
Exclusive Chatham Windmill Vacation Deals

Chatham Windmill vacation package deals
Price found within the past 48 hours. Click for updated prices.

The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $1,031, price is now $692 per person
$692
per person
Jun 22 - Jun 24
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
A restaurant and a bar/lounge are featured at this hotel. A terrace, limo/town car service, and a snack bar/deli are also on offer.

Cambridge Common House
West Cambridge
Save 100% on your flight
Price was $1,713, price is now $1,125 per person
$1,125
per person
May 11 - May 16
found 1 hour ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
This pension doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. A garden is also provided.

Summer House Hotel
Save 100% on your flight
Price was $2,233, price is now $1,484 per person
$1,484
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
This hotel features a private beach and 2 restaurants. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and WiFi in public areas. Enjoy the seasonal outdoor pool and unwind at the beach bar and poolside bar.

The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was $3,033, price is now $2,064 per person
$2,064
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.

The Atlas Hotel
Allston
Save 100% on your flight
Price was $2,072, price is now $1,448 per person
$1,448
per person
Jun 27 - Jul 2
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the laundry service and WiFi in public areas. A communal living room, luggage storage, and concierge services are also on offer.

Boston Harbor Hotel
North End
Save 100% on your flight
Price was $5,107, price is now $3,615 per person
$3,615
per person
May 20 - May 27
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.
Frequently asked questions
Top Chatham Windmill hotel deals

Chatham Bars Inn
297 Shore Rd Chatham MA
$372 nightly
The price is $426 total per night
$426 total
Apr 8 - Apr 9
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.

Chatham Wayside Inn
512 Main St Chatham MA
$190 nightly
The price is $218 total per night
$218 total
Apr 23 - Apr 24
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.

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Chatham MA
$2,570 nightly
The price is $2,941 total per night
$2,941 total
Apr 10 - Apr 11
Total with taxes and fees
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.
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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.