Poughkeepsie Holidays from £970

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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.
Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC

2 out of 5
Bryn Mawr
Price was £1,085, price is now £970 per person
£970
per person
9 Dec - 13 Dec
found 1 day ago
Return flight included
London (LON) to White Plains (HPN)
9/10 Wonderful! (2 reviews)
Safe location, looks newly restored. Neighbors upstairs they’re terrible walking all night and loud talking

Reviewed on 27 Oct 2026

The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection

5 out of 5
Price was £1,581, price is now £1,304 per person
£1,304
per person
20 Jan - 26 Jan
found 1 day ago
Return flight included
London (LON) to White Plains (HPN)
9.2/10 Wonderful! (591 reviews)
Overall wonderful

Reviewed on 24 Oct 2026

Delamar Greenwich Harbor

Delamar Greenwich Harbor

4 out of 5
Price was £1,735, price is now £1,504 per person
£1,504
per person
17 Dec - 21 Dec
just found
Return direct flight included
Edinburgh (EDI) to White Plains (HPN)
9.4/10 Exceptional! (1,002 reviews)

Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
Downtown Rochelle
Price was £1,243, price is now £1,113 per person
£1,113
per person
6 Dec - 12 Dec
found 1 day ago
Return flight included
Edinburgh (EDI) to White Plains (HPN)
8.4/10 Very good! (1,108 reviews)

Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking

4 out of 5
Price was £1,783, price is now £1,597 per person
£1,597
per person
17 Dec - 21 Dec
just found
Return direct flight included
Edinburgh (EDI) to White Plains (HPN)
4/10 (1 review)
After flying in with four of us from Los Angeles on a Red Eye, we had to drive around for 4-5 hours until we were able to check in at 4pm, however after hours of trying to get into the property with no answer on the contact number ,we finally were able to have the local property manager come out and say that the property overbooked and had no room for us. I spent over 2 hours on the phone getting the run around by Expedia with mixed stories of our accommodations. FINALLY with now the story is that there was a plumbing problem and they would get us to another property from the original property manager and Expedia NOT doing a thing to help 4 of us stranded with no place to stay, we got to the other property. The new property was fine, but the most upsatting thing was dealing with Expedia trying to get a place for us to stay. Expedia tried saying they would cancel the accommodations and get us a Hotel but we would have to pay for the hotel and then wait for any credits or refund on our original booking. HIGHLY unacceptable by Expedia customer service. I am a GOLD member and spend quite a few thousand dollars a year for both business and pleasure and they did NOTHING to make me feel they were taking care of us. We basically lost a day of full work which cost my business over $1500 in non productive work.

Reviewed on 4 May 2026

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.

Find hotels in Arlington

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

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is £82 per night from 29 Nov to 30 Nov
£82
29 Nov - 30 Nov
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 £76 per night from 29 Nov to 30 Nov
£76
29 Nov - 30 Nov
includes taxes & fees
Holiday Inn Express Poughkeepsie by IHG
The Heartwood

The Heartwood

3.5 out of 5
165 College Avenue Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is £138 per night from 29 Nov to 30 Nov
£138
29 Nov - 30 Nov
includes taxes & fees
The Heartwood
See all 2,535 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

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

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.