Chatham Windmill Tours and Activities

A windmill, a boat, and a beach.

Plan a trip to see Chatham Windmill

Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,988, price is now CA $1,829 per person
CA $1,829
per person
Aug 29 - Sep 2
found 1 hour ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Everything was great 👍

Reviewed on Jul 11, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $3,482, price is now CA $1,929 per person
CA $1,929
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (474 reviews)
perfecto

Reviewed on Jun 8, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Price was CA $10,261, price is now CA $6,763 per person
CA $6,763
per person
Aug 17 - Aug 24
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
10/10 Exceptional! (9 reviews)
It was an amazing relaxing place. Very family friendly

Reviewed on Jul 12, 2026

Stay near popular Chatham Windmill attractions

Chatham Windmill

9.2/10 (38 reviews)
Chatham Windmill is just one of the places to see in Chatham, so why not enjoy the other things to explore during your travels? Stroll along the seaside in this trendy area, or check out its seafood restaurants.
See properties

Best Lodging Options Near Chatham Windmill

Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
Chatham Bars Inn
Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St Chatham MA
Chatham Wayside Inn
Queen Anne Inn

Queen Anne Inn

4 out of 5
70 Queen Anne Rd Chatham MA
Queen Anne Inn
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

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

Chatham MA
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Chatham Village: Lovely 1-Bedroom Apartment in Antique Home

Chatham Village: Lovely 1-Bedroom Apartment in Antique Home

Chatham MA
Chatham Village: Lovely 1-Bedroom Apartment in Antique Home
Chatham Village - Adorable Studio Apartment in Antique Home

Chatham Village - Adorable Studio Apartment in Antique Home

Chatham MA
Chatham Village - Adorable Studio Apartment in Antique Home
Chatham Village - Lovely 2 bedroom apartment in the antique home

Chatham Village - Lovely 2 bedroom apartment in the antique home

Chatham MA
Chatham Village - Lovely 2 bedroom apartment in the antique home
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Chatham MA
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
Surfside Inn Chatham

Surfside Inn Chatham

2.5 out of 5
25 Holway St Chatham MA
Surfside Inn Chatham
See all 3,020 properties in Chatham Windmill
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.