Exclusive Chatham Windmill Vacation Deals

Chatham Windmill vacation package deals

Price found within the past 48 hours. Click for updated prices.
Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
Plymouth Downtown Waterfront District
Price was $763, price is now $578 per person
$578
per person
Jun 22 - Jun 26
found 2 days ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Free water park access and an indoor pool are featured at this smoke-free hotel. Families will appreciate the waterslide and onsite laundry facilities. Enjoy the 24-hour gym and perks like free self parking.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,429, price is now $1,657 per person
$1,657
per person
Jun 5 - Jun 8
found 24 hours ago
Roundtrip flight included
Dallas (DAL) 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.
Beachside Village Resort

Beachside Village Resort

3 out of 5
Save 100% on your flight
Price was $1,682, price is now $1,195 per person
$1,195
per person
Jun 3 - Jun 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
A seasonal outdoor pool is featured at this apartment, along with free WiFi in public areas and laundry facilities. Barbecue grills and a virtual front desk are also provided.
Centerboard

Centerboard

2 out of 5
Nantucket Town
Save 100% on your flight
Price was $3,519, price is now $2,547 per person
$2,547
per person
Jun 13 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Free WiFi in public areas and a communal living room are available at this hotel.
InnSeason Resorts Surfside

InnSeason Resorts Surfside

3 out of 5
Price was $1,198, price is now $888 per person
$888
per person
Jun 22 - Jun 26
found 2 days ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
This hotel features an indoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area and barbecue grills are also provided.
The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Seaport District
Price was $991, price is now $743 per person
$743
per person
Jun 5 - Jun 8
found 24 hours ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
The hotel's indoor pool, 24-hour gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the restaurant, hot tub, and laundry facilities.

Frequently asked questions

How much are vacation packages to Chatham Windmill?
Grab an express ticket to an awesome deal with Travelocity's $578 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
$368 nightly
The price is $421 total per night
$421 total
Apr 2 - Apr 3
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
$217 nightly
The price is $248 total per night
$248 total
Apr 14 - Apr 15
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
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Chatham MA
$2,501 nightly
The price is $2,862 total per night
$2,862 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.
Pool
Hot Tub
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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.