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

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

Coffee/tea maker, fridge, microwave, oven

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

Gloucester

Jennifer B.

CA $333

CA $644 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 $456

CA $845 total

includes taxes & fees

Sep 9 - Sep 10

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

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

4. Emerson Inn

Rockport

Michelle

CA $370

CA $414 total

includes taxes & fees

Sep 21 - Sep 22

1 bedroom, iron/ironing board, WiFi, bed sheets

5. Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

Rockport

Eugene

CA $271

CA $342 total

includes taxes & fees

Aug 31 - Sep 1

6. Historic Renovation, Walk to Front Beach and Shopping

Rockport

Dan K.

CA $333

CA $865 total

includes taxes & fees

Sep 7 - Sep 8

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

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

Ipswich

Jill H.

CA $202

CA $389 total

includes taxes & fees

Aug 31 - Sep 1

8. Hawthorne Hotel

Downtown Salem

Kinsey

CA $343

CA $383 total

includes taxes & fees

Aug 31 - Sep 1

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Top Gloucester Hotel Reviews

Sonesta Select Boston Danvers

8/10 Good

"Couch is a bit worn and ripped, light bulb kept flashing. Other than that great!"

Holiday Inn Hotel & Suites Boston - Peabody by IHG

10/10 Excellent

"The hotel is nice for what it is, which is affordable and in relative location to tons of stuff, including near Salem, without paying Salem prices. It could definitely use an update, there were definitely some cosmetic issues with the property and the rooms, but for the price you pay, it's very clean, it's very comfortable, and the staff was great. I would definitely stay here again."

Lakeside Inn

10/10 Excellent

"Nice"

Ocean House Hotel at Bass Rocks

10/10 Excellent

"The room was wonderful- clean and had a deck right off of our slider & we were steps away from a beautiful pool and hot tub. The staff were friendly and helpful. The views of the water crashing on the rocks were amazing and there were chairs set up to sit and enjoy. There was a firepit and they served cookies and coffee in the afternoon & cheese and wine in the early evening. There was a nice breakfast in the morning serving spinach and feta or ham and cheese hot croissants, fruit and bagels and eggs. I would rate our experience a 10 out of 10. Will definitely come again."

Ashworth by the Sea

10/10 Excellent

"Accommodations were very very nice. AC was super quiet unlike other hotels. Would be nice to have an exhaust fan in the bathroom but no big deal. Staff very cheery and helpful."

Beauport Hotel Gloucester

10/10 Excellent

"Beautiful spot right on the ocean. Loved the rooftop bar."

Motel 6 Danvers, MA - Boston North

10/10 Excellent

"Just okay"

The Vista

10/10 Excellent

"The staff are super duper friendly,"

The Northshore Hotel - Boston/Danvers

10/10 Excellent

"Love it here I go at least twice a week"

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