Washingtonville Vacations from $288

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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.
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $567, price is now $288 per person
$288
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.4/10 Good! (5,413 reviews)
Very nice would stay here again

Reviewed on Dec 9, 2025

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Price was $1,108, price is now $530 per person
$530
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
9/10 Wonderful! (2,346 reviews)
Room was great, staff was helpful! Disappointed that there was no shuttle to the airport. Also, no free coffee. Had to pay $4 for Starbucks from a machine - not great.

Reviewed on Dec 7, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was $740, price is now $357 per person
$357
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
9.2/10 Wonderful! (2,008 reviews)
Room is great and the staff is excellent 💯

Reviewed on Dec 5, 2025

Harpoon House

Harpoon House

3 out of 5
Price was $976, price is now $518 per person
$518
per person
Feb 12 - Feb 16
found 3 hours ago
Roundtrip flight included
Miami (MIA) to New York (JFK)
8.4/10 Very Good! (147 reviews)
We were looking for a quick overnight in the East End, and the Harpoon House exceeded our expectations in every way. The room was spacious (a suite!) and well-appointed, blending the charm of the original 1648 (!) building with modern amenities and furnishings. We didn't take advantage of the on-property restaurant (formerly Blu Mar), but the menu - by acclaimed chef Rocco DiSpirito - looked excellent, if a bit pricey. Location was ideal, within easy walking distance of all Main Street shops and restaurants, and less than a mile to the beach. And, although things were a bit quieter than in the height of summer - not a bad thing! - we loved being out there for the fall harvest season, with wineries and farms in full swing. All-in-all, our stay at the Harpoon House made for a perfect fall weekend in the Hamptons - highly recommended.

Reviewed on Oct 20, 2025

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $877, price is now $468 per person
$468
per person
Feb 27 - Mar 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
9.2/10 Wonderful! (1,002 reviews)
I stay here often and the rooms are spacious clean and the hotel staff is very accommodating. I always have a wonderful experience and I highly recommend staying here. They also offer free breakfast and dinner which is a nice perk.

Reviewed on Nov 25, 2025

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Discover the most popular places to visit in Washingtonville

Brotherhood Winery

4.5/5(51 reviews)

You can enjoy a tasting or tour at Brotherhood Winery during your travels to Blooming Grove. While you're in the area, stroll along the lakeside.

Brotherhood Winery

Washingtonville Hotel Deals

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $115 total per night from Dec 10 to Dec 11
$115 total
Dec 10 - Dec 11
Total with taxes and fees
8.2/10 Very Good! (1,005 reviews)
Parking was safe, secure, and easy.

Reviewed on Dec 7, 2025

Overlook Lodge at Bear Mountain
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 out of 5
60 Centre Dr Central Valley NY
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $127 total per night from Dec 16 to Dec 17
$127 total
Dec 16 - Dec 17
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
Nice place great staff

Reviewed on Dec 3, 2025

Hampton Inn Harriman Woodbury
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
551 Route 211 E Middletown NY
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $139 total per night from Jan 4 to Jan 5
$139 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
9.2/10 Wonderful! (931 reviews)
Clean staff was friendly

Reviewed on Dec 6, 2025

La Quinta Inn & Suites by Wyndham Middletown-Goshen
See all 866 properties in Washingtonville
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.

Find the Best Washingtonville Vacation Packages

Washingtonville Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Population
5,800
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Brotherhood Winery, Angry Orchard and Castle Fun Center

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Frequently asked questions

How much does a Washingtonville vacation package cost?
You can snap up a vacation package to this top destination from $288 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.

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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.