Search Deals onChesterfield Vacation Packages
Chesterfield Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Brentwood Inn Richmond South
Price was $788, price is now $564 per person
$564
per person
Nov 15 - Nov 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
Stay at this motel in Richmond. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions The Lazy Daisy and Henricus Historical Park are located nearby.
Nice place and quick check in
Reviewed on Sep 20, 2026
Westgate Historic Williamsburg Resort
Price was $988, price is now $599 per person
$599
per person
Dec 6 - Dec 11
found 7 hours ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free parking, an outdoor pool, 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 first room I was booked into had a truly terrible smell — bad enough to ask for a room change. The staff was very cooperative, but they moved me into a pretty musty smelling room with a broken AC/HVAC and a very loud portable AC/filtration unit. I’ve stayed there multiple times in the past and always had great experiences. But after this, not sure I can bring myself to go back.
Reviewed on Sep 20, 2026
The Commonwealth
Save 100% on your flight
Price was $1,210, price is now $761 per person
$761
per person
Nov 8 - Nov 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 Capitol Square are located nearby.
Extended Stay America Suites Colonial Heights Fort Lee
Price was $880, price is now $653 per person
$653
per person
Nov 15 - Nov 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
Stay at this hotel in Colonial Heights. Enjoy free parking, a 24-hour front desk, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions Southpark Mall and Swaders Sports Park are located nearby.
Griffin Hotel, an official Colonial Williamsburg Hotel
Price was $1,020, price is now $757 per person
$757
per person
Dec 6 - Dec 11
found 7 hours ago
Roundtrip flight included
New York (NYC) 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.
Very pleasurable stay at the Griffen. Arrived around 12 noon and was able to check in immediately. Room was clean and facilities were in good working order. Needed a ground level room due to age which was provided.
Reviewed on Sep 30, 2026
Extended Stay America Suites North Chesterfield Arboretum
Price was $914, price is now $685 per person
$685
per person
Nov 15 - Nov 20
found 18 hours ago
Roundtrip flight included
New York (NYC) 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 helpful staff and the clean rooms in our reviews. Popular attractions Chesterfield Towne Center and Rockwood Park are located nearby.
Suburban Studios Chester
Price was $835, price is now $627 per person
$627
per person
Nov 15 - Nov 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
Book a stay at this business-friendly hotel in Chester. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Parker's Battery Park and The Lazy Daisy are located nearby.
What's the point of having a kitchen without dishes, not even a cup.
Reviewed on Sep 27, 2026
Super 8 by Wyndham Hull Street Midlothian / Richmond Area
Price was $821, price is now $618 per person
$618
per person
Nov 15 - Nov 20
found 18 hours ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
Book a stay at this business-friendly hotel in Midlothian. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Rockwood Park and River City Sportsplex 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.
Wed, Dec 2 - Wed, Dec 16
MCO
Orlando Intl.
RIC
Richmond Intl.
$134 Roundtrip, found 1 day ago
$134
Roundtrip
found 1 day ago
Mon, Dec 14 - Wed, Dec 16
DFW
Dallas-Fort Worth Intl.
RIC
Richmond Intl.
$211 Roundtrip, found 11 hours ago
$211
Roundtrip
found 11 hours ago
Tue, Oct 27 - Wed, Nov 11
ATL
Hartsfield-Jackson Atlanta Intl.
RIC
Richmond Intl.
$231 Roundtrip, found 22 hours ago
$231
Roundtrip
found 22 hours ago
Wed, Dec 2 - Wed, Dec 16
LGA
LaGuardia
RIC
Richmond Intl.
$239 Roundtrip, found 3 hours ago
$239
Roundtrip
found 3 hours ago
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