Name: Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
Price range: $126 total
Rating: 8.8

Your Gloucester County Vacation

Make organizing your next big adventure a breeze with a Gloucester County vacation package. Whether it's the history, cuisine or something else that brings you to this destination, our package deals will help you experience it all. Start your trip to Gloucester County by spending a few days in Gloucester, one of the best cities here. Expedia is a one-stop shop for planning your Gloucester County vacation. From hotels and flights, to activities and more, we know how to curate a travel experience like no other.

Top destinations in Gloucester County

A steel bridge over a calm river with a sandy beach and rocky outcrops on the right.

The Latest Gloucester County Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Sea Ranch Resort

$466

per person

Aug 27 - Aug 30

found 6 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Norfolk (ORF)

8.6/10 Excellent! (1,003 reviews)

Very easy to check in room was ready when we got there. Rooms were clean. Staff was polite easy access to the beach and we also like that. We were only there for three days and we got a short term rental for that instead of having to book the whole week, we just wanted a long weekend we would recommend the sea ranch resort to anyone. We had a great time.

Reviewed on Jul 6, 2026

Ambassadors Inn & Suites

Northeast Virginia Beach

Save 100% on your flight

$1,653

per person

Sep 21 - Sep 25

found 1 day ago

Roundtrip flight included

New York (NYC) to Norfolk (ORF)

6/10 (1,005 reviews)

Management team is horrible! Would not recommend to a roach.

Reviewed on Jul 7, 2026

The Inn at Four Eleven York

West Freemason

$952

per person

Sep 21 - Sep 25

found 1 day ago

Roundtrip flight included

New York (NYC) to Norfolk (ORF)

10/10 Exceptional! (109 reviews)

The staff was extremely helpful and the room was incredibly lovely. Would definitely recommend and stay back in this hotel anytime.

Reviewed on Jun 6, 2026

Aloft by Marriott Chesapeake

Greenbrier

$614

per person

Sep 21 - Sep 25

found 1 day ago

Roundtrip flight included

New York (NYC) to Norfolk (ORF)

8.6/10 Excellent! (1,001 reviews)

When we booked we requested to have two queen bed rooms with connecting rooms but they didn’t have them available when we arrived.. we had to settle for a king room and 2 double beds then we had dirty towels in the king room. The experience was not the greatest and we paid $675 for 2 rooms and did not have what we asked for

Reviewed on Jun 21, 2026

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Northeast Virginia Beach

Save 100% on your flight

$578

per person

Aug 12 - Aug 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Norfolk (ORF)

8.2/10 Very Good! (1,312 reviews)

Clean room everything was great

Reviewed on Jul 5, 2026

Find the Best Gloucester County Vacation Packages

Gloucester County Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Norfolk Intl. Airport (ORF)
Top Sights	Middle Peninsula State Park, Gloucester Museum of History and Middle Peninsula State Park

Gloucester County Hotel Deals

Vacation Village At Williamsburg

4870 Longhill Road Williamsburg VA

$123 nightly

$140 total

Aug 4 - Aug 5

Total with taxes and fees

8.6/10 Excellent! (2,587 reviews)

"Best place to stay in Williamsburg! The room was very clean, free laundry, and kitchen was stocked with everything you would need to cook a meal, you just bring the food! Book your stay here. You won’t regret it!"

Reviewed on Jul 7, 2026

Hilton Vacation Club The Historic Powhatan Williamsburg

3601 Ironbound Rd Williamsburg VA

$118 nightly

$134 total

Jul 19 - Jul 20

Total with taxes and fees

9.2/10 Wonderful! (3,578 reviews)

"Will stay again"

Reviewed on Jul 7, 2026

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

105 Visitors Center Dr Williamsburg VA

Fully refundableReserve now, pay when you stay

$108 nightly

$126 total

Jul 13 - Jul 14

Total with taxes and fees

8.8/10 Excellent! (1,799 reviews)

"A great place to stay, near a lot of things. I would definitely recommend it."

Reviewed on Jul 5, 2026

See all 2,553 properties in Gloucester County

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.