Book the Best HISTORIC Hotels in Gloucester in 2026

A beach with a lifeguard tower, waves, and a large house with a tower on a rocky shore.

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Our top choices for Gloucester historic hotels

A marina with boats docked at the pier, reflecting the sunset sky.

A garden with a wooden gate, neatly trimmed hedges, and a house in the background.

A house with a well-maintained garden featuring neatly trimmed hedges and a lawn.

A residential area with a well-maintained garden, a metal arch structure, and houses with visible chimneys.

1. Cripple Cove Apartment in historic home across from harbour in Gloucester, MA

East Gloucester

Hillary M.

CA $277

CA $615 total

includes taxes & fees

Sep 2 - Sep 3

A modern kitchen with wooden floors, stainless steel appliances, and a wooden dining table.

A red industrial building with a sign reading "Gloucester Sea Jacket Marine Paints" and "Manufacturer Established 1890".

A backyard with a stone staircase, large rocks, and a garden.

A two-story house with a front porch, a wooden door, and a brick exterior.

2. Luxury 1900's romantic retreat steps from the beach - King Suite!

Gloucester

Jennifer B.

CA $346

CA $658 total

includes taxes & fees

Sep 4 - Sep 5

A kitchen with wooden cabinets, a central island with bar stools, a built-in bookshelf, and a view through glass doors.

A kitchen with wooden cabinets, granite countertops, and a wooden ceiling.

A beach with calm waters, a sailboat, and a rocky shoreline.

A rustic wooden cabin with a stone floor, a wicker sofa with a blue cushion, and a purple door.

3. Beach Life Bliss - steps to the beach

Gloucester

rich k.

CA $455

CA $843 total

includes taxes & fees

Sep 9 - Sep 10

A covered porch with white columns, a row of black rocking chairs, and a view of the ocean.

A multi-story white building with a balcony on the second floor, large windows, and a front porch with outdoor seating.

A coastal landscape with rocky terrain, a clear view of the sea, and a distant shoreline with buildings.

A hotel room with a large window, a bed with white linens, and a wooden headboard.

4. Emerson Inn

Rockport

Michelle

CA $369

CA $412 total

includes taxes & fees

Sep 21 - Sep 22

A beach with houses in the background and people engaging in various activities.

A living room with a sofa, a dining table with chairs, a kitchen area with appliances, and large windows with a view of buildings.

A two-story building with a sign for 'Shalin Liu Performance Center' at the ground level.

A bedroom with a bed, a chair, a nightstand, a lamp, a table, and a framed picture on the wall.

5. Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

Rockport

Eugene

CA $270

CA $340 total

includes taxes & fees

Aug 30 - Aug 31

A spacious living room with a high ceiling, wooden beams, a sofa, a blue armchair, a coffee table, and a dining area with a table and chairs.

A white house with a green door, black shutters, and two potted plants on the front steps.

A hallway with a green door, wooden flooring, and a staircase with white railings.

A covered patio with a wooden table and chairs, surrounded by a white railing.

6. Historic Renovation, Walk to Front Beach and Shopping

Rockport

Dan K.

CA $414

CA $969 total

includes taxes & fees

Sep 7 - Sep 8

A dining table set with white plates, bowls, and glasses, accompanied by a vase of yellow tulips.

A modern living room with a grey sofa set, a coffee table, and a small side table.

A wooden table with a wine bottle, two glasses, and a framed Airbnb sign.

A bed with blue pillows, a wooden nightstand with a lamp, a lattice wall with plants, and a shelf with books and a toy car.

7. Charming apt -2 Bedroom -Close to Beach/Sleeps 6

Ipswich

Jill H.

CA $201

CA $387 total

includes taxes & fees

Sep 2 - Sep 3

A spacious hotel lobby with wooden paneling, chandeliers, and a variety of seating arrangements including tables and chairs.

A bar area with a beer tap, glasses, and a cash register.

A brick building with a gold eagle statue on the entrance, a QR code on the awning, and a window display with plants.

A spacious lobby with multiple seating areas, a staircase, and a large mirror.

8. Hawthorne Hotel

Downtown Salem

Kinsey

CA $341

CA $381 total

includes taxes & fees

Aug 31 - Sep 1

View all properties

Top Gloucester Hotel Reviews

Lakeside Inn

10/10 Excellent

"We really enjoyed our stay. Perfect location with beautiful views of the lake. Breakfast was amazing with lots of choices. Coffee was avaliable 24/7. This hotel was oneof the cleanest hotel I have ever stayed in! The staff was very friendly and accommodating, even the people(locals) at the bar were very nice! It was only 20 min to Boston. The town of Wakefield is really cute, had dinner at Sakura, staff was very friendly and the Sushi was great! Can't wait to go back."

Hawthorne Hotel

8/10 Good

"Great location"

Comfort Inn & Suites Logan International Airport

10/10 Excellent

"I like that they include breakfast with the stay and there is always available water, coffee, and tea station. The shuttle bus was super convenient for traveling between hotel and airport. The front desk staffs were helpful with my check in process."

Ashworth by the Sea

8/10 Good

"Beach view Clean"

The Northshore Hotel - Boston/Danvers

10/10 Excellent

"This was 5+ stars!! Recently renovated. So cute!! Great parking if you have a larger vehicle!! 10/10 would definitely recommend!!!!"

Beauport Hotel Gloucester

8/10 Good

"Great staff, wonderful place to stay!"

Castle Manor Inn

10/10 Excellent

"room is quite neat, cute clean, very nice, a cute little room; the staff are very friendly and helpful, balcony is very serene to relax and lounge."

Sea Lion Motel and Cottages

8/10 Good

"Staff was most helpful. Our room was near a busy road, so we heard cars at night. Very basic, but comfortable room. Bedding was excellent. Walk to Good Harbor is doable, but walk back up the hill could be tough if you have a lot to carry."

Atlantis Oceanfront Inn

10/10 Excellent

"I would stay at the Atlantis again in a heartbeat! From gorgeous views, to incredibly clean rooms and grounds and the staff being so friendly and helpful, it all made for a relaxing and wonderful stay!!"

Frequently asked questions

What should I expect on my historical trip to Gloucester?

A trip to the sights with historical relevance in Gloucester is probably on top of your sightseeing list. While you're here, you can visit the waterfront and seaside.

How many historical hotels will I find in Gloucester?

Gloucester is home to 257 hotels and other accommodations bookable on Expedia but not many designated as historic hotels.

What are the most important historical places and other sights to visit in Gloucester?

Gloucester is notable for landmarks like Eastern Point Lighthouse, Hammond Castle, and Dogtown. Cultural venues include Cape Ann Museum, Maritime Gloucester, and Sargent House Museum. A couple of additional sights to add to your agenda are Capt Bill & Sons Whale Watch and Pavilion Beach.

What is a historic hotel like in Gloucester?

By booking a historic hotel, guests can spend a night or two someplace that has an officially recognized national historic designation. A castle, a palace or even a pub or an old police station can be turned into a historic hotel as long as it's a place of special interest. Traditional architecture and period features are often found in the public spaces and guestrooms of such hotels in Gloucester, giving a real sense of character.

What is the difference between a historic hotel and a heritage hotel?

You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is a term often used in the U.S. but overall the terms are quite similar. The physical building and architecture of a historic hotel tends to be the most significant aspect. For a heritage hotel, it's often the cultural value and how it influenced the community.

Do historic hotels in Gloucester have modern facilities?

Hotels include modern conveniences and safety features you expect to find, though efforts have been made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, free WiFi, and the usual amenities found in most hotels should be available at a historic hotel. When you book a historic hotel in Gloucester, don't worry that you'll find yourself staying at a place that's uncomfortable for guests or simply rundown.

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Room 1

Change your mind

Treat yourself

Be picky

Check availability on Gloucester Historic Hotels

Our top choices for Gloucester historic hotels

1. Cripple Cove Apartment in historic home across from harbour in Gloucester, MA