Find Historic Hotels in Chatham, MA

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Chatham Historic Hotels

Top Chatham Historic Hotels

Pleasant Bay Village Resort
Outdoor pool

Pleasant Bay Village Resort

3.0 star property
9.6 out of 10, Exceptional, (274)
"Clean and well maintained property "
The price is AED 1,066
AED 1,220 total
includes taxes & fees
18 Jun - 19 Jun
Pleasant Bay Village Resort
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Microwave, oven, stovetop, dishwasher

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

9.6 out of 10, Exceptional, (93)
"Great location"
The price is AED 738
AED 2,221 total
includes taxes & fees
22 Jun - 23 Jun
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Eastham, Cape Cod - Town Cove Waterfront
Sun loungers

Eastham, Cape Cod - Town Cove Waterfront

9.0 out of 10, Wonderful, (85)
"Great place to stay close to everything, definitely planning to stay there again next summer."
The price is AED 826
AED 1,555 total
includes taxes & fees
9 Jul - 10 Jul
Eastham, Cape Cod - Town Cove Waterfront
★Waterfront & on Bike Path★ Firepit ★ Private beach★Bikes★Kayaks💥Sunsets
Outdoor dining

★Waterfront & on Bike Path★ Firepit ★ Private beach★Bikes★Kayaks💥Sunsets

10.0 out of 10, Exceptional, (20)
"This is a beautiful house! It’s so nice to be right on the water. The whole family enjoyed kayaking and paddleboarding!"
The price is AED 2,567
AED 4,514 total
includes taxes & fees
27 Jun - 28 Jun
★Waterfront & on Bike Path★ Firepit ★ Private beach★Bikes★Kayaks💥Sunsets
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (40)
"We enjoyed everything about our stay. Charming house, great location. Looking forward to staying there again in the future."
The price is AED 698
AED 2,375 total
includes taxes & fees
18 Jun - 19 Jun
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
Beach nearby, sun loungers, beach towels

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

9.8 out of 10, Exceptional, (28)
"Nice, quiet neighborhood location. "
The price is AED 988
AED 2,249 total
includes taxes & fees
18 Jun - 19 Jun
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Fridge, microwave, oven, stovetop

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

8.8 out of 10, Excellent, (17)
"This is a beautiful cozy cottage, perfect for a small family. Centrally located on the Cape close to a lot of sights and attractions. There is a beach and restaurant within walking distance. My granddaughters and I had a great stay this summer."
The price is AED 455
AED 1,703 total
includes taxes & fees
22 Jun - 23 Jun
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Interior

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

9.0 out of 10, Wonderful, (41)
"Location was unmatched! Easy beach access and activities all around."
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Pelham on Main
Pelham King Bunk Suite + Balcony | 1 bedroom, premium bedding, iron/ironing board, free WiFi

Pelham on Main

2.5 star property
8.6 out of 10, Excellent, (397)
"wonderful place to relax."
The price is AED 731
AED 903 total
includes taxes & fees
18 Jun - 19 Jun
Pelham on Main
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio
Outdoor spa tub

WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio

10.0 out of 10, Exceptional, (86)
"Wonderful property!"
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio
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.

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 365 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 Cape Cod Beaches.
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.