Windsor Farms Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Windsor Farms Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hilton Vacation Club The Historic Powhatan Williamsburg
Price was $717, price is now $550 per person
$550
per person
Apr 19 - Apr 25
found 22 hours ago
Roundtrip flight included
Chicago (ORD) 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 Regal New Town are located nearby.
Graduate by Hilton Richmond
Downtown Richmond
Save 100% on your flight
Price was $1,490, price is now $1,115 per person
$1,115
per person
Apr 20 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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 1708 Gallery are located nearby.
Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort
Price was $916, price is now $692 per person
$692
per person
Apr 19 - Apr 25
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to Richmond (RIC)
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort
Price was $856, price is now $654 per person
$654
per person
Apr 19 - Apr 25
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to Richmond (RIC)
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
Wedmore Place
Price was $1,145, price is now $890 per person
$890
per person
Apr 19 - Apr 25
found 22 hours ago
Roundtrip flight included
Chicago (ORD) 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.
Hilton Vacation Club Greensprings Williamsburg
Price was $730, price is now $574 per person
$574
per person
Apr 19 - Apr 25
found 22 hours ago
Roundtrip flight included
Chicago (ORD) 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 National Golf Club are located nearby.
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Omni Richmond Hotel
100 S 12th St Richmond VA
5.94 km from Windsor Farms
Book a stay at this business-friendly hotel in Richmond. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful ...
Graduate by Hilton Richmond
301 West Franklin Street Richmond VA
4.72 km from Windsor Farms
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 ...
Drury Plaza Hotel Richmond
11049 West Broad St Glen Allen VA
13.33 km from Windsor Farms
Book a stay at this business-friendly hotel in Glen Allen. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
The Jefferson Hotel
101 West Franklin Street Richmond VA
4.88 km from Windsor Farms
Book a stay at this luxury hotel in Richmond. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the comfy rooms in ...
Motel 6 Sandston, VA - Richmond, Va
5704 Williamsburg Rd Sandston VA
15.15 km from Windsor Farms
Stay at this motel in Sandston. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
Best Western PLUS Executive Hotel
7007 W Broad St Richmond VA
6.66 km from Windsor Farms
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 ...
The Berkeley Hotel
1200 E Cary St Richmond VA
5.99 km from Windsor Farms
Book a stay at this business-friendly hotel in Richmond. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
Best Western Premier Richmond City Gateway
4303 Commerce Road Richmond VA
11.37 km from Windsor Farms
Stay at this 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 ...
Regency Inn Richmond
1500 Eastridge Road Richmond VA
7.91 km from Windsor Farms
Book a stay at this business-friendly hotel in Richmond. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. ...
The Commonwealth
901 Bank St Richmond VA
5.79 km from Windsor Farms
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 ...
Candlewood Suites Richmond - West Broad by IHG
2100 Dickens Rd Richmond VA
5.57 km from Windsor Farms
Book a stay at this business-friendly hotel in Richmond. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
Linden Row Inn
100 E Franklin St Richmond VA
5.13 km from Windsor Farms
Book a stay at this historic hotel in Richmond. Enjoy free WiFi, a 24-hour front desk, and 2 meeting rooms. Our guests praise the helpful staff and the clean ...
Hilton Richmond Downtown
501 E Broad St Richmond VA
5.54 km from Windsor Farms
Book a stay at this business-friendly hotel in Richmond. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Mar 28 - Wed, Apr 1
ATL
Hartsfield-Jackson Atlanta Intl.
RIC
Richmond Intl.
$169 Roundtrip, found 4 days ago
$169
Roundtrip
found 4 days ago
Wed, Apr 29 - Tue, May 19
MCO
Orlando Intl.
RIC
Richmond Intl.
$177 Roundtrip, found 14 hours ago
$177
Roundtrip
found 14 hours ago
Tue, Apr 14 - Tue, Apr 21
MCO
Orlando Intl.
RIC
Richmond Intl.
$186 Roundtrip, found 2 hours ago
$186
Roundtrip
found 2 hours ago
Tue, Apr 14 - Tue, Apr 21
MCO
Orlando Intl.
RIC
Richmond Intl.
$187 Roundtrip, found 2 hours ago
$187
Roundtrip
found 2 hours ago
Tue, Apr 14 - Tue, Apr 21
MCO
Orlando Intl.
RIC
Richmond Intl.
$195 Roundtrip, found 2 hours ago
$195
Roundtrip
found 2 hours ago