Gloucester Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Vacation Village At Williamsburg
Griffin Hotel, an official Colonial Williamsburg Hotel
Holiday Inn Hotel & Suites Williamsburg-Historic Gateway by IHG
Wedmore Place
Club Wyndham Governor’s Green

Ready to book your vacation to Gloucester?

 

Choose your dates

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 $145 per night from Jun 21 to Jun 22
CA $145
CA $161 total
Jun 21 - Jun 22
includes taxes & fees
7.2/10 Good! (707 reviews)
"The staff were pleasant but we had trouble getting help with a piece of medical equipment when we were ready to leave. The location is quiet and the breakfast was good. Our only real complaint was that the floor in our room wasn't that clean. It seemed a bit sandy underfoot from the get go."

Reviewed on Jun 9, 2026

Holiday Inn Express Gloucester by IHG
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 $163 per night from Jul 12 to Jul 13
CA $163
CA $181 total
Jul 12 - Jul 13
includes taxes & fees
9.2/10 Wonderful! (768 reviews)
"Everything was great. Everyone was polite."

Reviewed on Jun 11, 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 $168 per night from Jun 15 to Jun 16
CA $168
CA $207 total
Jun 15 - Jun 16
includes taxes & fees
8.8/10 Excellent! (2,488 reviews)
"It was awesome I will go back 😄"

Reviewed on Jun 11, 2026

Vacation Village At 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.