Top 10 Hotels Near Chatham Windmill in Chatham for 2026

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Our top choices for Chatham Windmill hotels

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

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

An outdoor seating area with tables and chairs, a sign for 'Wild Goose Tavern', and large windows.

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

1. Chatham Wayside Inn

0.5 km from Chatham Windmill

Ashley

RM694

RM972 total

includes taxes & fees

2 Nov - 3 Nov

A living room with a sofa, a coffee table, a lamp, and a TV. There is a dining area with a table and chairs. The room has a tiled floor and a door leading to another room.

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

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

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

2. Chatham Bars Inn

1.1 km from Chatham Windmill

Sylvia

RM1,579

RM1,807 total

includes taxes & fees

12 Nov - 13 Nov

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

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

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

A modern bedroom with a wooden wardrobe, a white robe hanging on the door, and a bed with a wooden frame.

3. Greyfinch Chatham Inn

1.5 km from Chatham Windmill

Jacob

RM694

RM944 total

includes taxes & fees

1 Nov - 2 Nov

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

A white bicycle with brown tires parked outside a building with a wooden exterior.

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

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

4. Chatham Tides

6.2 km from Chatham Windmill

Anthony

RM658

RM753 total

includes taxes & fees

10 Nov - 11 Nov

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

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

A nighttime pool area with lounge chairs and a lifebuoy.

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

5. The Escape Inn

19.5 km from Chatham Windmill

Marcegui

RM366

RM419 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

6. Charm on Main by Ocean Edge

13.2 km from Chatham Windmill

Kathleen

RM884

RM1,011 total

includes taxes & fees

21 Oct - 22 Oct

A hotel room with two beds, a desk with a television, a red chair, and a window with green curtains.

A brick building with a white picket fence, a lawn, and a sign for Skaket Beach Motel.

A covered patio with a round table and four chairs.

A breakfast buffet with pastries, a lamp, and storage containers on a wooden table.

7. Skaket Beach Motel

12 km from Chatham Windmill

Mary

RM531

RM607 total

includes taxes & fees

22 Oct - 23 Oct

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.

8. A Beach Breeze Inn

12.4 km from Chatham Windmill

William

RM527

RM603 total

includes taxes & fees

21 Oct - 22 Oct

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 living room with two armchairs, a sofa, a fireplace, and a window with curtains.

9. Candleberry Inn on Cape Cod

14 km from Chatham Windmill

Dvir

RM1,237

RM1,416 total

includes taxes & fees

22 Oct - 23 Oct

A hotel room with a large bed, a small table with chairs, a green armchair, a dresser, and a balcony with a view of trees.

A hotel room with two beds, a sofa, a desk, and a window with curtains.

A row of white, two-story buildings with a white fence in front, likely a motel or small hotel.

10. Blue Rock Resort

18.3 km from Chatham Windmill

Camille

RM387

RM448 total

includes taxes & fees

26 Oct - 27 Oct

A garden area with a welcome sign, outdoor seating, and a blue umbrella.

A hotel room with a large bed, two bedside tables, a wall-mounted painting, and a patterned carpet.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building.

A hotel reception area with a blue wall, a reception desk, a large window, and a welcome mat.

11. Rodeway Inn Orleans - Cape Cod

13.2 km from Chatham Windmill

Aldrick

RM450

RM515 total

includes taxes & fees

22 Oct - 23 Oct

A window with a view of the beach and ocean.

An aerial view of a coastal property with a large lawn, several buildings, and a beach in the background.

A room with a large window, a television, a dresser, and a chair.

A coastal property with a large grassy area, a parking lot, and buildings with a simple architectural style.

12. Nauset Beach Inn

12.5 km from Chatham Windmill

Peter

RM1,127

RM1,373 total

includes taxes & fees

1 Nov - 2 Nov

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

A bar area with a wooden barrel, glasses, candles, and a martini glass.

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

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

13. The Old Manse Inn

14 km from Chatham Windmill

Shannon

RM1,063

RM1,217 total

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with a wooden ceiling, multiple lounge chairs, and a brick floor.

A modern bar area with a central island, bar stools, and hanging pendant lights.

A modern restaurant with hexagonal patterned flooring, booth seating, and pendant lighting.

A hotel room with a bed, a desk, a sofa, a window with a view of a pool, and framed pictures on the wall.

14. Four Points by Sheraton Eastham Cape Cod

19.1 km from Chatham Windmill

Michelle

RM552

RM631 total

includes taxes & fees

26 Oct - 27 Oct

An indoor swimming pool with a clear view of the outside, a wooden wall with greenery, and a seating area with chairs.

A spacious lobby with a brick fireplace, seating area, and a large window providing natural light.

A gym with various exercise equipment, large windows, and a view of the outside.

A modern living area with a brick fireplace, orange armchairs, a glass coffee table, and a view of the outdoors through large windows.

15. All Seasons Resort, Trademark Collection by Wyndham

19.6 km from Chatham Windmill

Dilma

RM386

RM490 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.

A modern kitchen with a large island, wooden cabinets, a white refrigerator, and pendant lighting.

A golf course with sand bunkers, trees, and a clear blue sky.

A restaurant with brick arches, wooden tables, and chairs. There is a bar area with bottles and a television screen.

16. The Villages at Ocean Edge

13 km from Chatham Windmill

Myunghee

RM490

RM748 total

includes taxes & fees

8 Nov - 9 Nov

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

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

A deck with outdoor furniture, a large umbrella, and a view of a garden with flowers and a tree.

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

17. The Villa Callo Inn

13.6 km from Chatham Windmill

Shawn

RM1,714

RM2,196 total

includes taxes & fees

21 Oct - 22 Oct

A two-story building with a sign for 'Ambassador Inn & Suites'.

A hotel with a row of windows, a parking lot, and a garden with marigold flowers.

A reception area with a wooden counter, a red mat, and a painting of a bridge.

A hotel room with a large bed, a headboard with built-in lighting, a bedside table with a phone and a remote control, and a wall-mounted painting of a beach scene.

18. Ambassador Inn & Suites

19 km from Chatham Windmill

Kevin

RM543

RM656 total

includes taxes & fees

25 Oct - 26 Oct

A sign for Handkerchief Shoals Inn with a well-maintained garden in the foreground.

A blue door labeled "Office" with a small window and a mailbox.

A bedroom with a bed, a table, two chairs, a lamp, and a window with curtains.

An outdoor patio with round tables and chairs, picnic tables, and umbrellas.

19. Handkerchief Shoals Inn

7.3 km from Chatham Windmill

Matthew

RM727

RM832 total

includes taxes & fees

21 Oct - 22 Oct

An outdoor seating area with a fire feature, a pool, and a view of the ocean.

A bedroom with a large bed, two armchairs, a small table, and a view of the sea through large windows.

A spacious room with a large window overlooking the ocean, a stone fireplace, and a modern chandelier.

A beach with a modern building, a staircase, and a rocky shoreline.

20. Pelham House Resort

14.8 km from Chatham Windmill

sandra

RM1,057

RM1,331 total

includes taxes & fees

25 Oct - 26 Oct

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Compare popular hotels close to Chatham Windmill

Property	Property class	Guest rating
Chatham Wayside Inn	9.2 Wonderful 755 reviews	View
Chatham Bars Inn	9.2 Wonderful 873 reviews	View
Greyfinch Chatham Inn	8.8 Excellent 294 reviews	View
Chatham Tides	9.4 Exceptional 789 reviews	View
The Escape Inn	9.4 Exceptional 801 reviews	View

Top Chatham Windmill Hotel Reviews

Captain's House Inn

10/10 Excellent

"Staff was great and the property is well maintained and beautiful. Great stay."

Chatham Bars Inn

10/10 Excellent

"Amazing property and staff."

Chatham Wayside Inn

10/10 Excellent

"Great location! Right in the heart of downtown Chatham. The restaurant was a bonus with standard Cape Cod cuisine and very yummy. They also provide bikes if you want to pedal around town. The breakfast included was a bit light, but there's a perfect Cafe next door. We'll definitely stay there again."

Greyfinch Chatham Inn

10/10 Excellent

"Clean room. Conveniently located. Friendly staff. Would say there again."

Old Harbor Inn

10/10 Excellent

"We thoroughly enjoyed or 25th anniversary weekend at the Old Harbor inn! The staff and owner’s were amazing. The inn was well maintained the atmosphere and amenities were on point. The room was super and clean. The breakfast was great. Thanks to all who made our stay very enjoyable! We will be recommending this inn to our friends."

The Hawthorne

8/10 Good

"Beautiful spot with wonderful views of Chatham Bars without the crazy experience of Chatham Bars Inn"

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!"

Other attractions near Chatham Windmill

A lighthouse with an American flag, a white building with a red roof, and a 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.

Hotels near Chatham Windmill

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Treat yourself

Be picky

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Our top choices for Chatham Windmill hotels

1. Chatham Wayside Inn

2. Chatham Bars Inn

3. Greyfinch Chatham Inn

4. Chatham Tides

5. The Escape Inn

6. Charm on Main by Ocean Edge

7. Skaket Beach Motel

8. A Beach Breeze Inn

9. Candleberry Inn on Cape Cod

10. Blue Rock Resort

11. Rodeway Inn Orleans - Cape Cod

12. Nauset Beach Inn

13. The Old Manse Inn

14. Four Points by Sheraton Eastham Cape Cod

15. All Seasons Resort, Trademark Collection by Wyndham

16. The Villages at Ocean Edge

17. The Villa Callo Inn

18. Ambassador Inn & Suites

19. Handkerchief Shoals Inn

20. Pelham House Resort

Compare popular hotels close to Chatham Windmill

Top Chatham Windmill Hotel Reviews

Captain's House Inn

Chatham Bars Inn

Chatham Wayside Inn

Greyfinch Chatham Inn

Old Harbor Inn

The Hawthorne

Surfside Inn Chatham

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