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

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 $192

CA $517 total

includes taxes & fees

Oct 20 - Oct 21

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

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

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.

2. Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

Rockport

Eugene

CA $277

CA $350 total

includes taxes & fees

Oct 18 - Oct 19

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

3. Emerson Inn

Rockport

Michelle

CA $454

CA $507 total

includes taxes & fees

Oct 5 - Oct 6

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

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

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

Ipswich

Jill H.

CA $206

CA $400 total

includes taxes & fees

Oct 19 - Oct 20

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

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

5. Historic Renovation, Walk to Front Beach and Shopping

Rockport

Dan K.

CA $341

CA $889 total

includes taxes & fees

Oct 7 - Oct 8

A bedroom with a large bed, wooden beams, a white brick column, and a view of the living area.

A wooden table with a green vase and two clear wine glasses, a white microwave, and a window with blinds.

A cozy living room with a beige sofa, striped pillows, a small plant, a framed picture, and a basket with tissues.

A kitchen with a wooden island, white cabinetry, and a dining area with a wooden table and chairs.

6. Magical Little Home in Historic District • Parking • Rustic Luxury • Outdoor..

Marblehead Historic District

Michele P.

CA $711

CA $1,111 total

includes taxes & fees

Oct 4 - Oct 5

View all properties

Top Gloucester Hotel Reviews

Lakeside Inn

10/10 Excellent

"Clean room, nice hot breakfast. Located between Boston & Salem. Couple decent local type restaurants near by."

SpringHill Suites by Marriott Boston Peabody

10/10 Excellent

"Nice hotel. Good breakfast. We stayed there one night so theres not a lot go write about but everything we did experience was good."

Holiday Inn Hotel & Suites Boston - Peabody by IHG

8/10 Good

"Right off a busy highway, made travel kind of a hassle. Other than location, i enjoyed my stay. The restaurant was awesome"

The Wylie Inn and Conference Center at Endicott College

10/10 Excellent

"Beautiful property and area. Rooms were very clean. Staff was very friendly. Would definitely come back."

Sonesta Select Boston Danvers

10/10 Excellent

"Stayed for 2 nights, met my expectations and needs"

Quality Inn Boston - Revere

10/10 Excellent

"Great place to stay, staff was polite will definitely recommend"

DoubleTree by Hilton Boston North Shore

8/10 Good

"Everything was great"

The Northshore Hotel - Boston/Danvers

10/10 Excellent

"Beautiful room, bed was so comfy and cozy, breakfast was simple but great, coffee on arrival was a blessing."

Beauport Hotel Gloucester

10/10 Excellent

"Our stay was wonderful.The room was clean and well decorated.we did not eat at the hotel, but utilized the shuttle which runs in a 3 mile area— the staff took us to our chosen restaurant and came back to pick us up when we called.I would definitely stay here again."

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 $350

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

6. Magical Little Home in Historic District • Parking • Rustic Luxury • Outdoor..

Top Gloucester Hotel Reviews

Lakeside Inn

SpringHill Suites by Marriott Boston Peabody

Holiday Inn Hotel & Suites Boston - Peabody by IHG

The Wylie Inn and Conference Center at Endicott College

Sonesta Select Boston Danvers

Quality Inn Boston - Revere

DoubleTree by Hilton Boston North Shore

The Northshore Hotel - Boston/Danvers

Beauport Hotel Gloucester

Frequently asked questions

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