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

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

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

East Gloucester

Hillary M.

CA $277

CA $614 total

includes taxes & fees

Sep 2 - Sep 3

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

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

A room with a red door, a fan, a wicker chair, and two wall-mounted lamps.

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

Gloucester

Jennifer B.

CA $364

CA $680 total

includes taxes & fees

Sep 4 - Sep 5

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

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

A room with a large window overlooking the ocean, two patterned armchairs, and a small table with a book.

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

3. Emerson Inn

Rockport

Michelle

CA $369

CA $412 total

includes taxes & fees

Sep 23 - Sep 24

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

A coastal picnic area with wooden tables and benches, a rocky shoreline, and a view of the sea.

4. Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

Rockport

Eugene

CA $270

CA $340 total

includes taxes & fees

Aug 31 - Sep 1

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

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.

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

A cozy room with two single beds, a sofa, a TV displaying 'DreamWorks Animation SKG', and a window with curtains.

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

Ipswich

Jill H.

CA $201

CA $387 total

includes taxes & fees

Aug 31 - Sep 1

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

A harbor with boats docked, a red building, and a stone wall.

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

6. Historic Renovation, Walk to Front Beach and Shopping

Rockport

Dan K.

CA $414

CA $962 total

includes taxes & fees

Sep 9 - Sep 10

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

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

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

An indoor venue with a central aisle, flanked by rows of chairs, and a decorative floral arch at the front.

7. Hawthorne Hotel

Downtown Salem

Kinsey

CA $341

CA $381 total

includes taxes & fees

Aug 31 - Sep 1

A modern living room with a large window, a sofa, a coffee table, and a patterned rug.

A bedroom with a bed, a desk, a chair, and a dresser.

A dining area with a wooden table and chairs, a window with blue curtains, and a kitchen area with a brick wall and a sink.

A staircase with a dark wooden handrail and white balusters, leading to a loft area with a wooden floor and a white wall.

8. Townhome #2 -3 Bed/2 Bath Beautifully renovated modern apartment w/Waterviews!

Salem

Gayle K.

CA $691

CA $1,147 total

includes taxes & fees

Sep 14 - Sep 15

View all properties

Top Gloucester Hotel Reviews

Comfort Inn & Suites Logan International Airport

10/10 Excellent

"The staff made it difficult to check-in without a credit card, even though the booking was already paid. Shuttle was helpful. Property was clean."

Holiday Inn Express Boston - Saugus by IHG

10/10 Excellent

"Really helpful staff and excellent breakfast. Could use a renovation"

Beauport Hotel Gloucester

10/10 Excellent

"Disappointed that kids couldn’t use the outdoor pool."

DoubleTree by Hilton Boston North Shore

8/10 Good

"I liked the location of the hotel. The restaurant was nice and reasonable prices. The not so great part was , the arcade was closed the entire time we were their. The Women at the front desk were in need for more help and looked very overwelmed. The smell inmy room# 747 was musty from AC. I heard the elevator the entire time going up and down , as we were placed right by it."

Castle Manor Inn

10/10 Excellent

"Fantastic spot! It was very charming and overall very beautiful! Highly recommend!"

Hawthorne Hotel

10/10 Excellent

"We loved everything about this hotel! The proximity to all the sights, the amenities, the friendly staff, and the Tavern. We are looking to book our trip for next year here as well. We wouldn't consider staying anywhere else."

Ashworth by the Sea

10/10 Excellent

"I wish the exterior perimeter doors were locked."

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."

Sonesta Select Boston Danvers

8/10 Good

"The room was comfortable. TV was terrible. You could not navigate the menu, you could not use bluetooth to stream anything from your phone and there were only 8 channels available to watch."

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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Find Historic Hotels in Gloucester, MA from CA $340

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

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

3. Emerson Inn

4. Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

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

6. Historic Renovation, Walk to Front Beach and Shopping

7. Hawthorne Hotel

8. Townhome #2 -3 Bed/2 Bath Beautifully renovated modern apartment w/Waterviews!

Top Gloucester Hotel Reviews

Comfort Inn & Suites Logan International Airport

Holiday Inn Express Boston - Saugus by IHG

Beauport Hotel Gloucester

DoubleTree by Hilton Boston North Shore

Castle Manor Inn

Hawthorne Hotel

Ashworth by the Sea

Sea Lion Motel and Cottages

Sonesta Select Boston Danvers

Frequently asked questions

Explore a world of travel with Expedia