Poughkeepsie Holidays from £693

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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.
Tarrytown House Estate

Tarrytown House Estate

£693
per person
2 Dec - 8 Dec
found 23 hours ago
Return flight included
London (LON) to White Plains (HPN)
8.2/10 Very good! (1,272 reviews)
Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12

Save 100% on your flight
£1,547
per person
16 Nov - 22 Nov
found 1 day ago
Return flight included
London (LON) to White Plains (HPN)
2/10 (1 review)
Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere.

Reviewed on 11 Feb 2026

Hyatt Regency Greenwich

Hyatt Regency Greenwich

£1,074
per person
30 Nov - 5 Dec
found 1 day ago
Return direct flight included
London (LON) to White Plains (HPN)
8.8/10 Excellent! (1,131 reviews)
Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

Southeast Yonkers
£1,720
per person
2 Nov - 7 Nov
found 6 hours ago
Return flight included
Manchester (MAN) to White Plains (HPN)
3/10 (4 reviews)
Delamar Westport

Delamar Westport

£882
per person
1 Nov - 7 Nov
found 7 hours ago
Return flight included
London (LON) to White Plains (HPN)
9.6/10 Exceptional! (129 reviews)

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 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.

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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
£87
22 Sept - 23 Sept
includes taxes & fees
9/10 Wonderful! (1,066 reviews)
"Very nice property. Only downside is that you cannot walk anywhere. There are no sidewalks on the main road."

Reviewed on 13 Sept 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
£83
4 Oct - 5 Oct
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Parking was super easy with plenty of spaces available at the entrances. The room was clean and relatively quiet. Because the hotel is off the highway there wasn't a lot of road noise. The hallways show a lot of wear and tear but if you get past this aspect and into your room all is acceptable."

Reviewed on 11 Sept 2026

Holiday Inn Express Poughkeepsie by IHG
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
£88
27 Sept - 28 Sept
includes taxes & fees
DoubleTree by Hilton Poughkeepsie Convention Center
See all 2,500 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 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 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 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 marina with various boats docked, a large suspension bridge in the background, and a forested hillside.

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.
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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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Casperkill Golf Club

6.0/10 (1 review)
This Robert Trent Jones Sr. masterpiece winds through rolling hills and mature oaks alongside Casperkill Creek. Test your strategy on elevated tees and terraced greens while enjoying the tranquil landscape.
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Bananas Comedy Club

Once a launching pad for Jimmy Fallon, Bananas Comedy Club was an intimate venue for emerging and established comedians. The now-closed Poughkeepsie institution hosted memorable evenings of laughter.
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What to do in Poughkeepsie

Hallows and Hauntings of Hyde Park Ghost Tour

Hallows and Hauntings of Hyde Park Ghost Tour

£18
per adult
Hallows and Hauntings of Hyde Park Ghost Tour
See all activities in Poughkeepsie

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.