A town with a main road, residential houses, and a baseball field.

Washingtonville Vacations from $395

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Your Washingtonville Vacation

With a vacation package to Washingtonville, say goodbye to endless planning and hello to an effortless adventure. Every detail of your escape has been taken care of before departing, so you can enjoy each moment discovering this lively city. If your trip to Washingtonville includes some sightseeing, take in well-known attractions like Storm King Art Center, Brotherhood Winery and Palaia Vineyards Winery. That dream Washingtonville vacation is just a few clicks away. Explore accommodations, flights and more on Expedia for a getaway that's tailored to suit your travel style.

The Latest Washingtonville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A room with a red sofa, a wooden coffee table, and a patterned rug. There are two mirrors on the walls, one above the coffee table and one above the sofa.
    Jan 20 - Jan 24

    Newark Hansbury Multi Level House + Flight

    Weequahic
    4 nights
    2.0 star property
    6.8/10 - (5 reviews)
    "nice"
    Reviewed September 10, 2026
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - EWR • Nonstop LGA - ATL • Nonstop
    $665
    $395
    per traveler
    found 1 day ago
    Newark Hansbury Multi Level House
  • A rooftop terrace with outdoor seating, a city view, and a brick building.
    Jan 7 - Jan 11

    JW Marriott Essex House New York + Flight

    Manhattan
    4 nights
    4.5 star property
    8.8/10 - Excellent (1,000 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • Nonstop JFK - ATL • Nonstop
    Save 100% on your flight
    $2,057
    $1,127
    per traveler
    found 1 day ago
    JW Marriott Essex House New York
  • A historic building with ornate architectural details, multiple floors, and illuminated windows.
    Jan 22 - Jan 24

    The St. Regis New York + Flight

    Manhattan
    2 nights
    5.0 star property
    9.2/10 - Wonderful (295 reviews)
    "The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong"
    Reviewed November 6, 2026
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - LGA • Nonstop LGA - ATL • Nonstop
    $1,612
    $890
    per traveler
    found 2 days ago
    The St. Regis New York
  • A building with a black awning displaying "THE WILLIAM" sign, a set of stairs leading to the entrance, and decorative iron railings.
    Dec 25 - Dec 29

    The William Hotel Midtown, New York + Flight

    Manhattan
    4 nights
    3.5 star property
    9.4/10 - Exceptional (296 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - LGA • Nonstop LGA - ATL • Nonstop
    $1,660
    $996
    per traveler
    found 2 days ago
    The William Hotel Midtown, New York
  • A hotel with a prominent "CANDLEWOOD SUITES" sign, large windows, and potted plants outside.
    Dec 30 - Jan 4

    Candlewood Suites New York City-Times Square by IHG + Flight

    Manhattan
    5 nights
    2.5 star property
    8.6/10 - Excellent (2,316 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - LGA • Nonstop LGA - ATL • Nonstop
    Save 100% on your flight
    $1,694
    $1,067
    per traveler
    found 2 days ago
    Candlewood Suites New York City-Times Square by IHG

Where to stay near Washingtonville

Washingtonville, New York, offers a charming blend of outdoor adventures and family-friendly entertainment. Nestled in the picturesque Hudson Valley, it’s an ideal getaway, especially in winter, when the area transforms into a magical winter wonderland. Explore the warmth and friendliness of this delightful destination!
A nighttime view of a large suspension bridge with its cables illuminated, spanning over a body of water with city lights reflecting on the surface.

Newburgh

Discover Newburgh, a welcoming destination perfectly suited for travelers seeking a blend of outdoor adventure and urban experiences. This vibrant city offers a rich array of activities, from exploring the contemporary art at Dia Beacon to enjoying the green spaces of Algonquin Park and the educational backdrop of Mount Saint Mary's College. With Newburgh located about 10 miles away from Washingtonville, it serves as an ideal base for your getaway, making hotel bookings here a wise choice for your visit.

A lake surrounded by autumn-colored trees reflecting on the water.

Middletown

Experience the charm of Middletown, an excellent hub for families and weekend getaway travelers who want to explore vibrant attractions. With highlights like the Orange County Fairgrounds, Highland Lakes State Park, and the local tourist precinct, there's something for everyone. Ideally situated about 13 miles from Washingtonville, Middletown provides easy access to shopping and entertainment. It’s a smart choice for your next vacation, blending city excitement with plenty of outdoor fun.

A calm river with mountains on either side and a sunset sky.

Fishkill

Make your vacation planning effortless by staying in Fishkill, a haven for family travelers and weekend getaway enthusiasts thanks to its rich mix of outdoor activities and urban experiences. Explore the contemporary art at Dia Beacon, delve into the historic charm of Vassar College, or hike the scenic trails of Fishkill Ridge. Located about 19 miles by car from Washingtonville, Fishkill offers a perfect blend of attractions, making it a smart choice for your stay.

A long bridge spanning a wide river, surrounded by dense forests and a distant cityscape.

Beacon

Beacon stands out as a prime spot for travelers interested in cultural and outdoor experiences. With attractions like the renowned Dia Beacon art museum, the scenic Fishkill Ridge, and the educational Mount Saint Mary's College Newburgh, this city offers a rich blend of art, nature, and learning. Located about 14 miles by car from Washingtonville, Beacon provides easy access to these highlights, making it a smart choice for your stay.

A snow-covered town with historic buildings and a church steeple.

Monroe

Travelers visiting the area often choose Monroe, especially families and weekend getaway seekers, for its vibrant mix of outdoor adventure and city charm. With attractions like Bear Mountain State Park and Arrow Park Lake and Lodge nearby, you can enjoy both nature and recreational activities. Monroe's proximity—about 7 miles—from Washingtonville makes it an ideal base for exploring local shopping centers and cultural experiences. A stay in Monroe promises a delightful escape that balances relaxation and excitement.

Discover the most popular places to visit in Washingtonville

Brotherhood Winery

8.8/10 (70 reviews)
America's oldest winery, established in 1839, houses extensive underground cellars with historic oak barrels. Tour the hand-excavated tunnels before sampling distinctive New York wines in the modern tasting room.
See properties

Washingtonville Hotel Deals

A hotel entrance with stone pillars, a covered walkway, and a bench.

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
5 mi from Washingtonville
9.4 out of 10, Exceptional, (1,124 reviews)
$106 nightly
The price is $120
Nov 29 - Nov 30
Total with taxes and fees
Sleep Inn & Suites Monroe - Woodbury
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.
See all properties in Washingtonville

Frequently Asked Questions

How much does a Washingtonville vacation package cost?

You can snap up a vacation package to this top destination from $395 on Expedia. But how much your vacation to Washingtonville costs will depend on your hotel choice, length of stay and season.

What are the cheapest months to go to Washingtonville?

If you're looking to snag a cheap Washingtonville vacation package, consider planning a trip in November, December and January. You'll usually find lower rates on hotels and airfares during these months — perfect for travelers wishing to save money.

How many days is enough for Washingtonville?

The ideal length of your Washingtonville vacation depends on what you'd like to see and do. Typically, a handful of days to a week will give you enough time to hit all the major attractions and explore some hidden spots along the way.

How to find the best Washingtonville package deals?

Use Expedia's filters to find some of the best Washingtonville package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Washingtonville package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.

Is it cheaper to book a Washingtonville vacation as a package?

An Expedia vacation package could score you significant savings when compared to booking flights and stays individually. Better still, you can tailor your Washingtonville trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.

When to book a vacation package to Washingtonville?

If you have your Washingtonville vacation dates finalized, book as soon as you can to score some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for quick escapes.

Does Expedia offer Book Now, Pay Later Washingtonville vacation packages?

Secure your dream escape to Washingtonville with our Book Now, Pay Later vacations. No need to save up or wait for payday — we've joined forces with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stay on budget and snap up bargains while they last.

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