The Best Hotels Closest to Chatham Windmill in Chatham for 2026

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Our top choices for Chatham Windmill hotels

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

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

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.

1. Old Harbor Inn

0.5 mi from Chatham Windmill

Adélaïde

$352 nightly

$403 total

Oct 15 - Oct 16

Total with taxes and fees

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.

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.

2. Chatham Wayside Inn

0.3 mi from Chatham Windmill

Ashley

$217 nightly

$248 total

Oct 29 - Oct 30

Total with taxes and fees

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

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

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.

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

3. Chatham Bars Inn

0.7 mi from Chatham Windmill

Yousuf Hussain

$417 nightly

$477 total

Oct 25 - Oct 26

Total with taxes and fees

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

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

4. Greyfinch Chatham Inn

0.9 mi from Chatham Windmill

Sara

$201 nightly

$230 total

Oct 18 - Oct 19

Total with taxes and fees

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

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.

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

5. Pleasant Bay Village Resort

2.8 mi from Chatham Windmill

sheila

$217 nightly

$249 total

Oct 4 - Oct 5

Total with taxes and fees

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

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.

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

6. Candleberry Inn on Cape Cod

8.7 mi from Chatham Windmill

Susan

$271 nightly

$310 total

Sep 30 - Oct 1

Total with taxes and fees

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

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

7. Eagle Wing Inn - Cape Cod

9.2 mi from Chatham Windmill

Andrea

$119 nightly

$136 total

Oct 4 - Oct 5

Total with taxes and fees

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

8. Charm on Main by Ocean Edge

8.2 mi from Chatham Windmill

Kathleen

$180 nightly

$206 total

Oct 7 - Oct 8

Total with taxes and fees

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

A nighttime pool area with lounge chairs and a lifebuoy.

9. The Escape Inn

12.1 mi from Chatham Windmill

Toby

$94 nightly

$107 total

Oct 4 - Oct 5

Total with taxes and fees

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

A modern living room with a large blue sectional sofa, a woven coffee table, and a large window offering a view of the street.

10. Dennis Port Surf Club (Boutique Hotel)

9.2 mi from Chatham Windmill

effie

$84 nightly

$96 total

Sep 30 - Oct 1

Total with taxes and fees

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.

11. Chatham Tides

3.9 mi from Chatham Windmill

Craig

$224 nightly

$256 total

Oct 28 - Oct 29

Total with taxes and fees

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

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

12. A Beach Breeze Inn

7.7 mi from Chatham Windmill

Debra

$129 nightly

$148 total

Oct 12 - Oct 13

Total with taxes and fees

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 covered patio with a round table and four chairs.

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

13. Skaket Beach Motel

7.5 mi from Chatham Windmill

Wayne

$109 nightly

$125 total

Oct 15 - Oct 16

Total with taxes and fees

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

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.

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

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

14. Wequassett Resort and Golf Club

3.7 mi from Chatham Windmill

Angela

$433 nightly

$496 total

Oct 18 - Oct 19

Total with taxes and fees

A house with a brick exterior, white exterior walls, and a front porch with white chairs.

A bedroom with a bed, a nightstand, a lamp, a window with curtains, a hat, and a magazine on the bed.

An outdoor patio with white metal chairs and a table, surrounded by blooming pink trees.

A beach with a fallen tree, clear blue water, and a forested shoreline.

15. Chatham Seafarer Inn

2.6 mi from Chatham Windmill

Ian

$194 nightly

$222 total

Oct 14 - Oct 15

Total with taxes and fees

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.

Two people riding bicycles on a sidewalk 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.

16. Sesuit Harbor House

11.7 mi from Chatham Windmill

Natasha

$234 nightly

$268 total

Oct 5 - Oct 6

Total with taxes and fees

A two-story residential building with a well-maintained lawn, a wooden fence, and a patio area with outdoor furniture.

A beach with clear water, a sandy shore, and houses in the background.

A staircase with wooden steps and a white wall. There is a white sofa with a geometric pillow in the living area.

A modern bathroom with a glass shower enclosure, a white sink, and a towel rack.

17. Kingfisher Harwich Port

6 mi from Chatham Windmill

Marc

$230 nightly

$263 total

Sep 30 - Oct 1

Total with taxes and fees

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

18. Winstead Inn

6 mi from Chatham Windmill

Karen

$275 nightly

$315 total

Sep 30 - Oct 1

Total with taxes and fees

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

A bedroom with a bed, a window with curtains, and a view of the outdoors.

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

19. Kingfisher Oceanside

9.2 mi from Chatham Windmill

Sandra

$168 nightly

$192 total

Oct 1 - Oct 2

Total with taxes and fees

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

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

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

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.

20. Pelham on Earle

7.3 mi from Chatham Windmill

Colleen

$204 nightly

$234 total

Oct 26 - Oct 27

Total with taxes and fees

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Compare popular hotels close to Chatham Windmill

Property	Star rating	Guest rating
Old Harbor Inn	9.6 Exceptional 171 reviews	View
Chatham Wayside Inn	9.2 Wonderful 738 reviews	View
Chatham Bars Inn	9.2 Wonderful 866 reviews	View
Greyfinch Chatham Inn	8.8 Excellent 287 reviews	View
Pleasant Bay Village Resort	9.6 Exceptional 338 reviews	View

Top Chatham Windmill Hotel Reviews

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"

Chatham Wayside Inn

10/10 Excellent

"Loved the Inn and will definitely stay there again in the future. Perfect location...just steps to the shops and eateries on Main Street. Our standard king room was lovely and spacious. The mattress and bedding was extremely comfortable and had everything we needed. The gym and pool looked beautiful but unfortunately we didn't have a chance to use them. Dinner our first night at the tavern on the property was excellent. The seafood pot pie was absolutely! The only slight downside for us was that the continental breakfast was a bit lacking. Considering the price of the rooms, I think the Inn could do a little better. However, this would not keep us from staying here again. A great experience overall."

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)

One of the most photographed of Cape Cod’s historic lighthouses overlooks a beautiful, white sand beach that’s great for fun in the sun.

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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)

Offering a fun seaside escape for the whole family, this beautiful beach is one of the largest in Chatham and features an iconic lighthouse.

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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 1.3 miles 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 travelers, 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 3.2 miles 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 travelers, 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 $96 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 vacation 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 travelers' 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 1.1 miles from Chatham Windmill, a travelers' 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 4.5 miles from Chatham Windmill and is highly rated by travelers 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 travelers. 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 4.5 miles 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 travelers.

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 travelers. With a lovely terrace and garden view restaurant, it offers a cozy atmosphere for travelers. 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 travelers, is a luxurious 5-star retreat located 4.5 miles 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 travelers alike.Pleasant Bay Village ResortPleasant Bay Village Resort, a charming 3-star hotel located just 3.2 miles from Chatham Windmill, offers travelers a warm, family-friendly atmosphere. With an impressive review rating of 9.6, travelers 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 travelers, 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 2.1 miles from Chatham Windmill, is a fantastic option for budget-conscious travelers, rated 9.2 by travelers. 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 travelers 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 travelers' 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 4.5 miles from Chatham Windmill, features a stunning array of boutique amenities and a remarkable travelers' rating of 9.4. This family-friendly resort boasts a children's club, babysitting services, and a poolside bar, ensuring a delightful stay for travelers 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 travelers 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 travelers. Rated 9.2 by travelers, 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 4.5 miles from Chatham Windmill. With a fantastic review rating of 9.4, travelers 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 4.5 miles from Chatham Windmill, with an impressive review rating of 9.4. This resort is ideal for travelers 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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Things to do in Chatham

Find hotels near Chatham Windmill, Chatham from $96

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Our top choices for Chatham Windmill hotels

1. Old Harbor Inn

2. Chatham Wayside Inn

3. Chatham Bars Inn

4. Greyfinch Chatham Inn

5. Pleasant Bay Village Resort

6. Candleberry Inn on Cape Cod

7. Eagle Wing Inn - Cape Cod

8. Charm on Main by Ocean Edge

9. The Escape Inn

10. Dennis Port Surf Club (Boutique Hotel)

11. Chatham Tides

12. A Beach Breeze Inn

13. Skaket Beach Motel

14. Wequassett Resort and Golf Club

15. Chatham Seafarer Inn

16. Sesuit Harbor House

17. Kingfisher Harwich Port

18. Winstead Inn

19. Kingfisher Oceanside

20. Pelham on Earle

Compare popular hotels close to Chatham Windmill

Top Chatham Windmill Hotel Reviews

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

Chatham Wayside Inn

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

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