Pawling Vacation Packages 2025/2026 from $478

Pawling flight + hotel vacation packages

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

The Inn At Fox Hollow Hotel

$478

per person

Dec 14 - Dec 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free train station pick-up. Enjoy the 24-hour gym and perks like free self parking and a free area shuttle.

Courtyard New York Manhattan/ Midtown East

Manhattan

$737

per person

Dec 22 - Dec 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A coffee shop, limo/town car service, and a snack bar/deli are also on offer.

Night Hotel Broadway

Manhattan

$697

per person

Nov 12 - Nov 19

found 2 hours ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

Free WiFi in public areas, dry cleaning, and luggage storage are available at this hotel. Multilingual staff can provide around-the-clock assistance and laundry facilities are on offer.

The Asbury Hotel

Save 100% on your flight

$665

per person

Oct 30 - Nov 5

found 22 hours ago

Roundtrip flight included

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

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and wedding services.

Hotel Riu Plaza New York Times Square

Manhattan

Save 100% on your flight

$686

per person

Dec 6 - Dec 8

found 1 day ago

Roundtrip 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

$215 nightly

$243 total

Oct 27 - Oct 28

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

Microtel Inn & Suites by Wyndham Bethel/Danbury

80 Benedict Rd, Bethel, CT

Free Cancellation

Reserve now, pay when you stay

$87 nightly

$100 total

Oct 20 - Oct 21

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 a gym on site, and a 24-hour front desk and express check-out are also provided.

Breakfast included

Pet friendly

Quality Inn Poughkeepsie

536 Haight Ave, Building A, Poughkeepsie, NY

Free Cancellation

Reserve now, pay when you stay

$95 nightly

$110 total

Oct 6 - Oct 7

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

Hampton Inn & Suites Poughkeepsie

2361 South Rd, Poughkeepsie, NY

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$137 total

Oct 28 - Oct 29

Total with 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

15 Milestone Road, Danbury, CT

Free Cancellation

Reserve now, pay when you stay

$185 nightly

$213 total

Oct 26 - Oct 27

Total with 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

Quality Inn & Suites Fishkill South near I-84

849 Route 52, Fishkill, NY

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$121 total

Oct 19 - Oct 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 business center and free internet in public areas. There's a gym and multilingual staff can provide around-the-clock assistance.

Breakfast included

Parking 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.

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?

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 $478. 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.