Pawling Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Marina Timo

Top hotels in Pawling

Station Inn Pawling

Station Inn Pawling

3 out of 5
7 Memorial Avenue, Pawling, NY
The price is 5.649.531 ₫ per night from 16 Sept to 17 Sept
5.649.531 ₫
6.390.927 ₫ total
16 Sept - 17 Sept
includes taxes & fees
9/10 Wonderful! (176 reviews)
"Very clean."

Reviewed on 4 Jul 2025

Station Inn Pawling
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 2.175.322 ₫ per night from 17 Aug to 18 Aug
2.175.322 ₫
2.501.621 ₫ total
17 Aug - 18 Aug
includes taxes & fees
8/10 Very Good! (1,006 reviews)
"Everything except the wheelchair accessible shower was perfect. The shower had no curtain and water went everywhere. Plus the shower bottom wa@ slippery to stand on. Needs anti-slip strips."

Reviewed on 11 Aug 2025

Microtel Inn & Suites by Wyndham Bethel/Danbury
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 2.564.147 ₫ per night from 24 Aug to 25 Aug
2.564.147 ₫
2.948.769 ₫ total
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"Well care for"

Reviewed on 14 Aug 2025

La Quinta Inn & Suites by Wyndham Danbury
See all 837 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 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.