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 $617 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 $427

CA $764 total

includes taxes & fees

Sep 4 - Sep 5

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

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 $427

CA $477 total

includes taxes & fees

Aug 24 - Aug 25

Beach nearby, sun loungers, beach towels

4. Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

Rockport

Eugene

CA $271

CA $341 total

includes taxes & fees

Aug 18 - Aug 19

5. Historic Renovation, Walk to Front Beach and Shopping

Rockport

Dan K.

CA $436

CA $976 total

includes taxes & fees

Sep 15 - Sep 16

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

Ipswich

Jill H.

CA $201

CA $388 total

includes taxes & fees

Aug 31 - Sep 1

7. Hawthorne Hotel

Downtown Salem

steven

CA $326

CA $365 total

includes taxes & fees

Aug 31 - Sep 1

Coffee/tea maker, fridge, microwave, stovetop

3 bedrooms, iron/ironing board, WiFi (free), bed sheets

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

Salem

Gayle K.

CA $692

CA $1,150 total

includes taxes & fees

Sep 14 - Sep 15

View all properties

Top Gloucester Hotel Reviews

Lakeside Inn

10/10 Excellent

"To start of, I was scared due to the reviews. But I have to say I was amazed. If your a girly looking for a clean place to lay your head and carry on with your day, while saving a few bucks, this is the place. The staff was friendly, room was clean, the lake view was a plus. The place is nothing fancy, but it is clean and I felt safe and welcome. I will definitely be considering this property next time I'm in town."

Ashworth by the Sea

10/10 Excellent

"Room very clean. Friendly staff. Great for travelers with pets. Convenient to beach. The Sandbar restaurant was not the best- slow service, food so-so. The Wharf breakfast was excellent"

The Northshore Hotel - Boston/Danvers

10/10 Excellent

"Quiet, clean, inexpensive"

Sea Lion Motel and Cottages

10/10 Excellent

"Our room was surprisingly spacious. The hotel was just outside the busy part of town, with a grocery store right up the street. We couldnt have asked for a better place to stay for the weekend. We will definitely be returning."

DoubleTree by Hilton Boston North Shore

8/10 Good

"It was good"

Holiday Inn Express Boston - Saugus by IHG

10/10 Excellent

"Très bon hôtel. Bien situé. Propre. Petit déjeuné excellent !"

Castle Manor Inn

8/10 Good

"Comfortable, affordable accommodation on Cape Ann. Easy access to Gloucester and other points of interest."

Ocean House Hotel at Bass Rocks

10/10 Excellent

"My wife and I absolutely loved it here. The view is absolutely stunning! I can’t say enough great things about the staff, they were absolutely amazing. We will definitely be coming back here."

Atlantis Oceanfront Inn

10/10 Excellent

"Ocean view incredible Helpful staff Loved the area Mattress needs updating"

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 255 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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Book Historic Hotels in Gloucester on Expedia.com

Find Historic Hotels in Gloucester, MA from CA $341

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. Historic Renovation, Walk to Front Beach and Shopping

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

7. Hawthorne Hotel

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

Top Gloucester Hotel Reviews

Lakeside Inn

Ashworth by the Sea

The Northshore Hotel - Boston/Danvers

Sea Lion Motel and Cottages

DoubleTree by Hilton Boston North Shore

Holiday Inn Express Boston - Saugus by IHG

Castle Manor Inn

Ocean House Hotel at Bass Rocks

Atlantis Oceanfront Inn

Frequently asked questions

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