Search Deals onChesterfield Vacation Packages
Chesterfield Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Turnpike Motel Richmond VA by Hotel O US 60
Price was $557, price is now $446 per person
$446
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Stay at this hotel in Richmond. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Broad Street and Maymont Park are located nearby.
The Commonwealth
Save 100% on your flight
Price was $1,260, price is now $817 per person
$817
per person
Nov 11 - Nov 16
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 Broad Street and Maymont Park are located nearby.
Wedmore Place
Price was $1,058, price is now $710 per person
$710
per person
Oct 23 - Oct 28
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 Williamsburg Winery are located nearby.
Great place!
Reviewed on Aug 21, 2026
Kingsmill Resort
Price was $868, price is now $640 per person
$640
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Williamsburg Winery are located nearby.
This is an excellent resort for kids to have fun! If u have toddlers don’t worry it has everything for them to be occupied!
Reviewed on Aug 21, 2026
The Colonies at Williamsburg
Price was $740, price is now $550 per person
$550
per person
Oct 14 - Oct 19
found 1 day 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 Merchants Square are located nearby.
Efficient check in process
Reviewed on Aug 20, 2026
Griffin Hotel, an official Colonial Williamsburg Hotel
Price was $970, price is now $724 per person
$724
per person
Oct 29 - Nov 2
found 12 hours ago
Roundtrip flight included
Denver (DEN) 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.
Loved the trails on the property the horses the pools we will be coming back again
Reviewed on Aug 20, 2026
Wingate by Wyndham Richmond Short Pump
Price was $716, price is now $536 per person
$536
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Short Pump Town Center and Elk's Lodge are located nearby.
The hotels elevator was broken, and there is no one to help carry your luggage up the stairs and I'm 69 yrs. old! There was no exhaust fan in the bathroom, they need to throw away all of the carpet and get tile because the carpet is dirty, there was a hole in my ceiling so I stuffed it with paper. Breakfast is good and the front desk employees are good.
Reviewed on Aug 21, 2026
Graduate by Hilton Richmond
Price was $1,130, price is now $864 per person
$864
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Broad Street and Richmond Raceway 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.
Thu, Sep 3 - Sun, Sep 6
MCO
Orlando Intl.
RIC
Richmond Intl.
$178 Roundtrip, found 19 hours ago
$178
Roundtrip
found 19 hours ago
Fri, Oct 2 - Mon, Oct 5
EWR
Newark Liberty Intl. Airport
RIC
Richmond Intl.
$180 Roundtrip, found 6 days ago
$180
Roundtrip
found 6 days ago
Thu, Sep 10 - Sat, Sep 12
ATL
Hartsfield-Jackson Atlanta Intl.
RIC
Richmond Intl.
$222 Roundtrip, found 17 hours ago
$222
Roundtrip
found 17 hours ago
Mon, Aug 24 - Sun, Aug 30
DFW
Dallas-Fort Worth Intl.
RIC
Richmond Intl.
$241 Roundtrip, found 13 hours ago
$241
Roundtrip
found 13 hours ago
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