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

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

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

A living room with a sofa, a coffee table with books, a large vase, and a lamp.

1. Beach Life Bliss - steps to the beach

Gloucester

rick b.

CA $178

CA $497 total

includes taxes & fees

Oct 20 - Oct 21

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

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

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.

2. Emerson Inn

Rockport

Keith

CA $379

CA $423 total

includes taxes & fees

Nov 3 - Nov 4

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

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

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.

3. Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

Rockport

Eugene

CA $277

CA $349 total

includes taxes & fees

Oct 18 - Oct 19

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.

4. Hawthorne Hotel

Downtown Salem

Karrie

CA $242

CA $270 total

includes taxes & fees

Nov 15 - Nov 16

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

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

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

Ipswich

Jessica M.

CA $213

CA $410 total

includes taxes & fees

Oct 20 - Oct 21

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

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.

6. Historic Renovation, Walk to Front Beach and Shopping

Rockport

Dan K.

CA $382

CA $942 total

includes taxes & fees

Nov 4 - Nov 5

View all properties

Top Gloucester Hotel Reviews

Sonesta Select Boston Danvers

10/10 Excellent

"Staff was super friendly and this is a very kid friendly place"

Holiday Inn Express Boston - Saugus by IHG

10/10 Excellent

"Great location"

Quality Inn Boston - Revere

10/10 Excellent

"Helpful attentive staff. Good location not too far from airport. Good value."

Lakeside Inn

8/10 Good

"Picturesque location and convenient to get to Salem by car. No elevator so lugging suitcases upstairs was difficult. Staff were great."

Ocean House Hotel at Bass Rocks

8/10 Good

"Great for families in the summer time. Perfect for just slowing down and relaxing. Could you some improvements such as gutting the bathroom and redoing it? Replace carpeting."

The Vista

10/10 Excellent

"Everything was perfect"

Holiday Inn Hotel & Suites Boston - Peabody by IHG

8/10 Good

"Great location. Was told pool was heated but was always freezing cold"

Ashworth by the Sea

10/10 Excellent

"The hotel is right across from the beach. Lovely place"

DoubleTree by Hilton Boston North Shore

10/10 Excellent

"Nice property with onsite bar."

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 261 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 Cape Ann Historical Museum. A couple of additional sights to add to your agenda are Capt Bill & Sons Whale Watch and Rocky Neck Art Colony.

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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Book Historic Hotels in Gloucester on Expedia.com

Find Historic Hotels in Gloucester, MA from CA $270

Change your mind

Treat yourself

Be picky

Check availability on Gloucester Historic Hotels

Our top choices for Gloucester historic hotels

1. Beach Life Bliss - steps to the beach

2. Emerson Inn

3. Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

4. Hawthorne Hotel

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

6. Historic Renovation, Walk to Front Beach and Shopping

Top Gloucester Hotel Reviews

Sonesta Select Boston Danvers

Holiday Inn Express Boston - Saugus by IHG

Quality Inn Boston - Revere

Lakeside Inn

Ocean House Hotel at Bass Rocks

The Vista

Holiday Inn Hotel & Suites Boston - Peabody by IHG

Ashworth by the Sea

DoubleTree by Hilton Boston North Shore

Frequently asked questions

Explore a world of travel with Expedia