Pawling Vacation Packages 2026 from $535

Pawling flight + hotel vacation packages

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

The Wayne Inn

Save 100% on your flight

$535

per person

Jul 17 - Jul 20

found 3 hours ago

Roundtrip flight included

Dallas (DFW) to Newark Liberty Intl. Airport (EWR)

A restaurant, free self parking, and a 24-hour front desk are among this hotel's amenities. WiFi in public areas is free. A snack bar/deli is also provided.

1 Hotel Brooklyn Bridge

$2,641

per person

Aug 10 - Aug 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 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.

Dream Hotel Bronx

South Side

Save 100% on your flight

$616

per person

Jul 9 - Jul 13

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

Free WiFi in public areas is provided and the front desk is staffed around-the-clock.

The Fifth Avenue Hotel

Manhattan

Save 100% on your flight

$1,975

per person

Aug 10 - Aug 16

found 3 hours ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

This hotel features a restaurant and 2 bars/lounges. Enjoy the 24-hour gym and perks like free WiFi. Valet parking, limo/town car service, and dry cleaning are also offered.

Park Lane New York

Manhattan

Save 100% on your flight

$947

per person

Jul 23 - Jul 28

found 23 hours 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.

Top Pawling hotels deals

Station Inn Pawling

7 Memorial Avenue Pawling NY

$144 nightly

$163 total

Jun 30 - Jul 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

21 Lake Avenue Extension Danbury CT

Free Cancellation

Reserve now, pay when you stay

$104 nightly

$120 total

Jun 21 - Jun 22

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

Spark by Hilton Fishkill

20 Schuyler Blvd Fishkill NY

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$107 total

Jun 7 - Jun 8

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Families will appreciate the onsite laundry facilities and babysitting. Business travelers can take advantage of the 24-hour business center.

Studio 6 Extended Stay Fishkill Route 9 NY

25 Merritt Blvd Fishkill NY

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$88 total

Jun 30 - Jul 1

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A safe deposit box and laundry facilities are also provided.

Pet friendly

Parking included

Hyatt Place Poughkeepsie / Hudson Valley

2165 South Road Poughkeepsie NY

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$117 total

Jun 3 - Jun 4

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

80 Newtown Road Danbury CT

Free Cancellation

$104 nightly

$119 total

Jun 28 - Jun 29

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.

Popular places to visit

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.

Pawling Town Hall

Pawling Town Hall is just one of the places to see in Pawling, so why not enjoy the other things to explore during your travels?

Pawling Village Hall

Pawling Village Hall is just one of the places to see in Pawling, so why not enjoy the other things to explore during your travels?

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 $535. 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.