Title: Gloucester Vacation Packages & Trips 2026 from CA $863 | 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. ![Hilton Vacation Club The Historic Powhatan Williamsburg](https://images.trvl-media.com/lodging/1000000/870000/864100/864071/683f098a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Vacation Club The Historic Powhatan Williamsburg CA $863 per person Mar 31 - Apr 7 found 14 hours ago Roundtrip flight included Edmonton (YEG) to Richmond (RIC) 9/10 Wonderful! (3,188 reviews) Great place to stay 💯 Reviewed on Jan 9, 2026 ![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 $933 per person Feb 16 - Feb 21 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) 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 ![King’s Creek Resort by Spinnaker](https://images.trvl-media.com/lodging/101000000/100860000/100858000/100857987/ac8849e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### King’s Creek Resort by Spinnaker CA $1,249 per person Mar 15 - Mar 22 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Richmond (RIC) 8.6/10 Excellent! (107 reviews) Nice quiet location that allowed for easy access to local attractions. Our cottage had a full kitchen which allowed for some day in meals Reviewed on Dec 14, 2025 ![Club Wyndham Kingsgate](https://images.trvl-media.com/lodging/1000000/430000/425200/425163/c1ddc325_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Club Wyndham Kingsgate CA $1,221 per person Mar 31 - Apr 7 found 14 hours ago Roundtrip flight included Edmonton (YEG) to Richmond (RIC) 8.8/10 Excellent! (1,000 reviews) Bedrooms are spacious with nice size closets. Bat Reviewed on Jan 3, 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 24 - Jan 25 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=24%2F01%2F2026&endDate=25%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 $407 CA $454 total Feb 9 - Feb 10 includes taxes & fees 10/10 Exceptional! (24 reviews) Great room, nice fireplace! Reviewed on Dec 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=112645371&PinnedHotelID=112645371&HadPinnedHotel=true®ionId=55727) [See all 2,054 properties in Gloucester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=10%2F01%2F2026&endDate=11%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