Poughkeepsie Holidays
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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 coffee shops 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.
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 coffee shops, 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
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.
Top hotels in Poughkeepsie
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
Rp1.787.094
Rp2.075.263 total
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (1,054 reviews)
"It’s a smaller hotel but had everything we needed. The breakfast was good, not amazing. Our room had an issue with the bathroom lock and you can see there were previous issues. Otherwise it was nice enough and easy to get to for our purposes."
Reviewed on 23 Aug 2026
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
Fully refundable
Rp1.680.930
Rp1.951.980 total
21 Sept - 22 Sept
includes taxes & fees
8.8/10 Excellent! (1,019 reviews)
"Nice stay with the family. Staff was helpful, breakast was good and free parking. Very close to Vassar College"
Reviewed on 23 Aug 2026
DoubleTree by Hilton Poughkeepsie Convention Center
40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
Rp2.161.853
Rp2.532.070 total
30 Aug - 31 Aug
includes taxes & fees
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
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.
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.
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.
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.
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.
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.
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.
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
Rp578.080
per adult
Frequently asked questions
How much does a Poughkeepsie holiday package cost?
You'll find cheap prices 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?
- 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.
- 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 accommodation: Once you've settled on your trip dates and duration, lock in the ideal Poughkeepsie holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
