Poughkeepsie Holidays

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Top Flight + Hotel Deals in Poughkeepsie

Price found within the past 48 hours. Click for updated prices.
Stanton House Inn

Stanton House Inn

€1,238
per person
9 Oct - 13 Oct
found 3 hours ago
Return direct flight included
Dublin (DUB) to White Plains (HPN)
9.6/10 Exceptional! (178 reviews)
Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

€2,731
per person
9 Oct - 13 Oct
found 3 hours ago
Return direct flight included
Dublin (DUB) to White Plains (HPN)
8/10 Very good! (1 review)
Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine.

Reviewed on 8 Nov 2025

Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

Southeast Yonkers
€2,218
per person
9 Oct - 13 Oct
found 3 hours ago
Return direct flight included
Dublin (DUB) to White Plains (HPN)
3/10 (4 reviews)
3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking

€2,175
per person
9 Oct - 13 Oct
found 3 hours ago
Return direct flight included
Dublin (DUB) 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

Luxury 5 BR Home Free Parking

Luxury 5 BR Home Free Parking

Bryn Mawr
€1,636
per person
9 Oct - 13 Oct
found 3 hours ago
Return direct flight included
Dublin (DUB) to White Plains (HPN)
2/10 (1 review)

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 Overlook Drive-In Theater.

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.

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.

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.

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.

Things to do in and around Poughkeepsie

Poughkeepsie offers a delightful blend of outdoor adventures and family-friendly activities, making it an ideal day getaway. Visitors can enjoy educational and culinary tours, explore charming shopping areas, and partake in house tours. With its recreational spaces and vibrant shopping experiences, Poughkeepsie promises a memorable visit filled with diverse attractions and unique ticketed events.

Shopping

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

Recreation

The Overlook Drive-In Theater offers a nostalgic cinema experience under the stars, perfect for a romantic evening. The Apple Greens Golf Course invites golfers to enjoy the outdoors amidst scenic views, while Bananas Comedy Club promises a fun-filled night of laughter for the whole family.

Adventure

SplashDown Beach, located 17.7km from Poughkeepsie, offers thrilling water slides and family fun in a vibrant atmosphere. For arcade enthusiasts, Fun Central, 11.3km away, features exciting games and activities. Paintball Sports, found 12.9km from the city, provides an adrenaline-filled adventure for competitive spirits.

Nightlife

Poughkeepsie's nightlife is vibrant, featuring numerous bars and venues. Visit The Bardavon for live performances, or enjoy a cocktail at The Piano Lounge. For a relaxed evening, head to The Coyote Flaco for tasty Mexican fare and margaritas while soaking in the lively atmosphere.

*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 excellent destination for outdoor and family adventures, featuring a blend of modern colleges, historic sites, and the iconic Poughkeepsie Bridge. Visitors can explore the Poughkeepsie Galleria and various local attractions that cater to those seeking cultural and outdoor experiences. Whether you're planning a trip to Poughkeepsie or looking for activities to enjoy, this charming city offers a delightful escape for all types of travellers.

  • Vassar College: Experience the vibrant atmosphere of this prestigious liberal arts college, known for its stunning architecture and beautiful campus grounds. Explore the blend of modernity and tradition, with art installations and cultural events often taking place.
  • Mid-Hudson Bridge: Walk across this historic bridge for breathtaking views of the Hudson River. It serves as a vital link between Poughkeepsie and Highland, showcasing the region's rich history and offering a unique perspective on the local culture.
  • Chadwick Lake Park: Discover this family-friendly urban park, perfect for outdoor activities such as hiking, picnicking, and fishing. With its serene lake and walking trails, it's an ideal spot for relaxation and enjoying nature just outside the city.

Best time to go to Poughkeepsie

The best time to visit Poughkeepsie can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Poughkeepsie falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Poughkeepsie falls in January, 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 SunnyAverageAverage
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 SunnyAverageSlightly High
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

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • 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.

Top hotels in Poughkeepsie

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY
Fully refundable
€100
20 Sept - 21 Sept
includes taxes & fees
Holiday Inn Express Poughkeepsie by IHG
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
€101
20 Sept - 21 Sept
includes taxes & fees
9/10 Wonderful! (1,053 reviews)
"Hotel staff very helpful. Common areas were very clean with newer furniture. Good location. No walkable restaurants but very short drive both directions. Very quite location"

Reviewed on 1 Sept 2026

Hyatt Place Poughkeepsie / Hudson Valley
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
€119
21 Sept - 22 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.

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

€21
per adult
Hallows and Hauntings of Hyde Park Ghost Tour
See all activities in Poughkeepsie

Frequently asked questions

How much does a Poughkeepsie holiday package cost?
You'll find cheap prices from €1,238 on Expedia for your Poughkeepsie escape. However, factors like your choice of hotel, the season and length of stay will influence how much your holiday to Poughkeepsie costs.
What are the cheapest months to go to Poughkeepsie?
You can generally find reduced prices and better availability in January, February and March. Check out our cheap Poughkeepsie holiday packages and you could get some excellent off-season deals.
How many days is enough for Poughkeepsie?
Poughkeepsie holidays come in many shapes and sizes, but to get a real feel for this place, we'd suggest 2 days is about right. In this timeframe, you can visit top attractions like Mid-Hudson Children's Museum and Bardavon 1869 Opera House as well as underrated spots. Don't skip cool areas such as Crown Heights and Spackenkill either. If you're clever with your time, you can even take a day trip or two from Poughkeepsie too.
Is it worth booking a holiday package to Poughkeepsie?
Poughkeepsie offers everything you need for an unforgettable escape. Get your Poughkeepsie holiday off to a flying start by visiting popular attractions like Poughkeepsie Bridge.
How to find the best Poughkeepsie package deals?
Landing a cheap Poughkeepsie package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can customise your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most economical Poughkeepsie package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Poughkeepsie holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still have the freedom to create a personalised Poughkeepsie holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Poughkeepsie?
If you've got your Poughkeepsie travel dates locked in, book early to bag some fantastic deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Poughkeepsie?
  1. Choose when to travel: Check your diary and get your bags packed. Your favourite season and the type of activities available will also help you decide when to visit Poughkeepsie.
  2. Calculate your budget: Ensure you have enough money to cover everything from food and transportation to experiences and flights. Your hotel will probably be the biggest expense during your trip to Poughkeepsie.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you want to get to in Poughkeepsie. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your airfare and accommodation: Once you've settled on your trip dates and duration, lock in the ideal Poughkeepsie holiday package for you.

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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.