Gloucester, MA

Travel Guide

Good Harbor Beach featuring a sunset, a sandy beach and general coastal views
Half Moon Beach which includes a beach, general coastal views and a sunset
Maritime Gloucester as well as a small group of people
Maritime Gloucester showing a sunset and a bay or harbor
Good Harbor Beach which includes a sunset and a coastal town

Where to stay in Gloucester

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Annisquam

While Annisquam might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Wingaersheek Beach and Plum Cove Beach.

Annisquam
Beautiful place to walk and enjoy the views. This foggy noon created the atmosphere of an unreal world.

Magnolia

Nestled in Gloucester, this small village boasts its own library, restaurants, and shops. Enjoy Gray Beach at Coolidge Reservation or take in scenic views of Kettle Cove at Surf Park.

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 AED 623 per night from May 22 to May 23
AED 623
AED 782 total
22 May - 23 May
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! (688 reviews)
"Charming hotel overlooking the ocean. Updated rooms. Bathroom a little small, but serves its purpose. Breakfast was continental. Pasties, boiled eggs, yogurt and fruit. We would stay again!"

Reviewed on 9 May 2025

Ocean House Hotel at Bass Rocks
Castle Manor Inn
Castle Manor Inn
2.5 out of 5
141 Essex Avenue, Gloucester, MA
The price is AED 731 per night from May 20 to May 21
AED 731
AED 816 total
20 May - 21 May
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! (955 reviews)
"What a perfect get away location. We were greeted by John and Chef Dave. The room was comfortable and the memory foam beds were awesome. Linens and towels were 1st class. Enjoyed mother's Day brunch, chef Dave is incredible will definitely be back"

Reviewed on 11 May 2025

Castle Manor Inn
Beauport Hotel Gloucester
Beauport Hotel Gloucester
3.5 out of 5
55 Commercial Street, Gloucester, MA
The price is AED 1,037 per night from May 22 to May 23
AED 1,037
AED 1,158 total
22 May - 23 May
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! (848 reviews)
"Nice hotel, good location"

Reviewed on 14 May 2025

Beauport Hotel Gloucester
See all 1,733 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, a garden, and patios. Popular attractions Plum Cove Beach and Halibut Point Reservation are located ...
9.8/10 Exceptional! (28 reviews)
Home away from home
"Beautiful home and location. It had everything we needed and was close to lots of fun things to do."

Reviewed on 6 April 2025

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 Cape Ann and Plum Cove Beach are located nearby.
9.6/10 Exceptional! (40 reviews)
Simply Adorable
"Don't hesitate to book this cottage. It is really charming and super clean! The kitchen is incredibly well stocked. The bed and sofa are both very comfortable. The location is quiet and close to everything. There are beach chairs available which made our trip down to the beach super nice. And you ..."

Reviewed on 22 April 2025

Luxury 1900's romantic retreat steps from the beach - King Suite!
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 Long Beach and Good Harbor Beach are located nearby.
9/10 Wonderful! (30 reviews)
"Beach was 1/2 block away on a dead end street. Nice & quiet neighborhood"

Reviewed on 14 November 2024

Long Beach Suites
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 featuring rugged coastline

Wingaersheek Beach

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

Wingaersheek Beach
Good Harbor Beach which includes a sunset and a coastal town

Good Harbor Beach

4.5/5(18 reviews)

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

Good Harbor Beach
Hammond Castle which includes heritage elements, general coastal views and a sunset

Hammond Castle

4.5/5(8 reviews)

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

Hammond Castle
Half Moon Beach which includes a beach, general coastal views and a sunset

Half Moon Beach

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

Half Moon Beach
Maritime Gloucester as well as a small group of people

Maritime Gloucester

You can spend an afternoon studying the exhibits at Maritime Gloucester during your travels in Gloucester. Wander 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 with a stop at Eastern Point Lighthouse. Wander the beautiful beaches and seaside in this family-friendly area.

Eastern Point Lighthouse

Reviews of Gloucester

4.5
Top Destination
5 - Excellent
102
5 - Excellent 61%
4 - Good
59
4 - Good 35%
3 - Okay
5
3 - Okay 3%
2 - Disappointing
1
2 - Disappointing 1%
1 - Terrible
1
1 - Terrible 1%

4/5 - Good

SSW

Loved Rockport beaches and lighthouses

4/5 - Good

Verified traveler

Peaceful place, don’t have opportunity to walk around, because we there for a wedding but I will like

5/5 - Excellent

Verified traveler

Just go

5/5 - Excellent

Rachel

Beautiful, rich history, friendly people, warm atmosphere, fascinating. Great places to eat!!!

5/5 - Excellent

Verified traveler

Quintessential town, beautiful harbor views, quaint independent shopping, 10 minutes from Rockport

4/5 - Good

Verified traveler

I highly suggest driving along the coastline if time allows.