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.
The Revolution Hotel
South End
Price was $1,103, price is now $827 per person
$827
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip flight included
Houston (IAH) to Boston (BOS)
It was an interesting place and the staff was friendly. Rooms were very tight and hard to get around in. There was no storage in the way of drawers, closets or any place for toiletries. This place would be better for limited luggage. Disappointed that every tv station was availabe except for FOXN in a place sporting a patrotic theme and a war fought for freedom of expression.
Reviewed on Oct 8, 2026
The Ritz-Carlton, Boston
Downtown Boston
Save 100% on your flight
Price was $1,665, price is now $1,220 per person
$1,220
per person
Nov 26 - Nov 30
found 2 days ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
A well run, beautiful classic hotel that never gets old. Loved our stay. Staff was exceptional, superb quality, and excellent location. But it is the people who truly make this Ritz Carlton special! They made our stay that much more enjoyable!
Reviewed on Oct 4, 2026
Bricco Suites
North End
Price was $1,407, price is now $1,038 per person
$1,038
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip flight included
Houston (IAH) to Boston (BOS)
Great location ,bed was comfortable staff friendly , very quait in the building restaurants are great only thing no parking available on site and no elevator you have to walk up steps to your room.
Reviewed on Oct 8, 2026
The Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was $2,009, price is now $1,534 per person
$1,534
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip flight included
Houston (IAH) to Boston (BOS)
The staff was excellent I appreciated help with coffee/tea late at night, friendly front desk and doormen.
Reviewed on Oct 6, 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 ...
The Hawthorne
196 Shore Rd Chatham MA
0.9 km from Chatham Windmill
Book a stay at this beach hotel in Chatham. Enjoy free WiFi, free parking, and a private beach. Popular attractions Chatham Seaside Links and Mayo House are ...
Greyfinch Chatham Inn
946 Main Street (Rte 28) Chatham MA
1.52 km from Chatham Windmill
Book a stay at this family-friendly motel in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
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 ...
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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.