, price is now $1,271 per person
$1,271
per person
Oct 18 - Oct 23
found 11 hours ago
Roundtrip flight included
Boston (BOS) 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.
We loved our stay! We came for our anniversary and it was so quiet and refreshing. You’re close to everything, but far enough away to be peaceful. The property is gorgeous and the rooms are beautiful.

Reviewed on Sep 13, 2026

Quirk Hotel Richmond

Quirk Hotel Richmond

4 out of 5
Price was $764, price is now $624 per person
$624
per person
Nov 25 - Nov 28
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Richmond Raceway and Virginia Repertory Theatre are located nearby.

Doswell 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 $615, price is now $465 per person
$465
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 $817, price is now $554 per person
$554
per person
Nov 25 - Nov 28
found 5 hours ago
Roundtrip flight included
Boston (BOS) 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 23 hours ago
Roundtrip flight included
New York (LGA) 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 $870, price is now $671 per person
$671
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip flight included
New York (LGA) to Richmond (RIC)

Doswell Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Club Vacations Williamsburg Resort by IHG

Holiday Inn Club Vacations Williamsburg Resort by IHG

3.5 out of 5
Price was $925, price is now $620 per person
$620
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Price was $1,364, price is now $908 per person
$908
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Rochambeau Roadside Inn

Rochambeau Roadside Inn

2 out of 5
Price was $1,329, price is now $984 per person
$984
per person
Nov 21 - Nov 28
found 23 hours ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
Wedmore Place

Wedmore Place

3.5 out of 5
Price was $1,581, price is now $1,271 per person
$1,271
per person
Oct 18 - Oct 23
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)

Top Flight Deals

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

Frontier Airlines
Thu, Nov 12 - Mon, Nov 23
MCO
Orlando Intl.
RIC
Richmond Intl.
$83 Roundtrip, found 1 hour ago
$83
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Nov 12 from Orlando Intl. to Richmond Intl., returning Mon, Nov 23, priced at $83 found 1 hour ago
Bargain Flight
Sat, Oct 17 - Mon, Oct 19
BOS
Logan Intl.
RIC
Richmond Intl.
$239 Roundtrip, just found
$239
Roundtrip
just found
Select Bargain Flight flight, departing Sat, Oct 17 from Logan Intl. to Richmond Intl., returning Mon, Oct 19, priced at $239 just found
Bargain Flight
Tue, Oct 27 - Sat, Nov 14
ATL
Hartsfield-Jackson Atlanta Intl.
RIC
Richmond Intl.
$249 Roundtrip, found 1 hour ago
$249
Roundtrip
found 1 hour ago
Select Bargain Flight flight, departing Tue, Oct 27 from Hartsfield-Jackson Atlanta Intl. to Richmond Intl., returning Sat, Nov 14, priced at $249 found 1 hour ago
Bargain Flight
Wed, Nov 4 - Tue, Nov 10
FLL
Fort Lauderdale - Hollywood Intl.
RIC
Richmond Intl.
$252 Roundtrip, found 1 hour ago
$252
Roundtrip
found 1 hour ago
Select Bargain Flight flight, departing Wed, Nov 4 from Fort Lauderdale - Hollywood Intl. to Richmond Intl., returning Tue, Nov 10, priced at $252 found 1 hour ago