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Williamsburg Vacation Packages

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A large brick building with a tower, surrounded by green grass and trees.

Williamsburg
Virginia
United States of America
North America
Hotwire.com

Williamsburg Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

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.

Always friendly staff and always clean

Reviewed on Sep 13, 2026

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

3.5 out of 5

Price was $986, price is now $723 per person

$723

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

2 out of 5

Price was $1,329, price is now $984 per person

$984

per person

Nov 21 - Nov 28

found 1 day 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

3 out of 5

Price was $908, price is now $693 per person

$693

per person

Oct 18 - Oct 21

found 1 day 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

4 out of 5

Price was $925, price is now $732 per person

$732

per person

Nov 26 - Nov 30

found 1 day 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.

Had a really wonderful stay. Every member of the staff were extremely accommodating and genuinely kind. My only complaint would be that the rooms themselves can use some updating. Smart tvs. USB ports and updated decor. It rained 2 of the 3 days staying so being stuck in the room without streaming abilities was challenging. Everything was clean.

Reviewed on Sep 13, 2026

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 1 day 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

4 out of 5

Price was $764, price is now $624 per person

$624

per person

Nov 25 - Nov 28

found 19 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.

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

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)