Pawling Holidays

Photo by Marina Timo

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Top Flight + Hotel Deals in Pawling

Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway

Night Hotel Broadway

2.5 out of 5
Manhattan
Save 100% on your flight
per person
3 Sept - 8 Sept
found 16 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
7/10 Good! (2,169 reviews)
Clean, friendly ane helpful staff, walkinf sistance from Metro

Reviewed on 29 Jul 2025

Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
per person
7 Oct - 14 Oct
found 18 hours ago
Return direct flight included
Zürich (ZRH) to New York (JFK)
8.6/10 Excellent! (1,487 reviews)
Room was larger than average. Interacted with housekeeping, doormen and front desk and found them all to be very welcoming and efficient.

Reviewed on 28 Jul 2025

Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
per person
20 Oct - 25 Oct
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
7.8/10 Good! (2,087 reviews)
The rooms were OK, but really need updated. Air conditioners do not work well, ours stopped working on a very warm night. The staff are polite and helpful, but they could get the air conditioner fixed that evening.

Reviewed on 28 Jul 2025

Hard Rock Hotel New York

Hard Rock Hotel New York

4.5 out of 5
Manhattan
Save 100% on your flight
per person
7 Sept - 11 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.4/10 Exceptional! (4,612 reviews)
Great modern hotel, friendly, attentive and helpful staff, spotlessly clean, and the room was spacious with a very comfortable bed and just the best shower. Well located for subway travel both downtown and uptown.

Reviewed on 29 Jul 2025

The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
per person
20 Oct - 25 Oct
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.6/10 Exceptional! (511 reviews)
Lovely place! Highlight of my way stay while here on business! The staff really understand good service and all lovely people! Will be coming back for sure!

Reviewed on 20 Jul 2025

Top hotels in Pawling

Station Inn Pawling

Station Inn Pawling

3 out of 5
7 Memorial Avenue, Pawling, NY
The price is €207 per night from 3 Aug to 4 Aug
€207
3 Aug - 4 Aug
includes taxes & fees
9/10 Wonderful! (174 reviews)
"Very clean."

Reviewed on 4 Jul 2025

Station Inn Pawling
La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury

3 out of 5
116 Newtown Road, Danbury, CT
Fully refundableReserve now, pay when you stay
The price is €94 per night from 24 Aug to 25 Aug
€94
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (1,012 reviews)
"I love that I could take my Dog"

Reviewed on 28 Jul 2025

La Quinta Inn & Suites by Wyndham Danbury
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 €156 per night from 25 Aug to 26 Aug
€156
25 Aug - 26 Aug
includes taxes & fees
9/10 Wonderful! (1,012 reviews)
"Ggreat place"

Reviewed on 25 Jul 2025

Hotel Zero Degrees Danbury
See all 839 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 €782 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.