Title: Gloucester Vacation Packages & Trips 2026 from CA $1,033 | Expedia.ca [Hotels in Gloucester](https://expedia.ca/Gloucester-Hotels.d55727.Travel-Guide-Hotels)[Vacation Rentals in Gloucester](https://expedia.ca/Gloucester-Vacation-Rentals.d55727.Travel-Guide-VacationRentals)[Flights to Gloucester](https://expedia.ca/Cheap-Flights-To-Gloucester.d55727.Travel-Guide-Flights)[Gloucester Car Rentals](https://expedia.ca/Car-Rentals-In-Gloucester.d55727.Car-Rental-Guide) ![](https://images.trvl-media.com/place/55727/f083fad9-9365-4975-b407-029a614e0e8e.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Gloucester Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, 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](https://www.expedia.ca/Middle-Peninsula-State-Park-Gloucester.d637192221073133568.Vacation-Attraction), [Gloucester Museum of History](https://www.expedia.ca/Gloucester-Museum-Of-History-Gloucester.d553248621561864467.Vacation-Attraction) 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](https://images.trvl-media.com/lodging/1000000/10000/2600/2583/6d98fc48_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Country Inn & Suites by Radisson, Williamsburg East (Busch Gardens), VA CA $1,033 per person May 20 - May 27 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Richmond (RIC) 8.2/10 Very Good! (32 reviews) We stayed during the off season and the price was great. We had 2 rooms and both were great. Clean and comfortable! The staff was friendly and gave some great dining suggestions. Breakfast was the typical waffles, eggs, sausage and continental items. Thank you Walter and team for a great stay! Reviewed on Feb 2, 2026 ![Griffin Hotel, an official Colonial Williamsburg Hotel](https://images.trvl-media.com/lodging/14000000/13500000/13499000/13498945/f871738b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Griffin Hotel, an official Colonial Williamsburg Hotel Colonial Williamsburg CA $1,617 per person May 20 - May 27 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Richmond (RIC) 8.8/10 Excellent! (791 reviews) I can’t say enough good things about this hotel. Our room was clean, large, beds comfortable, bathroom and two sink areas were convenient. The deck was overlooking a pond and a nice place to relax after walking the restoration area. Being close to the hotel and restaurants was perfect. And, the staff were exceptional. Reviewed on Mar 8, 2026 ![Kingsmill Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25624/43d63249_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kingsmill Resort Kingsmill CA $1,669 per person May 20 - May 27 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Richmond (RIC) 8.8/10 Excellent! (1,007 reviews) The view of the river was awesome. Everything was walking distance. From morning coffee at The Mill to the golf course to the marina at night for dinner. All amenities were very convenient. Reviewed on Mar 16, 2026 ![King’s Creek Resort by Spinnaker](https://images.trvl-media.com/lodging/101000000/100860000/100858000/100857987/e46a760b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### King’s Creek Resort by Spinnaker CA $1,276 per person May 20 - May 27 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Richmond (RIC) 8.6/10 Excellent! (129 reviews) Clean and unit was as described. Lots of stairs, so I’d ask for a first floor next time. Reviewed on Mar 16, 2026 ![Holiday Inn Hotel & Suites Williamsburg-Historic Gateway by IHG](https://images.trvl-media.com/lodging/2000000/1560000/1558900/1558842/f7ae7ae7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Hotel & Suites Williamsburg-Historic Gateway by IHG CA $1,312 per person Apr 25 - May 2 found 19 hours ago Roundtrip non-stop flight included Calgary (YYC) to Richmond (RIC) 9/10 Wonderful! (1,039 reviews) The rooms were very clean Reviewed on Mar 1, 2026 ## Ready to book your vacation to Gloucester? Choose your dates ## Gloucester Hotel Deals ![Warner Hall](https://images.trvl-media.com/lodging/113000000/112650000/112645400/112645371/4fc2e938_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Warner Hall 4750 Warner Hall Road Gloucester VA CA $318 CA $354 total Mar 24 - Mar 25 includes taxes & fees 10/10 Exceptional! (25 reviews) Friendly hosts, great rooms, lovely to get tea or coffee in the morning in your room. Breakfast was ok, not the draw. Reviewed on Feb 27, 2026 [](https://expedia.ca/Hotel-Search?startDate=24%2F03%2F2026&endDate=25%2F03%2F2026&selected=112645371&PinnedHotelID=112645371&HadPinnedHotel=true®ionId=55727) ![Vacation Village At Williamsburg](https://images.trvl-media.com/lodging/1000000/1000000/994900/994848/cfc6b534_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Vacation Village At Williamsburg 4870 Longhill Road Williamsburg VA Fully refundableReserve now, pay when you stay CA $99 CA $129 total Mar 30 - Mar 31 includes taxes & fees 8.8/10 Excellent! (2,164 reviews) Clean and comfy rooms. Not a fan of having to pay a resort fee when I don't use any of those amenities. There really needs to be an option to opt out of amenities so I'm not paying extra for things we're not using. Reviewed on Mar 16, 2026 [](https://expedia.ca/Hotel-Search?startDate=30%2F03%2F2026&endDate=31%2F03%2F2026&selected=994848&PinnedHotelID=994848&HadPinnedHotel=true®ionId=55727) ![Hilton Vacation Club The Historic Powhatan Williamsburg](https://images.trvl-media.com/lodging/1000000/870000/864100/864071/e6a3cc9b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Vacation Club The Historic Powhatan Williamsburg 3601 Ironbound Rd Williamsburg VA Fully refundableReserve now, pay when you stay CA $122 CA $178 total Mar 23 - Mar 24 includes taxes & fees 9/10 Wonderful! (3,420 reviews) Yes Reviewed on Mar 16, 2026 [](https://expedia.ca/Hotel-Search?startDate=23%2F03%2F2026&endDate=24%2F03%2F2026&selected=864071&PinnedHotelID=864071&HadPinnedHotel=true®ionId=55727) [See all 1,921 properties in Gloucester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=17%2F03%2F2026&endDate=18%2F03%2F2026®ionId=55727) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. 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