Gloucester Travel Guide

Tourist Guide
Gloucester

Where to stay in Gloucester

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Annisquam

Though Annisquam may not have many top sights, you can venture to the surrounding area to see attractions like Wingaersheek Beach and Plum Cove Beach.

Annisquam
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Magnolia

You'll enjoy the beaches and restaurants in Magnolia. You might want to make time for a stop at Massachusetts Bay or Gray Beach.

Magnolia
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 NZ$327 per night from 1 Jul to 2 Jul
NZ$327
per night
1 Jul - 2 Jul
Stay at this 3.5-star hotel in Gloucester. Enjoy free breakfast, free parking, and a marina. Our guests praise the restaurant and the helpful staff in our reviews. ...
8.2/10 Very Good! (512 reviews)
"Lovely clean rooms, beautiful view."

Reviewed on 28 May 2024

The Hotel at Cape Ann Marina
Beauport Hotel Gloucester
Beauport Hotel Gloucester
3.5 out of 5
55 Commercial Street, Gloucester, MA
The price is NZ$501 per night from 5 Jun to 6 Jun
NZ$501
per night
5 Jun - 6 Jun
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! (717 reviews)
"Everything was okay but no discount on price like senior or aarp discounts Staff was exceptional and very polite , food was good atmosphere very good rooms very quiet , I enjoyed my stay and plan on a return trip again soon."

Reviewed on 24 May 2024

Beauport Hotel Gloucester
Castle Manor Inn
Castle Manor Inn
2.5 out of 5
141 Essex Avenue, Gloucester, MA
The price is NZ$338 per night from 6 Jun to 7 Jun
NZ$338
per night
6 Jun - 7 Jun
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. ...
8.2/10 Very Good! (754 reviews)
"Room was clean, inn is beautiful, and customer service for arriving after hours was accommodating and easy. Definitely can recommend!"

Reviewed on 26 May 2024

Castle Manor Inn
See all 1,572 properties in 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.
Charming Downtown Gloucester Retreat. Walk to Restaurants, Museums, Waterfront
Charming Downtown Gloucester Retreat. Walk to Restaurants, Museums, Waterfront
Gloucester
Stay at this apartment in Gloucester. Enjoy air conditioning. Popular attractions Good Harbor Beach and Wingaersheek Beach are located nearby.
10/10 Exceptional! (4 reviews)
"The apartment was exceptional—neat, roomy, and conveniently located at the heart of it all, with most attractions within an easy stroll or a brief car ride. For those traveling with canine companions, you'll be delighted to find a charming dog park in the vicinity, although we only discovered this ..."

Reviewed on 26 May 2024

Charming Downtown Gloucester Retreat. Walk to Restaurants, Museums, Waterfront
Beach Life Bliss - steps to the beach
Beach Life Bliss - steps to the beach
Gloucester
Stay at this vacation home in Gloucester. Enjoy free WiFi, a garden, and patios. Popular attractions Wingaersheek Beach and Cape Ann are located nearby.
9.6/10 Exceptional! (10 reviews)
Lovely, quiet get away
"My friends and I had a lovely time at the house. It was quiet, sunny, and a nice break. It was nice to be close to options, but still quite secluded. We went for runs each morning, and enjoyed soaking up the warmth in the sunroom/patio area."

Reviewed on 27 Apr. 2024

Beach Life Bliss - steps to the beach
Luxury 1900's romantic retreat steps from the beach - King Suite!
Luxury 1900's romantic retreat steps from the beach - King Suite!
Gloucester
Stay at this cottage in Gloucester. Enjoy free WiFi, a garden, and patios. Popular attractions Wingaersheek Beach and Cape Ann are located nearby.
9.4/10 Exceptional! (17 reviews)
Quaint Cottage in Quiet Location
"Cottage was very nice and it had everything we needed for a quiet getaway."

Reviewed on 22 Apr. 2024

Luxury 1900's romantic retreat steps from the beach - King Suite!
See all properties in 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.

Popular places to visit

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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.

Wingaersheek Beach
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Good Harbor Beach

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

Good Harbor Beach
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Hammond Castle

You can browse the exhibits at Hammond Castle, a museum with a story of its own, during your holiday in Gloucester. Wander the beautiful beaches and seaside in the area.

Hammond Castle
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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.

Half Moon Beach
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Maritime Gloucester

You can spend an afternoon studying the exhibits at Maritime Gloucester during your trip to Gloucester. Wander through the beautiful beaches and seaside in this family-friendly area.

Maritime Gloucester
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Stage Fort Park

Explore the great outdoors at Stage Fort Park, a lovely green space in Gloucester. Wander through the beautiful beaches and seaside in this family-friendly area.

Stage Fort Park

Activities

Image for Cape Ann Harbor Tour: Self-Guided Drive

Cape Ann Harbor Tour: Self-Guided Drive

NZ$28
Per adult
100% of travellers recommend
Cape Ann Harbor Tour: Self-Guided Drive
Image for Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

NZ$28
Per adult
80% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
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Bewitched Walking Tour of Salem

NZ$49
Per adult
98% of travellers recommend
Bewitched Walking Tour of Salem
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Salem On Foot Walking Tours

NZ$24
Per adult
92% of travellers recommend
Salem On Foot Walking Tours
Image for Wicked Awesome Tours: Witch Trial History and Salem Haunts!

Wicked Awesome Tours: Witch Trial History and Salem Haunts!

NZ$41
Per adult
100% of travellers recommend
Wicked Awesome Tours: Witch Trial History and Salem Haunts!
Image for Salem Ghosts: Witches, Warlocks, & Hauntings

Salem Ghosts: Witches, Warlocks, & Hauntings

NZ$49
Per adult
100% of travellers recommend
Salem Ghosts: Witches, Warlocks, & Hauntings
See all activities in Gloucester

Cities near Gloucester

Rockport

Rockport