Hotels near Chatham Windmill

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Check prices for these dates

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Chatham Windmill hotels

Beach nearby
Chatham Wayside Inn

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
0.5 km from Chatham Windmill
9.2 out of 10, Wonderful, (608)
"Great location and friendly staff. We really enjoyed our stay there."
United States
Peter D
Chatham Wayside Inn
Exterior
Chatham Bars Inn

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
1.1 km from Chatham Windmill
9.2 out of 10, Wonderful, (799)
"Helpful staff & food & drinks were great ! "
United States
glen
The price is S$584
includes taxes & fees
29 Dec - 30 Dec
Chatham Bars Inn
Property grounds
The Escape Inn

The Escape Inn

The Escape Inn
2.5 star property
19.5 km from Chatham Windmill
9.4 out of 10, Exceptional, (658)
"Great place"
United States
Karim
The price is S$132
includes taxes & fees
3 Jan - 4 Jan, 2026
The Escape Inn
Front of property
An English Garden Bed & Breakfast

An English Garden Bed & Breakfast

An English Garden Bed & Breakfast
3.0 star property
13.7 km from Chatham Windmill
9.0 out of 10, Wonderful, (60)
"A charming hotel a block away from a nice sandy beach, loved a stay there."
United States
Hwamee
The price is S$320
includes taxes & fees
1 Jan - 2 Jan, 2026
An English Garden Bed & Breakfast
Gazebo
Veranda Cape Cod Family Resort

Veranda Cape Cod Family Resort

Veranda Cape Cod Family Resort
2.5 star property
19.4 km from Chatham Windmill
9.2 out of 10, Wonderful, (262)
"Beautiful grounds, quiet and comfortable. Very well run. "
United States
Benita
The price is S$263
includes taxes & fees
8 Jan - 9 Jan, 2026
Veranda Cape Cod Family Resort
Restaurant
Pelham House Resort

Pelham House Resort

Pelham House Resort
2.5 star property
14.8 km from Chatham Windmill
8.6 out of 10, Excellent, (204)
"Excellent location and the room was stunning! "
United States
james
The price is S$276
includes taxes & fees
26 Dec - 27 Dec
Pelham House Resort
Front of property
Ambassador Inn & Suites

Ambassador Inn & Suites

Ambassador Inn & Suites
3.0 star property
19 km from Chatham Windmill
8.6 out of 10, Excellent, (629)
"I love staying here. "
United States
Jacqueline
Ambassador Inn & Suites
Terrace/patio
The Mansion at Ocean Edge

The Mansion at Ocean Edge

The Mansion at Ocean Edge
4.0 star property
13.3 km from Chatham Windmill
8.2 out of 10, Very good, (1001)
"The hotel is beautifully decorated for the holiday season"
United States
Mary
The price is S$307
includes taxes & fees
11 Jan - 12 Jan, 2026
The Mansion at Ocean Edge
Indoor pool, seasonal outdoor pool, pool loungers
All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham
3.0 star property
19.6 km from Chatham Windmill
8.4 out of 10, Very good, (306)
"My room was very clean. The staff were friendly."
United States
Shanique
The price is S$143
includes taxes & fees
31 Dec - 1 Jan, 2026
All Seasons Resort, Trademark Collection by Wyndham
Premium bedding, desk, iron/ironing board, rollaway beds
Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod
2.0 star property
13.2 km from Chatham Windmill
8.0 out of 10, Very good, (788)
"Clean and comfortable room very enjoyable stay"
United States
Douglas
The price is S$154
includes taxes & fees
28 Dec - 29 Dec
Rodeway Inn Orleans - Cape Cod
Indoor pool, seasonal outdoor pool
Four Points by Sheraton Eastham Cape Cod

Four Points by Sheraton Eastham Cape Cod

Four Points by Sheraton Eastham Cape Cod
3.0 star property
19 km from Chatham Windmill
8.2 out of 10, Very good, (859)
"Perfect overnight stay in every way!"
United States
Debra
The price is S$173
includes taxes & fees
29 Dec - 30 Dec
Four Points by Sheraton Eastham Cape Cod
Front of property
Jonathan Edwards Motel

Jonathan Edwards Motel

Jonathan Edwards Motel
2.0 star property
14.5 km from Chatham Windmill
6.6 out of 10, (46)
"It’s was a really great place to stay and very clean. The staff was very nice we will return again"
United States
Joe
The price is S$113
includes taxes & fees
4 Jan - 5 Jan, 2026
Jonathan Edwards Motel
Lobby
Brewster Green Resort

Brewster Green Resort

Brewster Green Resort
2.5 star property
12 km from Chatham Windmill
The price is S$1,003
includes taxes & fees
2 Jan - 3 Jan, 2026
Brewster Green Resort
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 Windmill Hotel Reviews

Chatham Wayside Inn

Chatham Wayside Inn

10/10 Excellent
"Charming, cozy , clean! "
Erica 1-night trip
Posted 4 days ago
Chatham Wayside Inn

Hotels near other Chatham Windmill attractions

Chatham Light is a lighthouse located in Chatham, Massachusetts. Built in 1808 is a popular landmark in Cape Cod,and easily accessible by car. #BVSBlue
Photo by Donny Campos
Open Photo by Donny Campos

Chatham Lighthouse

4.6/5 (96 reviews)
Learn about the local history of Chatham when you take a trip to Chatham Lighthouse. Wander through the beautiful beaches and seaside in this trendy area.
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Summer Baseball Game at Chatham, Cape Cod League

Veterans Field

Catch an event at Veterans Field during your trip to Chatham. Wander the beautiful beaches and seaside in the area.
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Frequently asked questions

What's the area like around Chatham Windmill?
Chatham Windmill is located in a trendy area of Chatham known for its top seafood restaurants and sporting events. If you're looking for a convenient place to stay, take a look at the 154 hotels and other accommodation options you'll find within a mile.
What's the best place to stay near Chatham Windmill?
Adjacent to Chatham Windmill, Chatham Wayside Inn is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and a restaurant. Other good options within a short distance include Chatham Bars Inn and Surfside Inn Chatham.
How many hotels are there close to Chatham Windmill?
Expedia has 154 hotels and other accommodation options within a mile from Chatham Windmill.
If I need to cancel the hotel reservation for my stay near Chatham Windmill, will I receive a refund?
Yes! You'll find that most hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If your reservation is non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to review the best deals near Chatham Windmill.
What can I see and do near Chatham Windmill?
You'll want to browse the collections at Chatham Shark Center, Atwood House Museum and Chatham Railroad Museum. Some landmarks that you won't want to miss include Chatham Lighthouse, Chatham Lighthouse Beach and Mayo House. You can enjoy live performances at Monomoy Theatre and Chatham Drama Guild.