Pawling Vacations from ₩1,306,406
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The Latest Pawling Vacation Packages
Price found within the past 48 hours. Click for updated prices.
OYO Times Square
Manhattan
₩1,306,406
per person
Oct 19 - Oct 24
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
6.8/10 (2,037 reviews)
The location was amazing and the guy at the luggage storage was helpful and kind. It would be nice to have a coffee maker in the room or a coffee and water station set up in the lobby in an obvious location. Whatever the case, it wasn’t in plane sight.
Reviewed on Aug 7, 2026
Hotel Riu Plaza New York Times Square
Manhattan
₩1,843,640
per person
Oct 19 - Oct 24
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9/10 Wonderful! (3,255 reviews)
Facility can use more maintaining. Shower floor was cracked, door was leaking, no one came to clean the room in 4 days, staff did not try to accommodate our needs.
Reviewed on Aug 7, 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
₩1,792,934
per person
Oct 19 - Oct 24
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (3,841 reviews)
Clean hotel, cleaned everyday. The location was ideal, close to everything.
Staff were exceptional.
Only negative is waiting for my deposit to be returned (upto 14 days)
Reviewed on Aug 7, 2026
Find the Best Pawling Vacation Packages
Pawling Hotel Deals
Station Inn Pawling
7 Memorial Avenue Pawling NY
₩223,998
₩253,392 total
Sep 7 - Sep 8
includes taxes & fees
9.2/10 Wonderful! (205 reviews)
"Perfect place to stay the night. You can hear the train passing by, but there are ear plugs and a white noise machine in the room. It didn't bother us at all, but it might other folks"
Reviewed on Jun 29, 2026
Ethan Allen Hotel
21 Lake Avenue Extension Danbury CT
Fully refundableReserve now, pay when you stay
₩152,376
₩175,232 total
Aug 16 - Aug 17
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
₩149,389
₩173,478 total
Aug 20 - Aug 21
includes taxes & fees
9/10 Wonderful! (1,027 reviews)
"We book two bed when check in only one bed for us that not except able"
Reviewed on Aug 7, 2026
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.
Stay near popular Pawling attractions
Daryl's House Club
You can make plans for a show at Daryl's House Club during your trip to Pawling.
Pawling Town Hall
Pawling Town Hall functions as the administrative heart of this New York community, hosting public meetings and essential services. Visit during weekday business hours to connect with local governance in action.
Pawling Village Hall
Pawling Village Hall functions as the village's administrative center, hosting community events and government activities. Visit on weekdays to see local governance in action or attend a public meeting.
John Kane House
This Revolutionary War headquarters of General Washington offers an intimate glimpse into 18th-century American history. Explore exhibits while volunteer guides bring the past to life.
Akin Free Library
This Victorian treasure houses both a library and museum with rare books and historical artifacts. Explore the Historical Society Museum upstairs and discover mounted birds in the Natural History Museum below.
Pawling Free Library
The Pawling Free Library has served as a community learning hub since 1921, offering diverse collections and programs. Visitors can explore both buildings while attending seasonal workshops and cultural events.
Edward R Murrow Park
This serene 62-acre park honors broadcast journalism legend Edward R. Murrow with fishing docks and open fields. Enjoy the tranquil pond views or reserve the pavilion for special gatherings amid Pawling's natural beauty.
Friends of Great Swamp
The Great Swamp offers a pristine 6,000-acre wetland sanctuary spanning two New York counties. Join Friends of the Great Swamp (FrOGS) for guided hikes and seasonal events showcasing the rich wildlife habitat.
Frequently asked questions
How much does a Pawling vacation package cost?
You'll find cheap prices from ₩1,306,406 on Expedia for your Pawling escape. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Pawling costs.
What are the cheapest months to go to Pawling?
Plan your getaway for the off-season and you're likely to score cheap Pawling vacation packages. Bear in mind that public holidays and local festivals and events can have an impact on prices, so do your research before you go.
How many days is enough for Pawling?
Generally, a handful of days is enough to tick off the major sights during your Pawling vacation. But if you'd like to have some time to unwind or take day tours, think about extending your trip.
How to find the best Pawling package deals?
Use Expedia's filters to find some great Pawling package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Pawling package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Pawling vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Pawling vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Pawling?
If you're considering a spontaneous Pawling vacation, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Pawling?
- Choose when to get away: Check your calendar and get packing. Your preferred season and the type of activities available will also help you decide when to visit Pawling.
- Budget wisely: Besides the price of your accommodations, you should factor in other expenses too. These include transportation, food and flights. Also, set aside some extra funds for unexpected expenses that may arise during your trip to Pawling.
- Work out your trip length: Consider how much time you want to spend exploring Pawling. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
- Combine your airfare and accommodations: After you've nailed down your dates and duration, book the perfect Pawling vacation package for you.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
