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.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Gloucester Historic Hotels

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Gloucester historic hotels

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

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

A living room with a peach-colored armchair, a matching ottoman, a beige sofa, and a patterned throw pillow.

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 $276

CA $612 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 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.

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

Gloucester

Jennifer B.

CA $420

CA $754 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 hotel room with a large window, a bed with white linens, and a wooden headboard.

3. Emerson Inn

Rockport

"We had a lovely stay . Very peaceful , we enjoyed the view from the porch siping a cocktail as well as our morning coffee and delish breakfast . The breakfast options were numerous and the croissants , amazing . Most of all we enjoyed the friendly woman who greeted us and checked us in . She gave us a few suggestions about the area and made sure we had everything we needed at breakfast . Highly recommend, staying here ."

Lynnette

CA $425

CA $475 total

includes taxes & fees

Aug 23 - Aug 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 two-story building with a sign for 'Shalin Liu Performance Center' at the ground level.

4. Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

Rockport

Eugene

CA $269

CA $339 total

includes taxes & fees

Aug 26 - Aug 27

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.

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

Ipswich

Jill H.

CA $200

CA $386 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 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.

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

6. Historic Renovation, Walk to Front Beach and Shopping

Rockport

Dan K.

CA $427

CA $976 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 brick building with a gold eagle statue on the entrance, a QR code on the awning, and a window display with plants.

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

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

7. Hawthorne Hotel

Downtown Salem

Mario

CA $328

CA $366 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 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 kitchen with white cabinets, a brick accent wall, stainless steel appliances, and a wooden floor.

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

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

Salem

Gayle K.

CA $689

CA $1,145 total

includes taxes & fees

Sep 14 - Sep 15

View all properties

Top Gloucester Hotel Reviews

Ashworth by the Sea

8/10 Good

"The location is great. For whatever reason the cleaning staff did not clean our room while we were there. They said b/c we had the do not disturb sign out near 11am and once they are done cleaning current occupied rooms they do not return. The next couple of days we did not put out the sign at all and they still did not clean the room. The staff in the hallway were very nice and gave us new towels and would take the garbage when asked. The front desk did offer a discount for this inconvenience."

Lakeside Inn

10/10 Excellent

"Great place to stay. Great location. Good food. Free breakfast was a real buffet with actual cooked food. Staff was really friendly and helpful. Definitely staying again when in the area"

Hawthorne Hotel

10/10 Excellent

"Wonderful stay! Large, clean room. Staff was friendly and helpful. Great location."

Holiday Inn Express Boston - Saugus by IHG

10/10 Excellent

"Clean and well maintained property! I used the treadmill in the gym and it was clean and nice. I will check in this hotel again next time in Boston."

Castle Manor Inn

10/10 Excellent

"We stayed in the motor lodge which had a private back porch overlooking the marshes and town in the distance. Very simple, clean room, and the staff in the main house was great and accommodating. We enjoyed our stay very much!"

DoubleTree by Hilton Boston North Shore

10/10 Excellent

"Great,friendly, attentive staff."

Comfort Inn & Suites Logan International Airport

10/10 Excellent

"We stayed from 0100 until 0500 hours. The airport shuttle was great! The gentleman at the front desk was a pleasure to interact with."

Sea Lion Motel and Cottages

8/10 Good

"The staff was very helpful"

The Northshore Hotel - Boston/Danvers

10/10 Excellent

"Quiet, clean, inexpensive"

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.

Explore a world of travel with Expedia

Rental cars Logan Intl. airport

Things to do in Boston

Book Historic Hotels in Gloucester on Expedia.com

Find Historic Hotels in Gloucester, MA from CA $339

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

Ashworth by the Sea

Lakeside Inn

Hawthorne Hotel

Holiday Inn Express Boston - Saugus by IHG

Castle Manor Inn

DoubleTree by Hilton Boston North Shore

Comfort Inn & Suites Logan International Airport

Sea Lion Motel and Cottages

The Northshore Hotel - Boston/Danvers

Frequently asked questions

Explore a world of travel with Expedia