Hotels with Pool in Chatham Windmill, MA

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  2. Hotels with Pool
  3.  USA
  4.  Massachusetts
  5.  Chatham
  6.  Chatham Windmill
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Explore 14 Hotels with Pool in Chatham Windmill from $109

Chatham Wayside Inn
Chatham Wayside Inn
Hotel
Chatham, MA, USA
0.4k from Chatham Windmill center

Cheap, Accommodations, Pools, Parking, 4-star, Lodgings, Places to stay, Family, Accessible hotels

8.8

Fabulous

157 reviews

$544
Average price / night
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Greyfinch Chatham Inn
Greyfinch Chatham Inn
Hotel
Chatham, MA, USA
0.8k from Chatham Windmill center

Accommodations, Pools, Parking, 4-star, Lodgings, Places to stay, Family, Accessible hotels

8.6

Fabulous

63 reviews

$575
Average price / night
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Queen Anne Inn
Queen Anne Inn
Hotel
Chatham, MA, USA
1.1k from Chatham Windmill center

Cheap, Accommodations, Pools, Parking, Romantic, Boutique, 4-star, Lodgings, Jacuzzis

8.6

Fabulous

78 reviews

$427
Average price / night
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Pleasant Bay Village Resort
Pleasant Bay Village Resort
Hotel
1191 Orleans Road, Chatham, MA, 02633, United States
4.5k from Chatham Windmill center

AC, Babysitting, Breakfast Available, Business Services, Free Parking, Hot Tub, Housekeeping, Internet, Laundry

9.6

Exceptional

304 reviews

$245
Average price / night
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Chatham Bars Inn
Chatham Bars Inn
Resort
Chatham Windmill, Chatham, Massachusetts, USA
1.1k from Chatham Windmill center

Luxury, Accommodations, Pools, Resorts, Parking, Spa, Golf, 5-star, Lodgings

8.8

Fabulous

48 reviews

$475
Average price / night
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Wequassett Resort and Golf Club
Wequassett Resort and Golf Club
Resort
2173 Head of the Bay Road, Route 28, Harwich, MA, 02645, United States
6.0k from Chatham Windmill center

AC, Babysitting, Bar, Breakfast Available, Business Services, Children Club, Crib, Dryer, Extra Bed

9.4

Superb

245 reviews

$379
Average price / night
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Chatham Seafarer Inn
Chatham Seafarer Inn
Hotel
Chatham Windmill, Chatham, Massachusetts, USA
4.2k from Chatham Windmill center

Cheap, Accommodations, Pools, Parking, 3-star, Lodgings, Places to stay

9.0

Fabulous

69 reviews

$3257
Average price / night
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Handkerchief Shoals Inn
Handkerchief Shoals Inn
Hotel
Chatham Windmill, Chatham, Massachusetts, USA
7.3k from Chatham Windmill center

View, Hot Tub, Breakfast, Internet, Air Conditioner, Sports/Activities, Security/Safety

8.2

Very Good

75 reviews

$2463
Average price / night
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Harwichport Resort Club
Harwichport Resort Club
Hotel
Harwich Port, MA, USA
9.6k from Chatham Windmill center

Cheap, Accommodations, Pools, Parking, 4-star, Lodgings, Places to stay

8.4

Very Good

22 reviews

$109
Average price / night
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The Winstead Inn
The Winstead Inn
Hotel
Chatham Windmill, Chatham, Massachusetts, USA
9.6k from Chatham Windmill center

B&bs, Cheap, Accommodations, Pools, Parking, Inns, 4-star, Lodgings, Beach

8.7

Fabulous

70 reviews

$5957
Average price / night
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Pro Tip for Travelers:
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Chatham Windmill Hotels with Pool on the Map

Frequently Asked Questions

Hotels with pools in Chatham Windmill may offer indoor, outdoor, rooftop, or heated pools. Some properties also feature family-friendly or infinity pool options.

You can find 14 hotels with pools in Chatham Windmill, with prices starting from around $109 per night, making them accessible for various budgets.

Availability depends on the property and climate. Indoor or heated pools are often open year-round, while outdoor pools may be seasonal.

Yes, many properties also provide features like View, Pool, and Child Friendly alongside pool access.

Yes, you can refine your search based on pool type, guest ratings, amenities, and pricing to find the best match for your stay.