
Poughkeepsie Packages (Flight + Hotel)
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Top Poughkeepsie Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.

The Crossroads Hotel, Newburgh
Price was ฿169,922, price is now ฿164,552 per person
฿164,552
per person
2 Dec - 8 Dec
found 19 hours ago
Return flight included
Chiang Mai (CNX) to Newburgh (SWF)
7.2/10 Good! (617 reviews)
The perfect place for what we were asking. My brother and I stayed for one night as a stop on our travels further North. The staff was very pleasant, the room was clean, and parking was a breeze. We were able to grab dinner at the diner next door and we even went ice skating for an hour at the IceTime Sports Complex (a one minute drive) after dinner. We didn’t know what we’d be walking in to but it was an all around pleasant experience.
Reviewed on 20 Oct 2025

Luxury Apartments by Hyatus at The Asher
Downtown Stamford
Price was ฿196,683, price is now ฿185,978 per person
฿185,978
per person
2 Dec - 8 Dec
found 19 hours ago
Return flight included
Chiang Mai (CNX) to White Plains (HPN)
10/10 Exceptional! (18 reviews)
This place truly felt like a home away from home. Everything was spotless, comfortable, and well cared for. The location made it easy to access everything we needed, whether dining, shopping, or exploring the area. I would definitely return!
Reviewed on 22 Sept 2025


Hyatt Regency Greenwich
Price was ฿185,523, price is now ฿180,656 per person
฿180,656
per person
2 Dec - 8 Dec
found 19 hours ago
Return flight included
Chiang Mai (CNX) to White Plains (HPN)
8.2/10 Very Good! (1,017 reviews)
Loved the lobby setup. My room was clean and looked updated and well maintained. I also noted an unusually large room. My room felt huge. The front desk personnel were courteous and professional during check-in and out.
Reviewed on 19 Oct 2025

Stamford Suites
Downtown Stamford
Price was ฿176,062, price is now ฿171,732 per person
฿171,732
per person
2 Dec - 8 Dec
found 19 hours ago
Return flight included
Chiang Mai (CNX) to White Plains (HPN)
5.8/10 (64 reviews)
My husband has cancer, and we had to cancel our vacation to accommodate his tests. We live an hour+ away from Stamford, so we thought we'd spend the night there so we wouldn't have to get up early to drive to the testing site. And try to make a fun stay in the middle of this difficult time. So I was disappointed that it wasn't in better shape.
Plusses: the room was clean and spacious, the wifi and elevator worked. The sofa was hard but comfy enough, and we watched a couple of TV shows. We didn't use the kitchen, but the counters were damaged. Cosmetic, but it added to a negative overall impression. Minuses: The room smelled of the cleaner hotels use to mask the smell of smoke. The whole place did. The bathroom light was very dim. The shower had a handheld shower head and no door, so the water went everywhere. I cleaned it up. The water temperature was impossible to control and I nearly scalded myself. The toilet made scary noises after flushing, but nothing bad happened. The bedroom lights: 2 out of 5 worked: 1 worked after we jiggled the base and tightened the bulb, the two reading lights didn't work at all. One of them lacked a bulb. The bed was very uncomfortable. Mattress too hard, pillows too soft. I'm a mess of aches today. Breakfast was continental, serve yourself. Your choice of carb, plus coffee, tea, and milk.
Reviewed on 25 Sept 2025
Where to stay in Poughkeepsie
Find the best Poughkeepsie areas and neighborhoods for the activities you enjoy most. Learn more about Poughkeepsie

Arlington
1 out of top 10 points of interest in this area
You'll enjoy the coffee shops and art galleries in Arlington. You might want to make time for a stop at Overlook Drive-In Theater or Frances Lehman Loeb Art Center.
Top hotels in Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2361 South Rd, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is ฿3,579 per night from 6 Nov to 7 Nov
฿3,579
฿4,157 total
6 Nov - 7 Nov
includes taxes & fees
8.6/10 Excellent! (1,036 reviews)
"Good"
Reviewed on 18 Oct 2025

Quality Inn Poughkeepsie
536 Haight Ave, Building A, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is ฿2,795 per night from 5 Nov to 6 Nov
฿2,795
฿3,246 total
5 Nov - 6 Nov
includes taxes & fees
7.6/10 Good! (454 reviews)
"Good place to stay for the price point."
Reviewed on 12 Oct 2025

DoubleTree by Hilton Poughkeepsie Convention Center
40 Civic Center Plz, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is ฿3,579 per night from 5 Nov to 6 Nov
฿3,579
฿4,192 total
5 Nov - 6 Nov
includes taxes & fees
8.2/10 Very Good! (1,017 reviews)
"Enjoyed my time there."
Reviewed on 15 Oct 2025
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.
Popular places to visit
Locust Grove
You can browse the exhibits at Locust Grove, a museum with a storied past, during your holiday in Poughkeepsie. Stroll along the riverfront or attend a sporting event in the area.
Springside National Historic Site
You can find out about the history of Poughkeepsie with a stop at Springside National Historic Site. Amble around the area's riverfront or attend a sporting event.
What to do in Poughkeepsie

Bear Mountain State Park+ BeaconTown 1-Day Tour From NY
฿3,073
per adult

Llama/Alpaca Hike and Farm Tour
฿2,190
per adult
100% of travellers recommend
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.