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.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,446, price is now $771 per person
$771
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. A snack bar/deli, dry cleaning, and luggage storage are also on offer.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,542, price is now $835 per person
$835
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Park Lane New York

Park Lane New York

5 out of 5
Manhattan
Save 100% on your flight
Price was $3,098, price is now $1,696 per person
$1,696
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This luxury hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a garden, and a lobby fireplace are also on offer.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Save 100% on your flight
Price was $1,632, price is now $905 per person
$905
per person
Nov 3 - Nov 10
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.
Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Save 100% on your flight
Price was $1,771, price is now $1,002 per person
$1,002
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Free WiFi in public areas, a library, and luggage storage are available at this hotel. Multilingual staff at the 24-hour front desk can provide around-the-clock assistance.

Top Pawling hotels deals

Station Inn Pawling

Station Inn Pawling

3 out of 5
7 Memorial Avenue Pawling NY
$156 nightly
The price is $176 total per night
$176 total
Sep 6 - Sep 7
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
$108 nightly
The price is $124 total per night
$124 total
Sep 13 - Sep 14
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.
Pool
Pet friendly
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road Poughkeepsie NY
Free Cancellation
$97 nightly
The price is $113 total per night
$113 total
Sep 21 - Sep 22
Total with taxes and fees
A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. A 24-hour business center, a snack bar/deli, and a picnic area are also on offer.
Breakfast included
Parking 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
$101 nightly
The price is $117 total per night
$117 total
Sep 20 - Sep 21
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
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
$89 nightly
The price is $100 total per night
$100 total
Sep 8 - Sep 9
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.
Breakfast included
Pet friendly
Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

2.5 out of 5
80 Newtown Road Danbury CT
Free Cancellation
$124 nightly
The price is $143 total per night
$143 total
Sep 27 - Sep 28
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.
Pool
Breakfast included
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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

Daryl's House Club

You can make plans for a show at Daryl's House Club during your trip to Pawling.
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 $771. 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.