The 10 Best Hotels Near Chatham Windmill, Chatham from CA $150

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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.

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

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

1. Chatham Wayside Inn

0.5 km from Chatham Windmill

Ashley

CA $504

CA $638 total

includes taxes & fees

Sep 23 - Sep 24

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.

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

An aerial view of a beach with rows of sunbeds and umbrellas, a pier extending into the water, and a small building near the beach.

2. Chatham Bars Inn

1.1 km from Chatham Windmill

Yousuf Hussain

CA $632

CA $724 total

includes taxes & fees

Oct 18 - Oct 19

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

CA $237

CA $323 total

includes taxes & fees

Oct 18 - Oct 19

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

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.

A red two-story house with a covered porch, white trim, and multiple windows.

4. Surfside Inn Chatham

0.8 km from Chatham Windmill

Jenee

CA $330

CA $377 total

includes taxes & fees

Oct 1 - Oct 2

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

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

A spacious living room with large windows, a patterned rug, and two sofas.

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

CA $301

CA $350 total

includes taxes & fees

Oct 22 - Oct 23

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

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

6. Candleberry Inn on Cape Cod

14 km from Chatham Windmill

Susan

CA $440

CA $504 total

includes taxes & fees

Sep 23 - Sep 24

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

A sandy beach with gentle waves and a clear sky.

A kitchen with a white island, a fireplace, and a surfboard decoration.

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

CA $166

CA $190 total

includes taxes & fees

Oct 4 - Oct 5

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

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

A bedroom with a large bed, two side tables with lamps, a wooden nightstand, a wooden dresser, and a large window with a view of greenery.

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

8. Pleasant Bay Village Resort

4.5 km from Chatham Windmill

Allison

CA $305

CA $349 total

includes taxes & fees

Oct 12 - Oct 13

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

A garden with a white pergola, various plants, and a large tree.

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."

9. Brewster by the Sea Inn

15.8 km from Chatham Windmill

Grace

CA $469

CA $536 total

includes taxes & fees

Oct 12 - Oct 13

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

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.

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

10. Charm on Main by Ocean Edge

13.2 km from Chatham Windmill

Kathleen

CA $303

CA $347 total

includes taxes & fees

Oct 13 - Oct 14

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

A clear blue swimming pool with a metal ladder, surrounded by lounge chairs and an American flag.

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

A bedroom with a bed, two bedside tables, a chair, a sofa, and wall art.

11. A Beach Breeze Inn

12.4 km from Chatham Windmill

Debra

CA $181

CA $207 total

includes taxes & fees

Oct 12 - Oct 13

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

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.

A hotel room with two beds, a view of the outdoors, and a balcony.

12. Olde Tavern Motel And Inn

12.3 km from Chatham Windmill

Rosalie

CA $139

CA $159 total

includes taxes & fees

Oct 5 - Oct 6

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

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

13. Chatham Tides

6.2 km from Chatham Windmill

Craig

CA $336

CA $384 total

includes taxes & fees

Oct 7 - Oct 8

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

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

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.

14. The Villa Callo Inn

13.6 km from Chatham Windmill

Shawn

CA $517

CA $672 total

includes taxes & fees

Sep 26 - Sep 27

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

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

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.

15. Wequassett Resort and Golf Club

6 km from Chatham Windmill

Lisa

CA $586

CA $718 total

includes taxes & fees

Oct 19 - Oct 20

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.

16. Dennis Port Surf Club (Boutique Hotel)

14.8 km from Chatham Windmill

Katia

CA $138

CA $158 total

includes taxes & fees

Sep 29 - Sep 30

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.

17. Sesuit Harbor House

18.9 km from Chatham Windmill

Natasha

CA $367

CA $420 total

includes taxes & fees

Oct 22 - Oct 23

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 sign for the Escape Inn Hotel with the address 1237.

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

18. The Escape Inn

19.5 km from Chatham Windmill

Toby

CA $131

CA $150 total

includes taxes & fees

Oct 8 - Oct 9

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

A cozy living room with a fireplace, a Christmas tree, and festive decorations.

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

19. Winstead Inn

9.6 km from Chatham Windmill

Karen

CA $395

CA $452 total

includes taxes & fees

Sep 23 - Sep 24

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 modern interior with a wooden floor, a blue and white patterned wall, a large painting, and a bar area with a blue marble backsplash.

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

20. Pelham on Earle

11.7 km from Chatham Windmill

Colleen

CA $376

CA $465 total

includes taxes & fees

Oct 8 - Oct 9

View all properties

Compare popular hotels close to Chatham Windmill

Property	Star rating	Guest rating
Chatham Wayside Inn	9.2 Wonderful 733 reviews	View
Chatham Bars Inn	9.2 Wonderful 863 reviews	View
Greyfinch Chatham Inn	8.8 Excellent 286 reviews	View
Surfside Inn Chatham	8.0 Very good 172 reviews	View
Sea Meadow Inn	10.0 Exceptional 25 reviews	View

Top Chatham Windmill Hotel Reviews

Chatham Bars Inn

10/10 Excellent

"The hotel is stunning. Rooms in Main Inn are a little small but very comfortable. The staff is excellent and very friendly. The bar and bartenders are fun and serve excellent drinks. The only concern I have was the spa policy. You may not pay to use the spa amenities unless you book a service. I would have loved the use the spa pool, hot tub, sauna, etc without booking a service and gladly paid."

Chatham Village - Adorable Studio Apartment in Antique Home

10/10 Excellent

"The unit was very comforatable and absolutely adorable! It is pictured and described perfectly. Amble room for both of us, bed was very comfortable, furnishings are perfect for the apartment. Thank you for allowing us to be there!"

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

10/10 Excellent

"The property was beautiful and the house has great character. The rooftop patio was an incredible bonus. The kitchen was reasonably stocked with what we needed to do some light cooking. Most of all, the host, Paul, was very easy to work with and was easily accessible. We definitely recommend this property and will stay again in the future."

Chatham Village: Lovely 1-Bedroom Apartment in Antique Home

10/10 Excellent

"Great location, close to town, can walk everywhere.Plenty big enough for 2 people, well set up, loved the pine planked flooring and access to balcony for coffee and drinks.This property is well looked after."

The Hawthorne

8/10 Good

"So what I enjoyed most about this hotel was the ocean from view from my room. Our staff was very friendly and helpful, but definitely come back."

Greyfinch Chatham Inn

10/10 Excellent

"The room was spotless and the staff was extremely welcoming. It’s the perfect location, just a short walk, drive, or borrowed bike into downtown Chatham. We told define return."

Old Harbor Inn

10/10 Excellent

"I had an amazing time at the inn. The staff was extremely nice and accommodating and super helpful with recommandations. I loved it."

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

10/10 Excellent

"We loved our stay here. It fit our extended family perfectly. The views felt like a cape cod postcard!"

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!"

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 spend time at Chatham Lighthouse. Wander 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 vacation is part of your travel plans, Chatham Lighthouse Beach might be the perfect place to seek out 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 when you take a trip to 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 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.

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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 during your travels in Chatham. Stroll along the area's seaside, or simply savor its seafood restaurants.

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Frequently asked questions

What are the top-rated hotels near Chatham Windmill?

Discover some of the top-rated hotels near Chatham Windmill, perfect for an unforgettable stay in Chatham, Massachusetts.Captain's House InnCaptain'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 InnOld 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 ResortPleasant 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?

Discover some top-rated hotels within walking distance to Chatham Windmill that promise a delightful stay in Chatham, Massachusetts.Old Harbor InnOld 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 HawthorneThe 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 InnChatham 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?

Staying near Chatham Windmill is a treat, with plenty of hotels from CA $150 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, especially in peak season. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.

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

For families looking for top-rated hotels near Chatham Windmill, there are several excellent options that cater to both comfort and fun for all ages.Chatham Wayside InnChatham 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 InnGreyfinch 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 ClubWequassett 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?

Discover top-rated hotels near Chatham Windmill that combine luxury and breathtaking surroundings for an unforgettable stay.Chatham Bars InnChatham 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 ClubWequassett 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?

Discover the top-rated hotels near Chatham Windmill that offer stunning views and memorable experiences.Chatham Wayside InnChatham 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 InnChatham 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 ClubWequassett 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?

For those seeking affordable accommodations near Chatham Windmill, these top-rated options strike a perfect balance between comfort and value, providing great amenities for families and travellers alike.Pleasant Bay Village ResortPleasant 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 HawthorneThe 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 MotelThe 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?

For travellers seeking a boutique experience near Chatham Windmill, there are some top-rated hotels that offer unique charm and exceptional amenities.Chatham Bars InnChatham 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 ClubWequassett 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?

For travellers seeking a refreshing getaway near Chatham Windmill, here are some top-rated hotels with pools that promise a delightful stay.Chatham Wayside InnChatham 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 InnJust 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 ClubWequassett 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?

Finding the perfect pet-friendly stay near Chatham Windmill is a breeze with these top-rated hotels that welcome your furry friends.Wequassett Resort and Golf ClubWequassett 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?

Most bookings on Expedia are refundable if canceled within 24-48 hours of arrival, though this depends on the hotel's individual cancellation policy, which you should check in your booking confirmation. If free cancellation is available, you can cancel directly through your Expedia account by going to "My Trips" and selecting your reservation. To find fully refundable hotel options, simply enter "Chatham Windmill", set your travel dates, and use the "Fully refundable" filter under "Deals & Discounts" on the results page. Alternatively, explore deals with free cancellation options on Expedia.

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Find hotels near Chatham Windmill, Chatham from CA $150

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Treat yourself

Be picky

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Star rating

Guest rating

Our top choices for Chatham Windmill hotels

1. Chatham Wayside Inn

2. Chatham Bars Inn

3. Greyfinch Chatham Inn

4. Surfside Inn Chatham

5. Sea Meadow Inn

6. Candleberry Inn on Cape Cod

7. Eagle Wing Inn - Cape Cod

8. Pleasant Bay Village Resort

9. Brewster by the Sea Inn

10. Charm on Main by Ocean Edge

11. A Beach Breeze Inn

12. Olde Tavern Motel And Inn

13. Chatham Tides

14. The Villa Callo Inn

15. Wequassett Resort and Golf Club

16. Dennis Port Surf Club (Boutique Hotel)

17. Sesuit Harbor House

18. The Escape Inn

19. Winstead Inn

20. Pelham on Earle

Compare popular hotels close to Chatham Windmill

Top Chatham Windmill Hotel Reviews

Chatham Bars Inn

Chatham Village - Adorable Studio Apartment in Antique Home

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

Chatham Village: Lovely 1-Bedroom Apartment in Antique Home

The Hawthorne

Greyfinch Chatham Inn

Old Harbor Inn

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

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

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

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