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.
Days Inn & Suites by Wyndham Williamsburg Colonial
Kingsmill Resort
King’s Creek Resort by Spinnaker
Kings Creek Plantation by TripForth
Warner Hall

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Gloucester Hotel Deals

Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG

3.5 out of 5
6639 Forest Hill Ave Gloucester VA
Fully refundable
The price is CA $134 per night from Jun 30 to Jul 1
CA $134
CA $149 total
Jun 30 - Jul 1
includes taxes & fees
7.2/10 Good! (703 reviews)
"To find the hotel, look for the we dy’s and a sign for ganglion inn is first the. You will see the holiday inn. Hotel was quiet, clean and on a good location."

Reviewed on May 30, 2026

Holiday Inn Express Gloucester by IHG
Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
The price is CA $166 per night from Jun 10 to Jun 11
CA $166
CA $205 total
Jun 10 - Jun 11
includes taxes & fees
8.8/10 Excellent! (2,434 reviews)
"Great property for a family, would highly recommend."

Reviewed on May 31, 2026

Vacation Village At Williamsburg
Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd Williamsburg VA
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Jun 3 to Jun 4
CA $123
CA $179 total
Jun 3 - Jun 4
includes taxes & fees
9/10 Wonderful! (3,464 reviews)
"Staff was phenomenal but upstairs guests incredibly noisy"

Reviewed on May 31, 2026

Hilton Vacation Club The Historic Powhatan Williamsburg
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.