Poughkeepsie Holidays from £728

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Your Poughkeepsie Holiday

Design your ideal adventure with a Poughkeepsie holiday package tailored to your needs and preferences. Rich history, cultural experiences and spectacular views are just a few of the things that await you in this historic city. Any trip to Poughkeepsie needs a well-designed itinerary. Fill yours with big-name attractions like Marist College, Vassar College and Culinary Institute of America. A couple of clicks is all it takes to create the perfect Poughkeepsie holiday on Expedia.

Top Poughkeepsie Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
Price was £882, price is now £728 per person
£728
per person
8 Nov - 13 Nov
found 24 hours ago
Return direct flight included
London (LHR) to White Plains (HPN)
8.6/10 Excellent! (1,112 reviews)
Comfortable and secure

Reviewed on 13 Sept 2025

Luxury Living in the Heart of NY

Luxury Living in the Heart of NY

4 out of 5
Southeast Yonkers
Price was £2,244, price is now £1,648 per person
£1,648
per person
1 Dec - 5 Dec
found 21 hours ago
Return flight included
London (LHR) to White Plains (HPN)
2/10 (1 review)
Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
Price was £977, price is now £754 per person
£754
per person
24 Nov - 1 Dec
found 6 hours ago
Return direct flight included
Manchester (MAN) to White Plains (HPN)
6.8/10 (1,009 reviews)
We really enjoyed our stay

Reviewed on 24 Aug 2025

The Stamford Hotel

The Stamford Hotel

3.5 out of 5
Downtown Stamford
Price was £963, price is now £749 per person
£749
per person
24 Nov - 1 Dec
found 6 hours ago
Return direct flight included
Manchester (MAN) to White Plains (HPN)
7.8/10 Good! (1,124 reviews)
Stayed 3 night. On our last day there was no water and no ac. My issue was that this information wasn’t communicated to us and guest services was so nonchalant about it. The cold water came on around 2:30 and the hot water at 5:30 (which was off from 10am). The ac came on almost 11pm.

Reviewed on 13 Sept 2025

Stanton House Inn

Stanton House Inn

3.5 out of 5
Price was £1,220, price is now £988 per person
£988
per person
1 Dec - 8 Dec
found 18 hours ago
Return direct flight included
London (LGW) to White Plains (HPN)
9.6/10 Exceptional! (151 reviews)
Absolutely loved my time at SHI. Gorgeous property, comfy bed, all amenities. Breakfast, snacks, tea, coffee. Just wonderful!! The team there was so enjoyable and kind. Thank you!

Reviewed on 11 Sept 2025

Where to stay in Poughkeepsie

Find the best Poughkeepsie areas and neighborhoods for the activities you enjoy most. Learn more about Poughkeepsie
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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.

Find hotels in Arlington

Poughkeepsie Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Population
30,400
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
SplashDown Beach, Benmarl Vineyards and Winery and Chance Theatre

Top hotels in 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
The price is £102 per night from 29 Sept to 30 Sept
£102
29 Sept - 30 Sept
includes taxes & fees
Hyatt 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
The price is £98 per night from 24 Sept to 25 Sept
£98
24 Sept - 25 Sept
includes taxes & fees
Holiday 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
The price is £98 per night from 21 Sept to 22 Sept
£98
21 Sept - 22 Sept
includes taxes & fees
DoubleTree by Hilton Poughkeepsie Convention Center
See all 2,465 properties in Poughkeepsie
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

Marist College

Enjoy the student vibe when you visit Marist College during your travels in Poughkeepsie. While you're in the area, stroll along the riverfront.

Marist College

Bardavon 1869 Opera House

Enjoy a performance at Bardavon 1869 Opera House, a theatre with a story to tell in Poughkeepsie. Stroll along the riverfront or attend a sporting event in the area.

Bardavon 1869 Opera House

What to do in Poughkeepsie

Beacon: Gourmet Beacon Food Tour

Beacon: Gourmet Beacon Food Tour

£98
per adult
Beacon: Gourmet Beacon Food Tour
Taste the Hudson Valley with Gourmet Beacon Food Tour

Taste the Hudson Valley with Gourmet Beacon Food Tour

£100
per adult
Taste the Hudson Valley with Gourmet Beacon Food Tour
See all activities in Poughkeepsie

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.