
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.

DoubleTree by Hilton Richmond - Midlothian
North Chesterfield
per person
Aug 9 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
8/10 Very Good! (1,000 reviews)
Rooms were very comfortable, bed firm but soft topper; and real pillows with substance. Front desk staff friendly and helpful. Not a fan of parking service because it is tagged to length of stay and my vehicle was only on site one day.
Reviewed on Jun. 27, 2025

The Commonwealth
Downtown Richmond
per person
Aug 9 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
9/10 Wonderful! (1,247 reviews)
Very central location right behind the state capitol. Room was great incl fridge & microwave. There's only valet parking (~$45/night extra), but they're pretty quick once you request your car. It's definitely a renovated older building, because the elevators are TINY.
Reviewed on Jul. 4, 2025

Barsala At Sphere Apartments
per person
Aug 9 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
9/10 Wonderful! (12 reviews)
Overall this property was a good place to stay so we could spread out and have extra room for our trip. Communication was fine and checkin instructions were very detailed. I cannot give it 5 stars however. The shower curtain and shower were dirty. There were stains on the bed linens and the comforter as well as a hole in the comforter. The property also charges $5/day for parking which was not disclosed in the original price. The exterior of the property had a dog area and people did not clean up after their dog — this was also the area we were required to park.
Reviewed on Jun. 29, 2025

Warner Hall
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
10/10 Exceptional! (6 reviews)
Absolutely gorgeous historic property with the best breakfast croissant I've ever had in my life, and I'm a connoisseur. Only flaw was the fire alarm going off at 2am. But the breakfast was so good and the bed was so comfortable that it barely mattered. I met nice people and played on their chess board with my kids. Would absolutely stay again.
Reviewed on Jul. 5, 2025

Linden Row Inn
Downtown Richmond
per person
Aug 9 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
9.2/10 Wonderful! (1,060 reviews)
Everything related to the hotel was awesome. Very old and charming building, I could stay there for years. No laundry or parking on site though. Only thing that was irritating was panhandling in the area, not that it’s the hotel’s fault.
Reviewed on Jun. 25, 2025
Gloucester Hotel Deals

Holiday Inn Express Gloucester by IHG
6639 Forest Hill Ave, Gloucester, VA
Fully refundable
The price is CA $151 per night from Jul 13 to Jul 14
CA $151
CA $168 total
Jul 13 - Jul 14
includes taxes & fees
7/10 Good! (616 reviews)
"Sunday we didn't have hot water so we couldn't take showers."
Reviewed on Jun. 30, 2025

Hilton Vacation Club The Historic Powhatan Williamsburg
3601 Ironbound Rd, Williamsburg, VA
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Jul 13 to Jul 14
CA $126
CA $182 total
Jul 13 - Jul 14
includes taxes & fees
8.8/10 Excellent! (2,797 reviews)
"The area was peaceful. The room was clean and huge! Front desk could use a few more people working since it took us 20mins to check in. Wifi was ok. Overall would stay again for vacation."
Reviewed on Jul. 4, 2025

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
105 Visitors Center Dr, Williamsburg, VA
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Jul 7 to Jul 8
CA $111
CA $156 total
Jul 7 - Jul 8
includes taxes & fees
8.8/10 Excellent! (1,408 reviews)
Older and showing its age.
"Stayed a single night on our way down the coast. The lobby was clean and nicely designed. The room showed its age. The living area was dark as not much light came from the bedroom windows. The A/C unit was in the bedroom and struggled to cool the living area, and didn't at all if the bedroom door ..."
Reviewed on Jul. 4, 2025
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.
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