Title: Gloucester Vacation Packages & Trips 2026 from CA $1,063 | 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, Ashland - Hanover, VA](https://images.trvl-media.com/lodging/5000000/4410000/4408100/4408034/92154e9e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Country Inn & Suites by Radisson, Ashland - Hanover, VA CA $1,063 per person May 17 - May 20 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 9/10 Wonderful! (1,006 reviews) Likely the best shower you will ever take. Amazing waffles. Reviewed on Apr 5, 2026 ![The Commonwealth](https://images.trvl-media.com/lodging/1000000/40000/39900/39891/e7d64633_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Commonwealth Downtown Richmond CA $1,149 per person May 17 - May 20 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 8.8/10 Excellent! (1,387 reviews) Spacious rooms for the price. Central location. Helpful staff. Reviewed on Apr 5, 2026 ![Linden Row Inn](https://images.trvl-media.com/lodging/1000000/20000/14100/14059/32759a51_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Linden Row Inn Downtown Richmond CA $1,184 per person May 17 - May 20 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 9.2/10 Wonderful! (1,371 reviews) Easily one of the most genuinely charming and historic hotels that I have stayed in, and I’ve stayed in a lot. The rooms were huge, the ceilings high, and the mattresses newly replaced (the old ones were behind the building in an alley, waiting to be disposed). They were so comfortable we actually stripped the bed in our room to find out the make. Also, the people at the desk were very friendly and seemed to take a lot of pride in their property. Reviewed on Apr 3, 2026 ![Hilton Richmond Downtown](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169422/80c7c143_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Richmond Downtown Downtown Richmond CA $1,135 per person May 17 - May 20 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 8.4/10 Very Good! (1,005 reviews) Staff was welcoming, clean room, great stay! Reviewed on Apr 5, 2026 ![Graduate by Hilton Richmond](https://images.trvl-media.com/lodging/18000000/17730000/17726000/17725982/36d01625_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Graduate by Hilton Richmond Downtown Richmond CA $1,131 per person May 17 - May 20 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 8.4/10 Very Good! (1,358 reviews) I stayed here once before and this time was a very similar experience. The staff is nice enough, if a bit disorganized. My room was fine, but noisy. The wifi was awful and I was told that was probably because the hotel was full. Breakfast is ordered at a counter in the lobby and delivered to your table, but my order was lost and had to be placed again. The entire experience was very impersonal. Reviewed on Apr 5, 2026 ## Ready to book your vacation to Gloucester? Choose your dates ## Gloucester Hotel Deals ![Holiday Inn Express Gloucester by IHG](https://images.trvl-media.com/lodging/1000000/470000/462100/462015/3369c977_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express Gloucester by IHG 6639 Forest Hill Ave Gloucester VA Fully refundable CA $153 CA $171 total Apr 16 - Apr 17 includes taxes & fees 7.2/10 Good! (683 reviews) The Staff are excellent, from the front desk to the cooking staff for morning meals, to the ladies that clean the rooms, top notch!!! I have had to stay a little longer than expected, an extra week to be specific. And everyone that works here are very, very nice and understanding with all ... Reviewed on Mar 27, 2026 [](https://expedia.ca/Hotel-Search?startDate=16%2F04%2F2026&endDate=17%2F04%2F2026&selected=462015&PinnedHotelID=462015&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 $122 CA $155 total Apr 20 - Apr 21 includes taxes & fees 8.8/10 Excellent! (2,241 reviews) Las instalaciones estaban muy bonitas, mejor que mi visita anterior, ls limpieza es deprimente, refrigerador grasoso, alfombra sucia, olia muy bien cuando entre y eso me gustó pero casi para la hora de salida revise debajo de la cama para asegurarme que no se me quedara nada y encontre una jeringa ... Reviewed on Apr 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=20%2F04%2F2026&endDate=21%2F04%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 $129 CA $187 total Apr 20 - Apr 21 includes taxes & fees 9/10 Wonderful! (3,461 reviews) The room was smelling due to the neighboring rooms cooking. Also you are supposed to get assigned parking spots. Our parking spot was occupied on 2 days and we reached out to the front desk who said they would get security to take care of it, but did not move the car on our spot and we had to park ... Reviewed on Apr 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=20%2F04%2F2026&endDate=21%2F04%2F2026&selected=864071&PinnedHotelID=864071&HadPinnedHotel=true®ionId=55727) [See all 1,914 properties in Gloucester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=07%2F04%2F2026&endDate=08%2F04%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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Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app