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 Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Seaport District
Price was $1,291, price is now $998 per person
$998
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $3,062, price is now $1,913 per person
$1,913
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)
It was great - def will stay again

Reviewed on Aug 25, 2026

The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,958, price is now $1,445 per person
$1,445
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)
The hotel staff and parking staff were excellent, the hotel itself was ok, the bed were comfortable.

Reviewed on Aug 25, 2026

The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Save 100% on your flight
Price was $1,452, price is now $1,077 per person
$1,077
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)
Beautiful wedding venue!

Reviewed on Aug 25, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Save 100% on your flight
Price was $1,740, price is now $1,314 per person
$1,314
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)
A short walk from tourist attractions. The room was bright, clean & comfortable.

Reviewed on Aug 24, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $2,371, price is now $1,801 per person
$1,801
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)
Me encantó mi estadía en The Langham. Es un excelente hotel, con una ubicación perfecta para recorrer la ciudad. La habitación muy cómoda y cuidada, especialmente la calidad de las camas y las almohadas, que hicieron que el descanso fuera excelente. Muy recomendado !!

Reviewed on Aug 25, 2026

Hotel AKA Boston Common

Hotel AKA Boston Common

4 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,795, price is now $1,385 per person
$1,385
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)

Luxury 2BR near Cambridge

Luxury 2BR near Cambridge

3 out of 5
Prospect Hill
Save 100% on your flight
Price was $1,706, price is now $1,319 per person
$1,319
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)
Was promised a refund of $50 after we spent an entire day without power. Plus VERY hard to communicate with. Would NOT recommend!

Reviewed on Aug 13, 2026

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Best Lodging Options Near Chatham Windmill

Chatham Bars Inn

Chatham Bars Inn

5 out of 5
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

Chatham Wayside Inn

4 out of 5
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

Queen Anne Inn

4 out of 5
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 Veterans ...
Surfside Inn Chatham

Surfside Inn Chatham

2.5 out of 5
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 ...
The Hawthorne

The Hawthorne

2 out of 5
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 ...
Old Harbor Inn

Old Harbor Inn

3.5 out of 5
22 Old Harbor Rd. Chatham MA
0.8 km from Chatham Windmill
Stay at this B&B in Chatham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Harwich Port and Chatham Railroad Museum are located ...
Greyfinch Chatham Inn

Greyfinch Chatham Inn

3 out of 5
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. ...
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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.