Find Historic Hotels in Chatham, MA

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Check availability on Chatham Historic Hotels

Tonight
7 Dec - 8 Dec
Tomorrow
8 Dec - 9 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Top Chatham Historic Hotels

Microwave, oven, stovetop, dishwasher
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Chatham
9.6 out of 10, Exceptional, (101)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is SAR 368
SAR 1,573 total
includes taxes & fees
10 Dec - 11 Dec
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
2 bedrooms, iron/ironing board, WiFi, bed sheets
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham

Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham

Chatham
8.6 out of 10, Excellent, (26)
"This was a very nice place to stay, the location was perfect. A short walk to town and centrally located on the Cape as a whole. This home had all of the amenities need for a comfortable stay."
United States
Jeffrey A.
The price is SAR 751
SAR 1,976 total
includes taxes & fees
9 Dec - 10 Dec
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham
Indoor pool
Courtyard Resort

Courtyard Resort

2.0 star property
Hyannis
8.2 out of 10, Very Good, (41)
"Staff extremely helpful, pleasant. Rooms clean, pool terrific. "
United States
katherine
The price is SAR 409
SAR 468 total
includes taxes & fees
17 Dec - 18 Dec
Courtyard Resort
Free daily continental breakfast
Comfort Inn Hyannis - Cape Cod

Comfort Inn Hyannis - Cape Cod

2.5 star property
Hyannis
8.0 out of 10, Very Good, (1002)
"Right in town"
United States
Ann
The price is SAR 368
SAR 421 total
includes taxes & fees
15 Dec - 16 Dec
Comfort Inn Hyannis - Cape Cod
Pelham King Bunk Suite + Balcony | Premium bedding, iron/ironing board, free WiFi, bed sheets
Pelham on Main

Pelham on Main

2.5 star property
West Dennis
8.6 out of 10, Excellent, (401)
"Would definitely stay again! Staff is welcoming, area is quiet and convenient. Renovated rooms are also a plus. 10/10."
United States
Nate
Pelham on Main
Fridge, microwave, oven, stovetop
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

West Brewster
9.6 out of 10, Exceptional, (50)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is SAR 495
SAR 1,944 total
includes taxes & fees
9 Dec - 10 Dec
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Beach nearby, sun loungers, beach towels
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location

Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location

Dennis
10.0 out of 10, Exceptional, (32)
"The place was adorable and the location was perfect. We could walk to the beach, to an amazing little bakery and it gave us great access to our weekend of wedding events.Irene had suggested sunset at Mayflower Beach and it was spectacular. We will be back in the future."
United States
Natalie D.
The price is SAR 1,250
SAR 2,762 total
includes taxes & fees
1 Jan - 2 January 2026
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
Fridge, microwave, oven, stovetop
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

Barnstable
10.0 out of 10, Exceptional, (30)
"House is beautiful and well equipped, and located in a lovely quiet neighborhood. Host was quickly responsive to all of our inquiries. Overall a great spot for a family vacation. "
United States
Sheila B.
The price is SAR 1,877
SAR 3,656 total
includes taxes & fees
9 Dec - 10 Dec
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
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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Top Chatham Hotel Reviews

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Very kind staff. Functional, clean room. Had an early bus and they let me take a few things for breakfast the night before."
June 1-night trip
Posted 19 hours ago
Hyannis Travel Inn

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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 345 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.