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Gloucester

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Gloucester Flights as Low as $107

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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Cheap Flights to Gloucester

Fall in love at first flight with your vacation to Gloucester by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Gloucester on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Gloucester, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Gloucester

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Gloucester with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the BOS airport.

What is the cheapest month to fly to Gloucester?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Gloucester are in October, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Gloucester?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Gloucester.

What airport is best to fly into Gloucester?

When you’re planning your trip to Gloucester, convenience is the name of the game. Luckily, Gloucester Beverly Municipal Airport is nearby so you can deplane and get going on checking off everything on your Gloucester must-do list.

How much are flights to Gloucester?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Gloucester on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $107, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Gloucester?

The trick to saving a stack of cash on your flight to Gloucester? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $107 right now, why wait?

Gloucester Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$106

Last Minute Hotel Deals in Gloucester

Castle Manor Inn
Castle Manor Inn
2.5 out of 5
141 Essex Avenue, Gloucester, MA
Stay at this hotel in Gloucester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (962 reviews)
"Nice property with easy access to downtown. Room was clean and comfortable. We stayed in the main lodge and our daughter stayed in the motor lodge. Would recommend."

Reviewed on Jun 3, 2025

Castle Manor Inn
Ocean House Hotel at Bass Rocks
Ocean House Hotel at Bass Rocks
4 out of 5
107 Atlantic Rd, Gloucester, MA
Stay at this 4-star golf hotel in Gloucester. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (698 reviews)
"The view and ocean sounds The room with a private balcony viewing seaside. Bed is comfortable No coffee maker though"

Reviewed on Jun 8, 2025

Ocean House Hotel at Bass Rocks
The Vista
The Vista
2.5 out of 5
22 Thatcher Rd., Gloucester, MA
Book a stay at this business-friendly hotel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (369 reviews)
"Second year customer , there will be more."

Reviewed on May 30, 2025

The Vista
Atlantis Oceanfront Inn
Atlantis Oceanfront Inn
3 out of 5
125 Atlantic Road, Gloucester, MA
Stay at this 3-star beach motel in Gloucester. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (418 reviews)
"Super clean and great location."

Reviewed on Jun 4, 2025

Atlantis Oceanfront Inn
The Hotel at Cape Ann Marina
The Hotel at Cape Ann Marina
3.5 out of 5
75 Essex Avenue, Gloucester, MA
Stay at this 3.5-star hotel in Gloucester. Enjoy free parking, a marina, and a 24-hour front desk. Our guests praise the breakfast and the restaurant in our ...
8.2/10 Very Good! (677 reviews)
"Disappointed thst the r#taurant which was good was closed two of my stay days Maybe on form but never communicated Also hotel hard to access without a car"

Reviewed on Jun 5, 2025

The Hotel at Cape Ann Marina
Beauport Hotel Gloucester
Beauport Hotel Gloucester
3.5 out of 5
55 Commercial Street, Gloucester, MA
Stay at this 3.5-star beach hotel in Gloucester. Enjoy free WiFi, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the property ...
9.6/10 Exceptional! (856 reviews)
"Great except short bartender was rude. A complete turn off"

Reviewed on Jun 10, 2025

Beauport Hotel Gloucester
Long Beach Suites
Long Beach Suites
2 out of 5
28 Rockport Rd, Gloucester, MA
Stay at this aparthotel in Gloucester. Enjoy free WiFi and free parking. Popular attractions Good Harbor Beach and Cape Ann are located nearby.
9/10 Wonderful! (30 reviews)
"Beach was 1/2 block away on a dead end street. Nice & quiet neighborhood"

Reviewed on Nov 14, 2024

Long Beach Suites
Holiday Inn Express Boston Logan Airport - Revere by IHG
Holiday Inn Express Boston Logan Airport - Revere by IHG
2.5 out of 5
245 REVERE BEACH PARKWAY BLDG, Revere, MA
Book a stay at this business-friendly hotel in Revere. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,001 reviews)
"Needed to be close to the airport. It was fine but not much around as far as food options."

Reviewed on Jun 12, 2025

Holiday Inn Express Boston Logan Airport - Revere by IHG
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.