Title: Gloucester Vacation Packages & Trips 2025/2026 from CA $977 | 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. ![King’s Creek Resort by Spinnaker](https://images.trvl-media.com/lodging/101000000/100860000/100858000/100857987/c19f090f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### King’s Creek Resort by Spinnaker CA $977 per person Nov 12 - Nov 17 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Richmond (RIC) 8.6/10 Excellent! (90 reviews) King's Creek by Spinnaker is a very nice resort. The 2 bedroom cottage was clean and spacious. The staff at check in were very friendly and helpful. We enjoyed our stay and hope to return some day. Reviewed on Sep 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-12/2025-11-17/?FromAirport=YYC&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=100857987&paandie=true&dealMarker=Bs6BDO6DDHiM_MVtC_X7xBEryove_TX_YjvDiIOWWkbkonIy3dVBiFOmSSLMel3K) ![Warner Hall](https://images.trvl-media.com/lodging/113000000/112650000/112645400/112645371/36c9488e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Warner Hall CA $1,702 per person Dec 5 - Dec 11 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Richmond (RIC) 10/10 Exceptional! (13 reviews) Great staff and attitude toward customers. Reviewed on Aug 3, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-05/2025-12-11/?FromAirport=YYC&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=112645371&paandie=true&dealMarker=1XmNBjGm7iNC1an4L6ZsGfJw-nemQSAyLku_NtUc7aBEOUwqpZagFj4zkT4HsIbF) ![The Colonies at Williamsburg](https://images.trvl-media.com/lodging/6000000/5090000/5084500/5084488/307a5f35_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Colonies at Williamsburg CA $1,322 per person Dec 5 - Dec 11 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Richmond (RIC) 9/10 Wonderful! (1,022 reviews) Very nice place to stay. We will definitely be back. Reviewed on Sep 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-05/2025-12-11/?FromAirport=YYC&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5084488&paandie=true&dealMarker=1XmNBjGm7iNC1an4L6ZsGUNYpplQeZBXaTaD8GtSkAH2RnszHBWLuRSWpFOYnrPf) ![Club Wyndham Governor’s Green](https://images.trvl-media.com/lodging/2000000/1210000/1203100/1203014/0a67bd1d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Club Wyndham Governor’s Green CA $1,277 per person Dec 5 - Dec 11 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Richmond (RIC) 9.2/10 Wonderful! (222 reviews) I can't say enough about how incredibly wonderful the front desk staff and the manager of the Governor's Green are. We we're only there for two nights Reviewed on Aug 30, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-05/2025-12-11/?FromAirport=YYC&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1203014&paandie=true&dealMarker=1XmNBjGm7iNC1an4L6ZsGct49LiZSauV_Sae1ZvvkNYsGiS63vX250hXbHB_ODe1) ![Vacation Village At Williamsburg](https://images.trvl-media.com/lodging/1000000/1000000/994900/994848/cfc6b534_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Vacation Village At Williamsburg CA $1,004 per person Dec 5 - Dec 11 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Richmond (RIC) 8.8/10 Excellent! (1,732 reviews) Close to attractions. Reviewed on Sep 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-05/2025-12-11/?FromAirport=YYC&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=994848&paandie=true&dealMarker=1XmNBjGm7iNC1an4L6ZsGWgdOejKVj1lMzU41A4BsGR4-TxUK_zhZLGKhexY_Isz) ## Ready to book your vacation to Gloucester? Choose your dates ## Gloucester Hotel Deals ![Hilton Vacation Club The Historic Powhatan Williamsburg](https://images.trvl-media.com/lodging/1000000/870000/864100/864071/683f098a_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 $96 CA $148 total Oct 5 - Oct 6 includes taxes & fees 9/10 Wonderful! (3,062 reviews) "Stayed here multiple times and I’m never disappointed" Reviewed on Sep 19, 2025 [](https://expedia.ca/Hotel-Search?startDate=05%2F10%2F2025&endDate=06%2F10%2F2025&selected=864071&PinnedHotelID=864071&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 $98 CA $128 total Sep 23 - Sep 24 includes taxes & fees 8.6/10 Excellent! (1,740 reviews) "This is a very nice property with large comfortable apartments. The grounds are very nice overall and the pool area great. Would highly recommend staying here ." Reviewed on Sep 18, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F09%2F2025&endDate=24%2F09%2F2025&selected=994848&PinnedHotelID=994848&HadPinnedHotel=true®ionId=55727) ![Comfort Inn Newport News - Hampton I-64](https://images.trvl-media.com/lodging/1000000/20000/10200/10111/01f0ccae_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Comfort Inn Newport News - Hampton I-64 12330 Jefferson Ave, Newport News, VA Fully refundableReserve now, pay when you stay CA $101 CA $117 total Sep 30 - Oct 1 includes taxes & fees 8.4/10 Very Good! (1,010 reviews) "Nice place to stay" Reviewed on Sep 16, 2025 [](https://expedia.ca/Hotel-Search?startDate=30%2F09%2F2025&endDate=01%2F10%2F2025&selected=10111&PinnedHotelID=10111&HadPinnedHotel=true®ionId=55727) [See all 2,270 properties in Gloucester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=23%2F09%2F2025&endDate=24%2F09%2F2025®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 ![QR code to download the app](data:image/png;base64,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)