Exclusive Chatham Windmill Vacation Deals

Chatham Windmill vacation package deals

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

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Save 100% on your flight
Price was $1,218, price is now $831 per person
$831
per person
Jul 27 - Jul 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Free WiFi in public areas, luggage storage, and a safe deposit box are available at this hotel. There's locker space and multilingual staff can provide around-the-clock assistance.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
Price was $2,955, price is now $1,752 per person
$1,752
per person
Jun 16 - Jun 23
found 18 hours ago
Roundtrip flight included
Chicago (ORD) 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.
Furnished Apartment Near Longwood

Furnished Apartment Near Longwood

3 out of 5
North Brookline
Save 100% on your flight
Price was $2,790, price is now $1,777 per person
$1,777
per person
Jun 16 - Jun 23
found 18 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This apartment features a virtual front desk. Take advantage of the self parking.
The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
Save 100% on your flight
Price was $2,595, price is now $1,701 per person
$1,701
per person
Jun 16 - Jun 23
found 18 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This hotel features free WiFi in public areas, laundry facilities, and self parking. Enjoy the free buffet breakfast each morning. A computer station and luggage storage are also provided.

Luxury 2BR near Cambridge

3 out of 5
Prospect Hill
Save 100% on your flight
Price was $2,576, price is now $1,718 per person
$1,718
per person
Jun 16 - Jun 23
found 18 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This apartment features a virtual front desk.
The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $2,116, price is now $1,431 per person
$1,431
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
A full-service spa, 3 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, limo/town car service, and a snack bar/deli are also offered.

Frequently asked questions

How much are vacation packages to Chatham Windmill?
Grab an express ticket to an awesome deal with Travelocity's $831 Chatham Windmill vacation package. Not only can you save a tidy sum on your hotel and return flights, you can also add on a few interesting local activities or even a rental car.
Where can I get the best vacation package deals for Chatham Windmill?
Landing an amazing package deal to Chatham Windmill is a cinch with Travelocity. With around 400 airlines and 1,000,000 properties all over the world, the choice is yours when it comes to picking your flights and hotels.
Why should I purchase my Chatham Windmill vacation bundle with Travelocity?
With exceptional service, 24/7 customer support and some of the most incredible getaways money can buy, you'll never wander alone. And if you happen to find a better price, we'll match it. That's our Price Match Guarantee.

Top Chatham Windmill hotel deals

Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
$434 nightly
The price is $496 total per night
$496 total
May 7 - May 8
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.
On private beach
Pool
Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St Chatham MA
$195 nightly
The price is $223 total per night
$223 total
May 7 - May 8
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.
Pool
Breakfast included
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

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

Chatham MA
$479 nightly
The price is $548 total per night
$548 total
May 14 - May 15
Total with taxes and fees
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
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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.