Cheap Vacations in Pawling

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3-night Pawling vacations

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

Hotel St. James

2.5 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 9
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
per person
Jul 4 - Jul 7
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New York (JFK)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 9
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
RIU Plaza Manhattan Times Square

RIU Plaza Manhattan Times Square

4 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New York (JFK)
Park Lane New York

Park Lane New York

4.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New York (JFK)
Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 20
Roundtrip flight included
Houston (IAH) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New York (JFK)
The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 20
Roundtrip flight included
Houston (IAH) to New York (JFK)
Hyatt Centric Times Square New York

Hyatt Centric Times Square New York

4.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New York (JFK)
Soho Grand Hotel

Soho Grand Hotel

4.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New York (JFK)

4-night Pawling vacations

Price found within the past 48 hours. Click for updated prices.
Westgate New York Grand Central

Westgate New York Grand Central

4 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 3
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
per person
Jun 29 - Jul 3
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 3
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
RIU Plaza Manhattan Times Square

RIU Plaza Manhattan Times Square

4 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 3
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 3
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 3
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Hotel St. James

Hotel St. James

2.5 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 3
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Hyatt Centric Times Square New York

Hyatt Centric Times Square New York

4.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Hard Rock Hotel New York

Hard Rock Hotel New York

4.5 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 3
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Home2 Suites By Hilton New York Times Square

Home2 Suites By Hilton New York Times Square

3 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 3
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Martinique New York on Broadway, Curio Collection by Hilton

Martinique New York on Broadway, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 3
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)

5-night Pawling vacations

Price found within the past 48 hours. Click for updated prices.
The Muse New York

The Muse New York

3.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 8
Roundtrip flight included
Orlando (MCO) to New York (JFK)
The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
per person
Jul 3 - Jul 8
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 4
Roundtrip flight included
Orlando (MCO) to New York (JFK)
New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 8
Roundtrip flight included
Orlando (MCO) to New York (JFK)
RIU Plaza Manhattan Times Square

RIU Plaza Manhattan Times Square

4 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 4
Roundtrip flight included
Orlando (MCO) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Save 100% on your flight
per person
Jun 23 - Jun 28
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Hotel St. James

Hotel St. James

2.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 8
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Hard Rock Hotel New York

Hard Rock Hotel New York

4.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 8
Roundtrip flight included
Orlando (MCO) to New York (JFK)
InterContinental New York Barclay, an IHG Hotel

InterContinental New York Barclay, an IHG Hotel

5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 8
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Hyatt Centric Times Square New York

Hyatt Centric Times Square New York

4.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 8
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
per person
Jun 23 - Jun 28
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Westgate New York Grand Central

Westgate New York Grand Central

4 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 8
Roundtrip flight included
Orlando (MCO) to New York (JFK)

6-7 night Pawling vacations

Price found within the past 48 hours. Click for updated prices.
Martinique New York on Broadway, Curio Collection by Hilton

Martinique New York on Broadway, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 5
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Hotel St. James

Hotel St. James

2.5 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 5
Roundtrip flight included
Orlando (MCO) to New York (JFK)
The Chatwal, In The Unbound Collection By Hyatt

The Chatwal, In The Unbound Collection By Hyatt

5 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 5
Roundtrip flight included
Orlando (MCO) to New York (JFK)
InterContinental New York Barclay, an IHG Hotel

InterContinental New York Barclay, an IHG Hotel

5 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 5
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Library Hotel by Library Hotel Collection

Library Hotel by Library Hotel Collection

4 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 5
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Hilton Garden Inn New York/Manhattan-Chelsea

Hilton Garden Inn New York/Manhattan-Chelsea

3 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 5
Roundtrip flight included
Orlando (MCO) to New York (JFK)
The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 5
Roundtrip flight included
Orlando (MCO) to New York (JFK)
The Michelangelo Hotel

The Michelangelo Hotel

4 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 5
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Kimpton Hotel Eventi, an IHG Hotel

Kimpton Hotel Eventi, an IHG Hotel

4 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 5
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Holiday Inn Express New York - Manhattan West Side, an IHG Hotel

Holiday Inn Express New York - Manhattan West Side, an IHG Hotel

3 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 5
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Casablanca Hotel by Library Hotel Collection

Casablanca Hotel by Library Hotel Collection

4 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 5
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Tru By Hilton Brooklyn

Tru By Hilton Brooklyn

3 out of 5
Save 100% on your flight
per person
Jun 29 - Jul 5
Roundtrip flight included
Orlando (MCO) to New York (JFK)

Where is Pawling?

Searching for an excuse to pack your suitcase and travel? Sensational adventures that won't send you broke await in Pawling.

It's a neighborhood of Poughkeepsie. You'll discover it 19 miles south-east of the downtown area.

Travelers to Poughkeepsie will be sharing space with around 32,700 people.

Cheap Things to do in Pawling

Ever heard someone say, "the best things in life are free"? Well, that's one thing we can definitely get behind (and we know you can too!) Here are a few free things to see in or near Pawling:

  • A vacation isn't complete without spending a little time by the water. Connect with nature and immerse yourself in the lovely surrounds at Whaley Lake.
  • Ditch the urban jungle and admire the beauty of the natural world at Bear Mountain Reservation. This pretty attraction is ideal for travelers seeking some time to chill out.

Cheap Pawling Vacation Package Deals

CheapTickets will turn your affordable getaway dreams into a reality. After budget hotels, flights and activities? You've come to the best place. And remember, we won't make trade-offs on quality or comfort.

Combine your airfare and hotel bookings for savings of up to $287. With 500 partner airlines and more than 500,000 properties around the world, you can be sure that we'll find the most economical deals around.

You can breathe easy knowing if you book a vacation package now and find something at a lower price in the next 48 hours, we'll match it and pay back the difference with our Price Guarantee. CheapTickets will help satisfy your wanderlust at a price that won't leave you high and dry.

Get CheapCash

We know how difficult it is parting with your money that's why we started our simple rewards program. Just for booking your flights, you'll have cash savings to put toward your next eligible CheapTickets hotel reservation.

Wondering how you might get your hands on savings, special bonus offers and extra-scrimpy perks? Just log in or sign up for free and join our CheapCash program. It's that easy!

Cheap Car Rentals in Pawling

Listen up, cheapster. Here's a suggestion that will make your vacation not only reasonably priced, but hassle-free too. Instead of having to carry your suitcase on and off trains or buses during your Pawling stay, why not get a rental car? There'll be plenty of space in the trunk for your cases, and it'll be easy on your wallet too!

Cheap Hotels in Pawling

Staying in the center of Pawling might be a problem, but scoring a cheaptastic deal on your accommodations sure isn't! You'll find 2 places to stay in the surrounding area and at fabulous prices with CheapTickets.

The Inn At Arbor Ridge Hotel & Conference Center (17 Route 376 And Route 52, Hopewell Junction 12533, NY) in Hopewell Junction, about 11 miles away, is recommended by many visitors.

Top rated hotels for your Pawling vacation

Station Inn Pawling

Station Inn Pawling

3 out of 5
7 Memorial Avenue, Pawling, NY
0.1 mi from city center
The price is $255 per night
$255
per night
May 27 - May 28
Located in Pawling, Station Inn Pawling is a 1-minute drive from John Kane House and 7 minutes from Thunder Ridge Ski Resort.
HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie

3 out of 5
100 Westage Business Center Dr., Fishkill, NY
Free Cancellation
15.39 mi from city center
The price is $142 per night
$142
per night
May 29 - May 30
Located in Fishkill, HYATT house Fishkill/Poughkeepsie is a 4-minute drive from SplashDown Beach and 10 minutes from Dia Beacon.
Pool
Pet friendly
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A, Poughkeepsie, NY
Free Cancellation
Reserve now, pay when you stay
17.75 mi from city center
The price is $107 per night
$107
per night
Jun 16 - Jun 17
When you stay at Quality Inn Poughkeepsie in Poughkeepsie, you'll be in the business district, a 1-minute drive from Vassar College and 6 minutes from Marist College.
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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.