Deals on vacations and trips to Pawling

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Pawling flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Save 100% on your flight
Price was $1,317, price is now $757 per person
$757
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A steam room is featured at this hotel, along with free WiFi in public areas and dry cleaning. There's luggage storage and multilingual staff can provide around-the-clock assistance.
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Price was $1,909, price is now $902 per person
$902
per person
Dec 13 - Dec 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate complimentary bicycles and babysitting. Traveling on business? Take advantage of the business center, express check-out, and valet parking.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was $2,249, price is now $1,155 per person
$1,155
per person
Nov 19 - Nov 22
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $5,098, price is now $2,727 per person
$2,727
per person
Dec 1 - Dec 7
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Sound View Greenport

Sound View Greenport

4 out of 5
Save 100% on your flight
Price was $3,154, price is now $1,737 per person
$1,737
per person
Dec 2 - Dec 7
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A private beach and a restaurant are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and WiFi in public areas.

Top Pawling hotels deals

Station Inn Pawling

Station Inn Pawling

3 out of 5
7 Memorial Avenue Pawling NY
$164 nightly
The price is $186 total per night
$186 total
Sep 30 - Oct 1
Total with taxes and fees
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
Parking included
Free WiFi
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $128 total per night
$128 total
Oct 25 - Oct 26
Total with 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.
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A Poughkeepsie NY
Free Cancellation
$97 nightly
The price is $113 total per night
$113 total
Oct 21 - Oct 22
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $128 total per night
$128 total
Oct 13 - Oct 14
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Breakfast included
Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

2.5 out of 5
80 Newtown Road Danbury CT
Free Cancellation
$111 nightly
The price is $128 total per night
$128 total
Oct 25 - Oct 26
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W Highland NY
Free Cancellation
Reserve now, pay when you stay
$97 nightly
The price is $109 total per night
$109 total
Oct 4 - Oct 5
Total with 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. A picnic area, laundry facilities, and barbecue grills are also on offer.
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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.

Stay near popular Pawling attractions

John Kane House

Find out about the history of Pawling with a stop at John Kane House. While in this trendy area, you can savor the top-notch restaurants.
See properties

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 $757. 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

A wooden boardwalk with a wooden chair and a sign reading "Swamp River Boardwalk."
A wooden boardwalk through a lush, green landscape with trees and wildflowers.
A wooden boardwalk curving through a field of purple flowers under a clear sky.
A wooden boardwalk through a field of tall grasses with a bench on the side.
A wooden boardwalk through a field of tall grasses.