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
Ocean House Hotel at Bass Rocks
Ocean House Hotel at Bass Rocks
4 out of 5
107 Atlantic Rd, Gloucester, MA
The price is NZ$308 per night from 27 May to 28 May
NZ$308
per night
27 May - 28 May
Book a stay at this golf hotel in Gloucester. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Good Harbor Beach and Cape Ann are located ...
9/10 Wonderful! (618 reviews)
"Great hotel, we really enjoyed it. Beautiful location on the ocean, wonderful waking up to the sounds of the surf. Property was immaculate. bed comfortable as well. We were visiting family so we did not get a chance to enjoy breakfast but it looked delicious and people were smiling."

Reviewed on 13 May 2024

Ocean 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 NZ$363 per night from 19 May to 20 May
NZ$363
per night
19 May - 20 May
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! (517 reviews)
"The room was dated, but the rooms are being remodeled. It was clean, had easy access and had a beautiful view!"

Reviewed on 10 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$490 per night from 19 May to 20 May
NZ$490
per night
19 May - 20 May
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! (712 reviews)
"The stunning location , ambience , food and service . Parking was easy and the rooms well appointed and with the view - spectacular. Especially loved the rooftop terrace and jacuzzi . The view was magnificent ! Loved everything about this hotel"

Reviewed on 4 May 2024

Beauport Hotel Gloucester
See all 1,547 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! (2 reviews)
Perfect
"Excellent location and perfect home for a girls trip. Owners were extremely responsive."

Reviewed on 8 May 2024

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
Book a stay at this golf cottage in Gloucester. Enjoy free WiFi, a garden, and patios. Popular attractions Good Harbor Beach and Cape Ann are located ...
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!
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
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$28
Per adult
100% of travellers recommend
Cape Ann Harbor Tour: Self-Guided Drive
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Full-Day Private Guided Tour of Hammond Castle and Boston

NZ$1,314
Per adult
Full-Day Private Guided Tour of Hammond Castle and Boston
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
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!
Image for Ultimate Boston Audio Tour Bundle

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
See all activities in Gloucester

Cities near Gloucester

Rockport

Rockport