Book Exclusive Pawling Vacation Packages
Pawling flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Park Lane New York
Manhattan
Save 100% on your flight
per person
Jul. 20 - Jul. 26
found 9 hours ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
Stay at this 5-star luxury hotel in New York. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions 5th Avenue and Rockefeller Center are located nearby.
1 Hotel Brooklyn Bridge
Save 100% on your flight
per person
Aug. 1 - Aug. 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
Stay at this 5-star luxury hotel in Brooklyn. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Brooklyn Bridge and Wall Street are located nearby.
Capri
Save 100% on your flight
per person
Jul. 10 - Jul. 16
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
Stay at this 3.5-star hotel in Southampton. Enjoy free breakfast, free WiFi, and free parking. Popular attractions The Hamptons Beaches and North Main Street Historic District are located nearby.
The Harbor Front Inn
Save 100% on your flight
per person
Jul. 10 - Jul. 16
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
Stay at this 3.5-star business-friendly hotel in Greenport. Enjoy free breakfast, an outdoor pool, and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenport Carousel and Camera Obscura are located nearby.
Hyatt Regency Jersey City on the Hudson
Downtown Jersey City
Save 100% on your flight
per person
Jul. 8 - Jul. 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Newark Liberty Intl. Airport (EWR)
Stay at this 4-star business-friendly hotel in Jersey City. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions One World Trade Center and Wall Street are located nearby.
Top Pawling hotels deals
Station Inn Pawling
7 Memorial Avenue, Pawling, NY
The price is CA $315 per night
CA $315
CA $357 total
includes taxes & fees
Jun 4 - Jun 5
Stay at this 3-star guesthouse in Pawling. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Pawling Free Library and John Kane House are located nearby.
Parking included
Free WiFi
HYATT house Fishkill/Poughkeepsie
100 Westage Business Center Dr., Fishkill, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $151 per night
CA $151
CA $171 total
includes taxes & fees
May 7 - May 8
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
Ethan Allen Hotel
21 Lake Avenue Extension, I-84 at Exit 4, Danbury, CT
Free cancellation
Reserve now, pay when you stay
The price is CA $121 per night
CA $121
CA $140 total
includes taxes & fees
May 11 - May 12
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
15 Milestone Road, Danbury, CT
Free cancellation
Reserve now, pay when you stay
The price is CA $220 per night
CA $220
CA $253 total
includes taxes & fees
May 18 - May 19
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
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
25 OLD VINEYARD PLACE, Hyde Park, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $223 per night
CA $223
CA $252 total
includes taxes & fees
May 18 - May 19
Stay at this 3-star business-friendly hotel in Hyde Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Richard L. Skimin Memorial Baseball Field and Home of Franklin D. Roosevelt National Historic Site are located nearby.
Breakfast included
Pet-friendly
Wingate by Wyndham Fishkill
20 Schuyler Blvd, Fishkill, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $141 per night
CA $141
CA $159 total
includes taxes & fees
May 29 - May 30
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.
Breakfast included
Parking included
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?
Friends of Great Swamp
You can take time to visit Friends of Great Swamp during your travels to Pawling.
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.Photos of local treasures
Browse Pawling vacation photos for more inspiration
