Find Historic Hotels in Chatham, MA

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Compare Chatham Historic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Greyfinch Chatham Inn
Outdoor pool

Greyfinch Chatham Inn

3.0 star property
8.8 out of 10, Excellent, (214)
"The room was well decorated and furnished and had a fresh feel to it. We liked The large bathroom area which looked newly refurbished was well stocked. It could however have done with a door to the sinks area to separate it from the bedroom. Though we only had limited time we did make brief use of the pool and bikes. It was a relatively short walk to restaurants and shopping area. We were disappointed in the staff on reception when we arrived as they were not very helpful or welcoming but...
Greyfinch Chatham Inn
Charming Downtown Chatham
Living area

Charming Downtown Chatham

10.0 out of 10, Exceptional, (35)
"Exactly what we wanted for a long weekend! Shopping on Main Street and walking distance to the Chatham Lighthouse. Clean and comfortable stay. Host was pleasant and communicaton was easy!"
Charming Downtown Chatham
Chatham Bars Inn
Exterior

Chatham Bars Inn

5.0 star property
9.2 out of 10, Wonderful, (738)
"Great service. Beautiful location and had the best room "
The price is AED 1,219
AED 1,465 total
includes taxes & fees
15 Jan - 16 January 2025
Chatham Bars Inn
Queen Anne Inn
Room

Queen Anne Inn

4.0 star property
8.8 out of 10, Excellent, (227)
"Lovely property !! Helpful friendly staff! "
Queen Anne Inn
Pleasant Bay Village Resort
Outdoor spa tub

Pleasant Bay Village Resort

3.0 star property
9.6 out of 10, Exceptional, (272)
"Property grounds were very beautiful and relaxing"
Pleasant Bay Village Resort
The Chatham Motel
Room

The Chatham Motel

2.0 star property
9.2 out of 10, Wonderful, (601)
"This place is a real gem. We loved our stay and will definitely return."
The Chatham Motel
Captain's House Inn
Property grounds

Captain's House Inn

4.0 star property
9.8 out of 10, Exceptional, (174)
"They went out of their way to accommodate our arrival. "
Captain's House Inn
Chatham Seafarer Inn
Front of property

Chatham Seafarer Inn

3.5 star property
9.0 out of 10, Wonderful, (285)
"I really liked my stay at the Seafarer! Such a cute spot and the people were super nice. I was in town visiting family, so my room was the perfect convenience with a cute little spot to sit outside my room and sip coffee in the morning and watch the world go by. The bed was comfortable, and it was a short distance to downtown Chatham where I could run to Chatham Light. Highly recommend. "
Chatham Seafarer Inn
Old Harbor Inn
Exterior detail

Old Harbor Inn

3.5 star property
9.6 out of 10, Exceptional, (158)
"Judy and Ray were so warm and welcoming. The property was pristine, quiet, and very conveniently located to town. I would highly recommend this stay from someone who wants a touch of luxury with a home like feel."
Old Harbor Inn
Chatham Wayside Inn
Front of property

Chatham Wayside Inn

4.0 star property
9.2 out of 10, Wonderful, (455)
"Quaint, comfortable and very friendly. Also provided an EV charging station in the parking lot. This is really helpful to those of who travel by EV."
The price is AED 621
AED 858 total
includes taxes & fees
5 Jan - 6 January 2025
Chatham Wayside Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

What should I expect on my historical trip to Chatham?
You’ll probably want to seek out the historically relevant sites during your vacation in Chatham. While you’re here, you can visit the waterfront and seaside. During your stay in this trendy area, you can also relish a trip to the seafood restaurants.
How many historically relevant hotels will I find in Chatham?
In Chatham, you’ll find 361 hotels and other accommodations bookable on Expedia though you won’t find many designated historic hotels.
What are the must-see historical sites and other places to visit in Chatham?
Chatham is notable for landmarks like Chatham Lighthouse, Chatham Lighthouse Beach, and Mayo House. Cultural venues include Gallery Antonia, Monomoy Theatre, and Chatham Railroad Museum. A couple of additional sights to add to your agenda are Chatham Fish Pier and Ridgevale Beach.
What is a historic hotel like in Chatham?
Guests who book a historic hotel can stay someplace that has an officially recognized national historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be identified as a historic hotel as long as it’s of special interest. Traditional architecture and period features can be admired in the guestrooms or communal spaces of historic hotels in Chatham, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
“Heritage hotel” is a term often used in Asia and Europe, while “historic hotel” is a term often used in the U.S. though overall the terms are quite similar. The building and architecture of historic hotels are generally what’s most important. For a heritage hotel, mainly, it’s cultural value as well as how it shaped the community.
Do historic hotels in Chatham have modern facilities?
Hotels include modern conveniences and safety features you’ve come to expect, but every effort is made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the popular amenities found in any hotel will also be available in a historic hotel. When you choose a historic hotel in Chatham, don’t worry that you’ll find a place that’s uncomfortable or rundown.