Hotels closest to Chatham Windmill in Chatham

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Our top choices for Chatham Windmill hotels

A sandy beach path with wooden fencing, leading to the ocean.

A two-story house with a covered porch, a well-maintained garden, and a driveway.

A hotel room with a bed, a nightstand, a mirror, a shower area, and a lamp.

A sign for The Old Harbor Inn with a number 22 on the building.

1. Old Harbor Inn

0.8 km from Chatham Windmill

Adélaïde

€356

includes taxes & fees

15 Oct - 16 Oct

A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.

A garden with a pergola structure, a pathway, and a seating area.

A living room with wicker furniture, a fireplace, and a staircase.

A restaurant with long communal tables and booths, large windows, and a view of buildings outside.

2. Chatham Wayside Inn

0.5 km from Chatham Windmill

Ashley

€219

includes taxes & fees

29 Oct - 30 Oct

A pathway leading to a beach with boats in the background and a building with a tower.

A hotel entrance with a sign reading "Chatham Bars Inn Cape Cod".

A deck with white Adirondack chairs and a small round table, overlooking a beach and ocean.

A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.

3. Chatham Bars Inn

1.1 km from Chatham Windmill

Yousuf Hussain

€404

includes taxes & fees

19 Oct - 20 Oct

Four sun loungers aligned along a poolside with a tiled floor.

A white house with a grey roof, surrounded by a well-maintained lawn and flowering bushes.

A modern kitchen with white cabinetry, a wooden island with two barstools, and a decorative wall art piece.

A covered porch with white columns and a pathway leading to a door.

4. Greyfinch Chatham Inn

1.5 km from Chatham Windmill

Sara

€195

includes taxes & fees

1 Nov - 2 Nov

A two-story house with a symmetrical facade, a central entrance, and a flag.

A hotel room with a bed, nightstand, lamp, microwave, coffee maker, and a tray with snacks and a vase of flowers.

A neatly made bed with white bedding, two bedside tables with lamps, and a book on the bed.

A table set outdoors with a glass of iced tea, a glass of lemonade, and a bowl of fruit salad.

5. Candleberry Inn on Cape Cod

14 km from Chatham Windmill

Susan

€306

includes taxes & fees

28 Oct - 29 Oct

A park with green grass, trees, and a clear blue sky.

A spacious living room with a wooden ceiling, large windows, a dining area with a table set for four, and a sofa with cushions.

A spa area with a hot tub and a swimming pool, surrounded by large windows and potted plants.

A staircase with ornate brass handrails and a mirror.

6. Whalewalk Inn and Spa

14.2 km from Chatham Windmill

Purav

€261

includes taxes & fees

15 Oct - 16 Oct

A gazebo with a red roof and white trim, surrounded by a well-maintained lawn and a large tree with pink flowers.

A modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.

A sandy beach with gentle waves and a clear sky.

A building with a red door, black shutters, and hanging flower baskets.

7. Eagle Wing Inn - Cape Cod

14.8 km from Chatham Windmill

Andrea

€120

includes taxes & fees

4 Oct - 5 Oct

A swimming pool with blue water, surrounded by lounge chairs and a waterfall feature.

A covered porch with a lattice design, a stone pathway, and a view of a garden.

A house surrounded by dense trees and a gravel path leading to the front door.

A circular wooden structure with illuminated edges in a garden setting.

8. Pleasant Bay Village Resort

4.5 km from Chatham Windmill

sheila

€244

includes taxes & fees

6 Oct - 7 Oct

A two-story house with a porch, surrounded by well-maintained gardens and trees.

A bedroom with a four-poster bed, a television on a wooden cabinet, a plant, and a tray with glasses and a bottle.

A porch with white chairs and a planter with flowers.

A living room with a fireplace, a sofa, a glass coffee table, a lamp, and a cabinet.

9. The Captain Farris House B&B

18.9 km from Chatham Windmill

Ruth Ann

€168

includes taxes & fees

20 Oct - 21 Oct

A beach with a sunset, calm water, and rocks.

A large, two-story house with a well-maintained lawn and a prominent tree in front.

A dining area with wicker furniture, wooden tables, and large windows with views of trees.

A covered outdoor seating area with wicker furniture and a blue cushioned sofa.

10. The Old Manse Inn

14 km from Chatham Windmill

Shannon

€263

includes taxes & fees

1 Nov - 2 Nov

A table set with plates, glasses, a mug, and a blue hydrangea.

A swimming pool with a fountain, surrounded by greenery and a gazebo.

A bedroom with a fireplace, two armchairs, a bed, and a view of the outdoors.

A two-story building with a sign reading "The Orchard House."

11. Brewster by the Sea Inn

15.8 km from Chatham Windmill

Grace

€307

includes taxes & fees

1 Nov - 2 Nov

A room with nautical-themed decor, including a map, anchor-patterned rug, and a view of the sea through the window.

A blue outdoor seating area with picnic tables and umbrellas, surrounded by a wooden fence and trees.

A hotel room with a bed, two nightstands, a chair, a fireplace, and wall art.

A Beach Breeze Inn sign with a lighthouse graphic, a vacancy sign, and a building with a brick flower bed in front.

12. A Beach Breeze Inn

12.4 km from Chatham Windmill

Debra

€130

includes taxes & fees

12 Oct - 13 Oct

A two-story house with a covered porch, a brick pathway leading to the entrance, and a well-maintained lawn.

A wooden boardwalk leading to a covered area with a view of the sunset over the ocean.

A pool area with lounge chairs and umbrellas, surrounded by trees.

A bedroom with a large bed, two wall-mounted picture frames, a window with a view, and a wicker chair.

13. Charm on Main by Ocean Edge

13.2 km from Chatham Windmill

Kathleen

€202

includes taxes & fees

4 Oct - 5 Oct

A room with a bed, two wicker chairs, a small table, a coffee maker, and a view of the sea through a window.

A beachfront property with a wooden deck, a sign labeled "SHOWER," and surfboards stored outside.

A room with a large window overlooking the sea, a white desk, and nautical-themed decor.

A modern kitchen with white cabinets, a built-in oven, and a view of the ocean through large windows.

14. Chatham Tides

6.2 km from Chatham Windmill

Craig

€226

includes taxes & fees

28 Oct - 29 Oct

Two people seated on red chairs at a stone fire pit with a house in the background.

A two-story white house with black shutters, a front door with a number 1421, and a well-maintained lawn.

A cozy living room with a striped sofa, a small white table, and a round side table with flowers.

A double room with two beds, a small table with a lamp, a refrigerator, and a window with curtains.

15. Sesuit Harbor House

18.9 km from Chatham Windmill

Natasha

€270

includes taxes & fees

11 Oct - 12 Oct

A pathway flanked by vibrant flowers and greenery, leading to a house with large windows.

A living room with a sofa, a chair, a television, and a hallway leading to another room.

A bedroom with a large bed, a chair, a nightstand, and a window with curtains.

A traditional house with a garden pathway leading to the entrance, surrounded by lush greenery and a white picket fence.

16. The Villa Callo Inn

13.6 km from Chatham Windmill

Shawn

€450

includes taxes & fees

11 Oct - 12 Oct

A hotel with a white facade, a covered outdoor seating area with white chairs and tables, and a view of the sunset.

A sign for the Escape Inn Hotel with the address 1237.

A spacious dining area with white chairs and a marble table, a staircase, and a TV in the background.

A two-story building with a white picket fence, a 'No Lifeguard on Duty' sign, and a 'Shallow Water No Diving' warning sign.

17. The Escape Inn

19.5 km from Chatham Windmill

Toby

€86

includes taxes & fees

1 Nov - 2 Nov

A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.

A dining area with tables set for two, overlooking a body of water with a sailboat.

A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.

A room with a view of the sea, featuring a sofa, two chairs, a small table with a vase and a bottle, and a patterned carpet.

18. Wequassett Resort and Golf Club

6 km from Chatham Windmill

Angela

€437

includes taxes & fees

19 Oct - 20 Oct

A two-story house with a front porch, a mailbox, and a well-maintained garden.

A covered porch with white Adirondack chairs, a trash can, and a door marked with the number 9.

A hotel room with a bed, a bench, a desk, a microwave, and a television.

A swimming pool with lounge chairs and a covered seating area.

19. Pelham on Earle

11.7 km from Chatham Windmill

Colleen

€206

includes taxes & fees

26 Oct - 27 Oct

A two-story house with a well-lit front porch, a staircase leading to the entrance, and a garden with various plants and flowers.

A large, two-story house with a covered patio area, outdoor seating, and a stone waterfall feature.

A corner building with a curved roof, large windows, and a well-maintained garden with various plants and flowers.

A large swimming pool with a fountain, surrounded by lounge chairs and umbrellas, set against a stone building with multiple windows and a balcony.

20. Winstead Inn

9.6 km from Chatham Windmill

Karen

€265

includes taxes & fees

5 Oct - 6 Oct

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Compare popular hotels close to Chatham Windmill

Property	Property class	Guest rating
Old Harbor Inn	9.6 Exceptional 172 reviews	View
Chatham Wayside Inn	9.2 Wonderful 739 reviews	View
Chatham Bars Inn	9.2 Wonderful 867 reviews	View
Greyfinch Chatham Inn	8.8 Excellent 287 reviews	View
Candleberry Inn on Cape Cod	10.0 Exceptional 149 reviews	View

Top Chatham Windmill Hotel Reviews

Old Harbor Inn

10/10 Excellent

"This is a lovely inn with very friendly owners and staff. The snacks and baked goods were an added plus. Breakfast was delicious, and we enjoyed our conversations with the owner.The inn is very convenient to the downtown area of Chatham,as well. We will definitely stay here again while on the Cape."

Chatham Village - Adorable Studio Apartment in Antique Home

10/10 Excellent

"Really great place to stay. Clean. Beautiful. Walking distance to town. Lovely neighborhood. ZERO complaints."

Water View-Walk town/beach, pets considered, Linen Option

10/10 Excellent

"The house was beautiful, comfortable, convenient, clean, and well-supplied. It was in a great area. Since we happened to be there during a Nor’easter, it was also comforting to know that the house had a generator - even though we never lost power. Paul, the owner, was very easy to communicate with and answered all my questions quickly. Highly recommend!"

5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet

10/10 Excellent

"The house is in a great location and has plenty of room for a group."

Seaside condo with patio, beach access, loft, board games, gas grill, & firepit

10/10 Excellent

"The location right at the beach was ideal and we were willing to pay this price for two nights, even in the off-season, but I would not stay longer. Our only real issue was with the television which we were not able to get to work because all the apps seemed to need updating and we didn't feel like spending the time. We got a prompt response when we messaged to find out what services were available, and would have signed in on our own accounts (which I don't think we should have to do when we spend that much to stay somewhere), but we just didn't want to watch tv badly enough to go through the updating of the apps."

Surfside Inn Chatham

10/10 Excellent

"In the hallway to our room was a step which was very hard to see and my wife tripped on it and almost fell because of it - it should be marked with a paint line and written notice of its presence! You might consider having juice available for breakfast - orange or apple or both. Overall a pleasant place to stay!"

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

10/10 Excellent

"Charming and close to town"

Greyfinch Chatham Inn

10/10 Excellent

"This place is so cute! When we first pulled up we were unsure because it looks like an old roadside motel. But it’s quickly apparent that it’s been beautifully updated with fresh paint and hanging plants. The driveway and parking lot are spotless as are the rooms. The decor in the rooms is updated and coastal. The staff was lovely. I would absolutely stay here again!"

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

10/10 Excellent

"This property was perfect for our small relaxed bachelorette weekend! The back yard views and patio are to die for and the house is perfect for hosting small and larger groups. They have everything you need from beach towels to serving dishes and cookware. Its walking distance to the main street with shops and restaurants. It was a perfect weekend for us girls! The only thing we wish there was on the property was a small firepit to enjoy that outdoor patio through the evening. Linda and Keith were very easy to communicate with and provided great suggestions around the area. Definitely would recommend!"

Other attractions near Chatham Windmill

A lighthouse with a glass enclosure and metal railing, set against a partly cloudy sky.

Chatham Lighthouse

9.4/10 (173 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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A baseball game at night with players on the field and a house in the background.

Veterans Field

9.6/10 (9 reviews)

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

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A beach with people walking and standing on the sand, and the ocean in the background.

Chatham Lighthouse Beach

9.2/10 (46 reviews)

If a restful holiday is part of your travel plans, Chatham Lighthouse Beach might be the perfect place to visit during your trip to Chatham. Stroll along this trendy area's seaside or simply enjoy its seafood restaurants.

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Chase Park

You can take time to visit Chase Park during your travels to Chatham. Wander the beautiful beaches in this trendy area.

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Mayo House

8.0/10 (3 reviews)

Learn about the local history of Chatham with a stop at Mayo House. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.

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Atwood House Museum

6.0/10 (1 review)

You can spend an afternoon browsing the exhibits at Atwood House Museum in Chatham. Stroll along the beautiful beaches in this trendy area or visit its seafood restaurants.

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Chatham Seaside Links

9.2/10 (20 reviews)

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.

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Chatham Railroad Museum

8.8/10 (3 reviews)

You can spend an afternoon browsing the exhibits at Chatham Railroad Museum in Chatham. Stroll along the area's seaside or simply savour its seafood restaurants.

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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 Queen Anne Inn.

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 Atwood House Museum, Chatham Railroad Museum and Chatham Shark Center. 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 Red River Beach.

Chatham Hotel Guide - Chatham Windmill hotels in Chatham, United States of America.

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chatham Windmill hotels

1. Old Harbor Inn

2. Chatham Wayside Inn

3. Chatham Bars Inn

4. Greyfinch Chatham Inn

5. Candleberry Inn on Cape Cod

6. Whalewalk Inn and Spa

7. Eagle Wing Inn - Cape Cod

8. Pleasant Bay Village Resort

9. The Captain Farris House B&B

10. The Old Manse Inn

11. Brewster by the Sea Inn

12. A Beach Breeze Inn

13. Charm on Main by Ocean Edge

14. Chatham Tides

15. Sesuit Harbor House

16. The Villa Callo Inn

17. The Escape Inn

18. Wequassett Resort and Golf Club

19. Pelham on Earle

20. Winstead Inn

Compare popular hotels close to Chatham Windmill

Top Chatham Windmill Hotel Reviews

Old Harbor Inn

Chatham Village - Adorable Studio Apartment in Antique Home

Water View-Walk town/beach, pets considered, Linen Option

5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet

Seaside condo with patio, beach access, loft, board games, gas grill, & firepit

Surfside Inn Chatham

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

Greyfinch Chatham Inn

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Other attractions near Chatham Windmill

Chatham Lighthouse

Veterans Field

Chatham Lighthouse Beach

Chase Park

Mayo House

Atwood House Museum

Chatham Seaside Links

Chatham Railroad Museum

Frequently asked questions