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Book a hotel near Chatham Windmill, Chatham
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Top hotels close to Chatham Windmill

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
0.15 mi from Chatham Windmill
$433 nightly
The price is $496 total per night
$496 total
Oct 20 - Oct 21
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
0.18 mi from Chatham Windmill
This apartment featured laundry facilities and barbecue grills.
Kitchen
Washer

Chatham Village - Adorable Studio Apartment in Antique Home
0.18 mi from Chatham Windmill
This apartment featured laundry facilities and barbecue grills.
Kitchen
Washer

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
0.22 mi from Chatham Windmill
This vacation home features an outdoor pool and a hot tub. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. A garden and laundry facilities are also provided.
Pool
Hot Tub

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
0.22 mi from Chatham Windmill
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer

Hiawatha: 177-CC Gorgeous Chatham Estate with heated pool, walk to Town or Beach
0.23 mi from Chatham Windmill
A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Pool
Hot Tub

Charming Downtown Chatham
0.25 mi from Chatham Windmill
Stay at this condo in Chatham. Enjoy cable/satellite TV service, an in-room coffeemaker, and air conditioning. Our guests praise the property condition in our reviews. Popular attractions Mayo House and Chatham Windmill are located nearby.
Kitchen
Air conditioning

Chatham Wayside Inn
512 Main St, Chatham, MA
0.28 mi from Chatham Windmill
$196 nightly
The price is $224 total per night
$224 total
Nov 2 - Nov 3
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

Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!
0.36 mi from Chatham Windmill
$1,542 nightly
The price is $1,765 total per night
$1,765 total
Oct 28 - Oct 29
Total with taxes and fees
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer

Surfside Inn Chatham
25 Holway St, Chatham, MA
0.52 mi from Chatham Windmill
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

The Hawthorne
196 Shore Rd, Chatham, MA
0.56 mi from Chatham Windmill
$231 nightly
The price is $264 total per night
$264 total
Oct 20 - Oct 21
Total with taxes and fees
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

Chatham Bars Inn
297 Shore Rd, Chatham, MA
0.69 mi from Chatham Windmill
$397 nightly
The price is $455 total per night
$455 total
Oct 20 - Oct 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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See all available properties in Chatham Windmill
View all propertiesLowest 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 | 2,851 hotels |
---|---|
Lowest Price | $224 |
Highest Price | $1,765 |
Popular hotels | Chatham Wayside Inn, Chatham Bars Inn, Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!, Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches, Chatham Village: Lovely 1-Bedroom Apartment in Antique Home, Chatham Village - Adorable Studio Apartment in Antique Home, Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach, Hiawatha: 177-CC Gorgeous Chatham Estate with heated pool, walk to Town or Beach, Charming Downtown Chatham, Surfside Inn Chatham, The Hawthorne, Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly! |
Recent Chatham Windmill hotel reviews by fellow wanderers

Chatham Wayside Inn
5 out of 5
Posted 4 days ago
Travelocity Verified Review
"The location could not be beat! You are right on Main St in Chatham. We really appreciated the free parking, while tourists were fighting for spots on the street.
Breakfast was VERY nice. Especially considering what you normally get for free at a hotel.
My only small complaint was the bathroom. There was some peeling paint on the ceiling. The tub floor felt squishy when you stepped on it, implying either improper installation or rot underneath. Otherwise, it was clean and very functional.
I would stay here again. However, it is very pricey. But if a super convenient location is important for you, it's worth it. "
A verified traveler stayed at Chatham Wayside Inn
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