10 Best Hotels & Accommodation Closest to Chatham Windmill in Chatham from AU$148

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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

Pamela

AU$704

includes taxes & fees

20 Sept - 21 Sept

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

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

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.

2. Chatham Wayside Inn

0.5 km from Chatham Windmill

jacquelyn

AU$630

includes taxes & fees

2 Sept - 3 Sept

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

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

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

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

3. Greyfinch Chatham Inn

1.5 km from Chatham Windmill

Sara

AU$349

includes taxes & fees

9 Sept - 10 Sept

A covered porch with wicker furniture and a red cushion, a brick pathway, and a grassy area with a sign in the background.

A dining area with a round table and white chairs, a staircase, and a blue accent wall.

A staircase with a wooden finish, a white wall with a teal accent, and a modern light fixture.

A beach with people sunbathing and swimming, a rocky shoreline, and houses in the background.

4. Surfside Inn Chatham

0.8 km from Chatham Windmill

Jenee

AU$375

includes taxes & fees

1 Oct - 2 Oct

A two-story house with a porch, a star decoration, and outdoor seating.

A dining table with a plate of food, a mug, and a bowl of berries.

A house with a blue door and a number '187' on the front.

A dining area with a wooden table and chairs, large windows with a view of greenery, and a vase with flowers on the table.

5. Sea Meadow Inn

14.9 km from Chatham Windmill

Joanne

AU$472

includes taxes & fees

1 Oct - 2 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 circular wooden structure with illuminated edges in a garden setting.

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

6. Pleasant Bay Village Resort

4.5 km from Chatham Windmill

Allison

AU$378

includes taxes & fees

23 Sept - 24 Sept

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

A spacious indoor dining area with multiple tables and wicker chairs, large windows with decorative plates, and an exit sign.

7. Charm on Main by Ocean Edge

13.2 km from Chatham Windmill

Kathleen

AU$270

includes taxes & fees

2 Sept - 3 Sept

A hotel room with a large bed, teal walls, and a wooden headboard. There are two bedside tables with lamps and small plants.

A kitchen with a brick stove, a white countertop, and a sign labeled "POOL TOWELS".

A traditional fireplace with a clock above it, surrounded by various decorative items and a modern refrigerator.

A dining area with round tables and chairs, floral centerpieces, and decorative wall signs.

8. Olde Tavern Motel And Inn

12.3 km from Chatham Windmill

Rosalie

AU$148

includes taxes & fees

2 Sept - 3 Sept

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

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.

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

9. The Old Manse Inn

14 km from Chatham Windmill

Shannon

AU$498

includes taxes & fees

7 Sept - 8 Sept

A wooden staircase leading to a beach with a clear view of the ocean.

A swimming pool with lounge chairs and a building with a curved roof.

A fenced backyard with artificial grass, two Adirondack chairs, and a wooden fence.

A compact kitchen with a dining area, a bed, and a small living space.

10. Doryman Motel

14.6 km from Chatham Windmill

Leslie

AU$231

includes taxes & fees

20 Sept - 21 Sept

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

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.

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

11. The Villa Callo Inn

13.6 km from Chatham Windmill

Shawn

AU$607

includes taxes & fees

9 Sept - 10 Sept

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

A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.

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

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.

12. Wequassett Resort and Golf Club

6 km from Chatham Windmill

Lisa

AU$1,234

includes taxes & fees

7 Sept - 8 Sept

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

13. Chatham Tides

6.2 km from Chatham Windmill

Melissa

AU$483

includes taxes & fees

1 Oct - 2 Oct

A backyard with a fire pit, outdoor seating, string lights, and a hammock.

A modern living room with a blue sofa, a coffee table, a large window, and a surfboard decoration.

A pool area with lounge chairs, a hot tub, and string lights.

A room with arcade games, a TV, a large window, and a plant.

14. Dennis Port Surf Club (Boutique Hotel)

14.8 km from Chatham Windmill

Jose Alejandro

AU$159

includes taxes & fees

2 Sept - 3 Sept

A hot tub with a tiled edge and a metal ladder, surrounded by a carpeted floor and wooden walls.

A patio area with white lounge chairs, a building with large windows, and a clear blue sky.

A building with a flag, a sign, and a pathway lined with flowers.

A spacious living room with a large abstract painting, two chandeliers, and a coffee machine.

15. Brewster Green Resort

12 km from Chatham Windmill

Jim

AU$290

includes taxes & fees

24 Sept - 25 Sept

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

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.

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

16. Sesuit Harbor House

18.9 km from Chatham Windmill

Natasha

AU$473

includes taxes & fees

1 Oct - 2 Oct

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

A compact living space with a dining area, kitchenette, and a television.

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

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

17. Skaket Beach Motel

12 km from Chatham Windmill

Jason

AU$221

includes taxes & fees

21 Sept - 22 Sept

A beach with clear blue water, a sandy shore, and rocky outcrops.

A Kingfisher Oceanside building with a white picket fence, picnic tables, and solar panels on the roof.

A building with a sign reading "Kingfisher Oceanside 15".

18. Kingfisher Oceanside

14.8 km from Chatham Windmill

David

AU$283

includes taxes & fees

29 Sept - 30 Sept

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

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

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

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

19. Pelham on Earle

11.7 km from Chatham Windmill

Karen

AU$401

includes taxes & fees

10 Sept - 11 Sept

A window with a view of the beach and ocean.

A table set for two with a green vase of flowers and three glasses, overlooking a body of water.

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

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

20. Nauset Beach Inn

12.5 km from Chatham Windmill

Peter

AU$694

includes taxes & fees

2 Sept - 3 Sept

View all properties

Compare popular hotels close to Chatham Windmill

Property	Property class	Guest rating
Old Harbor Inn	9.6 Exceptional 168 reviews	View
Chatham Wayside Inn	9.2 Wonderful 723 reviews	View
Greyfinch Chatham Inn	8.8 Excellent 280 reviews	View
Surfside Inn Chatham	8.2 Very good 170 reviews	View
Sea Meadow Inn	10.0 Exceptional 23 reviews	View

Top Chatham Windmill Hotel Reviews

Queen Anne Inn

8/10 Good

"7/10 — Charming property with room for improvement We stayed for two nights this past weekend and overall had a pleasant stay. We were in the back cottage, and the room itself was totally fine. I especially liked the hardwood floors, and we had no major concerns with the room during our stay. The bathroom could use some updating, but everything was functional. The main building has a cute, eclectic New England feel, with some really charming sitting areas and common spaces. There’s definitely a lot of character to the property, and with a few updates and a little more attention to the grounds, I think it could be a really lovely place. One area that stood out was the upkeep of the outdoor spaces. There were tables and chairs with quite a few fallen leaves sitting on them throughout the weekend, which made the outdoor areas feel a bit less inviting than they could have been. A little more regular maintenance would make a noticeable difference. The front desk receptionist was wonderful. She was very friendly and checked in with us a couple of times throughout the weekend to make sure everything was going well and that we didn’t need anything, which we really appreciated. Overall, we had a good stay and everything went smoothly. The property has a lot of charm and potential, and I think some updates to the bathrooms and a bit more attention to the outdoor grounds could really elevate the experience."

Cozy Cape near Chatham Center

10/10 Excellent

"The house was perfect and in a great location, and the host was very kind and responsive! Would definitely stay again!"

Private Beach, Water Views, Incredible Location!

10/10 Excellent

"We stayed here for 6 nights with 2 of our adult children. The house was beautiful in an exceptionally quiet, peaceful setting with panoramic views and a wrap around deck. The house was comfortable and pristine with a beautiful kitchen that was very well stocked with everything you’d need for cooking in and very nice bathrooms with great showers! Chatham is centrally located for quick trips to many public beaches. We visited Chatham beaches, Nauset beach and Corporation Beach. We were able to watch seals from the private beach one night."

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

10/10 Excellent

"Lovely location, well equipped home, great selection of toys for kids"

Old Harbor Inn

10/10 Excellent

"The owner was so nice and knowledgeable. He made us feel like home."

Chatham Village: Lovely 1-Bedroom Apartment in Antique Home

10/10 Excellent

"First time to the Cape- Loved the location and ease of getting a copy of coffee with a short walk to town. Everything was clean and quiet. Thank you for such a great place to stay."

Greyfinch Chatham Inn

10/10 Excellent

"Clean room and great location"

Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!

10/10 Excellent

"Beautiful property is great location! Very comfortable, quiet and centrally located. Susan was an excellent host!"

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

8/10 Good

"Great house, location was great also. Great yard for children to play. The biggest complaints are the master bedroom upstairs had a huge claw foot tub for shower, not suitable for seniors. The downstairs master bedroom had a ridiculous high bed impossible even for young couple to climb in with step. The lighting in the house was inadequate. We received a text reminding us to not have flood lights on after 10pm and be off the top deck by then which was no problem because we were always in way before then. Paul was very professional and recommended a great rental for sheets and bicycles."

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.

See properties

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.

See properties

Chase Park

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

See properties

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.

See properties

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.

See properties

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.

See properties

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 beautiful beaches or simply savour its seafood restaurants.

See properties

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 153 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 153 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.

Top Hotels Near Chatham Windmill in Chatham from AU$148

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Chatham Windmill hotels

1. Old Harbor Inn

2. Chatham Wayside Inn

3. Greyfinch Chatham Inn

4. Surfside Inn Chatham

5. Sea Meadow Inn

6. Pleasant Bay Village Resort

7. Charm on Main by Ocean Edge

8. Olde Tavern Motel And Inn

9. The Old Manse Inn

10. Doryman Motel

11. The Villa Callo Inn

12. Wequassett Resort and Golf Club

13. Chatham Tides

14. Dennis Port Surf Club (Boutique Hotel)

15. Brewster Green Resort

16. Sesuit Harbor House

17. Skaket Beach Motel

18. Kingfisher Oceanside

19. Pelham on Earle

20. Nauset Beach Inn

Compare popular hotels close to Chatham Windmill

Top Chatham Windmill Hotel Reviews

Queen Anne Inn

Cozy Cape near Chatham Center

Private Beach, Water Views, Incredible Location!

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Old Harbor Inn

Chatham Village: Lovely 1-Bedroom Apartment in Antique Home

Greyfinch Chatham Inn

Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!

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

Other attractions near Chatham Windmill

Chatham Lighthouse

Veterans Field

Chase Park

Mayo House

Atwood House Museum

Chatham Seaside Links

Chatham Railroad Museum

Frequently asked questions