
Gwynn Vacation Packages
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Your Gwynn Vacation
Enjoy amazing adventures when you book a vacation package to Gwynn. Whether you're a foodie, history buff or just a traveler who loves discovering new places, there's something for everyone in this interesting city. Need some inspiration on what to do or see first during your trip to Gwynn? Check off well-known attractions such as Gwynns Island Musuem. Stop daydreaming and start doing. Check out the wide range of options on Expedia today and finally put your Gwynn vacation plans into gear!
Top Gwynn Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Holiday Inn Hotel & Suites Williamsburg-Historic Gateway by IHG
Price was CA $1,325, price is now CA $1,052 per person
CA $1,052
per person
Jul 25 - Jul 31
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
9/10 Wonderful! (1,005 reviews)
Hot tub and vending machines have been removed. Dinner menu is extremely minimal. Staff was friendly and room was clean.
Reviewed on May 1, 2026

Kingsmill Resort
Kingsmill
Price was CA $1,935, price is now CA $1,447 per person
CA $1,447
per person
Jul 25 - Jul 31
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.8/10 Excellent! (1,002 reviews)
The resort staff amazing and the resort is beautiful! Rooms little outdated but clean!
Reviewed on May 18, 2026

Kings Creek Plantation by TripForth
Price was CA $2,108, price is now CA $1,788 per person
CA $1,788
per person
Jul 25 - Jul 31
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.6/10 Excellent! (42 reviews)
This was probably the best property that I've stayed at, maybe ever. I had a family of 8 and the two apartments that we shared were perfect. I will be staying here again
Reviewed on Jul 13, 2025

King’s Creek Resort by Spinnaker
Price was CA $1,626, price is now CA $1,384 per person
CA $1,384
per person
Jul 25 - Jul 31
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.8/10 Excellent! (160 reviews)
The Kings Creek resort is beautiful, clean, comfortable, and conveniently close to the major area attractions. I would definitely stay there again for any trip to the Williamsburg VA area.
Reviewed on May 18, 2026

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
Colonial Williamsburg
Price was CA $1,362, price is now CA $1,176 per person
CA $1,176
per person
Jul 25 - Jul 31
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.8/10 Excellent! (1,713 reviews)
This hotel is extremely dated. They have a lot to offer to do on campus, but it’s not kept up with. The mini golf course was great, but you could tell that no one goes and brushes off the green areas, which makes it harder for kids to golf.
The room was nice, but the beds were crap. Just needs a full makeover.
The best and most positive thing is the location and the staff.
Reviewed on May 17, 2026
Gwynn Hotel Deals

Gwynn's Island Cottage - Private Beach: Book your Stay in the Month of May!
Grimstead VA
10/10 Exceptional! (222 reviews)
"This quiet, water-front cottage was perfect for my husband and me. We hope we can stay here again."
Reviewed on Apr 27, 2026

Holiday Inn Express Gloucester by IHG
6639 Forest Hill Ave Gloucester VA
Fully refundable
The price is CA $125 per night from May 28 to May 29
CA $125
CA $139 total
May 28 - May 29
includes taxes & fees
7.2/10 Good! (697 reviews)
"They didn't clean the room every day."
Reviewed on May 8, 2026

The Tides Inn
480 King Carter Dr Irvington VA
Fully refundableReserve now, pay when you stay
The price is CA $417 per night from May 26 to May 27
CA $417
CA $517 total
May 26 - May 27
includes taxes & fees
8.8/10 Excellent! (167 reviews)
"they billed me wrong, they didnt see that I paid half up front to expedia, so in a dispute now. not happy :("
Reviewed on May 3, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







