The Best Historic Hotels in Chatham, MA from AED 969 in 2026

A boat on a calm river, a large house with a red roof, and dense greenery in the background.

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Our top choices for Chatham historic hotels

Coffee/tea maker, fridge, microwave, oven

1. Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Dennis

Shelby V.

Beach nearby, sun loungers, beach towels

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

Dennis

Jennifer S.

AED 918

AED 2,291 total

includes taxes & fees

14 Sep - 15 Sep

3. Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit

Dennis

Dan R.

AED 808

AED 2,316 total

includes taxes & fees

15 Sep - 16 Sep

4. Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Dennis

Kimberly C.

AED 744

AED 969 total

includes taxes & fees

14 Sep - 15 Sep

5. Chapter House

Yarmouth Port

JULIE

AED 1,027

AED 1,175 total

includes taxes & fees

14 Oct - 15 Oct

6. ★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets

West Brewster

Katrina W.

AED 2,310

AED 4,582 total

includes taxes & fees

19 Sep - 20 Sep

On the beach, sun loungers, beach towels

7. ★ WATERFRONT ★ HOT TUB ★ Kayaks & SUP’s ★ Pets OK ★ King bed ★ Dock ★ Big yard

Bass River

Angela J.

8. Take your family to the coast! A cozy home just a short walk from the beach!

Yarmouth

Namrata R.

AED 1,074

AED 2,222 total

includes taxes & fees

14 Sep - 15 Sep

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Top Chatham Hotel Reviews

Holiday Inn Express Hyannis Cape Cod by IHG

10/10 Excellent

"Clean very nice staff Beautiful breakfast our stay could not have been better thank you so much"

Chatham Wayside Inn

10/10 Excellent

"It’s a great location and the staff were great. The room was nice but very small."

Hyannis Harbor Hotel

8/10 Good

"Needs a little more cleaning bathroom was dirty when we arrived. The staff is nice and helpful."

The Mariner Resort Cape Cod by The Red Collection

10/10 Excellent

"Good"

The Villages at Ocean Edge

10/10 Excellent

"Great"

Greyfinch Chatham Inn

10/10 Excellent

"It's a short walk into downtown Chatham with sidewalks provided, so no walking on side of road. Very quiet at night, and hotel met every request. One exception - electrical outlets by the side of bathroom sink did not work. A little inconvenient to find other outlets that would accommodate our electrical uses. Other than that, very nice place to stay near Chatham. Completely renovated, and very clean."

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 349 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 Chatham Railroad Museum, Chatham Drama Guild, and Atwood House Museum. A couple of additional sights to add to your agenda are Ridgevale Beach 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.

Find Historic Hotels in Chatham, MA

Change your mind

Treat yourself

Be picky

Check availability on Chatham Historic Hotels

Our top choices for Chatham historic hotels

1. Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

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

3. Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit

4. Pond View~ Abuts conservation and walking trails. There is fishing at the pond

5. Chapter House

6. ★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets

7. ★ WATERFRONT ★ HOT TUB ★ Kayaks & SUP’s ★ Pets OK ★ King bed ★ Dock ★ Big yard

8. Take your family to the coast! A cozy home just a short walk from the beach!

Top Chatham Hotel Reviews

Holiday Inn Express Hyannis Cape Cod by IHG

Chatham Wayside Inn

Hyannis Harbor Hotel

The Mariner Resort Cape Cod by The Red Collection

The Villages at Ocean Edge

Greyfinch Chatham Inn

Frequently asked questions