Gloucester County Vacation Packages

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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 Gloucester County Vacation Deals

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

Mulberry Inn

2.5 out of 5
North Newport News
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
7.6/10 Good! (672 reviews)
Will be staying here again

Reviewed on Jul. 22, 2025

Hampton Inn & Suites Newport News (Oyster Point)

Hampton Inn & Suites Newport News (Oyster Point)

2.5 out of 5
Central Newport News
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.8/10 Excellent! (543 reviews)
Great staff. The hotel is conveniently surrounded by restaurants and retail stores.

Reviewed on Jul. 3, 2025

Sunrise Inn By OYO Newport News US-60

Sunrise Inn By OYO Newport News US-60

2.5 out of 5
North Newport News
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
4.6/10 (194 reviews)
We stayed for one night to be close to the fields for a softball tournament. It was fine for what we needed it for

Reviewed on Jun. 5, 2022

The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
Northeast Virginia Beach
per person
Sep 22 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
7.8/10 Good! (1,382 reviews)
Staff was friendly and good location close to beach and across from Waterman's Grill which has good food and drinks. It's an older building with some upgrades. The rooms are small. The carpet in the hallways smell bad which carries into the room. The jets in the hot tub didn't work. Had 'adult hours' for the pool which was not communicated and was inconvenient since we have kids. Elevator was slow and not working at times so had to take stairs. In the end, average stay but wouldn't recommend.

Reviewed on Jul. 28, 2025

Four Sails Resort

Four Sails Resort

3.5 out of 5
Northeast Virginia Beach
per person
Sep 22 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
7.6/10 Good! (36 reviews)
Property could use a bit of power washing and some paint. Update to memory foam beds, update the appliances and it will be perfect.

Reviewed on May 5, 2025

Gloucester County Hotel Deals

Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd, Williamsburg, VA
The price is CA $115 per night from Aug 12 to Aug 13
CA $115
CA $170 total
Aug 12 - Aug 13
includes taxes & fees
8.8/10 Excellent! (2,872 reviews)
Very nice stay
"Enjoyed our stay. Resort upgraded us to two bedroom due to availability but it was just the two of us. Trouble with ice maker and we called and the response to correct it was the fastest I’ve ever had. Resort also brought us a bag of ice to use while our refrigerator was creating new ice. We would ..."

Reviewed on Jul. 25, 2025

Hilton Vacation Club The Historic Powhatan Williamsburg
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
105 Visitors Center Dr, Williamsburg, VA
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from Aug 10 to Aug 11
CA $159
CA $210 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (1,479 reviews)
"The room was clean but had a musty smell covered by a bleach smell. The bed was very hard but half our party preferred that. The breakfast was good just no prepared hot food."

Reviewed on Jul. 27, 2025

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
The Landing at Hampton Marina, Tapestry Collection by Hilton

The Landing at Hampton Marina, Tapestry Collection by Hilton

3.5 out of 5
700 Settlers Landing Rd., Hampton, VA
The price is CA $151 per night from Aug 10 to Aug 11
CA $151
CA $176 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very Good! (1,017 reviews)
"Very nice the was great"

Reviewed on Jul. 25, 2025

The Landing at Hampton Marina, Tapestry Collection by Hilton
See all 2,679 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.
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Frequently asked questions

How much does a Gloucester County vacation package cost?
Starting from just CA $1,024, a package is your portal to cheaper travel. Put together your Gloucester County getaway by picking from our great range of airfares, hotels and rental cars.
How do I get a cheap travel package to Gloucester County?
Book everything in the one place with our Gloucester County vacation packages. We have deals on flights, hotels and more that'll keep your pocket happy and your adventurous spirit alive. And, with more than 550 air carriers and 1,000,000 hotel options around the globe to choose from, there are endless opportunities to mix and match as you like.
What are the top hotels in Gloucester County?
For properties in Gloucester with comfy beds and friendly service, you can't beat Holiday Inn Express Gloucester, an IHG Hotel and Hampton Inn Gloucester. If you plan to visit Hayes as well, you can look forward to a solid night's sleep at Chesapeake Bay Rv Resort Thousand Trails or Waterfront Cottage With Pool.
How far in advance should I book my Gloucester County vacation?
Reserving your spot early with Expedia means one less thing to have to worry about. Many air carriers advertise prices up to a year in advance. This is often the cheapest time to book. If circumstances have left you booking late, discount tickets to Gloucester County sometimes emerge a few weeks before departure.
What does an Expedia Gloucester County travel package include?
It comes down to what you're looking for. If you're traveling solo, you might decide to combine flights and hotels. Taking the entire family to Gloucester County? A travel package including flights, hotels and rental cars might be a better fit. Expedia gives you the flexibility to build your own travel package.
What should I know before booking a Gloucester County travel package?
You can save big by bundling your hotels, flights and rental cars. Once you've made your booking, you can add on activities or tours. Your next unforgettable adventure is only a couple of clicks away.
Can I choose my airline with a Gloucester County Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our vacation packages give you the flexibility to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Gloucester County vacation package?
If your vacation plans in Gloucester County have been upended, it's good to know that it's possible to cancel or amend your booking. If you made your booking within the last 24 hours, you may be able to receive a refund. If your booking is older than that, your airline, hotel or car rental company may impose fees. To learn more, check our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.