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Gloucester

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Gloucester Flights as Low as $82

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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 June, 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 $82, 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 $82 right now, why wait?

Gloucester Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$82

Last Minute Hotel Deals in Gloucester

Beauport Hotel Gloucester

Beauport Hotel Gloucester

3.5 out of 5
55 Commercial Street Gloucester MA
Book a stay at this beach hotel in Gloucester. Enjoy free WiFi, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the property condition ...
9.6/10 Exceptional! (954 reviews)
Nice property, no outside liquor allowed. I snuck in a 6 pack. Ha ha saved myself 70 bucks.

Reviewed on Apr 28, 2026

Beauport Hotel Gloucester
Ocean House Hotel at Bass Rocks

Ocean House Hotel at Bass Rocks

4 out of 5
107 Atlantic Rd Gloucester MA
Book a stay at this 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! (819 reviews)
Such a pleasant surprise. My wife and I were charmed by this property and wowed by the ocean view that each room has! Clearly a lot of love has gone into maintaining and updating this hotel.

Reviewed on Apr 28, 2026

Ocean House Hotel at Bass Rocks
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. ...
8.4/10 Very Good! (1,000 reviews)
The room was clean, but the outside of the building our room was in, behind the inn, was run down and the back of the inn was in disrepair. Not a very pleasant experience.

Reviewed on Jan 19, 2026

Castle Manor 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 hotel in Gloucester. Enjoy free parking, a marina, and a 24-hour front desk. Our guests praise the breakfast and the restaurant in our reviews. ...
8.4/10 Very Good! (781 reviews)
We were pleasantly surprised. The staff was helpful. We loved our room. The restaurant was a bit small but we happened to be there when there was a live performance so it was hopping. Hot tub was welcome relief. Would definitely go back.

Reviewed on Mar 29, 2026

The Hotel at Cape Ann Marina
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. ...
9.4/10 Exceptional! (421 reviews)
We enjoyed our two night stay immensely. How could we not, with a lovely view of Good Harbor Beach and a seven minute walk to get there. The staff was EXTREMELY helpful and welcoming. The property is clean, attractive and well maintained and the Continental Breakfast was well-stocked and appreciated. ...

Reviewed on Apr 27, 2026

The Vista
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 Long Beach and Good Harbor Beach are located nearby.
9.2/10 Wonderful! (64 reviews)
Easy parking, great looking furnishings. But the only problem we had was that the internet and wireless was very slow and constantly dropped signals. The individual room thermostats with remotes were not so intuitive.

Reviewed on Mar 30, 2026

Long Beach Suites
Hawthorne Hotel

Hawthorne Hotel

3.5 out of 5
18 Washington Square W Salem MA
Book a stay at this historic hotel in Salem. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our ...
9.4/10 Exceptional! (1,527 reviews)
Great Hotel! Great location to walk all around Salem

Reviewed on May 1, 2026

Hawthorne Hotel
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
50 Ferncroft Rd Danvers MA
Book a stay at this golf hotel in Danvers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (2,415 reviews)
Big clean room, nice location, staff were great, quiet, would stay again

Reviewed on Apr 30, 2026

DoubleTree by Hilton Boston North Shore
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.