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Gloucester

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Gloucester Flights as Low as $64

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

Frontier Airlines
Sat, Dec 7 - Tue, Dec 10
ATL
Hartsfield-Jackson Atlanta Intl.
BOS
Logan Intl.
$64 Roundtrip, found 15 hours ago
$64
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Sat, Dec 7 from Hartsfield-Jackson Atlanta Intl. to Logan Intl., returning Tue, Dec 10, priced at $64 found 15 hours ago
Spirit Airlines
Fri, Dec 6 - Mon, Dec 9
ATL
Hartsfield-Jackson Atlanta Intl.
BOS
Logan Intl.
$77 Roundtrip, found 15 hours ago
$77
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Fri, Dec 6 from Hartsfield-Jackson Atlanta Intl. to Logan Intl., returning Mon, Dec 9, priced at $77 found 15 hours ago
Frontier Airlines
Thu, Nov 28 - Wed, Dec 4
MCO
Orlando Intl.
BOS
Logan Intl.
$98 Roundtrip, found 1 day ago
$98
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Nov 28 from Orlando Intl. to Logan Intl., returning Wed, Dec 4, priced at $98 found 1 day ago
JetBlue Airways
Sat, Dec 7 - Sat, Dec 7
ATL
Hartsfield-Jackson Atlanta Intl.
BOS
Logan Intl.
$127 Roundtrip, found 15 hours ago
$127
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Sat, Dec 7 from Hartsfield-Jackson Atlanta Intl. to Logan Intl., returning Sat, Dec 7, priced at $127 found 15 hours ago
Frontier Airlines
Wed, Dec 25 - Mon, Dec 30
ORD
O'Hare Intl.
BOS
Logan Intl.
$137 Roundtrip, found 10 hours ago
$137
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Wed, Dec 25 from O'Hare Intl. to Logan Intl., returning Mon, Dec 30, priced at $137 found 10 hours ago
Delta
Fri, Nov 29 - Thu, Dec 5
ORD
O'Hare Intl.
BOS
Logan Intl.
$157 Roundtrip, found 10 hours ago
$157
Roundtrip
found 10 hours ago
Select Delta flight, departing Fri, Nov 29 from O'Hare Intl. to Logan Intl., returning Thu, Dec 5, priced at $157 found 10 hours ago
United
Sat, Dec 14 - Mon, Dec 16
ORD
O'Hare Intl.
BOS
Logan Intl.
$157 Roundtrip, found 3 days ago
$157
Roundtrip
found 3 days ago
Select United flight, departing Sat, Dec 14 from O'Hare Intl. to Logan Intl., returning Mon, Dec 16, priced at $157 found 3 days ago
American Airlines
Sat, Dec 14 - Mon, Dec 16
ORD
O'Hare Intl.
BOS
Logan Intl.
$157 Roundtrip, found 3 days ago
$157
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Dec 14 from O'Hare Intl. to Logan Intl., returning Mon, Dec 16, priced at $157 found 3 days ago
Breeze Airways
Wed, Feb 5 - Wed, Feb 12
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$208 Roundtrip, found 2 days ago
$208
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Feb 5 from Orlando Intl. to Portsmouth Intl., returning Wed, Feb 12, priced at $208 found 2 days ago
Vueling Airlines
Wed, Nov 27 - Thu, Jan 30
FLR
Peretola
BOS
Logan Intl.
$597 Roundtrip, found 1 day ago
$597
Roundtrip
found 1 day ago
Select Vueling Airlines flight, departing Wed, Nov 27 from Peretola to Logan Intl., returning Thu, Jan 30, priced at $597 found 1 day ago
ITA Airways
Thu, Nov 28 - Sun, Dec 1
FLR
Peretola
BOS
Logan Intl.
$711 Roundtrip, found 1 day ago
$711
Roundtrip
found 1 day ago
Select ITA Airways flight, departing Thu, Nov 28 from Peretola to Logan Intl., returning Sun, Dec 1, priced at $711 found 1 day ago
British Airways
Thu, Nov 28 - Wed, Feb 26
FLR
Peretola
BOS
Logan Intl.
$714 Roundtrip, found 1 day ago
$714
Roundtrip
found 1 day ago
Select British Airways flight, departing Thu, Nov 28 from Peretola to Logan Intl., returning Wed, Feb 26, priced at $714 found 1 day ago
Air France
Thu, Nov 28 - Fri, Jan 31
FLR
Peretola
BOS
Logan Intl.
$854 Roundtrip, found 1 day ago
$854
Roundtrip
found 1 day ago
Select Air France flight, departing Thu, Nov 28 from Peretola to Logan Intl., returning Fri, Jan 31, priced at $854 found 1 day ago
KLM
Thu, Nov 28 - Fri, Jan 31
FLR
Peretola
BOS
Logan Intl.
$858 Roundtrip, found 1 day ago
$858
Roundtrip
found 1 day ago
Select KLM flight, departing Thu, Nov 28 from Peretola to Logan Intl., returning Fri, Jan 31, priced at $858 found 1 day ago
TAP Portugal
Wed, Nov 27 - Thu, Jan 30
FLR
Peretola
BOS
Logan Intl.
$903 Roundtrip, found 1 day ago
$903
Roundtrip
found 1 day ago
Select TAP Portugal flight, departing Wed, Nov 27 from Peretola to Logan Intl., returning Thu, Jan 30, priced at $903 found 1 day ago
Lufthansa
Thu, Nov 28 - Fri, Jan 31
FLR
Peretola
BOS
Logan Intl.
$960 Roundtrip, found 1 day ago
$960
Roundtrip
found 1 day ago
Select Lufthansa flight, departing Thu, Nov 28 from Peretola to Logan Intl., returning Fri, Jan 31, priced at $960 found 1 day ago

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 December, 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 $64, 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 $64 right now, why wait?

Gloucester Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$64

Last Minute Hotel Deals in Gloucester

Beauport Hotel Gloucester
Beauport Hotel Gloucester
3.5 out of 5
55 Commercial Street, Gloucester, MA
The price is $217 per night from Nov 24 to Nov 25
$217
includes taxes & fees
Nov 24 - Nov 25
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! (789 reviews)
"Was a wonderful hotel. Everyone so nice & it is so attractive. We had a room on the ocean & it was gorgeous. Only minor complaint was the gym was too small. The food was EXCELLENT!!"

Reviewed on Nov 19, 2024

Beauport Hotel Gloucester
The Hotel at Cape Ann Marina
The Hotel at Cape Ann Marina
3.5 out of 5
75 Essex Avenue, Gloucester, MA
The price is $141 per night from Dec 2 to Dec 3
$141
includes taxes & fees
Dec 2 - Dec 3
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! (661 reviews)
"I liked staying at a marina and I liked the little deck, pool, food, staff, parking. I think an updated remodel is in order. Thank you"

Reviewed on Nov 13, 2024

The Hotel at Cape Ann Marina
Castle Manor Inn
Castle Manor Inn
2.5 out of 5
141 Essex Avenue, Gloucester, MA
The price is $179 per night from Nov 24 to Nov 25
$179
includes taxes & fees
Nov 24 - Nov 25
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! (947 reviews)
"Chef Dan and Kamden made our morning breakfast buffet experience even more enjoyable! Food was delicious and we loved how hospitable they were. John greeted us upon arrival and made some great recommendations about restaurants and touring Gloucester. We stayed in the Inn in room Sunnyside up on third ..."

Reviewed on Nov 17, 2024

Castle Manor Inn
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! (361 reviews)
Great place
"Great relaxing place to stay with amazing views. And lovely kind staff."

Reviewed on Nov 19, 2024

Get rates
The Vista
DoubleTree by Hilton Boston North Shore
DoubleTree by Hilton Boston North Shore
4 out of 5
50 Ferncroft Rd, Danvers, MA
The price is $103 per night from Nov 29 to Nov 30
$103
includes taxes & fees
Nov 29 - Nov 30
Stay at this 4-star spa hotel in Danvers. Enjoy free parking, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
7.8/10 Good! (1,814 reviews)
"It was a lovely, quiet, clean room."

Reviewed on Nov 19, 2024

DoubleTree by Hilton Boston North Shore
Lakeside Inn
Lakeside Inn
2 out of 5
595 North Ave, Wakefield, MA
The price is $111 per night from Nov 28 to Nov 29
$111
includes taxes & fees
Nov 28 - Nov 29
Book a stay at this business-friendly hotel in Wakefield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
7.2/10 Good! (2,067 reviews)
"Okay"

Reviewed on Nov 17, 2024

Lakeside Inn
Ashworth by the Sea
Ashworth by the Sea
3 out of 5
295 Ocean Blvd, Hampton, NH
The price is $120 per night from Dec 1 to Dec 2
$120
includes taxes & fees
Dec 1 - Dec 2
Book a stay at this beach hotel in Hampton. Enjoy 3 restaurants, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff ...
7.6/10 Good! (1,168 reviews)
"Great spot. Wonderful employees."

Reviewed on Nov 12, 2024

Ashworth by the Sea
avid hotel Boston Logan Airport - Revere, an IHG Hotel
avid hotel Boston Logan Airport - Revere, an IHG Hotel
2.5 out of 5
405 American Legion Hwy, Revere, MA
The price is $129 per night from Nov 25 to Nov 26
$129
includes taxes & fees
Nov 25 - Nov 26
Book a stay at this business-friendly hotel in Revere. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,188 reviews)
"Excellent price for everything it offers"

Reviewed on Nov 18, 2024

avid hotel Boston Logan Airport - Revere, an IHG Hotel
See all 1,636 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.