Book Hotels in Pawling, NY

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Top Pawling hotels

Station Inn Pawling

Station Inn Pawling

3 out of 5
7 Memorial Avenue Pawling NY
$215 nightly
The price is $243 total per night from Dec 30 to Dec 31
$243 total
Dec 30 - Dec 31
Total with taxes and fees
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
We stayed here overnight so that we could hit up Daryl's House for dinner and a concert. The inn is very well maintained, the room was very comfortable and not clean but immaculate! One of the best we have stayed at in years. If we come back to the area will stay again.

Reviewed on Oct 28, 2025

Opens in a new windowStation 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
$160 nightly
The price is $184 total per night from Dec 20 to Dec 21
$184 total
Dec 20 - Dec 21
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self ...
facility was immaculate and staff super professional. The culture could not have been better.

Reviewed on Nov 17, 2025

Opens in a new windowHotel Zero Degrees Danbury
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $115 total per night from Dec 6 to Dec 7
$115 total
Dec 6 - Dec 7
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
Comfortable Room

Reviewed on Nov 24, 2025

Opens in a new windowHampton Inn & Suites Poughkeepsie
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $108 total per night from Dec 2 to Dec 3
$108 total
Dec 2 - Dec 3
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Rooms were clean and staff very accommodating

Reviewed on Nov 27, 2025

Opens in a new windowHyatt Place Poughkeepsie / Hudson Valley
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road Poughkeepsie NY
Fully refundable
$95 nightly
The price is $111 total per night from Dec 7 to Dec 8
$111 total
Dec 7 - Dec 8
Total with taxes and fees
A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. ...
Yes

Reviewed on Nov 23, 2025

Opens in a new windowHoliday Inn Express Poughkeepsie by IHG
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

4 out of 5
40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $119 total per night from Dec 12 to Dec 13
$119 total
Dec 12 - Dec 13
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 8 conference rooms, free WiFi in public areas, and express ...
The room was very spotless and the restaurant food was great 👍 I'm looking forward to next year trip

Reviewed on Nov 24, 2025

Opens in a new windowDoubleTree by Hilton Poughkeepsie Convention Center
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
$82 nightly
The price is $94 total per night from Dec 7 to Dec 8
$94 total
Dec 7 - Dec 8
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of ...
It was a very enjoyable experience. The staff was friendly and the room was clean.

Reviewed on Nov 17, 2025

Opens in a new windowMicrotel Inn & Suites by Wyndham Bethel/Danbury
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $122 total per night from Dec 28 to Dec 29
$122 total
Dec 28 - Dec 29
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and ...
Great parking, clean and very nice inside and out.

Reviewed on Nov 27, 2025

Opens in a new windowEthan Allen Hotel
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $99 total per night from Dec 3 to Dec 4
$99 total
Dec 3 - Dec 4
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
Staff was very pleasant the place was clean and well kept. My one complaint was the bed. The mattress was horrible. I truly did not think they made mattresses that uncomfortable anymore.

Reviewed on Nov 24, 2025

Opens in a new windowSureStay Plus Hotel by Best Western Highland Poughkeepsie
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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.

Pawling Hotel & Travel Guide\n

Wandering through United States of America? Looking to take the path less traveled to Pawling? Travelocity's up-to-the minute database boasts a large range of lodgings in the surrounding area. Within a short commute to Pawling visitors can select from approximately 29 hotels.

The closest Travelocity-listed hotel is the Courtyard By Marriott Danbury, Connecticut, which is located 15 miles (23 kilometers) from the downtown precinct of Pawling. Or instead, check out the Residence Inn Marriott Danbury, located in Connecticut, which is 15 miles (24 kilometers) from the heart of the city.

14 miles (22 kilometers) from central Pawling, you can find the Springhill Suites By Marriott - Danbury. Alternatively, the Crowne Plaza Danbury is positioned 14 miles (22 kilometers) away. Some other Travelocity-listed accommodation options are the Homestead Inn and the Hampton Inn Danbury.

Once you have thoroughly explored Pawling, why not tour a little bit further afield? The Hudson Valley district has lots of things to offer. Enjoy Hudson Valley's rivers, valleys and rolling hills. You could also visit its historic bridges. Wise travelers in this corner of United States of America adore rock climbing, hiking and sea kayaking.

New Paltz is 30 miles (47 kilometers) to the northwest of Pawling and is where you'll find New Paltz Golf Course and Mohonk Golf Course. The Econo Lodge New Paltz and Americas Best Value Inn-New Paltz are a handful of the Travelocity accommodation alternatives in New Paltz. Alternatively, you could stay in Fishkill, 16 miles (26 kilometers) to the west of Pawling, where you have the options of the Courtyard Fishkill by Marriott and Holiday Inn Express Fishkill-Mid Hudson Valley. The SplashDown Beach and Van Wyck Homestead Museum are some of the more frequented points of interest to see when you're in Fishkill.

If enjoying sport is a favourite pastime, don't overlook a trip to Madison Square Garden, which you can find 60 miles (98 kilometers) to the south of Pawling. Those sports fans wishing to find Travelocity-listed accommodation close to the action can select from the The St. Regis New York or the Mandarin Oriental, New York.

When you are flying via Stewart International Airport and plan to find a room nearby, consider Newburgh/Stewart Airport Hotel or Four Points by Sheraton Newburgh Stewart Airport.

Frequently asked questions

What are the top kid-friendly hotels in Pawling?
Take some of the challenges out of traveling with kids by opting for a family-friendly Pawling hotel. From fun amenities to additional services, these properties offer perks that'll help make your trip go off without a hitch: Put your bags down at Station Inn Pawling. It comes with housekeeping services, free WiFi and a talent for making families feel welcome. Tentrr Signature Site - Maybrook Farm - The Ridge is another great choice. After a big day of exploring, return to your comfy room and perks like a firepit and pet-friendly facilities.
Where can I find cheap hotels in Pawling?
At Travelocity you'll find really nice hotels in Pawling at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Pawling rather than in Pawling. We may find you even better rates, too.
How do I find the best Pawling hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Pawling then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Pawling?
The cheapest hotel in Pawling is $94. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Pawling?
There are 818 hotels in Pawling on Travelocity.
What are the best hotels in Pawling?
Pawling has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Pawling for you!
When is the best time to visit Pawling?
If you want the joy of a fun-filled trip in peak season, visit Pawling during January, August and October. If you'd prefer the peace of off-season, book a stay during quieter months, such as February, March and December.
When is the cheapest time to stay in Pawling?
Based on historic data is usually the cheapest month to visit Pawling. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Pawling?
There are multiple hotels in Pawling that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Pawling. We have plenty of kid-friendly hotels in Pawling to choose from on Travelocity!
Why book a hotel in Pawling through Travelocity?
Because we have the top hotels in Pawling! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Pawling on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

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