A windmill, a boat, and a beach.

Find hotels near Chatham Windmill, Chatham

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chatham Windmill hotels

1. Chatham Tides

Chatham Tides
2.5 star property
6.2 km from Chatham Windmill
9.4 out of 10, Exceptional, (731 reviews)
"Lovely stay"
United States
Annie
The price is CA $728
CA $833 total
includes taxes & fees
Aug 17 - Aug 18
Chatham Tides

2. Kingfisher Harwich Port

Kingfisher Harwich Port
3.0 star property
9.6 km from Chatham Windmill
9.0 out of 10, Wonderful, (43 reviews)
"This is a great basic room, right next to the ocean. There is nothing luxurious about it, but it's also priced accordingly. One small comment I would love to see the addition of a small corner desk and a tiny chair. So many of us travel and work it would be great to have a place to sit, and there is room for it in the rooms. Apart from that, it's a great stay for the money."
United States
Kristen
The price is CA $377
CA $432 total
includes taxes & fees
Jul 21 - Jul 22
Kingfisher Harwich Port

3. The Villa Callo Inn

The Villa Callo Inn
3.0 star property
13.6 km from Chatham Windmill
9.0 out of 10, Wonderful, (2 reviews)
"The staff were super friendly and the homemade breakfast was so good."
United States
Matt
The price is CA $461
CA $608 total
includes taxes & fees
Jul 26 - Jul 27
The Villa Callo Inn

4. Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)
3.0 star property
14.8 km from Chatham Windmill
9.8 out of 10, Exceptional, (15 reviews)
"Awesome hotel"
United States
David
The price is CA $402
CA $460 total
includes taxes & fees
Jul 20 - Jul 21
Dennis Port Surf Club (Boutique Hotel)

5. The Villages at Ocean Edge

The Villages at Ocean Edge
3.5 star property
13 km from Chatham Windmill
8.4 out of 10, Very good, (1,001 reviews)
"Great place...very pretty, beach was beautiful"
United States
Angela
The price is CA $489
CA $624 total
includes taxes & fees
Jul 27 - Jul 28
The Villages at Ocean Edge

6. The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort
2.5 star property
13.8 km from Chatham Windmill
8.6 out of 10, Excellent, (272 reviews)
"Clean room and oceanfront view was perfect. Morning breakfast was great"
United States
Tyler
The price is CA $489
CA $572 total
includes taxes & fees
Jul 19 - Jul 20
The Corsair & Cross Rip Oceanfront Resort

7. Love Farms Lodge

Love Farms Lodge
2.5 star property
16.1 km from Chatham Windmill
8.6 out of 10, Excellent, (405 reviews)
"The room was very clean and comfortable, had a great 2 night stay"
United States
Charles
The price is CA $262
CA $324 total
includes taxes & fees
Aug 17 - Aug 18
Love Farms Lodge

8. Ocean Park Inn

Ocean Park Inn
2.0 star property
19.1 km from Chatham Windmill
7.0 out of 10, Good, (572 reviews)
"Nice location and quiet"
United States
Heather
The price is CA $203
CA $233 total
includes taxes & fees
Jul 19 - Jul 20
Ocean Park Inn

9. Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.0 star property
16.6 km from Chatham Windmill
The price is CA $545
CA $1,170 total
includes taxes & fees
Aug 16 - Aug 17
Coastal Haven in West Dennis -15
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Compare popular hotels close to Chatham Windmill

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Oceanfront Efficiency, 1 King Bed
Chatham Tides
2.5 star property
9.4
Exceptional
731 reviews
View
Front of property
Kingfisher Harwich Port
3.0 star property
9.0
Wonderful
43 reviews
View
Property grounds
The Villa Callo Inn
3.0 star property
9.0
Wonderful
2 reviews
View
Exterior
Dennis Port Surf Club (Boutique Hotel)
3.0 star property
9.8
Exceptional
15 reviews
View
3 restaurants; breakfast, lunch, and dinner served
The Villages at Ocean Edge
3.5 star property
8.4
Very good
1,001 reviews
View

Top Chatham Windmill Hotel Reviews

Hotels near other Chatham Windmill attractions

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 Inn

Captain'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 Inn

Old 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 Resort

Pleasant 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 Inn

Old 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 Hawthorne

The 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 Inn

Chatham 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 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 Inn

Chatham 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 Inn

Greyfinch 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 Club

Wequassett 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 Inn

Chatham 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 Club

Wequassett 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 Inn

Chatham 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 Inn

Chatham 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 Club

Wequassett 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 Resort

Pleasant 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 Hawthorne

The 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 Motel

The 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 Inn

Chatham 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 Club

Wequassett 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 Inn

Chatham 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 Inn

Just 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 Club

Wequassett 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 Club

Wequassett 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.

Explore a world of travel with Expedia