Title: Gloucester Vacation Packages & Trips 2026 from CA $1,190 | 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. ![Turnpike Motel Richmond VA by Hotel O US 60](https://images.trvl-media.com/lodging/25000000/24170000/24165300/24165232/ef51b133_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Turnpike Motel Richmond VA by Hotel O US 60 Midlothian CA $1,190 per person May 15 - May 22 found 16 hours ago Roundtrip flight included Edmonton (YEG) to Richmond (RIC) 6.4/10 (92 reviews) It was great for a quick overnight stay. Smoking room and clean was key for me. I will there were a couple of burn marks on things like people don't know how to use an ashtray. Other than that no problems. Also great customer service! Reviewed on Mar 1, 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 $1,244 per person May 25 - May 30 found 8 hours ago Roundtrip non-stop flight included Toronto (YTO) to Richmond (RIC) 8.8/10 Excellent! (791 reviews) Breakfast was freshly made. Reviewed on Mar 27, 2026 ![A house full of steel balls and games](https://images.trvl-media.com/lodging/43000000/42650000/42645600/42645553/9b8d5fe2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### A house full of steel balls and games Dumbarton CA $1,277 per person May 15 - May 22 found 16 hours ago Roundtrip flight included Edmonton (YEG) to Richmond (RIC) 9.6/10 Exceptional! (107 reviews) It was skeptical at first. I didn’t know what we were getting ourselves into, then I met who also was staying there, it was not all that bad. I had a good time. We were not there as much. Pinball is great if you know how to play. Thank you. Reviewed on Mar 29, 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 $1,320 per person May 25 - May 30 found 8 hours ago Roundtrip non-stop flight included Toronto (YTO) to Richmond (RIC) 8.8/10 Excellent! (1,007 reviews) Breakfast was wonderful, great variety. Reviewed on Apr 1, 2026 ![Capitol Inn by Belvilla Richmond Airport VA](https://images.trvl-media.com/lodging/1000000/20000/13700/13646/w2643h1920x118y0-c61e97f7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Capitol Inn by Belvilla Richmond Airport VA CA $1,213 per person May 15 - May 22 found 16 hours ago Roundtrip flight included Edmonton (YEG) to Richmond (RIC) 6.2/10 (82 reviews) I just love Harry and Mr.Patel Very caring about his customers and very well monitored. Address any issues immediately with thr best professional service. Reviewed on Sep 5, 2025 ## Ready to book your vacation to Gloucester? Choose your dates ## Gloucester Hotel Deals ![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 $121 CA $154 total Apr 19 - Apr 20 includes taxes & fees 8.8/10 Excellent! (2,223 reviews) Good value just seems a lil ran down refrigerator leaking and dishwasher Reviewed on Apr 1, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%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 $145 CA $204 total Apr 19 - Apr 20 includes taxes & fees 9/10 Wonderful! (3,449 reviews) Professional and courteous staff. Well maintained grounds and rooms. Great experience. Reviewed on Apr 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%2F2026&selected=864071&PinnedHotelID=864071&HadPinnedHotel=true®ionId=55727) ![Hilton Vacation Club Greensprings Williamsburg](https://images.trvl-media.com/lodging/1000000/870000/863100/863025/66d83b6e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Vacation Club Greensprings Williamsburg 3500 Ludwell Pkwy Williamsburg VA Fully refundableReserve now, pay when you stay CA $111 CA $166 total Apr 30 - May 1 includes taxes & fees 8.6/10 Excellent! (1,011 reviews) Good place to stay while visiting the historic triangle. Safe location. 2 bedroom suite can accommodate 6 people. Nice amenities; enjoyed the sauna and hot tub. This is a good place for families; has kid friendly activities. Reviewed on Mar 31, 2026 [](https://expedia.ca/Hotel-Search?startDate=30%2F04%2F2026&endDate=01%2F05%2F2026&selected=863025&PinnedHotelID=863025&HadPinnedHotel=true®ionId=55727) [See all 1,924 properties in Gloucester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=03%2F04%2F2026&endDate=04%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. Additional terms may apply. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## 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. ![](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