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Gloucester

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Gloucester Flights as Low as $88

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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 May, 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 $88, 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 $88 right now, why wait?

Gloucester Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$88

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! (934 reviews)
We had a wonderful stay at the Beauport. Great staff and clean rooms

Reviewed on Mar 4, 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! (780 reviews)
The rooms are fresh and spotlessly clean. Great views of the Annisquam River. Nice location outside of town. The staff was fantastic. We love the marina vibe. We stayed in January when the restaurant is only open a couple of days a week - we'll hit that up next time. We dined nearby at The Causeway ...

Reviewed on Jan 20, 2026

The Hotel at Cape Ann Marina
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! (1,553 reviews)
Great hotel. No complaints!

Reviewed on Mar 6, 2026

Hawthorne Hotel
Sonesta Select Boston Danvers

Sonesta Select Boston Danvers

3 out of 5
275 Independence Way Danvers MA
Book a stay at this business-friendly hotel in Danvers. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,004 reviews)
Rooms were comfortable.

Reviewed on Mar 4, 2026

Sonesta Select Boston Danvers
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! (2,418 reviews)
Roomy, clean, comfortable. Staff was very friendly and helpful.

Reviewed on Mar 6, 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! (2,239 reviews)
breakfast was wonderful, and staff in dining area were exceptional and attentive to restocking food and making sure everything was tidy.

Reviewed on Mar 5, 2026

Comfort Inn & Suites Logan International Airport
 The Cove At Salem

The Cove At Salem

3 out of 5
40 Bridge St Salem MA
Stay at this hotel in Salem. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9.4/10 Exceptional! (899 reviews)
The staff at The Cove went above and beyond to ensure our stay was great. The room was large enough for 3 women, plenty of space, it was clean and amenities for all our needs. We had a common area with table sink and fridge

Reviewed on Feb 28, 2026

The Cove At Salem
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.