Search Deals onChesterfield Vacation Packages
Chesterfield Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hilton Vacation Club Greensprings Williamsburg
Price was $466, price is now $348 per person
$348
per person
May 3 - May 8
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this golf resort in Williamsburg. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Jamestown Settlement and Williamsburg Premium Outlets are located nearby.
Griffin Hotel, an official Colonial Williamsburg Hotel
Save 100% on your flight
Price was $1,225, price is now $779 per person
$779
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Water Country USA are located nearby.
Hilton Vacation Club The Historic Powhatan Williamsburg
Price was $527, price is now $365 per person
$365
per person
May 3 - May 8
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this golf resort in Williamsburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Jamestown Settlement and Williamsburg Premium Outlets are located nearby.
Wedmore Place
Save 100% on your flight
Price was $894, price is now $636 per person
$636
per person
May 3 - May 8
found 5 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 Jamestown Settlement are located nearby.
Great Wolf Lodge Williamsburg
Save 100% on your flight
Price was $731, price is now $526 per person
$526
per person
May 3 - May 8
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this family-friendly resort in Williamsburg. Enjoy 5 indoor pools, 2 restaurants, and 2 hot tubs. Our guests praise the helpful staff in our reviews. Popular attractions Williamsburg Premium Outlets and MagiQuest are located nearby.
Club Wyndham Governor’s Green
Save 100% on your flight
Price was $676, price is now $487 per person
$487
per person
May 3 - May 8
found 5 hours ago
Roundtrip flight included
Boston (BOS) 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.
Club Wyndham Kingsgate
Price was $626, price is now $456 per person
$456
per person
May 3 - May 8
found 5 hours 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.
The Colonies at Williamsburg
Price was $597, price is now $437 per person
$437
per person
May 3 - May 8
found 5 hours ago
Roundtrip flight included
Boston (BOS) 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.
Chesterfield Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Chesterfield Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Mar 28 - Fri, Apr 10
MCO
Orlando Intl.
RIC
Richmond Intl.
$60 Roundtrip, found 6 hours ago
$60
Roundtrip
found 6 hours ago
Wed, Mar 18 - Tue, Mar 31
ATL
Hartsfield-Jackson Atlanta Intl.
RIC
Richmond Intl.
$98 Roundtrip, found 6 hours ago
$98
Roundtrip
found 6 hours ago
Wed, Apr 8 - Tue, Apr 14
FLL
Fort Lauderdale - Hollywood Intl.
RIC
Richmond Intl.
$100 Roundtrip, found 17 hours ago
$100
Roundtrip
found 17 hours ago
Wed, Mar 18 - Tue, Mar 31
DFW
Dallas-Fort Worth Intl.
RIC
Richmond Intl.
$156 Roundtrip, found 17 hours ago
$156
Roundtrip
found 17 hours ago
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