Gloucester

Travel Guide

Gloucester
Gloucester
Gloucester
Gloucester
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 Gray Beach or Massachusetts Bay.

Magnolia
Castle Manor Inn

Castle Manor Inn

2.5 out of 5
141 Essex Avenue, Gloucester, MA
The price is €155 per night from 12 Aug to 13 Aug
€155
12 Aug - 13 Aug
includes taxes & fees
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! (1,009 reviews)
"Outlets were sketchy. Keurig coffee maker did nort work.VERY noisy. Listened to people"

Reviewed on 8 Aug 2025

Castle Manor Inn
Beauport Hotel Gloucester

Beauport Hotel Gloucester

3.5 out of 5
55 Commercial Street, Gloucester, MA
The price is €330 per night from 9 Sept to 10 Sept
€330
9 Sept - 10 Sept
includes taxes & fees
Stay at this 3.5-star beach hotel in Gloucester. Enjoy free WiFi, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the property ...
9.6/10 Exceptional! (871 reviews)
"Love the area for dining, shopping and relaxing."

Reviewed on 8 Aug 2025

Beauport Hotel Gloucester
Ocean House Hotel at Bass Rocks

Ocean House Hotel at Bass Rocks

4 out of 5
107 Atlantic Rd, Gloucester, MA
The price is €278 per night from 9 Sept to 10 Sept
€278
9 Sept - 10 Sept
includes taxes & fees
Stay at this 4-star golf hotel in Gloucester. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (724 reviews)
"Gorgeous views."

Reviewed on 22 Jul 2025

Ocean House Hotel at Bass Rocks
See all 1,790 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.
Long Beach Suites

Long Beach Suites

2 out of 5
28 Rockport Rd, Gloucester, MA
Stay at this aparthotel in Gloucester. Enjoy free WiFi and free parking. Popular attractions Good Harbor Beach and Cape Ann are located nearby.
9/10 Wonderful! (35 reviews)
"New build or newly remodeled. Condo was spacious and just a couple minutes walk to the beach. Kitchen lacked some basic equipment such as a pasta strainer and a wine opener (thankfully we had one with us). Would rent again."

Reviewed on 5 Aug 2025

Long Beach Suites
"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester

"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester

Gloucester
Stay at this vacation home in Gloucester. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Good Harbor Beach and Wingaersheek Beach ...
9.8/10 Exceptional! (14 reviews)
"Captain's Lookout is a tiny bit of heaven!"

Reviewed on 11 Jul 2025

"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

Gloucester
Stay at this vacation home in Gloucester. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. Popular attractions Wingaersheek Beach and Good ...
9.8/10 Exceptional! (35 reviews)
"We had a great stay here - the house was very comfortable and welcoming and just steps away from the beach! The owner is very responsive and helpful. Would absolutely stay here again!"

Reviewed on 25 Jul 2025

Steps to Wingaersheek's Private 1.5 Mile White Dune 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

Wingaersheek Beach

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
Good Harbor Beach

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
Hammond Castle

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
Half Moon Beach

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
Maritime Gloucester

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
Eastern Point Lighthouse

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.

Eastern Point Lighthouse

Things to do

Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

€43
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

€43
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour

Cape Ann Harbor: Self-Guided Driving Audio Tour

€15
per traveller
100% of travellers recommend
Cape Ann Harbor: Self-Guided Driving Audio Tour
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

€15
per traveller
80% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
View of the Old Burial Point Cemetery from the Salem Witch Trial Memorial

1692 Salem Day Tour

€28
per adult
90% of travellers recommend
1692 Salem Day Tour
Salem: Historic Schooner Sailing Cruise

Salem: Historic Schooner Sailing Cruise

€34
per adult
100% of travellers recommend
Salem: Historic Schooner Sailing Cruise
See all activities in Gloucester
Rockport

Rockport