Pawling Holidays

Photo by Marina Timo

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Pawling Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
per person
10 Sept - 15 Sept
found 4 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
7.6/10 Good! (803 reviews)
Best experience ever!! Fabulous staff and cleanliness

Reviewed on 5 Jul, 2025

The Dominick

The Dominick

5 out of 5
Manhattan
per person
10 Sept - 15 Sept
found 4 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
The manager was rude.

Reviewed on 8 Jul, 2025

The Knickerbocker Hotel

The Knickerbocker Hotel

5 out of 5
Manhattan
per person
10 Sept - 15 Sept
found 4 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9/10 Wonderful! (1,519 reviews)
I like location of the hotel. Beds were comfortable. But carpet and sofa by the window was dirty and old. Bathroom could be cleaner. (Clorox smells was so bad).

Reviewed on 7 Jul, 2025

PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Manhattan
per person
10 Sept - 15 Sept
found 4 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
8.4/10 Very Good! (2,866 reviews)
Amazing location and amazing hotel

Reviewed on 8 Jul, 2025

Hard Rock Hotel New York

Hard Rock Hotel New York

4.5 out of 5
Manhattan
per person
10 Sept - 15 Sept
found 4 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.4/10 Exceptional! (4,563 reviews)
Hard Rock Hotel dos not disappoint. It is a beautiful hotel with so many amenities. Definitely one of my go-to spots. Convenient to just about everywhere.

Reviewed on 7 Jul, 2025

Top hotels in Pawling

Station Inn Pawling
Station Inn Pawling
3 out of 5
7 Memorial Avenue, Pawling, NY
The price is S$325 per night from 6 Aug to 7 Aug
S$325
6 Aug - 7 Aug
includes taxes & fees
9/10 Wonderful! (172 reviews)
"Very clean."

Reviewed on 4 Jul, 2025

Station Inn Pawling
Hotel Zero Degrees Danbury
Hotel Zero Degrees Danbury
4 out of 5
15 Milestone Road, Danbury, CT
Fully refundableReserve now, pay when you stay
The price is S$250 per night from 31 Jul to 1 Aug
S$250
31 Jul - 1 Aug
includes taxes & fees
9/10 Wonderful! (1,009 reviews)
"enjoyed the facility it has a modern look and very relaxed enviorment"

Reviewed on 7 Jul, 2025

Hotel Zero Degrees Danbury
Microtel Inn & Suites by Wyndham Bethel/Danbury
Microtel Inn & Suites by Wyndham Bethel/Danbury
2 out of 5
80 Benedict Rd, Bethel, CT
Fully refundableReserve now, pay when you stay
The price is S$122 per night from 16 Jul to 17 Jul
S$122
16 Jul - 17 Jul
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"Great little hotel in Bethel. The room was spotless and the staff is great"

Reviewed on 29 Jun, 2025

Microtel Inn & Suites by Wyndham Bethel/Danbury
See all 834 properties in Pawling
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.

Frequently asked questions

How much does a Pawling holiday package cost?
You'll find cheap prices from S$2,404 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 holiday 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 holiday 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 holiday. 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 holiday package well in advance.
Is it cheaper to book a Pawling holiday as a package?
Expedia holiday 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 customised Pawling holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Pawling?
If you're considering a spontaneous Pawling holiday, 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?

  1. 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.
  2. Budget wisely: Besides the price of your accommodation, 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.
  3. 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.
  4. Combine your airfare and accommodation: After you've nailed down your dates and duration, book the perfect Pawling holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.