Title: Gloucester Vacation Packages & Trips 2025/2026 from CA $2,194 | 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. ![Whispering Pines by Hotel O Whitestone VA](https://images.trvl-media.com/lodging/4000000/3910000/3907800/3907766/ecd18e18_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Whispering Pines by Hotel O Whitestone VA CA $2,194 per person Jan 2 - Jan 7 found 1 day ago Roundtrip flight included Edmonton (YEG) to Richmond (RIC) 6.2/10 (143 reviews) Not bad for a mid century motel. Room was small but I would call it european. Bathroom dated but clean. Needed a light bulb in shower, lampshade for table lamp, and smoke detector hooked up. When we checked in we had to air it out because of the sanitation smell but other than that I would stay again. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-02/2026-01-07/?FromAirport=YEG&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=3907766&paandie=true&dealMarker=HUTV4echiVkyWi8f3ZyLWBOqNuj7cXbmUGt5egSSqNi4AW0aC4X8TXo8eywLr1r6) ![Kings Creek Plantation by TripForth](https://images.trvl-media.com/lodging/36000000/35590000/35586300/35586238/b4fc5ba0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kings Creek Plantation by TripForth CA $2,218 per person Dec 20 - Dec 27 found 14 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 8.6/10 Excellent! (42 reviews) This was probably the best property that I've stayed at, maybe ever. I had a family of 8 and the two apartments that we shared were perfect. I will be staying here again Reviewed on Jul 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-20/2025-12-27/?FromAirport=YYZ&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=35586238&paandie=true&dealMarker=ICLiumMRrcQ1v9YXuxl-KuJkXEGr_ayd9GtHS6DVV5MiRwNSeXO6oKKAw-85V_Fm) ![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 $3,156 per person Jan 2 - Jan 7 found 1 day ago Roundtrip flight included Edmonton (YEG) to Richmond (RIC) 10/10 Exceptional! (18 reviews) Fred was an outstanding representative. Reviewed on Oct 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-02/2026-01-07/?FromAirport=YEG&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=112645371&paandie=true&dealMarker=USkI3_A5DyJoxCSYYe7rxZp_jyG6fhmXv7FYJpJQo7pN9V0iYnNCwXxQanr4OzDJ) ![Kingsmill Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25624/3f82f1eb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kingsmill Resort Kingsmill CA $2,296 per person Jan 2 - Jan 7 found 1 day ago Roundtrip flight included Edmonton (YEG) to Richmond (RIC) 8.8/10 Excellent! (1,007 reviews) Wonderful property, helpful staff and great amenities! Reviewed on Oct 24, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-02/2026-01-07/?FromAirport=YEG&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25624&paandie=true&dealMarker=HUTV4echiVkyWi8f3ZyLWBOqNuj7cXbmUGt5egSSqNicOILFc5QjHm0xBS2I7tDR) ![Holiday Inn Express Gloucester by IHG](https://images.trvl-media.com/lodging/1000000/470000/462100/462015/fd1da4fc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express Gloucester by IHG CA $2,198 per person Jan 2 - Jan 7 found 1 day ago Roundtrip flight included Edmonton (YEG) to Richmond (RIC) 7.2/10 Good! (648 reviews) Some of the staff was nice however the kitchen staff wasn’t all that great. This is an older hotel. Reviewed on Oct 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-02/2026-01-07/?FromAirport=YEG&Destination=RIC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=462015&paandie=true&dealMarker=USkI3_A5DyJoxCSYYe7rxZp_jyG6fhmXv7FYJpJQo7r_eVZeBBECh39OOwM-g3Vs) ## Ready to book your vacation to Gloucester? Choose your dates ## Gloucester Hotel Deals ![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 $143 CA $159 total Nov 30 - Dec 1 includes taxes & fees 9/10 Wonderful! (722 reviews) no real good places to eat all fast food Reviewed on Oct 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=30%2F11%2F2025&endDate=01%2F12%2F2025&selected=1916863&PinnedHotelID=1916863&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 $121 CA $154 total Nov 10 - Nov 11 includes taxes & fees 8.6/10 Excellent! (1,909 reviews) ❤️ Reviewed on Nov 5, 2025 [](https://expedia.ca/Hotel-Search?startDate=10%2F11%2F2025&endDate=11%2F11%2F2025&selected=994848&PinnedHotelID=994848&HadPinnedHotel=true®ionId=55727) ![Hilton Vacation Club The Historic Powhatan Williamsburg](https://images.trvl-media.com/lodging/1000000/870000/864100/864071/683f098a_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 $94 CA $148 total Nov 16 - Nov 17 includes taxes & fees 9/10 Wonderful! (3,216 reviews) Everything was nice Reviewed on Nov 4, 2025 [](https://expedia.ca/Hotel-Search?startDate=16%2F11%2F2025&endDate=17%2F11%2F2025&selected=864071&PinnedHotelID=864071&HadPinnedHotel=true®ionId=55727) [See all 2,077 properties in Gloucester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=10%2F11%2F2025&endDate=11%2F11%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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)