Gloucester Vacations from $439

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Your Gloucester Vacation

When you choose a Gloucester vacation package, you can really enjoy your getaway to the fullest. Uncover the highlights of this exciting city knowing that all your travel needs have been organized before you go. In the mood to see the sights but not sure where to start? Every trip to Gloucester should include Core Sound Waterfowl Museum and Heritage Center. A couple of quick clicks is all it takes to create your dream Gloucester vacation on Expedia.

The Latest Gloucester vacation packages

Price found within the past 48 hours. Click for updated prices.
Cypress Inn & Suites Washington by OYO

Cypress Inn & Suites Washington by OYO

2.5 out of 5
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to New Bern (EWN)
4.6/10 (110 reviews)
Hard to get in contact with the staff, and ignored request not to disturb.

Reviewed on Jan 21, 2025

Beaufort Harbour Suites

Beaufort Harbour Suites

2 out of 5
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to New Bern (EWN)
9.2/10 Wonderful! (41 reviews)
COMFY & CLEAN WITH ALL THE AMENITIES.

Reviewed on Aug 4, 2025

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Gloucester Hotel Deals

Crystal Coast Oceanfront Hotel

Crystal Coast Oceanfront Hotel

3 out of 5
511 Salter Path Rd, Atlantic Beach, NC
$119 nightly
The price is $134 total per night from Sep 1 to Sep 2
$134 total
Sep 1 - Sep 2
Total includes taxes and fees
8.6/10 Excellent! (1,404 reviews)
"Internet was very slow, beds were very comfortable. Only negatives I can say is there is not many options available near by for food. The hotel does offer food but during our stay breakfast was only buffet w 6 options available, they do have lunch and dinner options but w a picky kid we needed more ..."

Reviewed on Aug 7, 2025

Crystal Coast Oceanfront Hotel
DoubleTree by Hilton Atlantic Beach Oceanfront

DoubleTree by Hilton Atlantic Beach Oceanfront

4 out of 5
2717 W Fort Macon Rd, Atlantic Beach, NC
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $153 total per night from Sep 1 to Sep 2
$153 total
Sep 1 - Sep 2
Total includes taxes and fees
7.8/10 Good! (1,000 reviews)
"Had fun"

Reviewed on Aug 5, 2025

DoubleTree by Hilton Atlantic Beach Oceanfront
Hotel Alice At Atlantic Beach

Hotel Alice At Atlantic Beach

3 out of 5
118 Salter Path Road, Pine Knoll Shores, NC
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $116 total per night from Sep 1 to Sep 2
$116 total
Sep 1 - Sep 2
Total includes taxes and fees
8.8/10 Excellent! (1,198 reviews)
"Check in was really slow. There was a long line waiting to be checked in and only one person working the desk trying to handle the line and people coming down with questions about their room. He was however professional and doing the best he could."

Reviewed on Aug 11, 2025

Hotel Alice At Atlantic Beach
See all 1,685 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.

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Frequently asked questions

How much does a Gloucester vacation package cost?
You'll find cheap prices from $439 on Expedia for your Gloucester break. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Gloucester costs.
What are the cheapest months to go to Gloucester?
If you're hoping to book a cheap Gloucester vacation package, consider visiting in November, December and January. You'll typically find lower rates on flights and accommodations during these quieter months — ideal for a budget-friendly break.
How many days is enough for Gloucester?
The ideal duration of your Gloucester vacation depends on what you'd like to see and do. Generally, a handful of days to a week will give you enough time to tick off all the major sights and discover some hidden treasures along the way.
How to find the best Gloucester package deals?
Bagging a cheap Gloucester package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most economical Gloucester package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Gloucester vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component individually. And you'll still get the flexibility to create a customized Gloucester vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Gloucester?
Enjoy amazing discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Gloucester adventure.
Does Expedia offer Book Now, Pay Later Gloucester vacation packages?
If you're anything like us, you love exploring new places but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Gloucester break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.