Poughkeepsie Vacation Packages 2026 from $792

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Your Poughkeepsie Vacation

Design your ideal adventure with a Poughkeepsie vacation 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 vacation on Expedia.

The Latest Poughkeepsie vacation packages

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

Modern Comfort in the Heart of NYC

Southeast Yonkers

$792

per person

Nov 13 - Nov 16

found 16 hours ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

3.6/10 (4 reviews)

It took calling the booking website customer service to get in contact with the host. I end up getting a different property that the one I reserved but the new on was more bedrooms, at the end I work out but it took some long coy with the host.

Reviewed on Jun 29, 2026

Luxury NY Home 3BR with Easy Parking

Southeast Yonkers

Save 100% on your flight

$1,940

per person

Oct 29 - Nov 3

found 3 hours ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

3/10 (4 reviews)

Modern Luxury Home w GameRoom & Parking

Southeast Yonkers

Save 100% on your flight

$3,406

per person

Oct 29 - Nov 3

found 24 hours ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

4.6/10 (11 reviews)

The property that I paid for 1st, they told me that the pipe busted after I paid the cleaning fee. I paid for a property to sleep 6 people so 1 person had to sleep on the floor & another person had to sleep on a broken futon couch. The bed I was sleeping on was broken & there was pee stains on sheet & blanket. I asked them for a discount because of the unexpected things my family went through & they stopped communicating with me until the next day. But do not get any property rental from these people. And they have so many bad reviews I don’t see how Expedia has them on there. I traveled from Ohio & it was my last night in New York & that’s how I spent it. Please take head to this review & the other ones. They weren’t lying.

Reviewed on Aug 17, 2026

3BR Prime Luxury NY - Free Parking

Save 100% on your flight

$2,035

per person

Oct 29 - Nov 3

found 24 hours ago

Roundtrip flight included

Atlanta (ATL) 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 Mar 30, 2026

Luxury 3BR Family Home Game Room Parking

Bryn Mawr

Save 100% on your flight

$861

per person

Oct 29 - Nov 3

found 24 hours ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

6.8/10 (3 reviews)

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Where to stay in Poughkeepsie

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

Arlington

1 out of top 10 points of interest in this area

You'll enjoy the coffeehouses 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.

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 coffeehouses, 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

The river views, waterfalls, and breweries are just a few things travelers enjoy about Red Oaks Mill. If you want to experience more of the area, check out Locust Grove or Poughkeepsie Galleria.

Stay near popular Poughkeepsie attractions

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 steel bridge over a body of water with autumn foliage in the background.

Poughkeepsie Bridge

9.2/10 (244 reviews)

This former railroad 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 downtown 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 theater, 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

$32

per adult

See all activities in Poughkeepsie

Poughkeepsie Hotel Deals

Hyatt Place Poughkeepsie / Hudson Valley

2165 South Road Poughkeepsie NY

$101 nightly

$117 total

Sep 7 - Sep 8

Total with taxes and fees

9/10 Wonderful! (1,055 reviews)

"Everyone that works there is so amazing so professional thank you so much"

Reviewed on Aug 24, 2026

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY

Fully refundable

$97 nightly

$113 total

Sep 20 - Sep 21

Total with taxes and fees

DoubleTree by Hilton Poughkeepsie Convention Center

40 Civic Center Plz Poughkeepsie NY

Fully refundableReserve now, pay when you stay

$126 nightly

$148 total

Sep 13 - Sep 14

Total with taxes and fees

8.4/10 Very Good! (1,000 reviews)

"First-class hotel, except for the breakfast. My spouse and child waited for 40 minutes to be fed until they gave up and left. They observed other patrons not getting any breakfast, either. Probably just as well, as the prices were outrageously high (even if the service had been even remotely competent). ..."

Reviewed on Aug 25, 2026

See all 2,499 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.

Find the Best Poughkeepsie Vacation Packages

Things to do in and around Poughkeepsie

Poughkeepsie offers a delightful mix of outdoor and family-friendly activities perfect for an adventure-filled vacation. Enjoy holiday events and festivals, explore nearby attractions, and unwind in beautiful picnic areas. The city also boasts a vibrant shopping scene and rich cultural experiences, making it an ideal destination for tourists seeking both recreation and relaxation.

Shopping

The Poughkeepsie Galleria, located 6 miles away, offers a vibrant shopping experience with various stores and entertainment options. If you're up for a drive, visit the Hudson Valley Mall, 18 miles away, for even more shopping and family-friendly activities. The Stormville Airport Antique Show & Flea Market, 13 miles away, is perfect for unique finds.

Recreation

At the Overlook Drive-In Theater, enjoy a nostalgic movie experience under the stars with family-friendly films that evoke a sense of romance and entertainment. For golf enthusiasts, Casperkill Golf Club offers a scenic outdoor setting to perfect your swing while soaking in the fresh air.

Adventure

Experience thrills at SplashDown Beach, an exciting waterpark located 11 miles from Poughkeepsie, perfect for family fun. For arcade enthusiasts, Fun Central offers adventure vibes 7 miles away. Enjoy outdoor camping and adventure at North Landing Beach, situated 9 miles from Poughkeepsie.

Nightlife

Poughkeepsie's nightlife offers a vibrant mix of bars and music venues. Check out The Chance Theater for live shows, or unwind at The Hairy Lemon for a cozy pub atmosphere. For a fun dance scene, visit The Poughkeepsie Grind, where you can enjoy great drinks and local DJs.

*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, offers a perfect blend of outdoor adventures and family-friendly activities, making it an ideal vacation spot. Visitors can explore local attractions like the Poughkeepsie Galleria, the historic Poughkeepsie Bridge, and the scenic waterfront. Whether you're seeking cultural experiences or thrilling adventures, this charming city has something for everyone to enjoy.

Vassar College: Experience the vibrant atmosphere of this modern college, known for its stunning architecture and beautiful campus. Take a stroll through its gardens, admire the art galleries, and soak in the intellectual energy that radiates from this prestigious institution.
Culinary Institute of America: Delve into the world of culinary arts at this historic college, located just 3 miles away. Enjoy exquisite dining experiences at its restaurants and witness future chefs honing their skills in a rich cultural setting that celebrates food and creativity.
Walkway Over the Hudson State Historic Park: Enjoy breathtaking views from this historic bridge, just 1 mile away. This elevated park offers scenic walking and biking trails, providing a unique opportunity to appreciate the majestic Hudson River and its surroundings.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	27.5°F (-2.5°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	29.3°F (-1.5°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
March	36.9°F (2.7°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
April	48.4°F (9.1°C)	Light Rain	Mostly Sunny	Average	Average
May	59.4°F (15.2°C)	Light Rain	Mostly Sunny	Average	Slightly High
June	67.5°F (19.7°C)	Light Rain	Mostly Sunny	Average	Average
July	73.8°F (23.2°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	71.8°F (22.1°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
September	64.6°F (18.1°C)	Light Rain	Mostly Sunny	Average	Average
October	53.6°F (12.0°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
November	41.5°F (5.3°C)	Light Rain	Mostly Sunny	Average	Average
December	33.4°F (0.8°C)	Light Rain	Mostly Sunny	Average	Average

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	35ºF
Max Temp Summer	80ºF
Top Sights	SplashDown Beach, Chance Theater and James Baird State Park

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Frequently asked questions

How much does a Poughkeepsie vacation package cost?

You'll find cheap prices from $792 on Expedia for your Poughkeepsie escape. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Poughkeepsie costs.

What are the cheapest months to go to Poughkeepsie?

You can usually find reduced prices and greater availability in January, October and December. Check out our cheap Poughkeepsie vacation packages and you could score some great off-season deals.

How many days is enough for Poughkeepsie?

We'd suggest booking a Poughkeepsie vacation for around 2 days. This will give you plenty of time to visit popular sights such as Poughkeepsie Bridge and Eleanor Roosevelt National Historic Site, and explore neighborhoods like Arlington and Red Oaks Mill. You could even make time for a day trip from Poughkeepsie.

Is it worth booking a vacation package to Poughkeepsie?

Poughkeepsie is a good vacation destination with attractions like Walkway Over the Hudson State Historic Park among the many things to keep you busy. Whether you're heading away with the family or getting away with friends, a Poughkeepsie vacation promises fun for everyone.

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 customize your search by "Amenities," "Property type," "Traveler 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 vacation as a package?

Expedia vacation 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 personalized Poughkeepsie vacation by choosing your favorite accommodation type, airline and car class.

When to book a vacation 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?

Pick your dates: What you want to do in Poughkeepsie and your preferred season will help you decide when to go.
Set a budget: Factor in costs such as flights, transportation and food when calculating how much to save for your trip to Poughkeepsie. Then, select a hotel that suits your budget, whether that's an economical stay or a deluxe getaway.
Use our trip planning tool to discover Poughkeepsie: Research every aspect of your trip to Poughkeepsie with this comprehensive planner. Invite friends or family to collaborate on a group getaway, search for hotels or things to do and make bookings.
Decide your trip length: Think about how much time you'd like to spend exploring Poughkeepsie. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose a Poughkeepsie vacation package that brings all your bookings together.
Book any activities or day trips: Now to the fun part — locking in everything you want to do and see. Browse some of the exciting things to do in Poughkeepsie and reserve your tickets early to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Poughkeepsie vacation packages?

Jet off on your ideal getaway to Poughkeepsie with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or hold off until the next payday — we've partnered with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to budget for your trip and snap up bargains while they last.

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Car rental Poughkeepsie

Things to do in Poughkeepsie

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

Poughkeepsie Vacations from $792

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Poughkeepsie Vacation

The Latest Poughkeepsie vacation packages

Modern Comfort in the Heart of NYC

Luxury NY Home 3BR with Easy Parking

Modern Luxury Home w GameRoom & Parking

3BR Prime Luxury NY - Free Parking

Luxury 3BR Family Home Game Room Parking

Where to stay in Poughkeepsie

Arlington

Poughkeepsie Waterfront

Crown Heights

Downtown Poughkeepsie

Red Oaks Mill

Stay near popular Poughkeepsie attractions

Eleanor Roosevelt National Historic Site

Locust Grove

Poughkeepsie Bridge

Mid-Hudson Bridge

Mid-Hudson Civic Center

Bardavon 1869 Opera House

Casperkill Golf Club

Bananas Comedy Club

What to do in Poughkeepsie

Hallows and Hauntings of Hyde Park Ghost Tour

Poughkeepsie Hotel Deals

Hyatt Place Poughkeepsie / Hudson Valley

Holiday Inn Express Poughkeepsie by IHG

DoubleTree by Hilton Poughkeepsie Convention Center

Find the Best Poughkeepsie Vacation Packages

Things to do in and around Poughkeepsie

Find the best attractions in and around Poughkeepsie

Best time to go to Poughkeepsie

Tips to save on your trip to Poughkeepsie

Poughkeepsie Essential Information

More vacations you might like

Frequently asked questions

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