Title: Gloucester Vacation Packages & Trips 2026 from CA $725 | 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. ![The Berkeley Hotel](https://images.trvl-media.com/lodging/1000000/10000/1900/1860/c31357d0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Berkeley Hotel Downtown Richmond CA $725 per person May 15 - May 18 found 1 day ago Roundtrip non-stop flight included Buffalo (BUF) to Richmond (RIC) 8.8/10 Excellent! (1,504 reviews) Hotel is being renovated. Room was excellent. Had an enjoyable meal in the dining room. Reviewed on Mar 12, 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 $884 per person May 15 - May 18 found 1 day ago Roundtrip non-stop flight included Buffalo (BUF) to Richmond (RIC) 8.4/10 Very Good! (1,373 reviews) Clean property-friendly, helpful staff. Good location Reviewed on Mar 13, 2026 ![Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort](https://images.trvl-media.com/lodging/1000000/10000/5200/5105/8984405d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort CA $1,112 per person Apr 19 - Apr 25 found 2 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 8.8/10 Excellent! (439 reviews) Staff was very helpful and friendly. The room was very clean and comfortable. My kids loved the game room and pool! We would absolutely stay here again. Reviewed on Feb 8, 2026 ![Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort](https://images.trvl-media.com/lodging/5000000/4170000/4161600/4161536/5bdfdfb0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort CA $1,061 per person Apr 19 - Apr 25 found 2 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 9.4/10 Exceptional! (327 reviews) Spacious, clean, except under the night tables beside the bed. Reviewed on Jan 13, 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 $915 per person May 15 - May 18 found 1 day ago Roundtrip non-stop flight included Buffalo (BUF) to Richmond (RIC) 9.2/10 Wonderful! (1,347 reviews) Awesome, authentic Richmond stay. No reason to stay anywhere else Reviewed on Mar 13, 2026 ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_55727) ## 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 16 - Mar 17 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=16%2F03%2F2026&endDate=17%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 29 - Mar 30 includes taxes & fees 8.8/10 Excellent! (2,155 reviews) Clean room, wonderful staff, family oriented. Great place to stay Reviewed on Mar 14, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%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! (3,414 reviews) Excellent place Reviewed on Mar 13, 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=16%2F03%2F2026&endDate=17%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. 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