Gloucester Vacations

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Where to stay in Gloucester

Find the best Gloucester areas and neighborhoods for the activities you enjoy most. Learn more about Gloucester
A lighthouse, a white building with a red roof, and a stone walkway leading to the water.

East Gloucester

2 out of top 10 points of interest in this area

If you're spending some time in East Gloucester, Good Harbor Beach and Niles Beach are top sights worth seeing.

Find hotels in East Gloucester

Find the Best Gloucester Vacation Packages

Gloucester Hotel Deals

Castle Manor Inn

Castle Manor Inn

2.5 out of 5
141 Essex Avenue Gloucester MA
The price is SARĀ 673 per night from Jul 20 to Jul 21
SARĀ 673
SARĀ 877 total
20 Jul - 21 Jul
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
"Very quaint place to stay. The property details indicated breakfast, but it is only available to buy on the weekend. Convenient to the harbor and whale watching tours."

Reviewed on 16 July 2026

Castle Manor Inn
Beauport Hotel Gloucester

Beauport Hotel Gloucester

3.5 out of 5
55 Commercial Street Gloucester MA
The price is SARĀ 1,585 per night from Jul 22 to Jul 23
SARĀ 1,585
SARĀ 1,771 total
22 Jul - 23 Jul
includes taxes & fees
9.6/10 Exceptional! (987 reviews)
"Didnā€™t sleep at all. Room very noisy. Problem with billing. Waited 23 minutes in am for 2 English muffins and only 4 people in restaurant, when it came out it was burnt, we were in a rush to get to a whale watch tour. I had to ask if they could give me a croissant for the road. Waitress at dinner ..."

Reviewed on 16 July 2026

Beauport Hotel Gloucester
Atlantis Oceanfront Inn

Atlantis Oceanfront Inn

3 out of 5
125 Atlantic Road Gloucester MA
Fully refundableReserve now, pay when you stay
The price is SARĀ 1,543 per night from Jul 20 to Jul 21
SARĀ 1,543
SARĀ 1,724 total
20 Jul - 21 Jul
includes taxes & fees
9.6/10 Exceptional! (484 reviews)
"Staff was excellent and helpful. Breakfast was amazing with a friendly host, waitress and waiter. Rooms were clean and cleaned daily."

Reviewed on 30 June 2026

Atlantis Oceanfront Inn
See all 1,867 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.

Stay near popular Gloucester attractions

A rocky shoreline with large boulders and calm water.

Wingaersheek Beach

9.4/10 (83 reviews)
This pristine beach captivates with white sands, clear shallow waters, and dramatic rock formations. Visit at low tide to explore expansive sandbars and discover hidden tide pools teeming with marine life.
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Frequently asked questions

How much does a Gloucester vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Gloucester costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Gloucester?
January, February and March are the best times to search for cheap Gloucester vacation packages. Traveling in quieter periods means you can usually find lower prices on hotels and flights.
How to find the best Gloucester package deals?
Start your search for a Gloucester package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Gloucester package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Gloucester escape underway.
Is it cheaper to book a Gloucester vacation as a package?
You can enjoy significant savings on your Gloucester escape by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Gloucester?
If you're considering a spontaneous Gloucester getaway, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Gloucester?

  1. Choose when to travel: Check your schedule and get packing. Your preferred season and the activities on offer will also help you decide when to escape to Gloucester.
  2. Figure out your budget: Make sure you have enough money to pay for everything from dining out and transportation to experiences and flights. Your hotel will likely be the biggest expense during your trip to Gloucester.
  3. Set the duration of your trip: Start by compiling a list of the attractions and activities you'd like to get to in Gloucester. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your accommodations and airfare: After you've settled on your trip dates and duration, lock in the ideal Gloucester vacation package for you.