Name: Vacation Village At Williamsburg
Price range: CA $166
Rating: 8.8

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

CA $754

per person

Jul 6 - Jul 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Richmond (RIC)

6.4/10 (1,003 reviews)

Rest room has too much molfs

Reviewed on May 24, 2026

Kingsmill Resort

Kingsmill

CA $1,157

per person

Jul 6 - Jul 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Richmond (RIC)

8.8/10 Excellent! (1,004 reviews)

Beautiful and peaceful gem! The water view is amazing. We loved everything about our stay there. Will definitely go back soon!

Reviewed on May 31, 2026

King’s Creek Resort by Spinnaker

CA $1,009

per person

Jul 6 - Jul 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Richmond (RIC)

8.8/10 Excellent! (169 reviews)

Would definitely stay again!!! Cottages and grounds were extremely clean. Front desk was friendly and accommodating. Our initial key did not work. When requesting a working key, we requested a cottage with fewer or no steps. The young man (i do not remember his name...sorry) searched for such accommodations even though I requested an extra night at check in. It was a pleasurable stay. Thank you.

Reviewed on May 21, 2026

Kings Creek Plantation by TripForth

CA $1,432

per person

Jul 6 - Jul 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Richmond (RIC)

8.6/10 Excellent! (42 reviews)

This was probably the best property that I've stayed at, maybe ever. I had a family of 8 and the two apartments that we shared were perfect. I will be staying here again

Reviewed on Jul 13, 2025

Warner Hall

CA $1,524

per person

Aug 3 - Aug 8

found 20 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Richmond (RIC)

10/10 Exceptional! (28 reviews)

I can’t say enough good things about The Inn At Warner Hall. The staff, the rooms, the food, the scenery - we spent 3 nights for a getaway and didn’t want to leave. We’re already trying to find the next time we can go for a night!

Reviewed on Apr 23, 2026

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Gloucester Hotel Deals

Holiday Inn Express Gloucester by IHG

6639 Forest Hill Ave Gloucester VA

Fully refundable

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

Vacation Village At Williamsburg

4870 Longhill Road Williamsburg VA

Fully refundableReserve now, pay when you stay

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

Hilton Vacation Club The Historic Powhatan Williamsburg

3601 Ironbound Rd Williamsburg VA

Fully refundableReserve now, pay when you stay

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

See all 1,987 properties in Gloucester

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.