Cheap flights from Gloucester

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Gloucester Flight Information
Origin airport IATA code
BOS

Sourcing the best flights from Gloucester on ebookers

If you’re seeking a flight from Gloucester, you can swiftly and easily find exactly what you’re looking for using ebookers. Our easy-to-use tool will let you select the destination and ideal travel dates to immediately see which routes and airlines are available. Have a preferred airline in mind for the trip? You can filter your ebookers search to see if they have flights from BOS. For more bespoke options, you can also set your search for multiple destinations and flights that are refundable, so you can have the most relevant information in moments.

Getting the best deal on a cheap flight from BOS

There are a few golden rules for keeping costs low when booking flights from Gloucester. The first thing to think about is being flexible on your travel dates. It can help to shift your departure by a day, or even a few hours, as prices can vary by significant amounts. Use ebookers to compare and contrast your options ahead of time, and you can make a savvy decision. Want more savings? If book the hotel at your chosen destination through ebookers while also arranging your flight from Gloucester, you can get a discount of up to 15% off the total price. For help on which pad to pick, you can make use of our snappy hotel descriptions, which are accompanied by useful photos.

Getting things going at your destination

With ebookers, you don’t just have access to the latest, constantly updated information on flights from BOS. You can also get inspiration on the most interesting things to get up to when you’re there. Just check out our Things to Do tool and you’ll soon be drawing up an exciting itinerary. And if you’re keen to take in as much of the wider area as possible, you could also look into the best car hire deals and have your very own set of wheels waiting, so you can roam to your heart’s content.

Featured Hotels near Gloucester

Beauport Hotel Gloucester

Beauport Hotel Gloucester

3.5 out of 5
55 Commercial Street Gloucester MA
Our customers tell us that they can't get enough of the helpful staff at Beauport Hotel Gloucester. During your stay, you're just a quick walk from Massachusetts Bay. Free WiFi in public areas, free train pick-up service and a restaurant are available.
9.6/10 Exceptional! (914 reviews)
Balcony has a beautiful view. The staff were very attentive and very nice.

Reviewed on 14 Jan 2026

Opens in a new windowBeauport Hotel Gloucester
Luxury 1900's romantic retreat steps from the beach - King Suite!

Luxury 1900's romantic retreat steps from the beach - King Suite!

Gloucester MA
During your stay at this cottage, you're just a quick walk from Plum Cove Beach. You'll find features such as laundry facilities. Enjoy your stay with amenities like free WiFi and a kitchen in the cottage.
9.6/10 Exceptional! (50 reviews)
We enjoyed our stay! Cottage was comfy and cozy!

Reviewed on 18 Oct 2025

Opens in a new windowLuxury 1900's romantic retreat steps from the beach - King Suite!
Hawthorne Hotel

Hawthorne Hotel

3.5 out of 5
18 Washington Square W Salem MA
Our customers tell us that they can't get enough of the convenient parking at Hawthorne Hotel. During your stay, you're just a quick walk from Salem Common. Free WiFi in public areas, free self-parking and 2 restaurants are available. This property offers pet-friendly amenities, such as an off-lead area.
9.4/10 Exceptional! (1,543 reviews)
The room was great, the Tavern was phenomenal, Abby took great care of me. Really nice experience all around

Reviewed on 19 Jan 2026

Opens in a new windowHawthorne Hotel
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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 €203 per night from 27 Jan to 28 Jan
€203
27 Jan - 28 Jan
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at The Hotel at Cape Ann Marina. During your stay, you'll be within walking distance of Stage Fort Park. Features include free WiFi in public areas and free self-parking, plus a restaurant.
8.4/10 Very Good! (779 reviews)
Room was clean and fit the bill for what we needed-staff was friendly as well!

Reviewed on 1 Jan 2026

Opens in a new windowThe Hotel at Cape Ann Marina
Holiday Inn Express Boston - Saugus by IHG

Holiday Inn Express Boston - Saugus by IHG

3 out of 5
999 Broadway Saugus MA
The price is €83 per night from 22 Feb to 23 Feb
€83
22 Feb - 23 Feb
includes taxes & fees
The free breakfast at Holiday Inn Express Boston - Saugus by IHG gets good marks from our customers. During your stay, you'll be close to Revere Beach. Enjoy features like free WiFi in public areas and free self-parking, plus a 24-hour gym.
8.4/10 Very Good! (1,049 reviews)
Breakfast was delish egg omelette

Reviewed on 23 Jan 2026

Opens in a new windowHoliday Inn Express Boston - Saugus by IHG
Sonesta Select Boston Danvers

Sonesta Select Boston Danvers

3 out of 5
275 Independence Way Danvers MA
The price is €95 per night from 1 Feb to 2 Feb
€95
1 Feb - 2 Feb
includes taxes & fees
Sonesta Select Boston Danvers's great location gets high marks from our customers. During your stay, you'll be within walking distance of Rebecca Nurse Homestead. Enjoy features like free WiFi in public areas, plus a gym and a coffee shop/cafe. This property offers pet-friendly amenities, such as food and water bowls.
8.4/10 Very Good! (1,001 reviews)
The room was clean and well supplied. The staff greeted us warmly.

Reviewed on 30 Dec 2025

Opens in a new windowSonesta Select Boston Danvers
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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.

Fare, taxes & fees: Fares were found on ebookers.com and are updated daily. They include all taxes and fees, except baggage fees.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a £25.00 / 45.00 Euro service fee charged by ebookers, plus any airline fare and tax increase that may be applicable.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.