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

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

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

1. Beach Life Bliss - steps to the beach

Gloucester

rick b.

CA $182

CA $500 total

includes taxes & fees

Oct 20 - Oct 21

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

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

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

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

2. Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

Rockport

Eugene

CA $277

CA $354 total

includes taxes & fees

Oct 19 - Oct 20

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

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

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.

3. Emerson Inn

Rockport

Keith

CA $379

CA $423 total

includes taxes & fees

Nov 3 - Nov 4

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

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.

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

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

Ipswich

Jessica M.

CA $213

CA $405 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 harbor with boats docked, a red building, and a stone wall.

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

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

5. Historic Renovation, Walk to Front Beach and Shopping

Rockport

Dan K.

CA $404

CA $954 total

includes taxes & fees

Nov 3 - Nov 4

View all properties

Top Gloucester Hotel Reviews

Holiday Inn Hotel & Suites Boston - Peabody by IHG

10/10 Excellent

"Love the hotel, staff was friendly and room was clean"

Motel 6 Danvers, MA - Boston North

10/10 Excellent

"Excellent"

Castle Manor Inn

10/10 Excellent

"Room clean, nice view friendly and knowledgeable front desk staff. Great breakfast. Definitely will stay there again"

Ashworth by the Sea

10/10 Excellent

"We always stay at the Ashworth on our visits to Hampton Beach. Friendly staff, clean rooms, bikes and perfect location. Highly recommend."

DoubleTree by Hilton Boston North Shore

10/10 Excellent

"Clean room and good location"

Extended Stay America Suites Boston Peabody

8/10 Good

"The gentleman at the desk was quick with checkin. He was friendly and welcoming, very quick to act when we requested items for our room. He was also very helpful when I had laundry issues. The lobby and hallways were very clean as was the elevator. Our room was wheelchair accessible right from the door. In this room the bed was lower and medium firm, rollin shower with a shower chair, lower counters and grab bars in bathroom with good turning radius. The room also had a kitchenette that isnt accessible as it is a galley style. You also need to order everything at the desk ie coffee maker, dishes, cookware. That was inconvenient but definitely not a big deal and I understand it is to control loss. The only real downer was this room faced the interstate so a lot of road noise all night long. We would definitely stay again."

Sea Lion Motel and Cottages

10/10 Excellent

"The staff was extremely helpful and accomodating. They made arrangements for a late check in which was effortless and well explained. They even turned our lights on so our room was ready. The property is quaint and well kept. Rooms were clean and spacious. Great location. Easily accessible to the train and town. Would definitely stay again!"

The Vista

8/10 Good

"Very friendly staff Rooms were very clean Beautiful area to visit"

Ocean House Hotel at Bass Rocks

10/10 Excellent

"The location of this hotel was incredible. Overlooking the ocean, with a large balcony, and a lovely walkway along the ocean. The room was large and clean and comfortable with a couch and seating area. The bathroom was small but adequate. We walked to the hotel next door for a nice breakfast. The pool area was inviting but too cool to enjoy when we went. We'd definitely go back."

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 $354

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. Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

3. Emerson Inn

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

5. Historic Renovation, Walk to Front Beach and Shopping

Top Gloucester Hotel Reviews

Holiday Inn Hotel & Suites Boston - Peabody by IHG

Motel 6 Danvers, MA - Boston North

Castle Manor Inn

Ashworth by the Sea

DoubleTree by Hilton Boston North Shore

Extended Stay America Suites Boston Peabody

Sea Lion Motel and Cottages

The Vista

Ocean House Hotel at Bass Rocks

Frequently asked questions

Explore a world of travel with Expedia