Title: Gloucester Vacation Packages & Trips 2026 from CA $798 | 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://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?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. ![Westgate Historic Williamsburg Resort](https://images.trvl-media.com/lodging/2000000/1050000/1044200/1044190/9f866bbd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Historic Williamsburg Resort Midtown CA $798 per person Mar 5 - Mar 9 found 9 hours ago Roundtrip flight included Calgary (YYC) to Richmond (RIC) 8.6/10 Excellent! (1,001 reviews) Everything was great. The room was clean and the front desk was nice and helpful. I'm sure we'll be back. Reviewed on Jan 3, 2026 ![The Berkeley Hotel](https://images.trvl-media.com/lodging/1000000/10000/1900/1860/2c75da2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Berkeley Hotel Downtown Richmond CA $1,272 per person Feb 11 - Feb 18 found 6 hours ago Roundtrip non-stop flight included Calgary (YYC) to Richmond (RIC) 8.8/10 Excellent! (1,540 reviews) Loved everything. Location facility uniqueness, great staff. Reviewed on Jan 8, 2026 ![Hilton Vacation Club Greensprings Williamsburg](https://images.trvl-media.com/lodging/1000000/870000/863100/863025/3f11083f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Vacation Club Greensprings Williamsburg CA $1,100 per person Mar 21 - Mar 28 found 9 hours ago Roundtrip flight included Halifax (YHZ) to Richmond (RIC) 8.4/10 Very Good! (1,004 reviews) Comfortable Beds, Clean Rooms, Fresh, no vacuum 😔 and broom wasn't "brooming", but otherwise, great stay! Reviewed on Jan 8, 2026 ![The Commonwealth](https://images.trvl-media.com/lodging/1000000/40000/39900/39891/901fb2f8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Commonwealth Downtown Richmond CA $1,534 per person Apr 3 - Apr 10 found 18 hours ago Roundtrip non-stop flight included Ottawa (YOW) to Richmond (RIC) 8.8/10 Excellent! (1,314 reviews) Mixed review. Some friendly staff, some rude. Room was clean minus mold in the shower. All in all, okay stay. Reviewed on Jan 4, 2026 ![Griffin Hotel, an official Colonial Williamsburg Hotel](https://images.trvl-media.com/lodging/14000000/13500000/13499000/13498945/56adda1e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Griffin Hotel, an official Colonial Williamsburg Hotel Colonial Williamsburg CA $932 per person Feb 16 - Feb 21 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 8.8/10 Excellent! (765 reviews) Staff always courteous! Lovely stay year after year! Reviewed on Dec 20, 2025 ## 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/fd1da4fc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express Gloucester by IHG 6639 Forest Hill Ave Gloucester VA Fully refundable CA $126 CA $140 total Jan 30 - Jan 31 includes taxes & fees 7.2/10 Good! (668 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 [](https://expedia.ca/Hotel-Search?startDate=30%2F01%2F2026&endDate=31%2F01%2F2026&selected=462015&PinnedHotelID=462015&HadPinnedHotel=true®ionId=55727) ![Hampton Inn Gloucester](https://images.trvl-media.com/lodging/2000000/1920000/1916900/1916863/24cbd909_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn Gloucester 6638 Forest Hill Ave Gloucester VA Fully refundableReserve now, pay when you stay CA $135 CA $151 total Feb 1 - Feb 2 includes taxes & fees 9/10 Wonderful! (735 reviews) Room was very spacious and clean. Front desk staff friendly and helpful. Would definitely stay here again. Reviewed on Dec 16, 2025 [](https://expedia.ca/Hotel-Search?startDate=01%2F02%2F2026&endDate=02%2F02%2F2026&selected=1916863&PinnedHotelID=1916863&HadPinnedHotel=true®ionId=55727) ![Warner Hall](https://images.trvl-media.com/lodging/113000000/112650000/112645400/112645371/36c9488e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Warner Hall 4750 Warner Hall Road Gloucester VA CA $408 CA $455 total Jan 13 - Jan 14 includes taxes & fees 10/10 Exceptional! (24 reviews) Great room, nice fireplace! Reviewed on Dec 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=13%2F01%2F2026&endDate=14%2F01%2F2026&selected=112645371&PinnedHotelID=112645371&HadPinnedHotel=true®ionId=55727) [See all 2,018 properties in Gloucester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=11%2F01%2F2026&endDate=12%2F01%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