Poughkeepsie Holidays from £1,046

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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.
Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking

Bryn Mawr
£1,046
per person
7 Dec - 12 Dec
found 8 hours ago
Return direct flight included
Manchester (MAN) to White Plains (HPN)
No reviews
This is a scam and at the same time others guest’s was there for same booking but we can’t get any feed the property support and we returned from the property and kids suffered a lot!!!

Reviewed on 12 Oct 2026

3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking

Save 100% on your flight
£1,867
per person
7 Dec - 12 Dec
found 8 hours ago
Return direct flight included
Manchester (MAN) to White Plains (HPN)
6/10 (1 review)
Check-in was confusing and poorly organized, which made the start of the stay frustrating. The room itself was fine and comfortable, but the photos on the website were misleading and didn’t match what we saw in person. Overall, an okay room but not the experience we expected.

Reviewed on 30 Mar 2026

Delamar Greenwich Harbor

Delamar Greenwich Harbor

£1,430
per person
25 Dec - 30 Dec
found 21 hours ago
Return direct flight included
Glasgow (GLA) to White Plains (HPN)
9.4/10 Exceptional! (1,002 reviews)
The WIFI was poor, often dropping the connection on my devices.

Reviewed on 20 Oct 2026

The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection

£1,373
per person
23 Nov - 27 Nov
found 1 day ago
Return direct flight included
London (LON) to White Plains (HPN)
9.2/10 Wonderful! (585 reviews)
The hotel was clean big rooms and comfortable. Unfortunately the sauna in the women’s spa was out of order, the steam room not maintained well and there was no hot tub.

Reviewed on 16 Oct 2026

Two Wash

Two Wash

Bryn Mawr
£2,112
per person
7 Dec - 12 Dec
found 8 hours ago
Return direct flight included
Manchester (MAN) to White Plains (HPN)
No reviews

Where to stay in Poughkeepsie

Find the best Poughkeepsie areas and neighborhoods for the activities you enjoy most. Learn more about Poughkeepsie
A nighttime view of a bridge with colorful lights reflecting on the water.

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 Frances Lehman Loeb Art Center or Vassar Golf Course.

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A marina with several boats docked at sunset.

Poughkeepsie Waterfront

2 out of top 10 points of interest in this area

You'll enjoy the restaurants and riverfront in Poughkeepsie Waterfront. You might want to make time for a stop at Walkway Over the Hudson State Historic Park or Mid-Hudson Bridge.

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A large suspension bridge spanning a river, surrounded by dense greenery.

Crown Heights

Visitors to Crown Heights enjoy its coffee shops, and if you want to do some exploring, Hudson River is worth a stop.

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A historic stone building with a sign reading "The Old Newspaper Building."

Downtown Poughkeepsie

2 out of top 10 points of interest in this area

If you're spending some time in Downtown Poughkeepsie, Bardavon 1869 Opera House and Mid-Hudson Civic Center are top sights worth seeing.

Find hotels in Downtown Poughkeepsie
A suspension bridge over a river, surrounded by autumn foliage and urban buildings.

Red Oaks Mill

Get to know Red Oaks Mill by checking out its river views, waterfalls and breweries. Consider a visit to nearby sights like Locust Grove or Poughkeepsie Galleria during your time in the area.

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Things to do in and around Poughkeepsie

Poughkeepsie offers a delightful blend of outdoor adventures and family-friendly activities, making it an ideal destination for a getaway. Visitors can explore educational attractions, enjoy house and culinary tours, and indulge in a vibrant shopping scene. With ample recreational areas and various ticketed experiences, Poughkeepsie promises an engaging holiday filled with unique local charm and adventure.

Shopping

Poughkeepsie offers a delightful shopping experience. The Poughkeepsie Galleria, just 9.7km away, features a range of shops and family-friendly entertainment. If you're up for a drive, visit the Stormville Airport Antique Show & Flea Market, 20.9km away, or explore the Hudson Valley Mall, located 29.0km from the city.

Recreation

Experience the charm of Poughkeepsie at the Overlook Drive-In Theater, perfect for a romantic night out. Enjoy the outdoors at Casperkill Golf Club, where you can relish a round of golf amidst stunning scenery. For a laugh, visit Bananas Comedy Club, a delightful spot for family-friendly entertainment.

Adventure

Experience thrilling water slides and wave pools at SplashDown Beach, located 17.7km from Poughkeepsie. For an exciting indoor adventure, visit Fun Central, 11.3km away, featuring arcade games. Alternatively, unwind at North Landing Beach, a campground 14.5km from Poughkeepsie, perfect for outdoor family adventures.

Nightlife

Poughkeepsie's nightlife is vibrant, offering a mix of bars and live music venues. Visit The Bardavon for captivating performances and The Anchor for a relaxed drink by the river. For a lively atmosphere, check out Moxie for cocktails and dancing until late.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Poughkeepsie

Poughkeepsie, New York, is an ideal destination for outdoor and family adventure holidays, offering a mix of cultural experiences and historic sites. Visitors can explore the renowned Poughkeepsie Galleria, the iconic Poughkeepsie Bridge, and a variety of attractions that showcase the area's rich history and natural beauty. Whether you seek adventure or a family-friendly outing, Poughkeepsie promises a memorable trip for all types of travellers.

  • Culinary Institute of America: Located 4.8km from Poughkeepsie, this historic institution offers a unique glimpse into the world of culinary arts. Enjoy stunning architecture and perhaps dine at one of its renowned restaurants, where students showcase their skills in exquisite dishes.
  • Marist College: Situated within Poughkeepsie, this modern university boasts a vibrant atmosphere. Explore its picturesque campus along the Hudson River, and enjoy the lively student life and various cultural events throughout the year.
  • Franklin D. Roosevelt Presidential Library and Museum: Just 8.0km away, this museum provides a profound insight into the life and legacy of FDR. Experience engaging exhibitions and explore the beautiful grounds that reflect American history and culture.

Best time to go to Poughkeepsie

The best time to visit Poughkeepsie is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January27.5°F (-2.5°C)Light RainMostly SunnySlightly LowSlightly Low
February29.3°F (-1.5°C)Light RainMostly SunnySlightly LowSlightly Low
March36.9°F (2.7°C)Light RainMostly SunnySlightly LowSlightly Low
April48.4°F (9.1°C)Light RainMostly SunnyAverageAverage
May59.4°F (15.2°C)Light RainMostly SunnyAverageSlightly High
June67.5°F (19.7°C)Light RainMostly SunnyAverageAverage
July73.8°F (23.2°C)Light RainMostly SunnySlightly HighAverage
August71.8°F (22.1°C)Light RainMostly SunnySlightly HighSlightly High
September64.6°F (18.1°C)Light RainMostly SunnyAverageAverage
October53.6°F (12.0°C)Light RainMostly SunnySlightly HighSlightly High
November41.5°F (5.3°C)Light RainMostly SunnyAverageAverage
December33.4°F (0.8°C)Light RainMostly SunnyAverageAverage

Tips to save on your trip to Poughkeepsie

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Poughkeepsie.
  • Consider traveling during the off-peak season (typically January to March) for more affordable package holidays to Poughkeepsie.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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

2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
£88
11 Nov - 12 Nov
includes taxes & fees
9/10 Wonderful! (1,132 reviews)
"wonderful stay, exactly what we needed"

Reviewed on 21 Oct 2026

Hyatt Place Poughkeepsie / Hudson Valley
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY
Fully refundable
£76
1 Nov - 2 Nov
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Excellent place—nice room and fine breakfast"

Reviewed on 21 Oct 2026

Holiday Inn Express Poughkeepsie by IHG
The Heartwood

The Heartwood

165 College Avenue Poughkeepsie NY
Fully refundableReserve now, pay when you stay
£147
16 Nov - 17 Nov
includes taxes & fees
9.8/10 Exceptional! (340 reviews)
"What a discovery.. great location.. clean, and fresh.. sweet gem.. Only stayed the one night while visiting FDR at Hyde Park.. (20 minutes north).. Refreshing not to be in a chain hotel.. Many thanks."

Reviewed on 21 Oct 2026

The Heartwood
See all 2,541 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.
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Stay near popular Poughkeepsie attractions

A suspension bridge over a river with a forested hillside in the background.

Mid-Hudson Bridge

9.2/10 (235 reviews)
This engineering marvel spans the Hudson River with steel suspension elegance. Stroll the pedestrian path while experiencing "Bridge Music," a unique sound-art installation transforming the structure into an instrument.
See properties
A steel bridge over a body of water with autumn foliage in the background.

Poughkeepsie Bridge

9.2/10 (244 reviews)
This former railway bridge is now the world's longest elevated pedestrian walkway, offering panoramic Hudson River views. Stroll 212 feet above the water and discover the valley's beauty through changing seasons.
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A large, stately building with a symmetrical facade, stone detailing, and green shutters.

Eleanor Roosevelt National Historic Site

9.4/10 (111 reviews)
Explore the only National Historic Site dedicated to a First Lady at Eleanor Roosevelt's Val-Kill Cottage. Wander through her modest home where she shaped her humanitarian legacy after FDR's presidency.
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A large brick house with green shutters, surrounded by a grassy field and large trees.

Locust Grove

8.6/10 (63 reviews)
This 19th-century Italianate mansion was once home to telegraph inventor Samuel F.B. Morse. Explore original furnishings, stroll through formal gardens with century-old peonies, and hike trails with Hudson River views.
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A lit bridge with a cross on top and a church with a steeple in the foreground.
Photo by Gregg Tobias

Chance Theater

8.0/10 (70 reviews)
Enjoy a performance at Chance Theater, a popular theatre in Poughkeepsie. Amble around the area's riverfront or attend a sporting event.
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Mid-Hudson Civic Center

8.4/10 (79 reviews)
This versatile venue hosts everything from concerts to trade shows in the heart of the Mid-Hudson Valley. Arrive early to secure parking and consider exploring city centre Poughkeepsie's dining options before your event.
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Bardavon 1869 Opera House

9.2/10 (18 reviews)
The Bardavon 1869 Opera House, NY State's oldest continuously operating theatre, preserves 19th-century charm. Experience world-class performances in this intimate historic venue where heritage meets contemporary artistry.
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McCann Arena

Catch an event at McCann Arena during your trip to Poughkeepsie. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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Frequently asked questions

Why should I book my Poughkeepsie holiday with Expedia?
Choose Expedia to plan your next adventure simply and all in the same place. Our insider tip for getting a great deal on a Poughkeepsie retreat? Bundle your flights, accommodation and/or car hire into a package holiday. Then throw in some exciting tours and activities. Most bookings also have flexible cancellation policies, so there's no need to panic if you have to change plans. Round-the-clock help with cancelling and amending your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in Poughkeepsie?
If you enjoy the excitement that comes with peak season, visit Poughkeepsie in May, July and August. If you prefer a more relaxed vibe, January, October and December will suit you better. With average daytime temperatures of -2ºC, January is the coolest period in Poughkeepsie. The warmest time of year is July, when you can experience averages of 23ºC throughout the day. Whatever the temperature, you'll find plenty to keep you occupied here.
What are the top hotels for my holiday in Poughkeepsie?
Travellers journeying to Poughkeepsie often stay in Fairview. Courtyard by Marriott Poughkeepsie and Residence Inn by Marriott Poughkeepsie are favourites in this neighbourhood. But it's not the only happening place around town! Arlington is also a fantastic area and where you'll find Holiday Inn Express Poughkeepsie, an IHG Hotel and Hyatt Place Poughkeepsie.
How do I get a cheap holiday to Poughkeepsie?
Creating your own Poughkeepsie holiday with Expedia is one of the best ways to save. We offer more than 400 airlines and 321,000 properties worldwide. With such an extensive range to choose from, you'll have no hassles putting together your ideal holiday. Learn more about how you can save money on your holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Poughkeepsie holiday?
Offering top attractions like Culinary Institute of America and Marist College, a holiday in Poughkeepsie is filled with exciting things to do and see. Vassar College and State University of New York-New Paltz are a couple of other sights also worth a look.
What is the best area to stay in when on holiday in Poughkeepsie?
If you plan to visit Marist College, maximise your time sightseeing and lock in a stay close by. It's one of the most popular attractions in Poughkeepsie.
Do I need a visa for my Poughkeepsie holiday?
Visa requirements for Poughkeepsie vary based on your nationality and the reason for your visit. Make sure you check official government websites to determine if you need a visa for your trip. They'll also give you the most up-to-date information, including details about application procedures or any supporting documentation you might need. Research your visa requirements well in advance to ensure a hassle-free travel experience. Also make sure your passport has a minimum of six months validity from your planned return date.
What should I wear on my Poughkeepsie holiday?
Although everyone's fashion style is different, it can be helpful to have a few guidelines for what kind of clothes to wear on your holiday in Poughkeepsie. We recommend browsing style blogs before you leave for inspiration on local dress codes or fashion trends. Be sure to look at the weather forecast so you can pack accordingly. The warmest month in Poughkeepsie is July, with average daytime temperatures of 23ºC. If you're on holiday in the coolest month of January, the mercury averages -2ºC during the day.
What does an Expedia Poughkeepsie holiday include?
Select from a combination of hotels, flights and hire cars. Once you've made your booking, add the fun stuff like experiences and tours. Want to pick your airfare class? That's also easy to do. The choice is all yours when it comes to planning your perfect Poughkeepsie getaway. Private holiday homes and apartments are a couple of sought-after property types in Poughkeepsie. Whatever your holiday style or size of your group, you can count on Expedia for the flexibility and freedom to customise your next dream escape.
Does Expedia offer Book Now, Pay Later Poughkeepsie holidays?
Your bank balance shouldn't get in the way of escaping on holiday, so Expedia has worked out a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a fantastic getaway without hurting your hip pocket. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your escape. Consider one of these flexible payment options:
  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's convenient payment plans. If paying just a small amount each month works for you, pick this option during the checkout process.
  • No-deposit holidays: Hitting the "book now" button is much easier with this plan. With no upfront fee for your escape, you can Book Now, Pay Later and start working on your travel itinerary.
Can I choose my airline with a Poughkeepsie Expedia holiday?
The choice is all yours! We have access to over 400 partner airlines worldwide, so you can design your Poughkeepsie holiday according to your budget and style.

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* 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.