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.
Westgate Historic Williamsburg Resort
Midtown
Price was CA $1,421, price is now CA $1,075 per person
CA $1,075
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
8.6/10 Excellent! (1,001 reviews)
Everything was wonderful. Staff, location, suite. We will visit again!
Reviewed on Jan 18, 2026
Williamsburg Lodge, Autograph Collection
Colonial Williamsburg
Price was CA $2,478, price is now CA $2,098 per person
CA $2,098
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
9/10 Wonderful! (1,000 reviews)
Room was very clean. Check in was seamless
Reviewed on Jan 24, 2026
Holiday Inn Club Vacations Williamsburg Resort by IHG
Price was CA $1,361, price is now CA $1,182 per person
CA $1,182
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
9/10 Wonderful! (525 reviews)
Booked this resort for a quiet getaway. However, both nights were not pleasant due to very noisy neighbors on both sides. Very loud with people shouting, music blasting, kids running and the walls are so thin that I could hear conversations. Also, the TV in the living area was tiny. It was actually the same size as the bedroom TV. Totally unacceptable for the price paid.
Reviewed on Jan 16, 2026
Gwynn Hotel Deals
Gwynn's Island Cottage - Waterfront with Private Beach + Sunsets over Water
Grimstead VA
10/10 Exceptional! (199 reviews)
We had a lovely time.
Reviewed on Dec 4, 2025
Holiday Inn Express Gloucester by IHG
6639 Forest Hill Ave Gloucester VA
Fully refundable
The price is CA $124 per night from Feb 11 to Feb 12
CA $124
CA $139 total
Feb 11 - Feb 12
includes taxes & fees
7.2/10 Good! (671 reviews)
Check in was smooth and courteous. Room was clean and neat. I will stay there next time I'm in the area.
Reviewed on Jan 2, 2026
Hampton Inn Gloucester
6638 Forest Hill Ave Gloucester VA
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from Mar 1 to Mar 2
CA $134
CA $149 total
Mar 1 - Mar 2
includes taxes & fees
9/10 Wonderful! (738 reviews)
Room was very spacious and clean. Front desk staff friendly and helpful. Would definitely stay here again.
Reviewed on Dec 16, 2025
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.
