Pleasant Valley Holidays

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Your Pleasant Valley Holiday

The hassle-free way to experience this interesting city is with a tailor-made Pleasant Valley holiday package. Stay in the neighbourhood of Poughkeepsie Waterfront, which is great for families, history and culture or choose someplace else — our packages are all about you. If your trip to Pleasant Valley includes some sightseeing, visit renowned attractions like Marist College, Vassar College and Culinary Institute of America. Whatever your travel plans or the size of your budget, putting together the ultimate tailored Pleasant Valley holiday is easy with Expedia.

Pleasant Valley Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Population
1,150
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Millbrook Vineyards and Winery, Wings Castle and Chance Theatre

Top hotels in Pleasant Valley

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is £102 per night from 27 Jul to 28 Jul
£102
27 Jul - 28 Jul
includes taxes & fees
9/10 Wonderful! (1,020 reviews)
"Room is clean, breakfast was good. Excellent for the value"

Reviewed on 12 Jul 2026

Hyatt Place Poughkeepsie / Hudson Valley
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is £77 per night from 12 Aug to 13 Aug
£77
12 Aug - 13 Aug
includes taxes & fees
8.4/10 Very good! (163 reviews)
"Dd"

Reviewed on 10 Jul 2026

Spark by Hilton Fishkill
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave Kingston NY
7.4/10 Good! (1,010 reviews)
"This is an aging property, poorly designed and in need of replacement, not a touch up, not a redecorating or renovation, replacement. The facility surrounds a pool that adds an uncomfortable level of humidity to the entire building. The room AC's can't keep up, particularly on hot days. The cleaning ..."

Reviewed on 8 Jul 2026

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Best Western Plus Kingston Hotel And Conference Center
See all 1,136 properties in Pleasant Valley
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.
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Stay near popular Pleasant Valley attractions

Innisfree Garden

10.0/10 (2 reviews)
This 185-acre masterpiece blends Modernist design with Chinese and Japanese garden traditions around a stunning 40-acre lake. Explore waterfalls, streams, and rocky outcrops along the peaceful 1.3-mile lakeside path.
See properties

Frequently asked questions

Why should I book my Pleasant Valley holiday with Expedia?
Expedia has you covered for all aspects of your upcoming Pleasant Valley holiday. You'll always land the best deals around, but when you bundle your accommodation, airfares and/or hire car into a holiday package, you can save even more. Looking to truly make the most of your escape? Add some exciting tours and activities to your package. Expedia offers flexible cancellation policies on most bookings, so there's no need to worry if your travel plans change. Head over to our Customer Service Portal link to discover more.
When is the best time of year to holiday in Pleasant Valley?
Pleasant Valley gets busy in June, July and August. If you're not into large crowds and prefer a quieter pace, lock in your getaway for December, January and February. Arrange your visit to Pleasant Valley based on what kind of adventure you're looking for. January is the coolest time of year, when daytime temperatures average -2ºC. In July, the warmest month, expect temperatures of around 23ºC during the day.
What is the top hotel for my holiday in Pleasant Valley?
DoubleTree by Hilton Hotel Nanuet is an ideal base for a wonderful escape in Pleasant Valley, offering all the amenities you'll need and more.
How do I get a cheap holiday to Pleasant Valley?
Our Pleasant Valley holidays mean plenty of savings for the savvy wanderer. For the best deal, simply combine your hotel, flights and extras (including activities). But cheap prices are just the beginning of your next unforgettable adventure. When you book with Expedia, you'll have more than 400 air carriers and 321,000 properties around the globe to choose from. No matter your budget, there's a holiday here that's perfect for you. Learn more about how you can save money on your holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Pleasant Valley holiday?
Offering leading attractions such as Culinary Institute of America and Marist College, a holiday in Pleasant Valley is full of exciting things to do and see. Vassar College and Vanderbilt Mansion National Historic Site are a couple of other sights worth exploring.
What is the best area to stay in when on holiday in Pleasant Valley?
An escape to Pleasant Valley isn't complete without stopping by Innisfree Garden. Why not book a stay close to this great attraction?
Do I need a visa for my Pleasant Valley holiday?
Official government websites have all the information you need on visa requirements, application procedures and any supporting documentation. Your nationality and the purpose of your visit, whether it be for tourism or business, will determine if you need a visa for Pleasant Valley. Also check that your passport is up to date and has a minimum of six months validity remaining after your return date. Finalise all your travel planning ahead of time to avoid any nasty last-minute surprises.
What should I wear on my Pleasant Valley holiday?
First, think about the type of activities planned during your trip to Pleasant Valley and take versatile pieces that you can mix and match. For fashion inspiration or information on any dress codes, browse a few style blogs or social media accounts. Have a look at the local weather forecast so you can pack your bags accordingly. The warmest month in Pleasant Valley is July, with average daytime temperatures of 23ºC. If you're visiting during the coolest month of January, the mercury averages -2ºC during the day.
What does an Expedia Pleasant Valley holiday include?
Flights, hotels and a cool set of wheels for all your fun road trip adventures. Simply select your preferred bundle and get access to incredible deals. Once you've made your booking, add on a couple of tours and activities and watch your savings stack up. When it comes to planning your Pleasant Valley break, you're in control! Explore a wide range of property types and pick one that matches your travel needs. The most in-demand holiday rentals here are private holiday homes and apartments. With Expedia, it's easy to tailor your Pleasant Valley escape however you want.
Does Expedia offer Book Now, Pay Later Pleasant Valley holidays?
Expedia has teamed up with online lender Klarna to make your next getaway easier on your bank balance. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that falls within your budget. Browse these flexible payment options:

  • Pay monthly holidays: Klarna offers manageable monthly payment plans that fit all budgets, so you can book that well-deserved holiday now.
  • No-deposit holidays: When you stumble on an awesome deal but don't have the full amount yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to secure your getaway.

Can I choose my airline with a Pleasant Valley Expedia holiday?
Expedia has access to more than 400 partner airlines globally, so you certainly can. Just select your preferred carrier and put together your ideal Pleasant Valley escape.

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* 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.