
Gloucester Holidays from £763
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Your Gloucester Holiday
Say farewell to the worries of planning and hello to a Gloucester holiday package. With your travel details organised before you leave, you can focus on discovering the best of this city, starting with Great Neck, which is great for walking, nature and views. Eager to explore your new surroundings? Cape Ann, Good Harbour Beach and Wingaersheek Beach are just a few of the leading places to visit during a trip to Gloucester. No matter your travel plans or the size of your budget, organising a tailored Gloucester holiday is a cinch with Expedia.
Top Gloucester Flight + Hotel Deals

Studio Allston Hotel
Reviewed on 18 Jul 2025

The Inn at Hastings Park, Relais & Chateaux - Boston
Reviewed on 6 Jun 2025

The Whitney Hotel
Reviewed on 12 Jul 2025

The Newbury Boston
Reviewed on 13 Jul 2025
Gloucester Beach Holiday
There's nothing more enjoyable than a Gloucester holiday. Whether you're treating yourself to delicious cocktails at a local hot spot or flipping through a book along the water's edge, your trip to Gloucester is the perfect time to live out those beachy daydreams. Many like to stay close to Good Harbour Beach, situated just 2 miles from downtown. However, you'll also discover plenty of Gloucester holiday packages close to Wingaersheek Beach and Niles Beach, two other superb nearby options.
Gloucester Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | Logan Intl. Airport (BOS) |
Population | 29,800 |
Max Temp Winter | 2ºC |
Max Temp Summer | 21ºC |
Top Sights | Wingaersheek Beach, Good Harbour Beach and Crane Beach |
Top hotels in Gloucester

Castle Manor Inn
Reviewed on 13 Jul 2025

Ocean House Hotel at Bass Rocks
Reviewed on 14 Jul 2025

Beauport Hotel Gloucester
Reviewed on 12 Jul 2025
Popular places to visit

Wingaersheek Beach
Why not spend a care-free afternoon at Wingaersheek Beach during your travels in Gloucester? While you're in the area, stroll along the seaside.

Half Moon Beach
If a restful holiday is part of your travel plans, Half Moon Beach might be the perfect place to visit during your trip to Gloucester. While you're in the area, stroll along the seaside.

Eastern Point Lighthouse
Learn about the local history of Gloucester when you spend time at Eastern Point Lighthouse. Wander through the beautiful beaches and seaside in this family-friendly area.
What to do in Gloucester

Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts: Smartphone-Based Audio Tour Bundle

Cape Ann Harbor: Self-Guided Driving Audio Tour
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.