Find hotels near Chatham Windmill, Chatham from $96

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Compare 2,884 hotels close to Chatham Windmill with room rates, reviews, and availability. Most hotels are fully refundable.

Chatham Wayside Inn

4.0 star property
0.3 mi from Chatham Windmill
9.2 out of 10, Wonderful, (591)
"We loved staying here! Our room was spacious, clean, quiet and very well maintained. The hotel is beautiful and a perfect location. "
United States
Beth
$205 nightly
The price is $235
Dec 1 - Dec 2
Total with taxes and fees
Chatham Wayside Inn

Chatham Bars Inn

5.0 star property
0.7 mi from Chatham Windmill
9.2 out of 10, Wonderful, (795)
"Great accommodation and staff."
United States
Michael
$273 nightly
The price is $312
Nov 19 - Nov 20
Total with taxes and fees
Chatham Bars Inn

Chatham Tides

2.5 star property
3.8 mi from Chatham Windmill
9.4 out of 10, Exceptional, (654)
"We loved it so much that we will definitely going back. "
United States
Faith
$152 nightly
The price is $174
Dec 1 - Dec 2
Total with taxes and fees
Chatham Tides

Wequassett Resort and Golf Club

5.0 star property
3.7 mi from Chatham Windmill
9.4 out of 10, Exceptional, (241)
"Very clean and service was excellent "
United States
Cynthia
$333 nightly
The price is $381
Nov 29 - Nov 30
Total with taxes and fees
Wequassett Resort and Golf Club

Skaket Beach Motel

2.0 star property
7.5 mi from Chatham Windmill
9.2 out of 10, Wonderful, (448)
"Clean room, great price for the offseason"
United States
Angeline
$100 nightly
The price is $114
Nov 16 - Nov 17
Total with taxes and fees
Skaket Beach Motel

Candleberry Inn on Cape Cod

4.5 star property
8.7 mi from Chatham Windmill
10.0 out of 10, Exceptional, (139)
"Marco and Angelo very welcoming hosts!"
United States
David
$309 nightly
The price is $354
Nov 16 - Nov 17
Total with taxes and fees
Candleberry Inn on Cape Cod

Jonathan Edwards Motel

2.0 star property
9 mi from Chatham Windmill
6.4 out of 10, (43)
"Customer service clean nice people or family place!"
United States
Steven
$83 nightly
The price is $96
Nov 25 - Nov 26
Total with taxes and fees
Jonathan Edwards Motel

The Villages at Ocean Edge

3.5 star property
8.1 mi from Chatham Windmill
8.4 out of 10, Very Good, (1000)
"Pretty grounds, clean rooms, many activities"
United States
Janet
$155 nightly
The price is $177
Nov 18 - Nov 19
Total with taxes and fees
The Villages at Ocean Edge

Rodeway Inn Orleans - Cape Cod

2.0 star property
8.2 mi from Chatham Windmill
8.0 out of 10, Very Good, (784)
"Good clean quiet place to spend a night without paying a fortune."
United States
John
$105 nightly
The price is $120
Nov 16 - Nov 17
Total with taxes and fees
Rodeway Inn Orleans - Cape Cod

The Corsair & Cross Rip Oceanfront Resort

2.5 star property
8.6 mi from Chatham Windmill
8.6 out of 10, Excellent, (221)
"very peaceful, excellent staff, clean room, and close to good restaurants."
United States
Pauline
$115 nightly
The price is $132
Nov 18 - Nov 19
Total with taxes and fees
The Corsair & Cross Rip Oceanfront Resort

Brewster by the Sea Inn

4.0 star property
9.8 mi from Chatham Windmill
9.8 out of 10, Exceptional, (171)
"Spacious comfortable stylish room. Gourmet breakfast. Congenial host/owner."
United States
Vernon
$334 nightly
The price is $382
Dec 1 - Dec 2
Total with taxes and fees
Brewster by the Sea Inn

The Escape Inn

2.5 star property
12.1 mi from Chatham Windmill
9.4 out of 10, Exceptional, (645)
"One of the best hotels I stayed at "
United States
Robert
$90 nightly
The price is $103
Nov 16 - Nov 17
Total with taxes and fees
The Escape Inn

The Mansion at Ocean Edge

4.0 star property
8.2 mi from Chatham Windmill
8.2 out of 10, Very Good, (1000)
"Every employee was friendly and helpful. The Beach Bar was wonderful, the Front Lawn fun, and the Ocean Terrace was delicious and beautiful. Our room #226 in the East Wing was clean, large, quiet and beautiful. The only negative was the price - with taxes and fees $725/night."
United States
Gregory
$245 nightly
The price is $275
Dec 1 - Dec 2
Total with taxes and fees
The Mansion at Ocean Edge

Ambassador Inn & Suites

3.0 star property
11.8 mi from Chatham Windmill
8.6 out of 10, Excellent, (626)
"Good location for our purposes. Facilities were clean and beds were comfortable. Pool with hot tub was a great perk. "
United States
Lynn
$107 nightly
The price is $121
Nov 30 - Dec 1
Total with taxes and fees
Ambassador Inn & Suites

All Seasons Resort, Trademark Collection by Wyndham

3.0 star property
12.2 mi from Chatham Windmill
8.4 out of 10, Very Good, (299)
"My room was very clean. The staff were friendly."
United States
Shanique
$115 nightly
The price is $131
Nov 18 - Nov 19
Total with taxes and fees
All Seasons Resort, Trademark Collection by Wyndham

Four Points by Sheraton Eastham Cape Cod

3.0 star property
11.8 mi from Chatham Windmill
8.2 out of 10, Very Good, (846)
"Perfect overnight stay in every way!"
United States
Debra
$118 nightly
The price is $135
Nov 20 - Nov 21
Total with taxes and fees
Four Points by Sheraton Eastham Cape Cod

Charm on Main

2.5 star property
8.2 mi from Chatham Windmill
10.0 out of 10, Exceptional, (1)
"Cute place. Love the decor in the main house and room. Nice that they had water and snacks available at any time. Loved spending time on the big porch and in the rocking chairs. "
United States
Beth
$251 nightly
The price is $288
Nov 16 - Nov 17
Total with taxes and fees
Charm on Main

Coastal Haven in West Dennis -15

2.0 star property
10.3 mi from Chatham Windmill
$522 nightly
The price is $603
Nov 16 - Nov 17
Total with taxes and fees
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.

Top guest rated hotels close to Chatham Windmill

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 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 Inn

Old 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 Resort

Pleasant 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 Inn

Old 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 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 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 Inn

Chatham 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 Inn

Greyfinch 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 Club

Wequassett 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 Inn

Chatham 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 Club

Wequassett 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 Inn

Chatham 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 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 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 Resort

Pleasant 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 Hawthorne

The 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 Motel

The 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 Inn

Chatham 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 Club

Wequassett 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 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 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 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 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 Club

Wequassett 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.
Can I find Expedia discounts for hotels near Chatham Windmill?
To look for discounts on hotels near Chatham Windmill, join One Key™—our free travel rewards program. One Key members always get our best prices and earn OneKeyCash™* on eligible bookings for every dollar spent. Another way to save is by bundling your hotel and flights together on Expedia.

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