Poughkeepsie Holidays from £543

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Packages with flights are ATOL protected

Your Poughkeepsie Holiday

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

Top Poughkeepsie Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Stamford Hotel & Executive Meeting Center

Hilton Stamford Hotel & Executive Meeting Center

3.5 out of 5
Waterside
per person
11 Sept - 15 Sept
found 1 day ago
Return flight included
London (LGW) to White Plains (HPN)
7.4/10 Good! (1,001 reviews)
Clean, comfortable and super quiet! Staff was very friendly and helpful

Reviewed on 15 Jul 2025

Luxury Living in the Heart of NY

Luxury Living in the Heart of NY

4 out of 5
Southeast Yonkers
Save 100% on your flight
per person
10 Oct - 14 Oct
found 10 hours ago
Return flight included
London (LGW) to White Plains (HPN)
2/10 (1 review)
Residence Inn Stamford Downtown

Residence Inn Stamford Downtown

3 out of 5
Downtown Stamford
per person
6 Oct - 12 Oct
found 19 hours ago
Return direct flight included
Edinburgh (EDI) to White Plains (HPN)
9.4/10 Exceptional! (344 reviews)
Note that this property shares some resources with the adjacent Marriott courtyard (pool, coffee shop, valet parking) but has its own included breakfast.

Reviewed on 9 Jul 2025

Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
Save 100% on your flight
per person
15 Oct - 22 Oct
found 1 day ago
Return flight included
London (LON) to White Plains (HPN)
6.6/10 (1,002 reviews)
A great place to stay. Room was clean

Reviewed on 25 Jul 2025

Delamar Greenwich Harbor

Delamar Greenwich Harbor

4 out of 5
Save 100% on your flight
per person
15 Oct - 22 Oct
found 1 day ago
Return flight included
London (LON) to White Plains (HPN)
9.4/10 Exceptional! (919 reviews)
Considering the price of this hotel and claims of having undergone recent (major) renovations, I didn’t expect that the “view” from the room would be of their overflowing garbage dumpsters. But it’s a nice enough hotel, the staff were very obliging, and the food was very good. It’s a great venue for events.

Reviewed on 27 Jul 2025

Where to stay in Poughkeepsie

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

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.

Find hotels in Arlington

Poughkeepsie Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Population
30,400
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
SplashDown Beach, Benmarl Vineyards and Winery and Chance Theatre

Top hotels in Poughkeepsie

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road, Poughkeepsie, NY
Fully refundable
The price is £91 per night from 3 Aug to 4 Aug
£91
3 Aug - 4 Aug
includes taxes & fees
8.6/10 Excellent! (1,019 reviews)
"Everything was accessible!"

Reviewed on 28 Jul 2025

Holiday Inn Express Poughkeepsie by IHG
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is £92 per night from 6 Aug to 7 Aug
£92
6 Aug - 7 Aug
includes taxes & fees
7.8/10 Good! (382 reviews)
"lovely spot, nice breakfast"

Reviewed on 28 Jul 2025

Quality Inn Poughkeepsie
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd, Poughkeepsie, NY
The price is £99 per night from 11 Aug to 12 Aug
£99
11 Aug - 12 Aug
includes taxes & fees
8.6/10 Excellent! (1,015 reviews)
"Enjoy my 3 day stay. Attend a wedding close by. The staff, SUPER helpful and kind. I'd visit again. Gio.... something; Pizzeria restaurant nearby was delicious as well."

Reviewed on 27 Jul 2025

Hampton Inn & Suites Poughkeepsie
See all 2,482 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

Marist College

Enjoy the student vibe when you visit Marist College during your travels in Poughkeepsie. While you're in the area, stroll along the riverfront.

Marist College

Bardavon 1869 Opera House

Enjoy a performance at Bardavon 1869 Opera House, a theatre with a story to tell in Poughkeepsie. Stroll along the riverfront or attend a sporting event in the area.

Bardavon 1869 Opera House

What to do in Poughkeepsie

Llama/Alpaca Hike and Farm Tour

Llama/Alpaca Hike and Farm Tour

£48
per adult
100% of travellers recommend
Llama/Alpaca Hike and Farm Tour
See all activities in Poughkeepsie

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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.