Vacations Close To Chatham Windmill
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Chatham Windmill Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Wyndham Boston Beacon Hill
West End
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Price was $2,115, price is now $1,738 per person
$1,738
per person
Oct 26 - Nov 1
found 7 hours ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
The Wyndham is in a great location for visiting Boston. The staff was very nice. Check in easy. The room was in need of a major remodel. Rug seemed dirty. There was a lot of mold in the shower. Bed was comfortable. I don’t think I would stay there again. 😔
Reviewed on Sep 24, 2026
The Verb Hotel
Fenway–Kenmore
Price was $1,618, price is now $1,341 per person
$1,341
per person
Oct 26 - Nov 1
found 7 hours ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Loved the vintage rock and roll vibe. They have a record player in every room and you can pick albums from their collection to play in your room. So cute! The place was very clean. The staff responded to any request quickly. And it’s literally a 4-5 minute walk to Fenway! Loved our stay and if we come back, we will definitely stay again!
Reviewed on Sep 24, 2026
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View all tripsBest Lodging Options Near Chatham Windmill
Chatham Bars Inn
297 Shore Rd Chatham MA
1.11 km from Chatham Windmill
Book a stay at this luxury resort in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
Chatham Wayside Inn
512 Main St Chatham MA
0.45 km from Chatham Windmill
Book a stay at this golf hotel in Chatham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
Queen Anne Inn
70 Queen Anne Rd Chatham MA
1.05 km from Chatham Windmill
Stay at this hotel in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Chatham ...
Surfside Inn Chatham
25 Holway St Chatham MA
0.84 km from Chatham Windmill
Book a stay at this beach B&B in Chatham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chatham Lighthouse and Chatham Windmill are ...
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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.