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Our top choices for Chatham Windmill hotels

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
0.5 km from Chatham Windmill
9.2 out of 10, Wonderful, (645 reviews)
"Friendly staff, clean and spacious room, convenience of having a restaurant on site, and convenience of walking to all the stores and restaurants. "
United States
Joseph
The price is ฿5,275
฿7,462 total
includes taxes & fees
30 Mar - 31 Mar
Chatham Wayside Inn

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
1.1 km from Chatham Windmill
9.2 out of 10, Wonderful, (815 reviews)
"Very nice room"
United States
Kevin
The price is ฿12,924
฿14,791 total
includes taxes & fees
10 Apr - 11 Apr
Chatham Bars Inn

Greyfinch Chatham Inn

Greyfinch Chatham Inn
3.0 star property
1.5 km from Chatham Windmill
8.8 out of 10, Excellent, (254 reviews)
"Wonderful place to stay"
United States
John
The price is ฿4,686
฿6,562 total
includes taxes & fees
12 Apr - 13 Apr
Greyfinch Chatham Inn

Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
5.0 star property
6 km from Chatham Windmill
9.4 out of 10, Exceptional, (245 reviews)
"The staff is amazing, they are kind and always looking for ways to help and make you feel welcome."
United States
Karla
The price is ฿10,237
฿12,536 total
includes taxes & fees
7 Apr - 8 Apr
Wequassett Resort and Golf Club

Chatham Tides

Chatham Tides
2.5 star property
6.2 km from Chatham Windmill
9.4 out of 10, Exceptional, (674 reviews)
"Room as fantastic andnstaff was very accomodating. Cant wait to stay at Chatham Tides during the summer!"
United States
Ron
The price is ฿6,041
฿6,914 total
includes taxes & fees
9 Apr - 10 Apr
Chatham Tides

Winstead Inn

Winstead Inn
4.0 star property
9.6 km from Chatham Windmill
9.4 out of 10, Exceptional, (126 reviews)
"Windstead Inn is a beautiful property!! Management was great, let us check in early and our room was upgraded. Would definitely stay again."
United States
Anonymous traveller
The price is ฿5,796
฿6,633 total
includes taxes & fees
3 Apr - 4 Apr
Winstead Inn

Jonathan Edwards Motel

Jonathan Edwards Motel
2.0 star property
14.5 km from Chatham Windmill
6.8 out of 10, (49 reviews)
"Well priced clean rooms and a very friendly and helpful staf. We learned before we checked out they are currently upgrading the rooms with adjustable beds to add to the comfort level. "
United States
Amy
The price is ฿3,569
฿4,085 total
includes taxes & fees
28 Mar - 29 Mar
Jonathan Edwards Motel

Skaket Beach Motel

Skaket Beach Motel
2.0 star property
12 km from Chatham Windmill
9.2 out of 10, Wonderful, (450 reviews)
"Clean room, great price for the offseason"
United States
Angeline
The price is ฿3,536
฿4,047 total
includes taxes & fees
7 Apr - 8 Apr
Skaket Beach Motel

Brewster Green Resort

Brewster Green Resort
3.5 star property
12 km from Chatham Windmill
9.4 out of 10, Exceptional, (128 reviews)
"Mike is the best. Very clean environment and family welcome"
United States
Catherine
The price is ฿7,499
฿8,582 total
includes taxes & fees
28 Mar - 29 Mar
Brewster Green Resort

Nauset Beach Inn

Nauset Beach Inn
3.0 star property
12.5 km from Chatham Windmill
9.4 out of 10, Exceptional, (176 reviews)
"Very clean and comfortable "
United States
Patricia
The price is ฿7,531
฿9,179 total
includes taxes & fees
28 Mar - 29 Mar
Nauset Beach Inn

Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod
4.5 star property
14 km from Chatham Windmill
10.0 out of 10, Exceptional, (139 reviews)
"Stunning bed and breakfast. Amazing owners and a experience you won’t forget."
United States
Michelle
The price is ฿12,410
฿14,203 total
includes taxes & fees
1 Apr - 2 Apr
Candleberry Inn on Cape Cod

The Villages at Ocean Edge

The Villages at Ocean Edge
3.5 star property
13 km from Chatham Windmill
8.4 out of 10, Very good, (1,000 reviews)
"We loved the room we stayed in and will return again next time we go to the Cape"
United States
Robert A
The price is ฿4,265
฿6,381 total
includes taxes & fees
12 Apr - 13 Apr
The Villages at Ocean Edge

The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort
2.5 star property
13.8 km from Chatham Windmill
8.6 out of 10, Excellent, (222 reviews)
"very peaceful, excellent staff, clean room, and close to good restaurants."
United States
Pauline
The price is ฿4,093
฿4,963 total
includes taxes & fees
1 Apr - 2 Apr
The Corsair & Cross Rip Oceanfront Resort

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, (800 reviews)
"Stayed during the blizzard of ‘26 very accommodating room Was clean and the location was convenient! "
United States
Celisia
The price is ฿3,438
฿3,935 total
includes taxes & fees
29 Mar - 30 Mar
Rodeway Inn Orleans - Cape Cod

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, (1,000 reviews)
"Clean room, friendly staff, great food and drinks at Bayzo’s Pub."
United States
Bonnie
The price is ฿6,075
฿8,827 total
includes taxes & fees
28 Mar - 29 Mar
The Mansion at Ocean Edge

Brewster by the Sea Inn

Brewster by the Sea Inn
4.0 star property
15.8 km from Chatham Windmill
9.8 out of 10, Exceptional, (173 reviews)
"Perfect stay! Amy was so friendly & made a delicious breakfast! The room was big & clean with Cape cod charm. We had the best time & would definitely stay there again! "
United States
Michelle
The price is ฿9,954
฿11,393 total
includes taxes & fees
28 Mar - 29 Mar
Brewster by the Sea Inn

Love Farms Lodge

Love Farms Lodge
2.5 star property
16.1 km from Chatham Windmill
8.6 out of 10, Excellent, (401 reviews)
"Great location near West Dennis Beach in lots of restaurants and things to do"
United States
Mark
The price is ฿4,391
฿5,428 total
includes taxes & fees
2 Apr - 3 Apr
Love Farms Lodge

Sesuit Harbor House

Sesuit Harbor House
3.0 star property
18.9 km from Chatham Windmill
9.6 out of 10, Exceptional, (178 reviews)
"Location is easy access to beautiful beaches and activities and shops in Dennis, Brewster and Barnstable. Very Family friendly."
United States
Barbara
The price is ฿5,965
฿6,827 total
includes taxes & fees
9 Apr - 10 Apr
Sesuit Harbor House

The Captain Farris House B&B

The Captain Farris House B&B
3.5 star property
18.9 km from Chatham Windmill
9.8 out of 10, Exceptional, (255 reviews)
"Wonderful, lovely cozy B&B. Incredible hosts, would definitely return."
United States
Nancy
The price is ฿6,454
฿7,387 total
includes taxes & fees
2 Apr - 3 Apr
The Captain Farris House B&B

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, (61 reviews)
"A charming hotel a block away from a nice sandy beach, loved a stay there."
United States
Hwamee
The price is ฿6,304
฿8,152 total
includes taxes & fees
28 Mar - 29 Mar
An English Garden Bed & Breakfast
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.

Compare popular hotels close to Chatham Windmill

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Beach nearby
Chatham Wayside Inn
4.0 star property
9.2
Wonderful
645 reviews
View
Exterior
Chatham Bars Inn
5.0 star property
9.2
Wonderful
815 reviews
View
Seasonal outdoor pool, pool loungers
Greyfinch Chatham Inn
3.0 star property
8.8
Excellent
254 reviews
View
Round Cove Suite | Frette Italian sheets, premium bedding, down duvets, minibar
Wequassett Resort and Golf Club
5.0 star property
9.4
Exceptional
245 reviews
View
Oceanfront Efficiency, 1 King Bed | Premium bedding, down duvets, iron/ironing board, free WiFi
Chatham Tides
2.5 star property
9.4
Exceptional
674 reviews
View

Top Chatham Windmill Hotel Reviews

Hotels near other Chatham Windmill attractions

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 151 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 151 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. Dip your toes in the water at Hardings Beach, Ridgevale Beach and Fox Hill.