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Gloucester

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Gloucester Flights as Low as $69

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

Spirit Airlines
Sat, May 31 - Tue, Jun 3
BWI
Baltimore Washington Intl. Thurgood Marshall
BOS
Logan Intl.
$69 Roundtrip, found 17 hours ago
$69
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Sat, May 31 from Baltimore Washington Intl. Thurgood Marshall to Logan Intl., returning Tue, Jun 3, priced at $69 found 17 hours ago
Spirit Airlines
Tue, May 27 - Tue, Jun 3
BWI
Baltimore Washington Intl. Thurgood Marshall
BOS
Logan Intl.
$71 Roundtrip, found 15 hours ago
$71
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Tue, May 27 from Baltimore Washington Intl. Thurgood Marshall to Logan Intl., returning Tue, Jun 3, priced at $71 found 15 hours ago
Spirit Airlines
Thu, May 29 - Sun, Jun 1
BWI
Baltimore Washington Intl. Thurgood Marshall
BOS
Logan Intl.
$90 Roundtrip, found 18 hours ago
$90
Roundtrip
found 18 hours ago
Select Spirit Airlines flight, departing Thu, May 29 from Baltimore Washington Intl. Thurgood Marshall to Logan Intl., returning Sun, Jun 1, priced at $90 found 18 hours ago
Spirit Airlines
Tue, Jun 10 - Thu, Jun 12
BWI
Baltimore Washington Intl. Thurgood Marshall
BOS
Logan Intl.
$92 Roundtrip, found 16 hours ago
$92
Roundtrip
found 16 hours ago
Select Spirit Airlines flight, departing Tue, Jun 10 from Baltimore Washington Intl. Thurgood Marshall to Logan Intl., returning Thu, Jun 12, priced at $92 found 16 hours ago
Spirit Airlines
Mon, May 19 - Thu, May 22
BWI
Baltimore Washington Intl. Thurgood Marshall
BOS
Logan Intl.
$97 Roundtrip, found 1 day ago
$97
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, May 19 from Baltimore Washington Intl. Thurgood Marshall to Logan Intl., returning Thu, May 22, priced at $97 found 1 day ago
Spirit Airlines
Thu, Jun 5 - Sun, Jun 8
BWI
Baltimore Washington Intl. Thurgood Marshall
BOS
Logan Intl.
$102 Roundtrip, found 3 days ago
$102
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Thu, Jun 5 from Baltimore Washington Intl. Thurgood Marshall to Logan Intl., returning Sun, Jun 8, priced at $102 found 3 days ago
Delta
Tue, May 27 - Tue, Jun 3
BWI
Baltimore Washington Intl. Thurgood Marshall
BOS
Logan Intl.
$111 Roundtrip, found 15 hours ago
$111
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, May 27 from Baltimore Washington Intl. Thurgood Marshall to Logan Intl., returning Tue, Jun 3, priced at $111 found 15 hours ago
Frontier Airlines
Mon, Jun 9 - Mon, Jun 16
DFW
Dallas-Fort Worth Intl.
BOS
Logan Intl.
$149 Roundtrip, found 11 hours ago
$149
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Mon, Jun 9 from Dallas-Fort Worth Intl. to Logan Intl., returning Mon, Jun 16, priced at $149 found 11 hours ago
Delta
Tue, May 27 - Tue, Jun 3
BWI
Baltimore Washington Intl. Thurgood Marshall
BOS
Logan Intl.
$161 Roundtrip, found 15 hours ago
$161
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, May 27 from Baltimore Washington Intl. Thurgood Marshall to Logan Intl., returning Tue, Jun 3, priced at $161 found 15 hours ago
American Airlines
Sat, May 31 - Tue, Jun 3
BWI
Baltimore Washington Intl. Thurgood Marshall
BOS
Logan Intl.
$192 Roundtrip, found 17 hours ago
$192
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Sat, May 31 from Baltimore Washington Intl. Thurgood Marshall to Logan Intl., returning Tue, Jun 3, priced at $192 found 17 hours ago
JetBlue Airways
Wed, Aug 6 - Sat, Aug 16
DFW
Dallas-Fort Worth Intl.
BOS
Logan Intl.
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Aug 6 from Dallas-Fort Worth Intl. to Logan Intl., returning Sat, Aug 16, priced at $217 found 1 day ago
Spirit Airlines
Tue, May 13 - Wed, May 14
SAT
San Antonio Intl.
BOS
Logan Intl.
$225 Roundtrip, found 22 hours ago
$225
Roundtrip
found 22 hours ago
Select Spirit Airlines flight, departing Tue, May 13 from San Antonio Intl. to Logan Intl., returning Wed, May 14, priced at $225 found 22 hours ago
United
Sat, Aug 9 - Wed, Aug 13
DFW
Dallas-Fort Worth Intl.
BOS
Logan Intl.
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
Select United flight, departing Sat, Aug 9 from Dallas-Fort Worth Intl. to Logan Intl., returning Wed, Aug 13, priced at $237 found 1 day ago
Alaska Airlines
Mon, Sep 22 - Thu, Oct 2
SFO
San Francisco Intl.
BOS
Logan Intl.
$259 Roundtrip, found 2 days ago
$259
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Mon, Sep 22 from San Francisco Intl. to Logan Intl., returning Thu, Oct 2, priced at $259 found 2 days ago
Delta
Mon, Jun 2 - Fri, Jun 6
DAL
Love Field
BOS
Logan Intl.
$419 Roundtrip, found 5 days ago
$419
Roundtrip
found 5 days ago
Select Delta flight, departing Mon, Jun 2 from Love Field to Logan Intl., returning Fri, Jun 6, priced at $419 found 5 days ago
Sun Country Airlines
Fri, Jul 25 - Wed, Aug 6
SFO
San Francisco Intl.
BOS
Logan Intl.
$543 Roundtrip, found 1 day ago
$543
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Fri, Jul 25 from San Francisco Intl. to Logan Intl., returning Wed, Aug 6, priced at $543 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 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 $69, 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 $69 right now, why wait?

Gloucester Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$68

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 $267 per night from May 4 to May 5
$267
includes taxes & fees
May 4 - May 5
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! (845 reviews)
"It was a lovely stay for my family. We will definitely come back!"

Reviewed on Apr 22, 2025

Beauport Hotel Gloucester
Castle Manor Inn
Castle Manor Inn
2.5 out of 5
141 Essex Avenue, Gloucester, MA
The price is $222 per night from May 1 to May 2
$222
includes taxes & fees
May 1 - May 2
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! (954 reviews)
"The Innkeeper and staff were very accommodating. The room was very clean and all we really needed for a few nights. The rooms were updated. We would have liked a table or bench or chair to put items on or sit on. There was not enough room in the bathroom to put toiletries. We would go back."

Reviewed on Dec 2, 2024

Castle Manor Inn
The Vista
The Vista
2.5 out of 5
22 Thatcher Rd., Gloucester, MA
The price is $172 per night from May 1 to May 2
$172
includes taxes & fees
May 1 - May 2
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

The Vista
Ocean House Hotel at Bass Rocks
Ocean House Hotel at Bass Rocks
4 out of 5
107 Atlantic Rd, Gloucester, MA
The price is $194 per night from May 12 to May 13
$194
includes taxes & fees
May 12 - May 13
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 ...
"Beautiful location, but ants were in the room at one point -- I hope those get addressed."

Reviewed on Apr 24, 2025

Ocean House Hotel at Bass Rocks
Comfort Inn & Suites Logan International Airport
Comfort Inn & Suites Logan International Airport
2.5 out of 5
85 American Legion Hwy, Revere, MA
The price is $166 per night from May 4 to May 5
$166
includes taxes & fees
May 4 - May 5
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! (1,987 reviews)
"Made us pay for parking. Pool was awful."

Reviewed on Apr 28, 2025

Comfort Inn & Suites Logan International Airport
Ashworth by the Sea
Ashworth by the Sea
3 out of 5
295 Ocean Blvd, Hampton, NH
The price is $163 per night from May 7 to May 8
$163
includes taxes & fees
May 7 - May 8
Stay at this 3-star beach hotel in Hampton. Enjoy 3 restaurants, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff ...
7.8/10 Good! (1,204 reviews)
"Cozy room. Nice side balcony OV. Definitely ask for hypoallergenic linens. Other than that everything was perfect."

Reviewed on Apr 28, 2025

Ashworth by the Sea
DoubleTree by Hilton Boston North Shore
DoubleTree by Hilton Boston North Shore
4 out of 5
50 Ferncroft Rd, Danvers, MA
The price is $138 per night from May 6 to May 7
$138
includes taxes & fees
May 6 - May 7
Stay at this 4-star golf hotel in Danvers. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
7.8/10 Good! (1,993 reviews)
"We had a wonderful stay! Beautiful manicured grounds, clean pool, excellent food!"

Reviewed on Apr 29, 2025

DoubleTree by Hilton Boston North Shore
Lakeside Inn
Lakeside Inn
2 out of 5
595 North Ave, Wakefield, MA
The price is $121 per night from May 4 to May 5
$121
includes taxes & fees
May 4 - May 5
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.2/10 Good! (2,151 reviews)
Very good service.
"Was great i should of brought my robe as the covers were thin. A big ant crawling on window sill in am and some rags and old driveway trash next to front door. Looked like something brown on chair in room and hairdryer was melted. The buger i ordered from restaurant was really really good. ..."

Reviewed on Apr 23, 2025

Lakeside Inn
See all 1,723 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.