Gloucester Vacation Packages
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Top Gloucester vacation deals
- The Commonwealth
Sept 6 - Sept 12The Commonwealth + Flight
Downtown Richmond6 nights4.0 star property8.8/10 - Excellent (1,365 reviews)"We loved our large suite, the view of the park and how comfortable the bed was at night. The food at Rueger’s was delicious and priced well for such generous portions. The staff was amazing and so friendly."Reviewed July 15, 2026Roundtrip • Montreal (YUL) - Richmond (RIC)YUL - RIC • 1 stop RIC - YUL • 1 stopCA $1,632CA $1,224found 8 hours agoper traveller - Kingsmill Resort
Aug 30 - Sept 4Kingsmill Resort + Flight
Kingsmill5 nights4.0 star property8.8/10 - Excellent (1,003 reviews)Roundtrip • Toronto (YTO) - Richmond (RIC)YYZ - RIC • 1 stop RIC - YYZ • 1 stopCA $1,568CA $1,242found 1 day agoper traveller - Hilton Richmond Downtown
Sept 6 - Sept 12Hilton Richmond Downtown + Flight
Downtown Richmond6 nights4.0 star property8.2/10 - Very good (1,002 reviews)Roundtrip • Montreal (YUL) - Richmond (RIC)YUL - RIC • 1 stop RIC - YUL • 1 stopCA $1,872CA $1,509found 8 hours agoper traveller - The Berkeley Richmond, Outset Collection by Hilton
Sept 6 - Sept 12The Berkeley Richmond, Outset Collection by Hilton + Flight
Downtown Richmond6 nights4.0 star property8.6/10 - Excellent (1,389 reviews)"Nice place!"Reviewed July 17, 2026Roundtrip • Montreal (YUL) - Richmond (RIC)YUL - RIC • 1 stop RIC - YUL • 1 stopCA $1,624CA $1,355found 8 hours agoper traveller - Kings Creek Plantation by TripForth
Aug 30 - Sept 4Kings Creek Plantation by TripForth + Flight
Williamsburg5 nights3.5 star property8.6/10 - Excellent (43 reviews)"This is my second year here and I love it. It's perfectly clean, smells nice and feels homeh. I have a large family and there's always room for my kids to spread out and have their own space. I'll be back again."Reviewed July 13, 2026Roundtrip • Toronto (YTO) - Richmond (RIC)YYZ - RIC • 1 stop RIC - YYZ • 1 stopCA $1,813CA $1,548found 1 day agoper traveller
Discover the most popular places to visit in Gloucester
Gloucester Hotel Deals
Holiday Inn Express Gloucester by IHG
Holiday Inn Express Gloucester by IHG
Howard Johnson by Wyndham Williamsburg
Howard Johnson by Wyndham Williamsburg
Woodspring Suites Yorktown Newport News
Woodspring Suites Yorktown Newport NewsFrequently Asked Questions
How much does a Gloucester vacation package cost?
You'll find cheap prices from CA $1,224 on Expedia for your Gloucester break. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Gloucester costs.
What are the cheapest months to go to Gloucester?
You can generally find reduced prices and better availability in January, February and April. Take a look at our cheap Gloucester vacation packages and you could get some excellent off-season deals.
How many days is enough for Gloucester?
The ideal length of your Gloucester vacation depends on what you'd like to see. Typically, a handful of days to a week will give you time to visit all the leading sights and explore some hidden gems along the way.
How to find the best Gloucester package deals?
Start your search for a Gloucester package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Gloucester package deal straight away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Gloucester adventure underway.
Is it cheaper to book a Gloucester vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging hotels and flights separately. Better still, you can personalize your Gloucester trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Gloucester?
Score amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Gloucester escape.
How to plan a trip to Gloucester?
- Pick your travel dates: What you plan to do in Gloucester and your preferred season will help you decide when to get away.
- Set your budget: Factor in expenses like flights, meals and transportation when working out how much to set aside for your trip to Gloucester. Then, pick a hotel that matches your budget, whether that's an economical option or a deluxe getaway.
- Decide how many days away: Start by making a list of all the attractions you'd like to get to in Gloucester. Then, estimate how long you'll need for each, as well as any travel time.
- Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to find a Gloucester vacation package that brings all your bookings together.