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

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

East Gloucester

Hillary M.

CA $277

CA $615 total

includes taxes & fees

Sep 2 - Sep 3

Coffee/tea maker, fridge, microwave, oven

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

Beach nearby, sun loungers, beach towels

3. Beach Life Bliss - steps to the beach

Gloucester

rich k.

CA $454

CA $841 total

includes taxes & fees

Sep 9 - Sep 10

Premium bedding, iron/ironing board, WiFi (free), individually decorated

40-inch flat-screen TV with cable channels, TV, books

4. Emerson Inn

Rockport

Michelle

CA $369

CA $412 total

includes taxes & fees

Sep 23 - Sep 24

5. Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

Rockport

Eugene

CA $270

CA $340 total

includes taxes & fees

Aug 30 - Aug 31

6. Historic Renovation, Walk to Front Beach and Shopping

Rockport

Dan K.

CA $414

CA $969 total

includes taxes & fees

Sep 9 - Sep 10

2 bedrooms, iron/ironing board, travel crib, WiFi (free)

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

Ipswich

Jill H.

CA $201

CA $387 total

includes taxes & fees

Aug 31 - Sep 1

8. Hawthorne Hotel

Downtown Salem

Kinsey

CA $341

CA $381 total

includes taxes & fees

Aug 31 - Sep 1

View all properties

Top Gloucester Hotel Reviews

Beauport Hotel Gloucester

8/10 Good

"Great staff, wonderful place to stay!"

Hawthorne Hotel

10/10 Excellent

"My wife and I stayed here for our “minimoon” right after we got married and overall it was a great hotel! Very historic and definitely had that vintage feel while still maintaining cleanliness and a somewhat modern touch. Staff were very helpful and it was close by for us to walk everywhere in Salem! The only downside that we noted was that since the hotel is 101 years old - the walls between rooms are very thin and we could definitely hear others in rooms nearby. But this hotel provided a great place for us to enjoy all of Salem!"

Ashworth by the Sea

8/10 Good

"Nice stay we enjoyed our time and will rebook another time."

Castle Manor Inn

10/10 Excellent

"room is quite neat, cute clean, very nice, a cute little room; the staff are very friendly and helpful, balcony is very serene to relax and lounge."

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"

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."

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."

Atlantis Oceanfront Inn

10/10 Excellent

"I would stay at the Atlantis again in a heartbeat! From gorgeous views, to incredibly clean rooms and grounds and the staff being so friendly and helpful, it all made for a relaxing and wonderful stay!!"

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

Room 1

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