Poughkeepsie Vacations from ￥332,176
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The Latest Poughkeepsie Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Upscale Modern Luxury 3BR Home
￥332,176
per person
Nov 6 - Nov 10
found 11 hours ago
Roundtrip flight included
Tokyo (TYO) to White Plains (HPN)
4/10 (1 review)
Property was missing needed items and it took two days to get them(coffee maker). For the price you get what you’d expect. Older property with some updates needed. Everything worked but older appliances.
Reviewed on Jan 23, 2026
3BR Prime Luxury NY - Free Parking
￥470,874
per person
Nov 6 - Nov 10
found 11 hours ago
Roundtrip flight included
Tokyo (TYO) 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
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 Frances Lehman Loeb Art Center or Vassar Golf Course.
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.
Crown Heights
Visitors to Crown Heights enjoy its coffeehouses, and if you want to do some exploring, Hudson River is worth a stop.
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.
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.
Find the Best Poughkeepsie Vacation Packages
Poughkeepsie Hotel Deals
Quality Inn Poughkeepsie
536 Haight Ave, Building A Poughkeepsie NY
Fully refundable
￥15,202
￥17,653 total
Oct 11 - Oct 12
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
￥16,375
￥19,015 total
Sep 29 - Sep 30
includes taxes & fees
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
Fully refundable
￥15,595
￥18,111 total
Sep 28 - Sep 29
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"The room was large and clean if not a bit outdated, especially the bathroom and the carpet in the room. A few times while walking the hall there was a slight odor of dampness."
Reviewed on Sep 18, 2026
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
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.
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.
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.
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.
Photo by Gregg Tobias
Chance Theater
8.0/10 (70 reviews)
Enjoy a show at Chance Theater, a storied theater in Poughkeepsie. Amble around the area's riverfront or attend a sporting event.
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.
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.
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.
What to do in Poughkeepsie
Hallows and Hauntings of Hyde Park Ghost Tour
￥3,842
per adult
Farm Tour at Clover Brooke Llama/Alpaca/Goat Farm
￥3,442
per adult
80% of travellers recommend
Frequently asked questions
How much does a Poughkeepsie vacation package cost?
You'll find cheap prices from ￥332,176 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 generally find reduced prices and better availability in January, February and March. Check out our cheap Poughkeepsie vacation packages and you could get some excellent off-season deals.
How many days is enough for Poughkeepsie?
Poughkeepsie vacations 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 vacation package to Poughkeepsie?
Poughkeepsie offers everything you need for an unforgettable escape. Get your Poughkeepsie vacation 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 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?
- Choose when to travel: Check your diary and get your bags packed. Your favorite season and the type of activities available will also help you decide when to visit Poughkeepsie.
- 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.
- 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.
- Combine your airfare and accommodations: Once you've settled on your trip dates and duration, lock in the ideal Poughkeepsie vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
