Pleasant Valley Holidays from £820

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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.

The Latest Pleasant Valley Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2 out of 5
per person
4 Aug - 8 Aug
found 8 hours ago
Return direct flight included
Edinburgh (EDI) to Newburgh (SWF)
8.4/10 Very Good! (1,005 reviews)
Exceeded expectations!

Reviewed on 17 Jun 2025

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
per person
31 Aug - 7 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Newburgh (SWF)
7.6/10 Good! (432 reviews)
My room was very clean the only thing I didn't like was the AC didn't work in the room and it was hot that weekend. Also it's been a week an I still don't have my deposit back😞

Reviewed on 13 Jun 2025

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

Our pick of the best Pleasant Valley Hotel Deals

The Lagrange Inn & Extended Stay
The Lagrange Inn & Extended Stay
2 out of 5
192 Mcdonnell Rd, Pleasant Valley, NY
Stay at this motel in Pleasant Valley. Enjoy free Wi-Fi, free parking and laundry facilities. Popular attractions James Baird State Park and Innisfree Garden ...
9.6/10 Exceptional! (8 reviews)
"Basic but a great stay."

Reviewed on 22 May 2025

The Lagrange Inn & Extended Stay
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
Stay at this 3-star business-friendly hotel in Fishkill. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,019 reviews)
"Hotel was good, fairly clean. Older property. Simple room with plenty of space for 2 people."

Reviewed on 15 Jun 2025

HYATT house Fishkill/Poughkeepsie
Hampton Inn & Suites Poughkeepsie
Hampton Inn & Suites Poughkeepsie
2.5 out of 5
2361 South Rd, Poughkeepsie, NY
Stay at this golf hotel in Poughkeepsie. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
8.6/10 Excellent! (1,009 reviews)
"Very clean room and helpful staff."

Reviewed on 16 Jun 2025

Hampton Inn & Suites Poughkeepsie
See all 1,117 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

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.

Unmissable things to do in Pleasant Valley

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 Pleasant Valley

* 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.