
Book Exclusive Gwynn Vacation Packages
Gwynn flight + hotel packages
Price found within the past 48 hours. Click for updated prices.

King’s Creek Resort by Spinnaker
Price was CA $1,421, price is now CA $1,071 per person
CA $1,071
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
Stay at this 4.5-star luxury condo in Williamsburg. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.

Warner Hall
Price was CA $2,940, price is now CA $2,168 per person
CA $2,168
per person
Dec 11 - Dec 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
Stay at this 3-star inn in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Woodville Park and White Marsh Shopping Center are located nearby.

Vacation Village At Williamsburg
Price was CA $1,439, price is now CA $1,132 per person
CA $1,132
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
Stay at this 3-star spa hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Williamsburg Premium Outlets and Jamestown Settlement are located nearby.

The Colonies at Williamsburg
Price was CA $2,174, price is now CA $1,713 per person
CA $1,713
per person
Dec 11 - Dec 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
Stay at this 3-star 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 Bowlero Williamsburg are located nearby.

Club Wyndham Governor’s Green
Price was CA $1,611, price is now CA $1,292 per person
CA $1,292
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
Stay at this 3-star family-friendly hotel in Williamsburg. Enjoy free parking, 2 outdoor pools, and 3 hot tubs. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
Top Gwynn hotels deals

Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water
Book a stay at this beach cottage in Gwynn. Enjoy free WiFi, a beach locale, and a water park. Our guests praise the helpful staff in our reviews. Popular attractions Gwynn's Island Musuem and Deltaville Marina are located nearby.
Kitchen
Washer

Holiday Inn Express Gloucester by IHG
6639 Forest Hill Ave, Gloucester, VA
Free cancellation
The price is CA $153 per night
CA $153
CA $170 total
Oct 12 - Oct 13
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Shoppes at Gloucester and Gloucester Youth Baseball are located nearby.
Pool
Breakfast included

Hampton Inn Gloucester
6638 Forest Hill Ave, Gloucester, VA
Free cancellation
Reserve now, pay when you stay
The price is CA $184 per night
CA $184
CA $205 total
Oct 9 - Oct 10
includes taxes & fees
Stay at this hotel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Shoppes at Gloucester and Gloucester Youth Baseball are located nearby.
Pool
Breakfast included

Best Western Kilmarnock Hotel
599 N Main St, Kilmarnock, VA
Free cancellation
Reserve now, pay when you stay
The price is CA $185 per night
CA $185
CA $209 total
Sep 24 - Sep 25
includes taxes & fees
Book a stay at this business-friendly hotel in Kilmarnock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Good Luck Cellars and Compass Entertainment Complex are located nearby.
Pool
Breakfast included

Warner Hall
4750 Warner Hall Road, Gloucester, VA
The price is CA $388 per night
CA $388
CA $432 total
Sep 24 - Sep 25
includes taxes & fees
Stay at this 3-star inn in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Woodville Park and White Marsh Shopping Center are located nearby.
Breakfast included
Parking included

Whispering Pines by Hotel O Whitestone VA
226 Methodist Church Rd, White Stone, VA
Free cancellation
Reserve now, pay when you stay
The price is CA $119 per night
CA $119
CA $139 total
Sep 24 - Sep 25
includes taxes & fees
Stay at this motel in White Stone. Enjoy free WiFi, free parking, and room service. Popular attractions Golden Eagle Golf Club and Steamboat Era Museum are located nearby.
Pet-friendly
Parking included
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.
Popular places to visit
Gwynn's Island Musuem
You can spend an afternoon exploring the galleries in Gwynn's Island Musuem during your trip to Piankatank. Amble around the area's marina or experience its festivals.
Gwynn Vacations
If you're making your way to Gwynn and you don't really know a lot about it, don't fret — we'll give you the lowdown!
It is 25 miles (40 kilometers) from Poquoson and 30 miles (48 kilometers) away from Williamsburg.
Love meeting the locals on vacation? This area of Chesapeake Bay is home to around 600 people.
Places to visit in Gwynn
Connect with nature at Holly Point Nature Park and learn about the great work they're doing to sustain wildlife and natural habitat. Need more ideas? The seas are full of adventure and wonder, but also full of danger and peril. Spend some time at Deltaville Maritime Museum for a fascinating insight into our maritime history and how man conquered the deep blue. And that's not all. Check out the extraordinary variety of anthropological insights at Gwynn's Island Musuem. It's a fun and educational experience for the whole family!Where do you fly into for Gwynn?
Get ready for some serious exploring! The middle of Gwynn is only 30 miles (48 kilometers) northeast of Newport News - Williamsburg International Airport (PHF).Frequently asked questions
Photos of local treasures
Browse Gwynn vacation photos for more inspiration
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