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! (903 reviews)
Yes

Reviewed on 3 Dec 2025

Opens in a new windowBeauport Hotel Gloucester
Atlantis Oceanfront Inn

Atlantis Oceanfront Inn

3 out of 5
125 Atlantic Road Gloucester MA
Our customers tell us that they can't get enough of the helpful staff at Atlantis Oceanfront Inn. During your stay, you'll be within walking distance of Good Harbor Beach. Enjoy features like free WiFi in public areas and free self-parking, plus an outdoor pool.
9.6/10 Exceptional! (468 reviews)
The view is beautiful. The service at the reception was great. They called me for confirmation and the check-in was fast. The breakfast was great — fresh and with good service.

Reviewed on 5 Nov 2025

Opens in a new windowAtlantis Oceanfront Inn
Harborview Inn

Harborview Inn

3.5 out of 5
71 Western Avenue Gloucester MA
The price is €180 per night from 9 Jan to 10 Jan
€180
9 Jan - 10 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Harborview Inn. During your stay, you're just a quick walk from Fishermen's Memorial Monument. Free breakfast, free WiFi in public areas and free self-parking are available.
9.4/10 Exceptional! (314 reviews)
The room was clean and comfortable with daily housekeeping. Great location for walking. Nice complimentary breakfast. Wonderful host!

Reviewed on 19 Nov 2025

Opens in a new windowHarborview Inn
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Ocean House Hotel at Bass Rocks

Ocean House Hotel at Bass Rocks

4 out of 5
107 Atlantic Rd Gloucester MA
Our customers tell us that they can't get enough of the helpful staff at Ocean House Hotel at Bass Rocks. During your stay, you'll be within walking distance of Good Harbor Beach. You'll find features such as free WiFi in public areas and free self-parking, plus 1 hot tub.
9/10 Wonderful! (800 reviews)
Yes

Reviewed on 30 Nov 2025

Opens in a new windowOcean House Hotel at Bass Rocks
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 €205 per night from 11 Jan to 12 Jan
€205
11 Jan - 12 Jan 2026
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! (776 reviews)
Convenient for hockey tournament we attended. Rooms nice Beds comfy Restaurant /bar nicely appointed, food good. Staff really nice

Reviewed on 9 Nov 2025

Opens in a new windowThe Hotel at Cape Ann Marina
Castle Manor Inn

Castle Manor Inn

2.5 out of 5
141 Essex Avenue Gloucester MA
Our customers tell us that they can't get enough of the helpful staff at Castle Manor Inn. During your stay, you'll be within walking distance of Stage Fort Park. You'll find features such as free WiFi in public areas and free self-parking, plus breakfast (surcharge).
8.2/10 Very Good! (1,000 reviews)
Beautiful rooms at affordable rates! Highly recommended.

Reviewed on 29 Nov 2025

Opens in a new windowCastle Manor Inn
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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.