An aerial view of a town with a river, a bridge, and autumn-colored trees.

Poughkeepsie Holidays from £1,138

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Top Poughkeepsie flight + hotel deals

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  • 1 Oct - 6 Oct

    Hotel Riu Plaza Manhattan Times Square + Flight

    Manhattan
    5 nights
    4.0 star property
    9.2/10 - Wonderful (3,782 reviews)
    "We arrived late with a 1 yr old, 7 yr old, & 9 yr old. All appeared ok upon arrival (beautiful view, spacious beds, clean bayhroom) & we quickly left to enjoy timeshare. Upon our return as kids were getting into the bed and moving the covers/pillows we discovered several hairs between the sheets, on the covers, and dry ear wax on one of the pillows. It was 1am so I forced my kids to sleep but I did go down after to complain. Was offered room swap but with such young kids we did not accept as one..."
    Reviewed July 23, 2026
    Return Edinburgh (EDI) - New York (JFK)
    EDI - JFKDirect JFK - EDI1 stop
    Save 100% on your flight
    £1,921
    £1,138
    per traveller
    found 1 day ago
    Hotel Riu Plaza Manhattan Times Square
  • 22 Aug - 28 Aug

    1 Hotel Brooklyn Bridge + Flight

    Brooklyn
    6 nights
    5.0 star property
    9.0/10 - Wonderful (1,000 reviews)
    Return London (LHR) - New York (JFK)
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    Save 100% on your flight
    £3,789
    £2,189
    per traveller
    found 1 day ago
    1 Hotel Brooklyn Bridge
  • 1 Oct - 6 Oct

    Hotel Riu Plaza New York Times Square + Flight

    Manhattan
    5 nights
    4.0 star property
    9.0/10 - Wonderful (3,231 reviews)
    "Room was affordable with a great view. The room was clean and services came at a decent hour to tidy the room up. The staff were very helpful with any questions I had. Breakfast had a vast selection and seating was available. Table service was prompt. The location was secure as well. Highly recommend and would stay there again."
    Reviewed July 23, 2026
    Return Edinburgh (EDI) - New York (JFK)
    EDI - JFKDirect JFK - EDI1 stop
    Save 100% on your flight
    £1,982
    £1,165
    per traveller
    found 1 day ago
    Hotel Riu Plaza New York Times Square
  • 22 Sept - 27 Sept

    1 Hotel Central Park + Flight

    Manhattan
    5 nights
    5.0 star property
    9.0/10 - Wonderful (1,004 reviews)
    "Best staff ever !!!! Committed concierge and committed everyone"
    Reviewed July 22, 2026
    Return Edinburgh (EDI) - New York (JFK)
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    £4,342
    £2,683
    per traveller
    found 1 day ago
    1 Hotel Central Park
  • 3 Sept - 8 Sept

    The Wall Street Hotel + Flight

    Manhattan
    5 nights
    5.0 star property
    9.6/10 - Exceptional (722 reviews)
    "Convenient, hidden gem. We were well taken care of and actually quite comfortable in our room for a few days with two teens and two adults. Not many places in the city that would give you that plus all the extra special touches that The Wall Street Hotel provided. Would definitely book again."
    Reviewed July 23, 2026
    Return Edinburgh (EDI) - New York (JFK)
    EDI - JFKDirect JFK - EDI1 stop
    Save 100% on your flight
    £2,526
    £1,586
    per traveller
    found 1 day ago
    The Wall Street Hotel

Where to stay in Poughkeepsie

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

Downtown Poughkeepsie

City centre Poughkeepsie blends historic charm with civic energy at the heart of this Hudson Valley city. The majestic Bardavon 1869 Opera House anchors the district with its ornate Victorian façade. Stroll past well-preserved 19th-century buildings housing government offices and cultural institutions. This walkable area offers a glimpse into the city's architectural heritage. The Mid-Hudson Heritage Centre showcases local arts and diverse community culture. Visitors can explore the Mid-Hudson Civic Centre or catch performances at the historic Chance Theatre. After sightseeing, the nearby Hudson River waterfront provides a peaceful retreat. Most attractions sit within a few blocks of each other, making exploration easy and enjoyable.

Poughkeepsie Waterfront

You'll enjoy the restaurants and riverfront in Poughkeepsie Waterfront. You might want to make time for a stop at Mid-Hudson Bridge or Walkway Over the Hudson State Historic Park.

Arlington

Arlington blends collegiate charm with suburban tranquility just outside Poughkeepsie. Tree-lined streets wind past family homes and small commercial areas along Route 9. College life from nearby Vassar and Marist adds youthful energy to this peaceful community. The Overlook Drive-In Theatre offers nostalgic entertainment under starry skies. Art enthusiasts will appreciate the Frances Lehman Loeb Art Center's impressive collection. Budget-friendly dining options and affordable accommodation make Arlington an ideal base for exploring the Hudson Valley.

Crown Heights

Crown Heights offers a peaceful retreat from Poughkeepsie's busier areas with tree-lined streets and well-maintained homes. This welcoming area gives travellers an authentic slice of local suburban living. The college atmosphere adds character to this family-oriented community. Travellers appreciate the budget-friendly accommodation compared to city centre options. You'll find casual coffeehouses and family-run restaurants scattered throughout the area. The Hudson River is just a short drive away for those seeking natural beauty during their stay.

Red Oaks Mill

Red Oaks Mill offers a peaceful suburban retreat in the Hudson Valley region. This quiet hamlet features tree-lined streets where you can enjoy morning walks away from city noise. The residential atmosphere provides a genuine glimpse into local life. Travellers appreciate this budget-friendly alternative to city centre Poughkeepsie accommodation. A short drive connects you to riverfront areas, local breweries, and attractions like Casperkill Golf Club. Most visitors find having a car essential for exploring the beautiful surrounding countryside.

Discover the most popular places to visit in Poughkeepsie

What to do in Poughkeepsie

Poughkeepsie Hotel Deals

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.

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.

Book with confidence

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.

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.

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.

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