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
Beauport Hotel Gloucester
Beauport Hotel Gloucester
3.5 out of 5
55 Commercial Street, Gloucester, MA
The price is SAR 870 per night from May 12 to May 13
SAR 870
SAR 971 total
includes taxes & fees
12 May - 13 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 helpful staff and the property ...
9.6/10 Exceptional! (846 reviews)
"I cannot say enough good things about the Beauport, the staff, the accommodations, the amenities all above and beyond. My favorite place in my favorite town."

Reviewed on 30 April 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
Fully refundableReserve now, pay when you stay
The price is SAR 555 per night from May 12 to May 13
SAR 555
SAR 708 total
includes taxes & fees
12 May - 13 May
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 ...
"Beautiful location, but ants were in the room at one point -- I hope those get addressed."

Reviewed on 24 April 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 SAR 746 per night from May 10 to May 11
SAR 746
SAR 834 total
includes taxes & fees
10 May - 11 May
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! (954 reviews)
"The Innkeeper and staff were very accommodating. The room was very clean and all we really needed for a few nights. The rooms were updated. We would have liked a table or bench or chair to put items on or sit on. There was not enough room in the bathroom to put toiletries. We would go back."

Reviewed on 2 December 2024

Castle Manor Inn
See all 1,738 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!
Charming Studio, Private Bath, Kitchenette, Deck, Walk to Beach
Charming Studio, Private Bath, Kitchenette, Deck, Walk to Beach
Gloucester
Stay at this apartment in Gloucester. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Schooner Adventure and Good Harbor Beach are located ...
9.6/10 Exceptional! (46 reviews)
Christmas in Gloucester
"I have just returned from a wonderful stay in Gloucester. The room and location were perfect for my stay. The hosts went above . Everything about my stay to accommodate the changes in my schedule so I was able to come later and stay longer. I am so grateful to them for this opportunity to spend extra ..."

Reviewed on 29 December 2024

Charming Studio, Private Bath, Kitchenette, Deck, Walk to 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 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.