Gloucester Vacation Packages
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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, Gloucester Museum of History 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.
Holiday Inn Express Williamsbrg Busch Gardens Area by IHG
CA $826
per person
Dec 6 - Dec 11
just found
Roundtrip non-stop flight included
Vancouver (YVR) to Richmond (RIC)
9.2/10 Wonderful! (1,308 reviews)
rooms exceptionally quiet. nice makep mirror! breakfast had many hot items every day. coffee freshly ground every cup. near to many sites and restaurants. Staff very helpful and pleasant
Reviewed on Sep 21, 2026
Kingsmill Resort
Kingsmill
CA $1,048
per person
Dec 6 - Dec 11
just found
Roundtrip non-stop flight included
Vancouver (YVR) to Richmond (RIC)
8.6/10 Excellent! (1,007 reviews)
We enjoyed the property. We choice the room on expedia website expecting one of the larger room apartment style rooms but we ended up with a smaller hotel room. You have to pay an extra fee if you want a 1 bedroom room. Wasn't fully clear based on pictures. We could hear the other guest at night. Visited the eagle restaurant. Staff were very pleasant and accommodating. The light fixtures outdide above the tables has lots of spider web's. Need to be cleaned. The room was clean. Air conditioner was noisy. Enjoyed our stay otherwise. Gym and pools were great. The pump for the lazy river and hot tubs were not on, but sgaun still enjoyed our stay.
Reviewed on Sep 20, 2026
Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort
CA $898
per person
Dec 6 - Dec 11
just found
Roundtrip non-stop flight included
Vancouver (YVR) to Richmond (RIC)
9.4/10 Exceptional! (386 reviews)
everything was there and everything worked !! Daughter graduates in "29" from W&M so we will be back.
Reviewed on Sep 21, 2026
King’s Creek Resort by Spinnaker
CA $974
per person
Dec 6 - Dec 11
just found
Roundtrip non-stop flight included
Vancouver (YVR) to Richmond (RIC)
9/10 Wonderful! (283 reviews)
We had a great stay! The property is lovely. Front desk staff were so nice and helpful. Our unit was a good size and very clean. We loved the atmosphere of the fireplace. The amenities were good. The only suggestion I have is that the cleaning people should not leave the bags of linens and toiletries on the front porch area for days. It’s not a big deal but it definitely cuts the “curb appeal” a little. We would definitely stay here again!
Reviewed on Sep 21, 2026
Ready to book your vacation to Gloucester?
Gloucester Hotel Deals
Hampton Inn Gloucester
6638 Forest Hill Ave Gloucester VA
Fully refundableReserve now, pay when you stay
CA $142
CA $158 total
Sep 27 - Sep 28
includes taxes & fees
9.2/10 Wonderful! (799 reviews)
"The staff was excellent!!"
Reviewed on Sep 17, 2026
Warner Hall
4750 Warner Hall Road Gloucester VA
CA $301
CA $335 total
Oct 21 - Oct 22
includes taxes & fees
10/10 Exceptional! (43 reviews)
"The historical significance of this property is reason alone to visit. George Washington's great grandfather established a plantation there in 1642. While original buildings were burned, the owners have restored according to drawings and records. There's a cemetery on property with graves from 1600s. ..."
Reviewed on Sep 19, 2026
Perfect for long-term workers & short stays—comfort, style & convenience await!
Gloucester VA
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.
Stay near popular Gloucester attractions
Beaverdam Park
Explore the great outdoors at Beaverdam Park, a lovely green space in Gloucester. Experience the festivals and art scene in this family-friendly area.
Middle Peninsula State Park
10.0/10 (1 review)
You can take time to visit Middle Peninsula State Park during your travels to Gloucester. Experience the festivals and art scene in this family-friendly area.
Rosewell Ruin and Visitor Center
6.0/10 (2 reviews)
Learn about the local history of Gloucester when you spend time at Rosewell Ruin and Visitor Center. Amble around this family-friendly area's picturesque gardens or attend a sporting event.
Shoppes at Gloucester
You can do some window-shopping at Shoppes at Gloucester during your trip to Gloucester. Experience the festivals and art scene in this family-friendly area.
Thousand Trails Beach Park
Thousand Trails Beach Park is just one of the places to see in Gloucester, so why not enjoy the other things to explore during your travels? Experience the festivals and art scene in this family-friendly area.
Gloucester Golf Club
Enjoy a round of golf in Gloucester at Gloucester Golf Club. Experience the festivals and art scene in this family-friendly area.
Main Street Center
You can do some window-shopping at Main Street Center during your stay in Gloucester. Experience the festivals and art scene in this family-friendly area.
Gloucester Museum of History
9.0/10 (4 reviews)
You can study the exhibits at Gloucester Museum of History, a museum with a storied past, during your trip to Gloucester. Experience the festivals and art scene in this family-friendly area.
Frequently asked questions
How much does a Gloucester vacation package cost?
You'll find cheap prices from CA $826 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
