Whitcomb Vacations from $506
Book a Hotel + Flight or Car together to unlock savings
The Latest Whitcomb Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- The Colonies at Williamsburg
Oct 14 - Oct 19The Colonies at Williamsburg + Flight
Williamsburg5 nights3.0 star property9.0/10 - Wonderful (1,009 reviews)"Nice staff No hot water"Reviewed July 20, 2026Roundtrip • Boston (BOS) - Richmond (RIC)BOS - RIC • Nonstop RIC - BOS • 1 stop$748$506found 1 day agoper traveler - Westgate Historic Williamsburg Resort
Aug 29 - Sep 4Westgate Historic Williamsburg Resort + Flight
Midtown6 nights3.5 star property8.6/10 - Excellent (1,000 reviews)"Great experience!Loved the vibe"Reviewed July 14, 2026Roundtrip • Boston (BOS) - Richmond (RIC)BOS - RIC • Nonstop RIC - BOS • Nonstop - Wedmore Place
Oct 14 - Oct 19Wedmore Place + Flight
Williamsburg5 nights3.5 star property9.4/10 - Exceptional (1,000 reviews)"Place was beautiful and historic. Nice grounds, walkable to winery and restaurant. Nice breakfast. Had to rely on front desk for ice. No fridge in room. Microwave was downstairs. Rooms were not well insulated for sound. Could hear loud occupants in adjacent room late at night."Reviewed July 19, 2026Roundtrip • Boston (BOS) - Richmond (RIC)BOS - RIC • Nonstop RIC - BOS • 1 stop - Kingsmill Resort
Oct 14 - Oct 19Kingsmill Resort + Flight
Kingsmill5 nights4.0 star property8.8/10 - Excellent (1,000 reviews)Roundtrip • Boston (BOS) - Richmond (RIC)BOS - RIC • Nonstop RIC - BOS • 1 stop$852$635found 1 day agoper traveler - Griffin Hotel, an official Colonial Williamsburg Hotel
Aug 29 - Sep 4Griffin Hotel, an official Colonial Williamsburg Hotel + Flight
Colonial Williamsburg6 nights3.0 star property8.8/10 - Excellent (843 reviews)Roundtrip • Boston (BOS) - Richmond (RIC)BOS - RIC • Nonstop RIC - BOS • Nonstop$892$666found 21 hours agoper traveler