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Top hotels close to Chatham Windmill

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Chatham MA

0.15 mi from Chatham Windmill

$565 nightly

$647 total

Oct 7 - Oct 8

Total with taxes and fees

This vacation home features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Chatham Village: Lovely 1-Bedroom Apartment in Antique Home

Chatham MA

0.18 mi from Chatham Windmill

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This apartment featured laundry facilities and barbecue grills.

Kitchen

Washer

Chatham Village - Adorable Studio Apartment in Antique Home

Chatham MA

0.18 mi from Chatham Windmill

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This apartment featured laundry facilities and barbecue grills.

Kitchen

Washer

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Chatham MA

0.22 mi from Chatham Windmill

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This vacation home features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Chatham Wayside Inn

512 Main St Chatham MA

0.28 mi from Chatham Windmill

$397 nightly

$454 total

Sep 29 - Sep 30

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a terrace are also on offer.

Pool

Breakfast included

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

Chatham MA

0.45 mi from Chatham Windmill

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This vacation home features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Old Harbor Inn

22 Old Harbor Rd. Chatham MA

0.5 mi from Chatham Windmill

$441 nightly

$505 total

Sep 20 - Sep 21

Total with taxes and fees

A gym, free self parking, and laundry facilities are featured at this bed & breakfast. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. A coffee shop, a terrace, and a garden are also on offer.

Breakfast included

Parking included

Surfside Inn Chatham

25 Holway St Chatham MA

Free Cancellation

Reserve now, pay when you stay

0.52 mi from Chatham Windmill

$235 nightly

$269 total

Oct 1 - Oct 2

Total with taxes and fees

This bed & breakfast features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a lobby fireplace, and express check-in are also on offer.

Breakfast included

Parking included

Walk to Downtown Chatham, Steps to Beach!

Chatham MA

0.53 mi from Chatham Windmill

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This vacation home features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

The Hawthorne

196 Shore Rd Chatham MA

0.56 mi from Chatham Windmill

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This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A business center, a terrace, and a garden are also on offer.

On private beach

Parking included

Queen Anne Inn

70 Queen Anne Rd Chatham MA

0.65 mi from Chatham Windmill

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This hotel features a gym and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a lobby fireplace, and a library are also on offer.

Pool

Parking included

Chatham Bars Inn

297 Shore Rd Chatham MA

0.69 mi from Chatham Windmill

$561 nightly

$642 total

Sep 20 - Sep 21

Total with taxes and fees

A private beach, a full-service spa, and 3 outdoor tennis courts are all featured at this luxury resort. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free valet parking and a free beach shuttle.

On private beach

Pool

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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.

Chatham Windmill hotels essential information

Accommodation	3,030 hotels
Lowest Price	$269
Highest Price	$647
Popular hotels	Chatham Bars Inn, Chatham Wayside Inn, Queen Anne Inn, Chatham Village: Lovely 1-Bedroom Apartment in Antique Home, Chatham Village - Adorable Studio Apartment in Antique Home, Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches, Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach, Surfside Inn Chatham, The Hawthorne, Old Harbor Inn, Water View-Walk town/beach, pets considered, Linen Option, Walk to Downtown Chatham, Steps to Beach!

Recent Chatham Windmill hotel reviews by fellow wanderers

Old Harbor Inn

5 out of 5

Posted 1 day ago

Travelocity Verified Review

"Absolutely loved our stay at the inn! The whole inn is so charming and the staff (including the owners Ray and Judy) were the best!!! They serve breakfast every morning, which was so good and they also had baked goods available all day and it was also phenomenal. We were very impressed how well the property was maintained and it’s nice that the inn is slightly off of Main Street which made it quieter experience. I highly recommend this inn!"

A verified traveler stayed at Old Harbor Inn

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

5 out of 5

Posted 1 day ago

Travelocity Verified Review

"Could not have asked for a better Chatham experience. The house is beautiful, spacious and incredibly comfortable, with plenty of room for everyone to gather while still having space to spread out.The location is truly exceptional. Being right on the water made mornings and evenings at the house feel special, and we loved being able to walk into town and to the beach so easily. The backyard and patio were particular favorites—perfect for coffee in the morning, cocktails at the end of the day and simply taking in the view.The house was spotless, thoughtfully equipped and had everything we needed for a relaxed stay with friends. It’s one of those rare rentals that feels even better in person than it looks in the photos.We made some very happy memories here and would absolutely stay again."

A verified traveler stayed at Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Chatham Village: Lovely 1-Bedroom Apartment in Antique Home

5 out of 5

Posted 2 weeks ago

Travelocity Verified Review

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

A verified traveler stayed at Chatham Village: Lovely 1-Bedroom Apartment in Antique Home

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

5 out of 5

Posted 2 months ago

Travelocity Verified Review

"Our family loves this charming cottage and its close proximity to town! Charming in style and comfortable to relax with a book! Thanks for sharing your piece of Cape Cod!"

A verified traveler stayed at Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches