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Pawling flight + hotel packages

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Motel Casa Downtown Guest House

Motel Casa Downtown Guest House

3 out of 5
Save 100% on your flight
per person
Jan. 20 - Jan. 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
Stay at this 3-star guesthouse in Newark. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Prudential Center and New Jersey Performing Arts Center are located nearby.
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
Dec. 18 - Dec. 23
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
Stay at this 4-star hotel in New York. Enjoy free WiFi, a rooftop terrace, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brooklyn Bridge and One World Trade Center are located nearby.
Heart of New York Suites

Heart of New York Suites

2 out of 5
Manhattan
Save 100% on your flight
per person
Dec. 18 - Dec. 23
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, laundry facilities, and patios. Popular attractions 5th Avenue and Radio City Music Hall are located nearby.
The William Vale

The William Vale

5 out of 5
Save 100% on your flight
per person
Dec. 16 - Dec. 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Stay at this 5-star luxury hotel in Brooklyn. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the pool and the bar in our reviews. Popular attractions Empire State Building and Grand Central Terminal are located nearby.
The Lombardy Hotel

The Lombardy Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
Dec. 18 - Dec. 23
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy free WiFi, parking (surcharge), and onsite spa services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions 5th Avenue and Radio City Music Hall are located nearby.

Top Pawling hotels deals

Station Inn Pawling

Station Inn Pawling

3 out of 5
7 Memorial Avenue, Pawling, NY
The price is CA $306 per night
CA $306
CA $343 total
includes taxes & fees
15 Dec - 16 Dec
Stay at this 3-star guesthouse in Pawling. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions John Kane House and Akin Free Library are located nearby.
Parking included
Free WiFi
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension, I-84 at Exit 4, Danbury, CT
Free cancellation
Reserve now, pay when you stay
The price is CA $154 per night
CA $154
CA $177 total
includes taxes & fees
26 Nov - 27 Nov
Stay at this 3.5-star business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Danbury Fair Mall and Xtreme Play Adventure Park are located nearby.
Pool
Pet-friendly
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road, Danbury, CT
Free cancellation
Reserve now, pay when you stay
The price is CA $228 per night
CA $228
CA $262 total
includes taxes & fees
15 Dec - 16 Dec
Stay at this 4-star business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Thrillz High Flying Adventure Park and Jumpz Trampoline Sports Danbury are located nearby.
Pet-friendly
Parking included
DoubleTree by Hilton Poughkeepsie

DoubleTree by Hilton Poughkeepsie

4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $147 per night
CA $147
CA $171 total
includes taxes & fees
15 Dec - 16 Dec
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions McCann Ice Arena and Mid-Hudson Civic Center are located nearby.
Parking included
Free WiFi
HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie

3 out of 5
100 Westage Business Center Dr., Fishkill, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $139 per night
CA $139
CA $155 total
includes taxes & fees
14 Dec - 15 Dec
Stay at this 3-star business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Van Wyck Homestead Museum and Fishkill Golf Course are located nearby.
Pool
Hot tub
Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites

3.5 out of 5
14 Schuyler Blvd, Fishkill, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $130 per night
CA $130
CA $145 total
includes taxes & fees
14 Dec - 15 Dec
Book a stay at this business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Van Wyck Homestead Museum and Blodgett Memorial Library are located nearby.
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.

John Kane House

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?

Akin Free Library

Pawling Vacations

Traveling is all about feeling inspired, discovering new things and collecting marvelous memories. And all of that starts with studying up on your destination! Are you ready to discover a few basic facts about Pawling?

Pawling is a neighborhood in Poughkeepsie. You'll find it 20 miles (32 kilometers) to the southeast of the center of town.

Forget about the big-name attractions — it's the locals that make a place tick. Here in Poughkeepsie, there are 33,000 of them.

Places to visit in Pawling

The Poughkeepsie region offers plenty of opportunities for outdoor fun. Why not get out and go snowboarding while you're here? The good times don't need to stop there. Think about finding time to go skiing as well.

Where do you fly into for Pawling?

If you're going to Pawling, the closest major terminal is Bradley International Airport (BDL). It's roughly 50 miles (80 kilometers) northeast from the main streets. Choose an in-flight film, sit back and you'll arrive in no time at all.

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 CA $728. 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 97 kilometers 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 88 kilometers south of downtown Pawling. Bradley Intl. Airport (BDL) (88 kilometers away from central Pawling) and MacArthur Airport (ISP) (97 kilometers 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

Photo by Marina Timo
Photo by Marina Timo