
Gloucester Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Gloucester Vacation
From its coastal scenery to its rich history and beyond, there's loads to like about Gloucester. Discover the wonders of this captivating city with a Gloucester vacation package that's made for you. Eager to do a bit of sightseeing? A trip to Gloucester isn't complete without checking out Middle Peninsula State Park, Gloucester Museum of History and other major attractions. Your Gloucester vacation is clicks away. Explore hotels, airfares and more on Expedia for a getaway that's tailored to suit your travel style.
Top Gloucester Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Country Inn & Suites by Radisson, Williamsburg East (Busch Gardens), VA
Price was CA $1,298, price is now CA $1,149 per person
CA $1,149
per person
Jun 7 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Richmond (RIC)
7.8/10 Good! (66 reviews)
The breakfast was ok. Eggs, bacon,sausage sometimes biscuits. No potatoes or grits. Cereals, muffins and bread for toast. Juice, coffee and yogurt. The coffee was very weak to the point that I could taste the cream over the coffee even after a staff member changed it. Otherwise it was ok.
Reviewed on Apr 24, 2026

Griffin Hotel, an official Colonial Williamsburg Hotel
Colonial Williamsburg
Price was CA $1,706, price is now CA $1,386 per person
CA $1,386
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Richmond (RIC)
8.8/10 Excellent! (800 reviews)
Beautiful room and grounds. Walk to Colonial Williamsburg is super easy.
Reviewed on Apr 4, 2026

Colonial Houses, an Official Colonial Williamsburg Hotel
Colonial Williamsburg
Price was CA $1,552, price is now CA $1,319 per person
CA $1,319
per person
Jun 7 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Richmond (RIC)
9/10 Wonderful! (551 reviews)
What a treat to get to stay in a historic building in Colonial Williamsburg! Our room at the old tavern was very comfortable and we loved taking our morning cup of coffee out to the back porch and then walking through the still streets. In addition, the staff at the Williamsburg Inn went above and beyond for us during our stay. When we discovered that the rental car wouldn’t start in the morning, the check-in staff sprang into action. Our bags were tucked in a secure place and they drove us to make sure my daughter made it to her interview. Then, when the tow truck still hadn’t arrived two hours later, Adrian kindly drove over to our vehicle and with a little help from YouTube we were able to restart the car. Everyone on the staff was so kind and helpful! Thank you!
Reviewed on Apr 7, 2026

Wyndham Garden Williamsburg Busch Gardens Area
Price was CA $1,319, price is now CA $1,152 per person
CA $1,152
per person
Jun 7 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Richmond (RIC)
6.8/10 (486 reviews)
The breakfast bar was delicious. Despite heavy volume the staff quickly restocked items and even checked on each table.
Reviewed on Apr 13, 2026

King’s Creek Resort by Spinnaker
Price was CA $1,683, price is now CA $1,482 per person
CA $1,482
per person
Jun 7 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Richmond (RIC)
8.6/10 Excellent! (142 reviews)
I enjoyed my Stay with 4 of my Granddaughters who are 10 years Old, they loved it as much as I did, The House had lots of Space I really loved that each Bedroom had its own Bathroom, The Kitchen was Clean and Fully Stocked "and Im going back in June with my Teenage Granddaughters "
Reviewed on Apr 19, 2026
Gloucester Hotel Deals

Holiday Inn Express Gloucester by IHG
6639 Forest Hill Ave Gloucester VA
Fully refundable
The price is CA $159 per night from Apr 30 to May 1
CA $159
CA $176 total
Apr 30 - May 1
includes taxes & fees
7.2/10 Good! (688 reviews)
Perfect
Reviewed on Apr 10, 2026

Hampton Inn Gloucester
6638 Forest Hill Ave Gloucester VA
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from May 21 to May 22
CA $161
CA $180 total
May 21 - May 22
includes taxes & fees
9.2/10 Wonderful! (755 reviews)
Very polite
Reviewed on Apr 24, 2026

Vacation Village At Williamsburg
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
The price is CA $108 per night from May 17 to May 18
CA $108
CA $139 total
May 17 - May 18
includes taxes & fees
8.8/10 Excellent! (2,322 reviews)
Wonderful stay at a great price! Very cozy with everything you could need in a home away from home. Only complaints were the jacuzzi filter needed cleaning as did the foldout couch mattress, we had to unclog our bathroom sink, and tvs were very small.
Reviewed on Apr 25, 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







