Cheap Flights to Gloucester from $35

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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 $68 and $35 for one-way flights to Gloucester for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
CMHBostonMay 15 to May 22$78
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
CMHBostonApril 28 to May 4$543
*Prices include taxes and fees

Gloucester BOS Flight Information

Traveling to
Gloucester BOS
Lowest Price
$68
Number of Airlines Serving
8
Airlines Serving
Spirit Airlines
Number of Daily Flights
13
Airlines with Direct Flights
American Airlines, Qatar Airways, KLM, Air France, Delta Air Lines, Iberia, Korean Air, Virgin Atlantic

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 $189 per night from Apr 28 to Apr 29
$189
per night
Apr 28 - Apr 29
Stay at this hotel in Gloucester. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8/10 Very Good! (742 reviews)
"Womderful are and view accompanied by wonderful guest services and breakfast. Would highly reccomend."

Reviewed on Nov 27, 2023

Castle Manor Inn
The Vista

The Vista

2.5 out of 5
22 Thatcher Rd., Gloucester, MA
The price is $173 per night from May 1 to May 2
$173
per night
May 1 - May 2
Stay at this business-friendly hotel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cape Ann and Good Harbor Beach are ...
9.2/10 Wonderful! (312 reviews)
Close to the beach, clean and quiet
"Vista is walking distance from Good Harbor beach, you can watch gorgeous sunrise and sunset from the balcony. Hotel is clean, quiet, has simple but good breakfast. Short drive to Gloucester downtown with attractions and restaurants. Overall we had very pleasant stay."

Reviewed on Oct 29, 2023

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 $144 per night from Apr 28 to Apr 29
$144
per night
Apr 28 - Apr 29
Stay at this motel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (317 reviews)
"Checking in and out went well . Place is quiet and nice comfortable shower"

Reviewed on Nov 8, 2023

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
Great for families

The Vista

2.5 out of 5
22 Thatcher Rd., Gloucester, MA
The price is $173 per night from May 1 to May 2
$173
per night
May 1 - May 2
Stay at this business-friendly hotel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cape Ann and Good Harbor Beach are ...
9.2/10 Wonderful! (312 reviews)

Families like: Outdoor pools, close to beach, bicycle rentals nearby, free breakfast for the whole family

Close to the beach, clean and quiet
"Vista is walking distance from Good Harbor beach, you can watch gorgeous sunrise and sunset from the balcony. Hotel is clean, quiet, has simple but good breakfast. Short drive to Gloucester downtown with attractions and restaurants. Overall we had very pleasant stay."

Reviewed on Oct 29, 2023

The Vista
Ocean House Hotel at Bass Rocks
Great for families

Ocean House Hotel at Bass Rocks

4 out of 5
107 Atlantic Rd, Gloucester, MA
The price is $127 per night from Apr 28 to Apr 29
$127
per night
Apr 28 - Apr 29
Stay at this golf hotel in Gloucester. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Cape Ann and Good Harbor Beach are located nearby. ...
9/10 Wonderful! (608 reviews)

Families like: Outdoor pool, close to beach, bicycle rentals, extra beds/cribs

Travelers say...
"This place is great. Rite on the beach. Rooms are very clean and roomie."

Reviewed on Apr 22, 2024

Ocean House Hotel at Bass Rocks
Atlantis Oceanfront Inn
Great for families

Atlantis Oceanfront Inn

3 out of 5
125 Atlantic Road, Gloucester, MA
The price is $203 per night from May 7 to May 8
$203
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 breakfast and the helpful staff in our ...
9.4/10 Exceptional! (377 reviews)

Families like: Outdoor pool, close to beach

Gorgeous view
"This was the most gorgeous motel view I've ever had! Everything was clean and quiet. I would recommend this place to anyone!"

Reviewed on Oct 30, 2023

Atlantis Oceanfront Inn
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Beauport Hotel Gloucester
Great for families

Beauport Hotel Gloucester

3.5 out of 5
55 Commercial Street, Gloucester, MA
The price is $208 per night from Apr 28 to Apr 29
$208
per night
Apr 28 - Apr 29
Stay at this 3.5-star beach hotel in Gloucester. Enjoy free WiFi, a beach locale, and a rooftop terrace. Our guests praise the restaurant and the helpful staff ...
9.6/10 Exceptional! (708 reviews)

Families like: Pool, playground, on the beach, bicycle rentals

Travelers say...
"Beautiful resort with friendly staff. Can’t wait to visit again."

Reviewed on Apr 21, 2024

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

Prices and availability subject to change. Additional terms may apply.
Doubletree By Hilton Boston Logan Airport Chelsea
The Bostonian Boston
The Whitney Hotel
Don't see what you're looking for?
See all available trips from CMH-All Airports to Gloucester
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Gloucester flight + hotel packages - first class flights

Prices and availability subject to change. Additional terms may apply.
Sea Mist Resort by VRI Americas
Admiralty Inn & Suites
Falmouth Tides
Don't see what you're looking for?
See all available trips from CMH-All Airports to Gloucester
View all trips

Need a Car For After Your Flight?

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.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

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.