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.
Wingate by Wyndham Richmond Short Pump
Holiday Inn Club Vacations Williamsburg Resort by IHG
Hilton Richmond Downtown
Club Wyndham Kingsgate
Holiday Inn Hotel & Suites Williamsburg-Historic Gateway by IHG

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Gloucester Hotel Deals

Hampton Inn Gloucester

Hampton Inn Gloucester

2.5 out of 5
6638 Forest Hill Ave Gloucester VA
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Jun 17 to Jun 18
CA $151
CA $168 total
Jun 17 - Jun 18
includes taxes & fees
9.2/10 Wonderful! (763 reviews)
"Excellent and helpful staff"

Reviewed on May 17, 2026

Hampton Inn Gloucester
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 $118 per night from Jun 8 to Jun 9
CA $118
CA $150 total
Jun 8 - Jun 9
includes taxes & fees
8.8/10 Excellent! (2,427 reviews)
"Amazing customer service and very clean room!"

Reviewed on May 25, 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 $128 per night from May 27 to May 28
CA $128
CA $185 total
May 27 - May 28
includes taxes & fees
9/10 Wonderful! (3,463 reviews)
"The guard at entrance was friendly and helpful. I went to registration and found the check in lady very nice and helpful. I inquired if I could move up to a 3 bedroom and pay the difference? She said the hotel was full n Saturday and Sunday. I noticed there were not many cars at the hotel during ..."

Reviewed on May 25, 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.