Title: The 10 Best Hotels Near Chatham Windmill, Chatham from CA $127 | Expedia.ca

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# Find hotels near Chatham Windmill, Chatham from CA $127

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## Check prices for these dates

Tonight

[Jan 10 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6286476&startDate=2026-01-10&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 11 - Jan 12](https://www.expedia.ca/Hotel-Search?regionId=6286476&startDate=2026-01-11&endDate=2026-01-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6286476&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6286476&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Our top choices for Chatham Windmill hotels

![Beach nearby](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/97707902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/471fd6ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/e74c9a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chatham Wayside Inn

[](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information)

0.5 km from Chatham Windmill

9.2/10

Wonderful

(615 reviews)

"Yes, lovely place to stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Angela

CA $164

CA $248 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/13fe4b58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/c3fa2de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, body treatments, aromatherapy](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5695h3900x5y0-3649fa2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chatham Bars Inn

[](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information)

1.1 km from Chatham Windmill

9.2/10

Wonderful

(803 reviews)

"Rooms were quaint, clean, and unique. Will definitely be staying again!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gustavo

CA $505

CA $578 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840568/cf61a596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Triple Room, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840568/86596e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's play area - outdoor](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840568/8a150ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Single Room, 1 King Bed | Living area](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840568/9e85c9d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Jonathan Edwards Motel

[](https://www.expedia.ca/Dennis-Port-Hotels-Jonathan-Edwards-Motel.h2840568.Hotel-Information)

14.5 km from Chatham Windmill

6.6/10

(47 reviews)

"Room was clean and staff was very helpful. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anita

CA $114

CA $131 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Dennis-Port-Hotels-Jonathan-Edwards-Motel.h2840568.Hotel-Information)

![Desk, laptop workspace, WiFi, bed sheets](https://images.trvl-media.com/lodging/38000000/37040000/37032200/37032119/ac2dde46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, WiFi, bed sheets](https://images.trvl-media.com/lodging/38000000/37040000/37032200/37032119/3bcba60e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, WiFi, bed sheets](https://images.trvl-media.com/lodging/38000000/37040000/37032200/37032119/f3943caa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/38000000/37040000/37032200/37032119/b68cec50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Nauset Beach Inn

[](https://www.expedia.ca/Orleans-Hotels-Nauset-Beach-Inn.h37032119.Hotel-Information)

12.5 km from Chatham Windmill

9.4/10

Exceptional

(175 reviews)

"very accommodating. Great location. Loved my stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Peter

CA $319

CA $389 total

includes taxes & fees

Jan 30 - Jan 31

[](https://www.expedia.ca/Orleans-Hotels-Nauset-Beach-Inn.h37032119.Hotel-Information)

![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1750000/1744200/1744111/dbf7e909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/2000000/1750000/1744200/1744111/e265f5c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1750000/1744200/1744111/3751592d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1750000/1744200/1744111/0e60c73b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rodeway Inn Orleans - Cape Cod

[](https://www.expedia.ca/Orleans-Hotels-Rodeway-Inn-Orleans-Cape-Cod.h1744111.Hotel-Information)

13.2 km from Chatham Windmill

8.0/10

Very good

(792 reviews)

"Clean and comfortable room very enjoyable stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Douglas

CA $146

CA $167 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Orleans-Hotels-Rodeway-Inn-Orleans-Cape-Cod.h1744111.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/c2ed8a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Room, Private Bathroom (Bayberry Room)](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/5a3acb10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/9803ffe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/67aecefb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brewster by the Sea Inn

[](https://www.expedia.ca/Brewster-Hotels-Brewster-By-The-Sea-Inn.h1159118.Hotel-Information)

15.8 km from Chatham Windmill

9.8/10

Exceptional

(172 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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michelle

CA $422

CA $482 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Brewster-Hotels-Brewster-By-The-Sea-Inn.h1159118.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/366fdd27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/b61b6541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/32aabc06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/5bdfdac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Escape Inn

[](https://www.expedia.ca/South-Yarmouth-Hotels-The-Escape-Inn.h6697712.Hotel-Information)

19.5 km from Chatham Windmill

9.4/10

Exceptional

(661 reviews)

"Great place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karim

CA $111

CA $127 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/South-Yarmouth-Hotels-The-Escape-Inn.h6697712.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/3000000/2780000/2774700/2774630/3510e8af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2780000/2774700/2774630/8263b081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premier Room, 1 King Bed with Sofa bed, Ocean View, Oceanfront (King)](https://images.trvl-media.com/lodging/3000000/2780000/2774700/2774630/3dae124a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premier Room, 1 King Bed with Sofa bed, Ocean View, Oceanfront (King)](https://images.trvl-media.com/lodging/3000000/2780000/2774700/2774630/4c17c982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pelham House Resort

[](https://www.expedia.ca/Dennis-Port-Hotels-Pelham-House-Resort.h2774630.Hotel-Information)

14.8 km from Chatham Windmill

8.6/10

Excellent

(209 reviews)

"Excellent location and the room was stunning! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

james

CA $304

CA $382 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Dennis-Port-Hotels-Pelham-House-Resort.h2774630.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/5d8fbc52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/cb01c753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/3053a633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/1aab8bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Mansion at Ocean Edge

[](https://www.expedia.ca/Brewster-Hotels-The-Mansion-At-Ocean-Edge.h7948.Hotel-Information)

13.3 km from Chatham Windmill

8.2/10

Very good

(1,000 reviews)

"The hotel is beautifully decorated for the holiday season"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary

CA $201

CA $310 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Brewster-Hotels-The-Mansion-At-Ocean-Edge.h7948.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/2000000/1090000/1084000/1083973/abb817d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1090000/1084000/1083973/8858149e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1090000/1084000/1083973/a8904b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1090000/1084000/1083973/7d80cbdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ambassador Inn & Suites

[](https://www.expedia.ca/South-Yarmouth-Hotels-Ambassador-Inn-Suites.h1083973.Hotel-Information)

19 km from Chatham Windmill

8.6/10

Excellent

(631 reviews)

"I love staying here. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jacqueline

[](https://www.expedia.ca/South-Yarmouth-Hotels-Ambassador-Inn-Suites.h1083973.Hotel-Information)

![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2740000/2730300/2730253/c5195237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/3000000/2740000/2730300/2730253/68ce2f7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2740000/2730300/2730253/583652e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/3000000/2740000/2730300/2730253/ae4af8bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### All Seasons Resort, Trademark Collection by Wyndham

[](https://www.expedia.ca/South-Yarmouth-Hotels-All-Seasons-Resort.h2730253.Hotel-Information)

19.6 km from Chatham Windmill

8.4/10

Very good

(314 reviews)

"Staff was nice and friendly "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kayla

CA $119

CA $155 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/South-Yarmouth-Hotels-All-Seasons-Resort.h2730253.Hotel-Information)

![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/2200/2159/cf7e63c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/2200/2159/ec617bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2200/2159/00348caf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed with Sofa bed, Pool View (Poolside)](https://images.trvl-media.com/lodging/1000000/10000/2200/2159/w3996h2667x0y0-53f2ea5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Four Points by Sheraton Eastham Cape Cod

[](https://www.expedia.ca/Eastham-Hotels-Four-Points-By-Sheraton-Eastham-Cape-Cod.h2159.Hotel-Information)

19.1 km from Chatham Windmill

8.2/10

Very good

(867 reviews)

"Perfect overnight stay in every way!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Debra

CA $176

CA $202 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Eastham-Hotels-Four-Points-By-Sheraton-Eastham-Cape-Cod.h2159.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/67000000/66580000/66570700/66570670/5f4b2c98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/67000000/66580000/66570700/66570670/ec8f86fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66580000/66570700/66570670/20de9ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/67000000/66580000/66570700/66570670/0bc9f62c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### An English Garden Bed & Breakfast

[](https://www.expedia.ca/Dennis-Port-Hotels-An-English-Garden-Bed-Breakfast.h66570670.Hotel-Information)

13.7 km from Chatham Windmill

9.0/10

Wonderful

(60 reviews)

"A charming hotel a block away from a nice sandy beach, loved a stay there."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hwamee

CA $267

CA $345 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Dennis-Port-Hotels-An-English-Garden-Bed-Breakfast.h66570670.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-24&endDate=2026-01-25&regionId=6286476&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Top Chatham Windmill Hotel Reviews

![Chatham Wayside Inn](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg)

### Chatham Wayside Inn

10/10 Excellent

"I’ve always been curious about the Wayside Inn because my mom worked there a gazillion years ago when she was in high school. It’s so cozy and clean and staff was very friendly. They also upgraded us which was super nice! The only thing was outlets in the room were kind of oddly positioned— but we made it work. Also you really couldn’t have a better location for exploring Chatham downtown (the Squire and shops are right across the street). Hope to be back in the summer. "

[](https://expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information)

![Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/a2be70a9_y.jpg)

### Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

10/10 Excellent

"From the communications with the host before the stay to the stay itself to check out, this was an amazing trip. We stayed here in the winter and the house was warm and cozy. The house is equipped with all a family needs for a restful and enjoyable stay- comfy beds, lots of games, etc. The power flickered during a snow storm (the whole town lost power for 2-3 minutes) and the boiler clicked off. The property manager was at the house in less than 10 minutes! James quickly set things right and we stayed toasty. Located right around the corner from Main Street, we were able to walk to restaurants, shops, and more. A wonderful house with great amenities and wonderful host. "

[](https://expedia.ca/Chatham-Hotels-Quaint-Cozy-Downtown-Chatham-Home.h33705690.Hotel-Information)

![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d_y.jpg)

### Chatham Bars Inn

10/10 Excellent

"Rooms were quaint, clean, and unique. Will definitely be staying again!!"

[](https://expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information)

![GREAT LOCATION - Water View, Walk to beach & Town!](https://images.trvl-media.com/lodging/34000000/33970000/33967200/33967125/d06d7d76_y.jpg)

### GREAT LOCATION - Water View, Walk to beach & Town!

10/10 Excellent

"What a fantastic property! Beautifully furnished antique and location is easy walk to everything in Chatham. Thank you for a great Thanksgiving stay at the Cape. Highly recommended. "

[](https://expedia.ca/Chatham-Hotels-Location-Location-Location-Water-Views-Walk-To-Beach-And-Walk-To-Town.h33967125.Hotel-Information)

![The Hawthorne](https://images.trvl-media.com/lodging/10000000/10000000/9995800/9995791/88db557f_y.jpg)

### The Hawthorne

10/10 Excellent

"This is the find!! Water front efficiency units-- while they may be small, they do the job. You can not find anything else like them. And the owners are wonderful. I understand now why so many people return here annually. "

[](https://expedia.ca/Chatham-Hotels-The-Hawthorne.h9995791.Hotel-Information)

![Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach](https://images.trvl-media.com/lodging/27000000/26770000/26766700/26766622/e29c587b_y.jpg)

### Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

10/10 Excellent

"Fantastic experience! Beautiful home in a perfect location with gorgeous water views. Perfect for a large family with young children. Will be back!"

[](https://expedia.ca/Chatham-Hotels-Waterfront-Chatham-Village.h26766622.Hotel-Information)

![Queen Anne Inn](https://images.trvl-media.com/lodging/1000000/600000/599600/599515/5b3e612f_y.jpg)

### Queen Anne Inn

10/10 Excellent

"Great breakfast, nice pool area"

[](https://expedia.ca/Chatham-Hotels-Queen-Anne-Inn.h599515.Hotel-Information)

![Hiawatha: 177-CC  Gorgeous Chatham Estate with heated pool, walk to Town or Beach](https://images.trvl-media.com/lodging/89000000/88680000/88676700/88676646/aa8d30e3_y.jpg)

### Hiawatha: 177-CC Gorgeous Chatham Estate with heated pool, walk to Town or Beach

10/10 Excellent

"This property was fabulous on all counts. It had great communal spaces for large groups to wine, dine, swim, and play games. It is a short walk to town and a longer but beautiful walk to the beach. Communication was quick and professional! I highly recommend this property!"

[](https://expedia.ca/Chatham-Hotels-Gorgeous-Chatham-Estate-With-Heated-Pool.h88676646.Hotel-Information)

![Chatham-Walk to Town/Beach-Multi Family Friendly](https://images.trvl-media.com/lodging/34000000/33650000/33646800/33646747/405ed789_y.jpg)

### Chatham-Walk to Town/Beach-Multi Family Friendly

10/10 Excellent

"Everything was just great! Our host, Paul, was kind, understanding, flexible and available at least by phone. The property is very comfortable and elegant. We were there during a nor’easter., so spent a lot of time cooking and visiting.,,"

[](https://expedia.ca/Chatham-Hotels-Chatham-Walk-To-Townbeach-Multiple-Family-Friendly.h33646747.Hotel-Information)

## 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](https://images.trvl-media.com/place/10743/37830e00-13fd-446b-9b4e-68d06f1b7003.jpg)

Photo by Donny Campos

### Chatham Lighthouse

4.6/5 (96 reviews)

Learn about the local history of Chatham when you spend time at Chatham Lighthouse. Wander the beautiful beaches and seaside in this trendy area. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6070163)

![Summer Baseball Game at Chatham, Cape Cod League](https://images.trvl-media.com/place/6070219/0313a916-3ad0-4cbd-b72f-eb1d6cd99785.jpg)

### Veterans Field

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

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6070219)

### Mayo House

Learn about the local history of Chatham when you take a trip to Mayo House. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532666586)

### Gallery Antonia

4.0/5 (1 review)

You can spend an afternoon studying the exhibits at Gallery Antonia during your travels in Chatham. Stroll along the area's seaside, or simply savor its seafood restaurants. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532666630)

### Atwood House Museum

You can spend an afternoon studying the exhibits at Atwood House Museum during your travels in Chatham. Stroll along the beautiful beaches in this trendy area, or check out its seafood restaurants. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6287163)

### Monomoy Theatre

4.0/5 (2 reviews)

You can get tickets for a performance at Monomoy Theatre during your trip to Chatham. Wander the beautiful beaches and seaside in the area. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6286898)

### Chatham Seaside Links

Enjoy a round of golf in Chatham at Chatham Seaside Links. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6286368)

### Chatham Railroad Museum

You can spend an afternoon browsing the exhibits at Chatham Railroad Museum during your travels in Chatham. Stroll along the area's beautiful beaches, or simply savor its seafood restaurants. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6287125)

## Frequently asked questions

### What are the top-rated hotels near Chatham Windmill?

> [Captain's House Inn](https://www.expedia.ca/Chatham-Hotels-Captains-House-Inn.h2824230.Hotel-Information)
> 
>   
> Captain's House Inn is a charming 4-star hotel located just 2.1 km from Chatham Windmill, with an impressive review rating of 9.8\. Guests can indulge in the serene atmosphere with amenities such as a private beach nearby, complimentary full breakfast, and cozy fireplaces in the rooms. The beautifully designed patio and terrace offer perfect spots to relax, while kayaking and boat tours are available at a nearby location, enhancing the coastal experience.
> 
>   
> [Old Harbor Inn](https://expedia.ca/Chatham-hotels-Old-Harbor-Inn.h1502039.Hotel-information)
> 
>   
> Old Harbor Inn, rated 9.6 by travellers, is a delightful 3.5-star hotel situated just a short 12-minute walk from Chatham Windmill. This inn features a lovely terrace and offers a buffet breakfast, alongside unique amenities like on-site yoga classes and romantic champagne service. Guests appreciate the beach umbrellas for a day by the shore and the cozy fireplaces in the rooms, making it a great choice for a relaxing getaway.
> 
>   
> [Pleasant Bay Village Resort](https://www.expedia.ca/Chatham-Hotels-Pleasant-Bay-Village-Resort.h3794781.Hotel-Information)
> 
>   
> Pleasant Bay Village Resort is a welcoming 3-star hotel located 5.1 km from Chatham Windmill, with an excellent review rating of 9.6\. The resort features an inviting outdoor pool and a hot tub for ultimate relaxation. Guests can enjoy the convenience of kitchenettes in their rooms and access to self-parking. With a lovely garden and playground, this resort provides a serene environment perfect for unwinding after a day of exploring.

### What hotels are within walking distance to Chatham Windmill?

> [Old Harbor Inn](https://expedia.ca/Chatham-hotels-Old-Harbor-Inn.h1502039.Hotel-information)
> 
>   
> Old Harbor Inn offers an inviting atmosphere just a 12-minute walk from Chatham Windmill. Rated 9.6 by travellers, this 3.5-star hotel features a lovely terrace, complimentary daily breakfast, and convenient early check-in. Guests can unwind with yoga classes onsite or enjoy a romantic picnic in the garden. With amenities like beach towels and self-parking, this is an ideal spot for relaxation and exploration.
> 
>   
> [The Hawthorne](https://www.expedia.ca/Chatham-Hotels-The-Hawthorne.h9995791.Hotel-Information)
> 
>   
> The Hawthorne is a charming escape located only 17 minutes on foot from Chatham Windmill, a review rating of 9.4\. This hotel features a kitchenette in every room, perfect for longer stays. Guests can soak up the sun at the nearby private beach or enjoy ocean views from the terrace. With self-parking and beach sun loungers available, it's a comfortable choice for those looking to enjoy the coastal experience.
> 
>   
> [Chatham Bars Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information)
> 
>   
> Chatham Bars Inn, a luxurious 5-star hotel, is just an 18-minute stroll from Chatham Windmill and holds a review rating of 9.2\. Guests can indulge in a full-service spa, outdoor tennis, and a beach shuttle. The hotel offers stunning ocean views and features a health club, swimming pool, and on-site dining. With amenities like valet parking and exclusive beach cabanas, this inn ensures a premium coastal retreat.

### How much is a hotel near Chatham Windmill?

### What are the most popular family-friendly hotels near Chatham Windmill?

> [Chatham Wayside Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information)
> 
>   
> Chatham Wayside Inn, located just a 7-minute walk from Chatham Windmill, is a charming 4-star hotel with a strong travellers' rating of 9.2\. Families can enjoy amenities like a kid-friendly restaurant, games for children, and free cribs. The inn also features a relaxing pool, garden views, and complimentary breakfast, making it an inviting option for families looking to explore the area.
> 
>   
> [Greyfinch Chatham Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Highlander-Village-Inn.h7461681.Hotel-Information)
> 
>   
> Greyfinch Chatham Inn is a delightful 3-star hotel located just 1.8 km from Chatham Windmill, a travellers' rating of 8.8\. This family-friendly inn offers amenities such as free cribs, a kitchenette, and rollaway beds to accommodate families. Guests can enjoy the pool with sun loungers, a lovely garden area, and easy access to nearby sandy beaches, making it a perfect retreat for families.
> 
>   
> [Wequassett Resort and Golf Club](https://www.expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information)
> 
>   
> Wequassett Resort and Golf Club is a luxurious 5-star resort situated 7.2 km from Chatham Windmill and is highly rated by travellers with a score of 9.4\. Families will appreciate the children's club, playground, and connecting rooms, ensuring a comfortable stay. The hotel also features a stunning pool, on-site dining with kids' meals, and a range of outdoor activities including golf and tennis, perfect for family adventures.

### Are there any 5-star hotels near Chatham Windmill?

> [Chatham Bars Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information)
> 
>   
> Chatham Bars Inn is an exquisite 5-star hotel situated just an 18-minute walk from Chatham Windmill, rated 9.2 by travellers. This waterfront hotel boasts stunning ocean views and a variety of luxurious amenities. Guests can indulge in the full-service spa, relax at the outdoor pool, or enjoy beach access with complimentary beach shuttles. The inn also features tennis courts and gourmet dining with ocean views, making it a remarkable choice for an elegant getaway.
> 
>   
> [Wequassett Resort and Golf Club](https://www.expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information)
> 
>   
> Wequassett Resort and Golf Club is a stunning 5-star retreat located just 7.2 km from Chatham Windmill. With an impressive review rating of 9.4, this resort offers a perfect blend of relaxation and adventure. Guests can enjoy direct access to a private beach, a luxurious pool area with cabanas, and golf nearby. Unique amenities include an extensive wellness program featuring yoga classes and an onsite sailing experience, ensuring a memorable stay for all travellers.

### Which hotels near Chatham Windmill offer the best views?

> [Chatham Wayside Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information)
> 
>   
> Chatham Wayside Inn is a charming 4-star hotel, just a 7-minute walk from Chatham Windmill, rated 9.2 by travellers. With a lovely terrace and garden view restaurant, it offers a cozy atmosphere for travellers. The inn features a heated pool, complimentary breakfast, and is conveniently located near local shopping. Ideal for those seeking a relaxing getaway with easy access to scenic spots.
> 
>   
> [Chatham Bars Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information)
> 
>   
> Chatham Bars Inn offers an enchanting stay just an 18-minute walk from Chatham Windmill, a review rating of 9.2\. This elegant 5-star hotel features stunning ocean views and direct beach access, along with a full-service spa, tennis courts, and complimentary beach shuttle service. Guests can unwind at the beachfront bar or indulge in relaxing treatments at the spa, ensuring a rejuvenating experience in a picturesque setting.
> 
>   
> [Wequassett Resort and Golf Club](https://www.expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information)
> 
>   
> Wequassett Resort and Golf Club, rated 9.4 by travellers, is a luxurious 5-star retreat located 7.2 km from Chatham Windmill. Guests can enjoy breathtaking ocean views from the on-site restaurant, alongside exceptional amenities like a hot tub, a full-service spa, and direct beach access. The hotel also features a golf course nearby, making it perfect for golf enthusiasts who appreciate a scenic landscape.

### What are the best affordable hotels near Chatham Windmill?

> [Pleasant Bay Village Resort](https://www.expedia.ca/Chatham-Hotels-Pleasant-Bay-Village-Resort.h3794781.Hotel-Information)
> 
>   
> Pleasant Bay Village Resort, a charming 3-star hotel located just 5.1 km from Chatham Windmill, offers travellers a warm, family-friendly atmosphere. With an impressive review rating of 9.6, travellers can enjoy amenities such as a hot tub, outdoor pool, and daily housekeeping. Families will appreciate the playground and cribs available on request, along with convenient features like free WiFi and self-parking.
> 
>   
> [The Hawthorne](https://www.expedia.ca/Chatham-Hotels-The-Hawthorne.h9995791.Hotel-Information)
> 
>   
> The Hawthorne is a delightful choice for travellers, located within a 17-minute walk from Chatham Windmill and a great traveler rating score of 9.4\. This hotel features ocean views and access to a sandy beach, making it ideal for those who enjoy coastal relaxation. Guests will find amenities such as free WiFi, self-parking, and kitchenettes for added convenience, along with beach towels and loungers for a perfect day by the water.
> 
>   
> [The Chatham Motel](https://www.expedia.ca/Chatham-Hotels-The-Chatham-Motel.h4616460.Hotel-Information)
> 
>   
> The Chatham Motel, situated just 3.4 km from Chatham Windmill, is a fantastic option for budget-conscious travellers, rated 9.2 by travellers. This welcoming motel offers essential amenities like free WiFi and self-parking, along with a refreshing outdoor pool and playground for children. Guests will also enjoy the convenience of kitchenettes and microwaves in their rooms, making it easy to prepare meals during their stay.

### What are the best boutique hotels near Chatham Windmill?

> [Chatham Bars Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information)
> 
>   
> Chatham Bars Inn is a luxurious 5-star hotel situated within an 18-minute walk from Chatham Windmill, offering an impressive travellers' rating of 9.2\. This boutique hotel is perfect for families, featuring supervised childcare, a children's club, and a relaxing beachfront with beach cabanas. Guests can also indulge in spa services, tranquil ocean views, and convenient amenities such as a beach shuttle and tennis courts for a complete seaside retreat.
> 
>   
> [Wequassett Resort and Golf Club](https://www.expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information)
> 
>   
> Wequassett Resort and Golf Club, a 5-star gem located just 7.2 km from Chatham Windmill, features a stunning array of boutique amenities and a remarkable travellers' rating of 9.4\. This family-friendly resort boasts a children's club, babysitting services, and a poolside bar, ensuring a delightful stay for travellers of all ages. Additional amenities include an onsite golf course, hot tub, and a variety of water sports such as kayaking and windsurfing.

### Are there any hotels with pools close to Chatham Windmill?

> [Chatham Wayside Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information)
> 
>   
> Chatham Wayside Inn is a charming 4-star hotel located just a 7-minute walk from Chatham Windmill, featuring an inviting outdoor pool complete with sun loungers and accessible options for all travellers. Rated 9.2 by travellers, this family-friendly hotel offers complimentary breakfast, a lovely garden view restaurant, and nearby golf and beach activities to ensure a memorable stay.
> 
>   
> [Chatham Bars Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information)
> 
>   
> Just an 18-minute walk from Chatham Windmill, Chatham Bars Inn is a prestigious 5-star hotel a top review rating of 9.2\. Guests can enjoy a beautifully designed pool area, complete with accessibility features and spa treatments. This upscale hotel also offers complimentary beach shuttles, tennis courts, and a full-service spa, ensuring a luxurious and relaxing experience for families and couples alike.
> 
>   
> [Wequassett Resort and Golf Club](https://www.expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information)
> 
>   
> Wequassett Resort and Golf Club, a luxurious 5-star retreat, is situated 7.2 km from Chatham Windmill. With a fantastic review rating of 9.4, travellers can indulge in a stunning pool area featuring cabanas and a poolside bar. This resort also offers activities like sailing and windsurfing, alongside exquisite dining options and family amenities like a children's club, making it perfect for a lavish family escape.

### What are the best pet-friendly hotels near Chatham Windmill?

> [Wequassett Resort and Golf Club](https://www.expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information)
> 
>   
> Wequassett Resort and Golf Club is a luxurious 5-star hotel located just 7.2 km from Chatham Windmill, with an impressive review rating of 9.4\. This resort is ideal for travellers traveling with pets, offering amenities such as pet-friendly rooms and food and water bowls. Guests can enjoy a range of features including an onsite golf course, outdoor pool, and a relaxing beach area. With options for fine dining and activities like tennis and kayaking, this resort promises a delightful stay for both you and your pet.

### Can I book a fully refundable hotel close to Chatham Windmill?

### Can I find Expedia discounts for hotels near Chatham Windmill?

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- [B&B in South Chatham ](https://www.expedia.ca/South-Chatham-Bed-And-Breakfast.d6285831-aaBedAndBreakfast.Travel-Guide-Accommodation)
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- [Pet-Friendly Hotels in South Orleans ](https://www.expedia.ca/South-Orleans-Hotels-Pet-Friendly-Hotel.0-0-d183344-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
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- [Boutique Hotels in West Chatham ](https://www.expedia.ca/West-Chatham-Hotels-Boutique-Hotel.0-0-d6285894-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
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- [Flights to Chatham ](https://www.expedia.ca/Cheap-Flights-To-Chatham.d10743.Travel-Guide-Flights)
- [Flights from Chatham ](https://www.expedia.ca/lp/flights/10743/flights-from-chatham)

- [Captain's Cove Golf Course ](https://www.expedia.ca/Captains-Cove-Golf-Course-Brewster.d6070161.Vacation-Attraction)
- [Chatham Drama Guild ](https://www.expedia.ca/Chatham-Drama-Guild-Chatham.d6311758.Vacation-Attraction)
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- [Ridgevale Beach ](https://www.expedia.ca/Ridgevale-Beach-Massachusetts.d6287520.Vacation-Attraction)
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- [South Orleans Vacations ](https://www.expedia.ca/South-Orleans.d183344.Destination-Travel-Guides)
- [Veterans Field ](https://www.expedia.ca/Veterans-Field-Chatham.d6070219.Vacation-Attraction)

- [Car rental Chatham ](https://www.expedia.ca/Car-Rentals-In-Chatham.d10743.Car-Rental-Guide)
- [Car rentals near Fox Hill ](https://www.expedia.ca/Car-Rentals-In-Fox-Hill.d553248621532666570.Car-Rental-Guide)

- [Chatham Vacation Rentals ](https://www.expedia.ca/Chatham-Vacation-Rentals.d10743.Travel-Guide-VacationRentals)
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