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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Check availability on Gloucester Historic Hotels

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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 $278

CA $618 total

includes taxes & fees

Sep 2 - Sep 3

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

Gloucester

Jennifer B.

CA $334

CA $647 total

includes taxes & fees

Sep 4 - Sep 5

3. Beach Life Bliss - steps to the beach

Gloucester

rich k.

CA $456

CA $840 total

includes taxes & fees

Sep 9 - Sep 10

4. Emerson Inn

Rockport

Michelle

CA $370

CA $414 total

includes taxes & fees

Sep 21 - Sep 22

5. Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

Rockport

Eugene

CA $270

CA $339 total

includes taxes & fees

Sep 8 - Sep 9

6. Historic Renovation, Walk to Front Beach and Shopping

Rockport

Dan K.

CA $333

CA $865 total

includes taxes & fees

Sep 7 - Sep 8

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

Ipswich

Jill H.

CA $202

CA $389 total

includes taxes & fees

Sep 1 - Sep 2

8. Hawthorne Hotel

Downtown Salem

Kinsey

CA $387

CA $432 total

includes taxes & fees

Sep 3 - Sep 4

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Top Gloucester Hotel Reviews

Lakeside Inn

8/10 Good

"The rooms could use a very thorough deep clean but it was good enough for the price we paid. We never tried the breakfast, so can’t comment on that. We really enjoyed karaoke night, such a fun time!"

Ashworth by the Sea

10/10 Excellent

"This was the first time we stayed there.The staff was excellent friendly and helpful the valet staff was excellent and helpful also room was clean I and the location is excellent. We would rate it a 10. We would definitely stay there again"

Best Western Plus North Shore Hotel

10/10 Excellent

"Rooms, lobby and dining room were all very clean. Staff greeted us and were helpful and pleasant. Breakfast had a lot of choices and was good. Parking was crowded and we had to park at the far end of the parking lot. Everything was safe and secure."

Sonesta Select Boston Danvers

8/10 Good

"A nice place overall. Amenities were basic but serviceable. Staff was friendly and helpful. Very clean room, comfortable bed."

Atlantis Oceanfront Inn

10/10 Excellent

"Absolutely gorgeous, wonderful hotel!! Incredible views. Comfy bed. Nice pool. Delicious breakfast cafe. I didn’t want to leave!!"

Comfort Inn & Suites Logan International Airport

10/10 Excellent

"It was clean and the staff was friendly."

Castle Manor Inn

10/10 Excellent

"Very pleasant and helpful checkin staff. Room was excellent. Breakfast that unfortunately for us is only on weekends but looks awesome! Muffins and Coffee were available. Would love to return!"

Sea Lion Motel and Cottages

10/10 Excellent

"lovely little place. Room clean and complete. Staff were the friendliest!! lots of parking."

DoubleTree by Hilton Boston North Shore

10/10 Excellent

"Spacious"

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 259 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.

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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