Pawling Vacation Packages 2026 from $667

Pawling flight + hotel vacation packages

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

Hyatt Regency Jersey City on the Hudson

Downtown Jersey City

Save 100% on your flight

$667

per person

Aug 6 - Aug 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and snack bar/deli.

The Towers at Lotte New York Palace

Manhattan

Save 100% on your flight

$1,696

per person

Jul 23 - Jul 27

found 5 hours ago

Roundtrip flight included

Chicago (ORD) to New York (JFK)

This hotel features a restaurant, a gym, and a bar/lounge. Families will appreciate the onsite laundry facilities and in-room childcare. Guests will appreciate perks like free WiFi and a free area shuttle.

Ace Hotel New York

Manhattan

Save 100% on your flight

$742

per person

Jul 21 - Jul 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

This hotel features 2 coffee shops/cafes and a 24-hour gym. Enjoy a meal from the restaurant and perks like free WiFi. A bar/lounge, a 24-hour front desk, and express check-out are also provided.

1 Hotel Brooklyn Bridge

Save 100% on your flight

$1,465

per person

Jul 20 - Jul 23

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.

Hotel Riu Plaza New York Times Square

Manhattan

Save 100% on your flight

$1,155

per person

Jul 15 - Jul 19

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to New York (JFK)

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. Enjoy the free buffet breakfast each morning.

Top Pawling hotels deals

Station Inn Pawling

7 Memorial Avenue Pawling NY

$168 nightly

$190 total

May 18 - May 19

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

Best Western Danbury/Bethel

11 Stony Hill Road Bethel CT

Free Cancellation

Reserve now, pay when you stay

$97 nightly

$111 total

May 24 - May 25

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 2 conference rooms, along with the business center. Multilingual staff can provide around-the-clock assistance and free newspapers are on offer.

Breakfast included

Parking included

Studio 6 Extended Stay Fishkill Route 9 NY

25 Merritt Blvd Fishkill NY

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$92 total

May 31 - Jun 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

$121 nightly

$140 total

Jun 8 - Jun 9

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

Pet friendly

Microtel Inn & Suites by Wyndham Bethel/Danbury

80 Benedict Rd Bethel CT

Free Cancellation

Reserve now, pay when you stay

$100 nightly

$115 total

May 19 - May 20

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's express check-out and multilingual staff can provide around-the-clock assistance.

Breakfast included

Pet friendly

Ethan Allen Hotel

21 Lake Avenue Extension Danbury CT

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$123 total

May 25 - May 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.

Pool

Pet friendly

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.

Popular places to visit

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?

Akin Free Library

Akin Free Library 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 $667. 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.