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Gloucester

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Gloucester Flights as Low as $56

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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 $56, 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 $56 right now, why wait?

Gloucester Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$56

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! (937 reviews)
Clean well appointed room

Reviewed on Mar 23, 2026

Beauport Hotel 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. ...
8.4/10 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
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! (63 reviews)
The unit was clean and well appointed with towels, dishes etc Nice location Easy access We were on 1st floor. could hear walking around upstairs but not a real problem. Over all great stay

Reviewed on Mar 24, 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! (1,544 reviews)
This was a very wonderful and relaxing stay for my daughter and I. The staff at the Tavern were top notch and we ended up eating dinner there both nights we stayed. We loved the proximity to everything we wanted to do in the area. Will definitely stay again!

Reviewed on Mar 27, 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! (2,396 reviews)
Unfortunately the shower curtain and bathroom counter were full of hair, like the person who stayed before me had cut their hair in it and it was everywhere. But the staff were really nice and customer service oriented so they made it a nice stay.

Reviewed on Mar 27, 2026

DoubleTree by Hilton Boston North Shore
Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

2.5 out of 5
85 American Legion Hwy Revere MA
Stay at this hotel in Revere. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the restaurant in our reviews. ...
9/10 Wonderful! (2,220 reviews)
We didnt use the breakfast coupons. Parking was limited and on our second day we couldnt find a spot after we left and came back. Having to pay for parking when its just the lot in front of the hotel felt like being taken advantage of.

Reviewed on Mar 28, 2026

Comfort Inn & Suites Logan International Airport
avid hotel Boston Logan Airport - Revere by IHG

avid hotel Boston Logan Airport - Revere by IHG

2.5 out of 5
405 American Legion Hwy 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 ...
9/10 Wonderful! (1,513 reviews)
Clean, quiet, and easy drive to the airport

Reviewed on Mar 29, 2026

avid hotel 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.