Gwynn Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Gwynn 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 1 day 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 $1,474, price is now $1,098 per person
$1,098
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 1 day 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 1 day 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 1 day 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 1 day 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.
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.
Wed, Apr 29 - Tue, May 19
MCO
Orlando Intl.
RIC
Richmond Intl.
$177 Roundtrip, found 9 hours ago
$177
Roundtrip
found 9 hours ago
Tue, Apr 14 - Tue, Apr 21
MCO
Orlando Intl.
RIC
Richmond Intl.
$186 Roundtrip, just found
$186
Roundtrip
just found
Tue, Apr 14 - Tue, Apr 21
MCO
Orlando Intl.
RIC
Richmond Intl.
$187 Roundtrip, just found
$187
Roundtrip
just found
Tue, Apr 14 - Tue, Apr 21
MCO
Orlando Intl.
RIC
Richmond Intl.
$195 Roundtrip, just found
$195
Roundtrip
just found
Tue, Apr 14 - Tue, Apr 21
MCO
Orlando Intl.
RIC
Richmond Intl.
$197 Roundtrip, just found
$197
Roundtrip
just found