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$244 per night from 21 Apr to 22 Apr
NZ$244
per night
21 Apr - 22 Apr
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! (504 reviews)
"Love that the pool & hot tub are finally open. It's awesome at this time of the season that the Maine Scallop draggers are in at the marina fishing every day!"

Reviewed on 18 Apr. 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$432 per night from 25 Apr to 26 Apr
NZ$432
per night
25 Apr - 26 Apr
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! (705 reviews)
"Staff has been great. Early check in and wonderful customer service."

Reviewed on 11 Apr. 2024

Beauport Hotel Gloucester
Castle Manor Inn
Castle Manor Inn
2.5 out of 5
141 Essex Avenue, Gloucester, MA
The price is NZ$357 per night from 1 May to 2 May
NZ$357
per night
1 May - 2 May
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 27 Nov. 2023

Castle Manor Inn
See all 1,536 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.
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, onsite parking, and a garden. Popular attractions Cape Ann and Plum Cove Beach are located nearby. ...
9.6/10 Exceptional! (9 reviews)
Wonderful Find in a Great Location!
"We stayed for a quick trip to Mass. and wanted something nearby lots of good areas. We hadn’t stayed in Gloucester before but LOVED it, and it was easy to get to Salem and Rockport! The host was friendly and helpful and responded to us quickly! The house was very clean and perfect for our trip. We ..."

Reviewed on 27 Feb. 2024

Beach Life Bliss - steps to the beach
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 WiFi, onsite parking, and 2 bathrooms. Popular attractions Cape Ann and Cape Ann Museum are located nearby. Discover ...
Charming Downtown Gloucester Retreat. Walk to Restaurants, Museums, Waterfront
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Gloucester
Stay at this golf cottage in Gloucester. Enjoy free WiFi, onsite parking, and a garden. Popular attractions Cape Ann and Wingaersheek Beach are located nearby. ...
9.8/10 Exceptional! (161 reviews)
Cozy Home in the perfect setting
"We really enjoyed our 2 night stay. The house is beautiful and very clean. Easy walking distance from the beach and only a short drive to Gloucester, Rockport, Halibut State Park and Crane Beach. Very quiet location."

Reviewed on 4 Jan. 2024

Good Harbor Beach House - walk to beach, close to restaurants and shopping!
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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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
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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

Activities

Image for Cape Ann Harbor Tour: Self-Guided Drive

Cape Ann Harbor Tour: Self-Guided Drive

NZ$25
Per adult
100% of travellers recommend
Cape Ann Harbor Tour: Self-Guided Drive
Image for Ultimate Cape Ann Self-Guided Driving Audio Tour in Gloucester and Rockport

Ultimate Cape Ann Self-Guided Driving Audio Tour in Gloucester and Rockport

NZ$28
Per adult
80% of travellers recommend
Ultimate Cape Ann Self-Guided Driving Audio Tour in Gloucester and Rockport
Image for Whale Watching Trips to Stellwagen Bank Marine Sanctuary. Guaranteed sightings!

Whale Watching Trips to Stellwagen Bank Marine Sanctuary. Guaranteed sightings!

NZ$73
Per adult
Whale Watching Trips to Stellwagen Bank Marine Sanctuary. Guaranteed sightings!
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Ultimate Boston Audio Tour Bundle

NZ$41
Per adult
Ultimate Boston Audio Tour Bundle
Image for Bewitched Walking Tour of Salem

Bewitched Walking Tour of Salem

NZ$49
Per adult
100% of travellers recommend
Bewitched Walking Tour of Salem
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!
See all activities in Gloucester

Cities near Gloucester

Rockport

Rockport