Title: Gloucester Vacation Packages & Trips 2026 from CA $1,158 | 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/ac8849e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### King’s Creek Resort by Spinnaker CA $1,158 per person Apr 12 - Apr 18 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) 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 ![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 $1,540 per person Apr 9 - Apr 16 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Richmond (RIC) 9/10 Wonderful! (1,000 reviews) Amenities, the jetted tub did not work, we ask ahead , bed were uncomfortable Reviewed on Jan 10, 2026 ![Williamsburg Inn, an official Colonial Williamsburg Hotel](https://images.trvl-media.com/lodging/17000000/16080000/16079100/16079084/9dff3118_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Williamsburg Inn, an official Colonial Williamsburg Hotel Colonial Williamsburg CA $2,802 per person Mar 1 - Mar 8 found 13 hours ago Roundtrip flight included St. John's (YYT) to Richmond (RIC) 9.8/10 Exceptional! (322 reviews) Everything was perfect; very nice. Reviewed on Jan 11, 2026 ![Wedmore Place](https://images.trvl-media.com/lodging/2000000/1630000/1620700/1620663/76dd9569_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wedmore Place CA $1,956 per person Mar 1 - Mar 8 found 13 hours ago Roundtrip flight included St. John's (YYT) to Richmond (RIC) 9.4/10 Exceptional! (1,002 reviews) This review focuses, mostly, internet issues. The internet is horrible lacking and spotty. They have at least 4 networks you can use, basically none of them work. Needed to go on my hotspot quite often. This was our 14th stay here and the net was always perfect before. No more bottles of water, no coffee maker and the free complimentary wine tasting has been reduced to 4 wines ( 2 cheapest whites and 2 cheapest reds), from 6 and we used to receive a stepped up flight of red. Breakfast was good, delivered to the room because this particular night there were few people there..no problem, that was all good. We pretty much go to the Wedmore whenever we are in Williamsburg and will go back. Nice and quiet and they provide robes, lol. Again, the internet is unlike any hotel experience in the last 15 years. Trying to save money, maybe. I feel badly for the front desk clerks who probably garner most of the grief. Reviewed on Jan 13, 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 $1,633 per person Mar 1 - Mar 8 found 13 hours ago Roundtrip flight included St. John's (YYT) to Richmond (RIC) 8.8/10 Excellent! (765 reviews) We’ve been staying at the griffin for over 7 years now and it’s always out go to hotel when in Williamsburg. We love the size of the rooms and being able to walk into town. We plan to keep staying there for every future trip Reviewed on Jan 14, 2026 ## 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 $127 CA $141 total Jan 23 - Jan 24 includes taxes & fees 7.2/10 Good! (669 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=23%2F01%2F2026&endDate=24%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 $136 CA $151 total Feb 8 - Feb 9 includes taxes & fees 9/10 Wonderful! (736 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=08%2F02%2F2026&endDate=09%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 $417 CA $465 total Jan 19 - Jan 20 includes taxes & fees 10/10 Exceptional! (24 reviews) Great room, nice fireplace! Reviewed on Dec 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=19%2F01%2F2026&endDate=20%2F01%2F2026&selected=112645371&PinnedHotelID=112645371&HadPinnedHotel=true®ionId=55727) [See all 1,985 properties in Gloucester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=19%2F01%2F2026&endDate=20%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. 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