Search Deals onGwynn Vacation Packages
Gwynn Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Quality Inn Chester - South Richmond
Price was $775, price is now $616 per person
$616
per person
Nov 15 - Nov 20
found 12 hours ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Parker's Battery Park and Henricus Historical Park are located nearby.
Omni Richmond Hotel
Price was $902, price is now $705 per person
$705
per person
Nov 15 - Nov 18
found 1 day ago
Roundtrip flight included
New York (LGA) to Richmond (RIC)
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 staff and the clean rooms in our reviews. Popular attractions Broad Street and Richmond Raceway are located nearby.
A house full of steel balls and games
Price was $787, price is now $619 per person
$619
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
Book a stay at this family-friendly B&B in Richmond. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Richmond Raceway and Broad Street are located nearby.
Rochambeau Roadside Inn
Price was $1,414, price is now $1,120 per person
$1,120
per person
Nov 25 - Nov 29
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to Richmond (RIC)
Stay at this hotel in Williamsburg. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
Kingsmill Resort
Price was $1,209, price is now $960 per person
$960
per person
Nov 25 - Nov 29
found 24 hours ago
Roundtrip flight included
Chicago (ORD) 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 Water Country USA are located nearby.
Wedmore Place
Price was $1,146, price is now $920 per person
$920
per person
Nov 25 - Nov 29
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to Richmond (RIC)
Book a stay at this boutique hotel in Williamsburg. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Busch Gardens Williamsburg and Historic Jamestowne are located nearby.
We loved our stay. Everyone was so nice and helpful. The only thing we didn’t love was the breakfast was lacking. The quiche was dry and there wasn’t much else besides a bowl of fruit and bagels. The way breakfast is described on the website is not accurate.
Reviewed on Oct 7, 2026
Comfort Inn South Chesterfield - Colonial Heights
Price was $837, price is now $678 per person
$678
per person
Nov 15 - Nov 20
found 12 hours ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
Book a stay at this business-friendly hotel in Colonial Heights. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Swift Creek Mill Theatre and Point of Rocks Park are located nearby.
Great place to stay!
Reviewed on Sep 28, 2026
The Berkeley Richmond, Outset Collection by Hilton
Price was $1,046, price is now $847 per person
$847
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
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 staff and the clean rooms in our reviews. Popular attractions Broad Street and Richmond Raceway are located nearby.
Yes, everything was outstanding
Reviewed on Oct 7, 2026
Gwynn Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Gwynn 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, Nov 12 - Thu, Nov 19
MCO
Orlando Intl.
RIC
Richmond Intl.
$49 Roundtrip, found 3 hours ago
$49
Roundtrip
found 3 hours ago
Wed, Dec 9 - Wed, Dec 16
DFW
Dallas-Fort Worth Intl.
RIC
Richmond Intl.
$188 Roundtrip, found 1 day ago
$188
Roundtrip
found 1 day ago
Sat, Nov 7 - Tue, Nov 10
FLL
Fort Lauderdale - Hollywood Intl.
RIC
Richmond Intl.
$193 Roundtrip, found 1 day ago
$193
Roundtrip
found 1 day ago
Wed, Dec 2 - Wed, Dec 16
ATL
Hartsfield-Jackson Atlanta Intl.
RIC
Richmond Intl.
$236 Roundtrip, found 1 day ago
$236
Roundtrip
found 1 day ago
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