Cheap Flights to Gloucester from $27

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How Much Does it Cost To Fly To Gloucester?

The cheapest prices found with in the last 7 days for return flights were $53 and $27 for one-way flights to Gloucester for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
LAXBostonMay 22 to May 29$162
PDXBostonMay 11 to May 17$217
CANBostonMay 9 to September 12$859
PVGBostonMay 9 to May 16$859
PEKBostonMay 9 to May 16$859
HKGBostonMay 20 to February 10$1,052
FOCBostonJune 2 to July 21$1,080
XIYBostonMay 10 to May 14$1,157
SZXBostonJuly 22 to November 16$1,424
CTUBostonMay 14 to May 18$1,890
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LAXBostonMay 3 to May 6$280
PDXBostonMay 3 to May 10$308
HKGBostonMay 3 to May 14$1,217
PEKBostonMay 4 to July 18$1,333
PVGBostonMay 4 to May 25$1,571
FOCBostonMay 4 to June 30$1,597
CANBostonMay 3 to May 24$1,612
*Prices include taxes and fees

Gloucester Flight Information

Traveling to
Gloucester
Lowest Price
$53
Number of Airlines Serving
Airlines Serving
Spirit Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Luxury Hotels in 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 4 to May 5
$222
includes taxes & fees
$199 per night
May 4 - May 5
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 $196 per night from May 4 to May 5
$196
includes taxes & fees
$175 per night
May 4 - May 5
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. ...
Great place
"Great relaxing place to stay with amazing views. And lovely kind staff."

Reviewed on Nov 19, 2024

The Vista
Sea Lion Motel and Cottages

Sea Lion Motel and Cottages

2.5 out of 5
138 Eastern Avenue, Gloucester, MA
The price is $193 per night from May 4 to May 5
$193
includes taxes & fees
$173 per night
May 4 - May 5
Book a stay at this business-friendly motel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (375 reviews)
"Nice place."

Reviewed on Nov 8, 2024

Sea Lion Motel and Cottages
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.

Family Friendly Hotels in Gloucester

The Vista

The Vista

2.5 out of 5
22 Thatcher Rd., Gloucester, MA
The price is $196 per night from May 4 to May 5
$196
includes taxes & fees
$175 per night
May 4 - May 5
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. ...
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 $188 per night from May 12 to May 13
$188
includes taxes & fees
$168 per night
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 ...
9/10 Wonderful! (681 reviews)
"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
Atlantis Oceanfront Inn

Atlantis Oceanfront Inn

3 out of 5
125 Atlantic Road, Gloucester, MA
The price is $197 per night from May 7 to May 8
$197
includes taxes & fees
$177 per night
May 7 - May 8
Stay at this 3-star beach motel in Gloucester. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (411 reviews)
"Fantastic service, clean rooms and comfortable beds. The view is amazing! Just a short drive to the train station and excellent seafood. I would stay here again!"

Reviewed on Oct 25, 2024

Atlantis Oceanfront Inn
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Beauport Hotel Gloucester

Beauport Hotel Gloucester

3.5 out of 5
55 Commercial Street, Gloucester, MA
The price is $328 per night from May 19 to May 20
$328
includes taxes & fees
$294 per night
May 19 - May 20
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
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.

Best Gloucester Flight and Hotel Packages

Gloucester flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Sunbird ANNEX Resort
D. Hotel Suites & Spa
Riverview Resort
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Need a Car For After Your Flight?

Lowest prices found within the past 7 hours. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Which airlines fly to Gloucester?
All ready to wander the world? Hoping to kick off your adventure in Gloucester? Some of the 20 airlines that fly here include:

  • Delta Air Lines
  • JetBlue Airways
  • American Airlines

What airport is best to fly into Gloucester?
Logan Intl. Airport is approximately 25 mi from downtown Gloucester. It’s the only airport in the city, so you don’t have to worry about your cab driver delivering you to the wrong one!
Where to stay in Gloucester
Few things are as enjoyable as sliding into bed after a huge day of seeing the sights. With an impressive 541 properties in Gloucester, you can take your pick of the cushiest of them.Looking for someplace to get some rest in Gloucester? The Beauport Hotel Gloucester and the Julietta House are some of our favorite properties in the area.
Places to visit in Gloucester
Don’t forget to take your beach towel when you visit Good Harbor Beach. It’s going to be a fun day in the sun. Seeking some more ideas? Plan a fun family outing at Wingaersheek Beach, where you can play in the water to your heart’s desire! And that’s not all. Do you ever imagine what life must have been like centuries ago? Visit Hammond Castle, a local historic castle, and take part in a guided tour.
How to get through airport security fast when traveling to Gloucester
Make your flight to Gloucester a little easier by following these clever security tips:

  • Keep your passport and boarding pass in an easily accessible place. They’ll be the first things you’ll be asked for by airport security personnel.
  • Be aware that belts with metal buckles can set off the body scanner’s alarms. If you have one on, you may be told to step back and remove it before continuing.
  • Laptops and other electronic devices must be placed in separate bins to be X-rayed.
  • Toothpaste, lip balm and other toiletry items in cream, liquid or gel form need to be stored in containers no larger than 3.4 ounces (100 milliliters). They also need to fit in a 1-quart (1-liter) clear zip-lock plastic bag.
  • Untie your shoelaces as you approach the body scanner. Depending on what sort of shoes you’re wearing, security may tell you to remove them.
  • Pocketknives and corkscrews are prohibited from entering the plane. Stash them away in your checked luggage to avoid leaving them at the airport security checkpoint.

Plane Tickets To Gloucester

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Gloucester. Browse through our inventory to explore a wide range of cheap flights to Gloucester to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Gloucester as you anxiously await to exit the plane and explore what Gloucester has to offer. Considering all the amazing local food and culture in Gloucester, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Gloucester to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Gloucester without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Gloucester with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Gloucester today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.