Deals on vacations and trips to Pawling

Save when you book Pawling package deals

Choose two or more items and save on your trip:

Pawling flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Bklyn House

Bklyn House

2.5 out of 5
Save 100% on your flight
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Free WiFi in public areas and luggage storage are available at this hotel. Multilingual staff at the 24-hour front desk can provide around-the-clock assistance.
Ruschmeyers Hotel

Ruschmeyers Hotel

2 out of 5
per person
Aug 10 - Aug 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, express check-in, and express check-out are also on offer.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to New York (JFK)
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the seasonal outdoor pool and visit the 2 bars/lounges and poolside bar for drinks.
The Dominick

The Dominick

5 out of 5
Manhattan
Save 100% on your flight
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Make the most of the gym and seasonal outdoor pool, and relax with drinks at one of the 3 bars/lounges.
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
per person
Aug 22 - Aug 27
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, limo/town car service, and a snack bar/deli are also on offer.

Top Pawling hotels deals

Station Inn Pawling

Station Inn Pawling

3 out of 5
7 Memorial Avenue, Pawling, NY
$231 nightly
The price is $261 total per night
$261 total
Jun 5 - Jun 6
Total includes taxes and fees
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
Parking included
Free WiFi
HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie

3 out of 5
100 Westage Business Center Dr., Fishkill, NY
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $131 total per night
$131 total
Jul 1 - Jul 2
Total includes taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension, I-84 at Exit 4, Danbury, CT
Free Cancellation
Reserve now, pay when you stay
$109 nightly
The price is $126 total per night
$126 total
Jun 10 - Jun 11
Total includes taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free train station pick-up. Enjoy the seasonal outdoor pool and perks like free self parking.
Pool
Pet friendly
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd, Poughkeepsie, NY
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $132 total per night
$132 total
Jun 24 - Jun 25
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, express check-in, and conference space. There's a gym on site, and a 24-hour front desk and a terrace are also provided.
Breakfast included
Pet friendly
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road, Danbury, CT
Free Cancellation
Reserve now, pay when you stay
$159 nightly
The price is $183 total per night
$183 total
Jul 3 - Jul 4
Total includes taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a terrace, and dry cleaning are also offered.
Pet friendly
Parking included
Wingate by Wyndham Fishkill

Wingate by Wyndham Fishkill

3 out of 5
20 Schuyler Blvd, Fishkill, NY
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $112 total per night
$112 total
Jun 8 - Jun 9
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and laundry facilities and free newspapers are also offered.
Breakfast included
Parking included
Don't see what you're looking for?
See all available properties in Pawling
View all properties
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.

Frequently asked questions

How much are vacation packages to Pawling?
Vacation packages, which include flights and hotels in Pawling, are priced from as little as $272. Make your travel dreams a reality and secure your dream vacation with Travelocity today.
How long should my Pawling vacation be?
If you need some guidance, most visitors spend an average of 2 nights vacationing in Pawling. But to uncover the true spirit of this destination, stay a bit longer. You’ll be able to tick off more attractions and really soak up the local culture.
Where can I get the best vacation package deals for Pawling?
Travelocity is here to help you get a Pawling package deal. With no less than 400 partner airlines and 1,000,000 properties worldwide, you’re bound to be able to put together the perfect itinerary.
Why should I purchase my Pawling vacation package via Travelocity?
With our Price Match Guarantee, we’ll match any better price you find. Add to that our 24/7 support and top-quality service and your perfect vacation is well within reach.
Will I save money on my Pawling car rental if I combine it with my hotel or flight?
Bundling your car, hotel and flight into a Pawling vacation package is a great way to score an amazing deal. Plus, having your own set of wheels gives you total freedom to find your way to all those landmarks you want to see. Located 60 mi from Pawling, Times Square is one attraction that should be on your must-do list. Fasten your seat belt and make a day trip of it.
Which airport is best for Pawling?
There’s a very good chance you’ll arrive at LaGuardia Airport (LGA), located 55 mi south of downtown Pawling. Bradley Intl. Airport (BDL) (55 mi away from central Pawling) and MacArthur Airport (ISP) (60 mi away from central Pawling) are your other options.
What is there to do in Pawling?
Click away at the great photo opportunities at John Kane House, one of the most famous attractions in Pawling. There’s a lot more to discover in this great destination, so give yourself enough time to visit some hidden gems.
Where should I stay when visiting Pawling?
The Station Inn Pawling is the number one choice of many visitors. Book soon before it’s too late.

Photos of local treasures

Browse Pawling vacation photos for more inspiration

Photo by Marina Timo
Photo by Marina Timo
Photo by Marina Timo
Photo by Marina Timo