Name: Hyatt Place Poughkeepsie / Hudson Valley
Price range: CA $177
Rating: 9

Your Pawling Vacation

Our vacation packages to Pawling give you countless opportunities to immerse yourself in new sights, sounds and flavors. And with all the travel planning taken care of, you can chill out and enjoy your city getaway in the way that you deserve. Love to explore your surroundings? Thunder Ridge Ski Resort, Whaley Lake and Lake Dutchess are just three of the top-rated places to visit during your trip to Pawling. Whoever you're taking time off with and whatever your bank balance, your dream Pawling vacation is just a few clicks away with Expedia.

Top Pawling Vacation Deals

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

Hilton Garden Inn New York/Manhattan-Midtown East

Manhattan

CA $812

per person

Jul 27 - Jul 30

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)

7.8/10 Good! (1,761 reviews)

Elevators could use some work.

Reviewed on Jun 23, 2026

1 Hotel Brooklyn Bridge

CA $3,150

per person

Aug 27 - Aug 31

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (1,000 reviews)

Excellent and well kept hotel. Friendly and helpful staff. Awesome location.

Reviewed on Jun 6, 2026

Night Hotel Broadway

Manhattan

CA $840

per person

Aug 26 - Aug 30

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Newark Liberty Intl. Airport (EWR)

7.4/10 Good! (3,182 reviews)

The rooms are neat and clean. It's a no frills hotel but it has everything you'll need. All the amenities were new and functioned great - AC, TV, lights, furniture, bed, linens. The bath was sparkling clean and recently renovated. Staff is helpful and attentive.

Reviewed on Jun 24, 2026

Hotel Riu Plaza Manhattan Times Square

Manhattan

CA $1,083

per person

Aug 17 - Aug 20

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Newark Liberty Intl. Airport (EWR)

9.2/10 Wonderful! (3,636 reviews)

Easy check in, clean, and professional

Reviewed on Jun 24, 2026

Hotel St. James

Manhattan

CA $1,113

per person

Sep 4 - Sep 7

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to New York (JFK)

8.8/10 Excellent! (7,502 reviews)

The room was clean. The only amenities were a small tv, ac, soap, shampoo and that’s all. The location was great. Staff were nice. They did help us get transportation.

Reviewed on Jun 25, 2026

Ready to book your vacation to Pawling?

Choose your dates

Pawling Hotel Deals

Station Inn Pawling

7 Memorial Avenue Pawling NY

CA $205

CA $232 total

Jul 26 - Jul 27

includes taxes & fees

9.2/10 Wonderful! (204 reviews)

"The only draw back was no small fridge Everything else was great."

Reviewed on Jun 13, 2026

Ethan Allen Hotel

21 Lake Avenue Extension Danbury CT

Fully refundableReserve now, pay when you stay

CA $140

CA $161 total

Jul 8 - Jul 9

includes taxes & fees

8/10 Very good! (1,267 reviews)

"Stayed here many times, good value for area."

Reviewed on Jun 24, 2026

Hyatt Place Poughkeepsie / Hudson Valley

2165 South Road Poughkeepsie NY

Fully refundableReserve now, pay when you stay

CA $177

CA $205 total

Jun 29 - Jun 30

includes taxes & fees

9/10 Wonderful! (1,014 reviews)

"Nice, spacious room. Comfy bed, fluffy towels. Good breakfast!"

Reviewed on Jun 24, 2026

See all 859 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.