Beginning of main content

Chatham Historic Hotel

Search Flights

Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Chatham Hotels

Search Flight + Hotel

Advanced options

Search 321,000 hotels worldwide.

Get the price guarantee available for your trip.

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Featured Chatham Historic Hotel

See all 183 Hotels in Chatham
Brewster by the Sea
Brewster by the Sea
716 Main Street, Brewster
4.0 out of 5.0
4.6 out of 5 (10 reviews)
Hide review
Best on the Cape Excellent B & B with caring and attentive owner and inn keeper. Breakfast was superb, 3 courses and more than we could eat. Very attentive to details and to personalizing our stay. Totally recommend. Bravo!
  8 Dec 2016

C$244

C$244
Craigville Beach Inn
Craigville Beach Inn
1338 Craigville Beach Rd, Centerville
2.0 out of 5.0
4.0 out of 5 (32 reviews)
Hide review
Just what I needed Cute, Quiet and Quaint. Simple clean rooms. They don't open their pool or offer the continental breakfast until Memorial day weekend. We went for a nice walk to the beach in the morning. Our family lives in Osterville, so this was a perfect location for us.
  12 May 2017

C$133

C$133
Pleasant Bay Village Resort
Pleasant Bay Village Resort
1191 Orleans Road, Chatham
3.0 out of 5.0
4.7 out of 5 (34 reviews)
Hide review
Beautiful resort! Gorgeous landscaping and gardens and ponds. Quiet, relaxing, private. Perfect location. Perfect place to stay.
  7 Dec 2016

C$218

C$218
Heritage House Hotel
Heritage House Hotel
259 Main Street, Hyannis
2.5 out of 5.0
3.4 out of 5 (436 reviews)
Hide review
Very nice hotel Room was clean, quiet. Bathroom - spotless. Ac/heater a little noisy, but nothing unbearable.
  1 Apr 2017

C$114

C$114
Chatham Highlander Motel
Chatham Highlander Motel
946 Main Street (Rte 28), Chatham
2.0 out of 5.0
4.2 out of 5 (18 reviews)
Hide review
Very pleasant and clean.. good location size of room good but could have had more counter space to put things.
  24 Sep 2016

C$201

C$201
Hyannis Travel Inn
Hyannis Travel Inn
18 North St, Hyannis
2.0 out of 5.0
4.0 out of 5 (294 reviews)
Hide review
Good located hotel. Very pleasant and helpful staff. Great location - close to the fishing boats and Main St where all the shops are.
  29 May 2017

C$121

C$121
Ashley Manor
Ashley Manor
3660 Main Street, Barnstable
3.5 out of 5.0
4.9 out of 5 (19 reviews)
Hide review
Great place, staff, and comfort. Traditional to the core. Our stay was beyond expectations in all categories. We are here in what would be considered off season - it isn't summer but the area has so much to offer year round and the Inn is the perfect place to experience the local history and convenient location to area shopping, ...
  8 Dec 2016
The Mansion at Ocean Edge
The Mansion at Ocean Edge
2907 Main Street, Brewster
4.0 out of 5.0
4.0 out of 5 (311 reviews)
Hide review
Great hotel and amazing location! I spent one night here with my family in our way to Boston. The hotel is beautiful and the location and amenities amazing I highly reccomend it
  14 Apr 2017

C$295

C$295
The Inn At Cape Cod
The Inn At Cape Cod
4 Summer Street, Yarmouth Port
4.0 out of 5.0
4.8 out of 5 (20 reviews)
Hide review
They were very helpful at all times and the breakfasts were very good. We found it a good central location on Cape Cod with good nearly restaurants
  2 May 2017

C$399

C$399
Liberty Hill Inn
Liberty Hill Inn
77 Main St, Yarmouth Port
3.5 out of 5.0
5.0 out of 5 (9 reviews)
Hide review
Very Nice Inn Innkeepers John & Krys are amazing. Wonderful Inn very Cozy My wife and I Stayed 3 nights last week of September ,weather was poor , but...Onsite experience provided to us by John and Krys made up for it! especially those breakfast Muffins that Krys masterfully whipped up" Yummm" I could not get enough of them.Love these Guys Thank ...
  4 Oct 2016

C$372

C$372
Map

Recently booked Chatham hotels

Chatham Guest Rooms
3.5 out of 5.0
Last booking: 23 minutes ago
Chatham Bars Inn
4.0 out of 5.0
Last booking: 41 hours ago
Pleasant Bay Village Resort
3.0 out of 5.0
Last booking: 42 hours ago
The Chatham Motel
2.0 out of 5.0
Last booking: 46 hours ago

Pocket Guide: Historic Hotel in Chatham

Search for hotels in Chatham on Expedia. You can easily find your hotels in Chatham using one of the methods below:

  • View our selection of featured hotels in Chatham
  • Use the map to find hotels in the Chatham neighborhood you prefer
  • Use the filters to see hotels in a specific area of Chatham, select a specific theme, brand, or hotel class from basic (1 Star) to luxury hotels (5 Stars) in Chatham
  • Enter your travel dates to view the best deals on hotels in Chatham - while they last