Cheap Flights to Gloucester from $53

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How Much Does it Cost To Fly To Gloucester?

The cheapest prices found with in the last 7 days for return flights were $114 and $53 for one-way flights to Gloucester for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
PDXBostonSeptember 19 to September 21$214
LAXBostonSeptember 21 to September 24$247
HKGBostonSeptember 16 to October 21$1,039
CANBostonSeptember 13 to September 17$1,046
PVGBostonSeptember 16 to November 18$1,070
PEKBostonSeptember 15 to November 15$1,202
XIYBostonSeptember 10 to November 29$1,258
FOCBostonSeptember 15 to January 26$1,258
SZXBostonJuly 1 to July 5$1,434
CTUBostonJuly 3 to July 10$1,761
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LAXBostonJune 20 to July 4$407
PDXBostonJune 19 to June 24$635
HKGBostonJune 19 to November 23$1,062
XIYBostonJune 20 to November 29$1,303
PEKBostonJune 19 to July 3$1,354
PVGBostonJune 21 to June 28$1,536
CANBostonJune 19 to July 10$1,566
*Prices include taxes and fees

Gloucester Flight Information

Traveling to
Gloucester
Lowest Price
$114
Number of Airlines Serving
Airlines Serving
Breeze Airways, Frontier Airlines, United, Southwest 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
$199 nightly
The price is $222 total per night from Jun 17 to Jun 18
$222 total
Jun 17 - Jun 18
Total with taxes and fees
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! (1,005 reviews)
"We liked the location of the inn. The view from our rooms was relaxing and interesting with all of the boat traffic in the distance. We were only a few minutes from downtown Glouchester. We had a handicapped family member and we were able to book 2 adjoining rooms in the motel lower level of the ..."

Reviewed on Jun 15, 2026

Opens in a new windowCastle Manor Inn
The Vista

The Vista

2.5 out of 5
22 Thatcher Rd. Gloucester MA
$227 nightly
The price is $253 total per night from Jun 23 to Jun 24
$253 total
Jun 23 - Jun 24
Total with taxes and fees
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. ...
9.4/10 Exceptional! (425 reviews)
"The room was clean & ready for my stay. Over multiple nights the room was straightened up and ready for the next night. Easy check in"

Reviewed on May 31, 2026

Opens in a new windowThe Vista
Sea Lion Motel and Cottages

Sea Lion Motel and Cottages

2.5 out of 5
138 Eastern Avenue Gloucester MA
$208 nightly
The price is $232 total per night from Jun 21 to Jun 22
$232 total
Jun 21 - Jun 22
Total with taxes and fees
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 ...
9.2/10 Wonderful! (450 reviews)
"Amazing stay and great location. The staff was very friendly, the rooms big and clean. The beds are extremity firm... which was the only negative but we loved the atmosphere, the pool and it's charm. Very quiet stay."

Reviewed on Jun 15, 2026

Opens in a new windowSea 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
$227 nightly
The price is $253 total per night from Jun 23 to Jun 24
$253 total
Jun 23 - Jun 24
Total with taxes and fees
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. ...
9.4/10 Exceptional! (425 reviews)
"The room was clean & ready for my stay. Over multiple nights the room was straightened up and ready for the next night. Easy check in"

Reviewed on May 31, 2026

Opens in a new windowThe Vista
Ocean House Hotel at Bass Rocks

Ocean House Hotel at Bass Rocks

4 out of 5
107 Atlantic Rd Gloucester MA
$273 nightly
The price is $304 total per night from Jun 21 to Jun 22
$304 total
Jun 21 - Jun 22
Total with taxes and fees
Book a stay at this 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! (837 reviews)
"Great place, already making plans to stay longer next time,only stayed 2 nights, one could not get a better view of the ocean, unless you’re literally on the water, outstanding staff,very helpful with with everything, rooms very clean, pool & hot tub, along with gas firepit, all well maintained ,Complimentary ..."

Reviewed on Jun 16, 2026

Opens in a new windowOcean House Hotel at Bass Rocks
Atlantis Oceanfront Inn

Atlantis Oceanfront Inn

3 out of 5
125 Atlantic Road Gloucester MA
$312 nightly
The price is $349 total per night from Jun 17 to Jun 18
$349 total
Jun 17 - Jun 18
Total with taxes and fees
Stay at this motel in Gloucester. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.6/10 Exceptional! (475 reviews)
"⭐⭐⭐⭐4.5/5 Stars – A Beautiful Place to Slow Down After a 12-day high-energy road trip, we specifically chose Atlantis Oceanfront Inn because we wanted a peaceful place to rest and recharge. It was exactly what we needed. My first recommendation is to arrive during daylight hours if possible. The ..."

Reviewed on Jun 13, 2026

Opens in a new windowAtlantis Oceanfront Inn
Save an average of 15% on thousands of hotels when you're signed in
Beauport Hotel Gloucester

Beauport Hotel Gloucester

3.5 out of 5
55 Commercial Street Gloucester MA
$469 nightly
The price is $524 total per night from Jun 17 to Jun 18
$524 total
Jun 17 - Jun 18
Total with taxes and fees
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! (968 reviews)
"We loved our time at the hotel"

Reviewed on Jun 15, 2026

Opens in a new windowBeauport 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.
Boston Lodge and Suites
The Inn at Hastings Park, Relais & Chateaux - Boston
Boston Harbor Hotel
Don't see what you're looking for?
See all available trips from Chicago to Gloucester
View all trips

Gloucester flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Long Creek Hotel by IHG
Quality Inn & Suites South Portland
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
Don't see what you're looking for?
See all available trips from Los Angeles to Gloucester
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 3 days. 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!

Explore More Ways to Travel with Travelocity

*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.