Pleasant Valley Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by louann ohora

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to ₩234,741 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
    Plan, book, and manage your trip all in one place

Find the Best Pleasant Valley Vacation Packages

Pleasant Valley Hotel Deals

The Lagrange Inn & Extended Stay
The Lagrange Inn & Extended Stay
2 out of 5
192 Mcdonnell Rd, Pleasant Valley, NY
9.6/10 Exceptional! (8 reviews)
"Basic but a great stay."

Reviewed on May 22, 2025

Get rates
The Lagrange Inn & Extended Stay
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
Fully refundableReserve now, pay when you stay
The price is ₩152,123 per night from Jul 6 to Jul 7
₩152,123
₩172,089 total
Jul 6 - Jul 7
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Very nice, updated, clean and price was great. Pool and hot tub were also great."

Reviewed on Jun 18, 2025

HYATT house Fishkill/Poughkeepsie
Hampton Inn & Suites Poughkeepsie
Hampton Inn & Suites Poughkeepsie
2.5 out of 5
2361 South Rd, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is ₩151,370 per night from Jul 22 to Jul 23
₩151,370
₩175,778 total
Jul 22 - Jul 23
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Thank you for all the wonderful service and beautiful hotel. It was the perfect spot for our family to gather for my grandmas funeral."

Reviewed on Jun 18, 2025

Hampton Inn & Suites Poughkeepsie
See all 1,122 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.

Frequently asked questions

How much does a Pleasant Valley vacation package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Pleasant Valley costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Pleasant Valley?
Plan your trip for the off-peak season and you're likely to find cheap Pleasant Valley vacation packages. Keep in mind that school vacation periods and major events and festivals can have an impact on prices, so do a little research before you go.
How many days is enough for Pleasant Valley?
For your Pleasant Valley vacation, a few days will be enough to tour all the highlights. Make sure to stop by Innisfree Garden --- it's one of the most popular sights in this destination. If you're looking for more adventure, think about basing yourself here and heading off on some trips from Pleasant Valley.
How to find the best Pleasant Valley package deals?
Finding a cheap Pleasant Valley package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Pleasant Valley package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Pleasant Valley vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Pleasant Valley vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Pleasant Valley?
If you're planning an impromptu Pleasant Valley adventure, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Pleasant Valley?

  1. Pick the ideal time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to go to Pleasant Valley.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and dining out to experiences and flights. Your hotel will likely be the biggest expense during your trip to Pleasant Valley.
  3. Decide how long to go for: Now that you're up to speed on Pleasant Valley, you can work out the perfect length of your vacation. Create a rough plan and allocate enough time to get through everything on your must-do list.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to pick a Pleasant Valley vacation package that brings all your bookings together.

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