Roscoe Vacations from $361

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Your Roscoe Vacation

Take the guesswork out of travel planning with a Roscoe vacation package. One of the best neighborhoods to base yourself in this amazing city is Hankins, which is good for views and much more. A trip to Roscoe wouldn't be complete without exploring a few major attractions, like Roscoe Presbyterian Church. Expedia can help you escape the everyday. Tailor your vacation to Roscoe to match your travel style, whatever that may be.

The Latest Roscoe vacation packages

Price found within the past 48 hours. Click for updated prices.
Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

3 out of 5
Price was $437, price is now $361 per person
$361
per person
Jan 29 - Feb 1
found 6 hours ago
Roundtrip flight included
San Juan (SJU) to Newburgh (SWF)
9.2/10 Wonderful! (1,004 reviews)
I was pleasantly surprised at how convenient the hotel was and would definitely stay here again. I really liked that there was a living room area as well as a bedroom area divided by a door and I was able to keep my cat in the living room area, which gave her space to move around. Honestly, the only cons where that the bed was a bit hard and the pillow was pretty flat other than that everything was pretty good including the water pressure.

Reviewed on Oct 24, 2025

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

2 out of 5
Price was $458, price is now $379 per person
$379
per person
Jan 13 - Jan 18
found 15 hours ago
Roundtrip flight included
San Juan (SJU) to Newburgh (SWF)
5.4/10 (1,016 reviews)
Staff was very Good in every way

Reviewed on Nov 1, 2025

Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG

2.5 out of 5
Price was $540, price is now $455 per person
$455
per person
Jan 30 - Feb 2
found 9 hours ago
Roundtrip flight included
San Juan (SJU) to Newburgh (SWF)
8.8/10 Excellent! (694 reviews)
Great property right off the highway. Clean comfortable rooms, free breakfast that was pretty good. Nice staff at check-in. Tons of parking and a great basic hotel

Reviewed on Oct 13, 2025

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
Price was $448, price is now $384 per person
$384
per person
Jan 30 - Feb 2
found 9 hours ago
Roundtrip flight included
San Juan (SJU) to Newburgh (SWF)
8.4/10 Very Good! (1,012 reviews)
Rooms - especially the bathrooms were dated and some of the tile was coming off and cracked and the shower curtain was pink and smelled moldy. There were dark stains on ceiling.

Reviewed on Nov 6, 2025

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

2.5 out of 5
Price was $455, price is now $399 per person
$399
per person
Jan 13 - Jan 18
found 15 hours ago
Roundtrip flight included
San Juan (SJU) to Newburgh (SWF)
6.4/10 (1,005 reviews)
Everything was fine. Easy check-in.

Reviewed on Nov 5, 2025

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Discover the most popular places to visit in Roscoe

Roscoe Presbyterian Church

Roscoe Presbyterian Church is just one of the places to see in Roscoe, so why not enjoy the other things to explore during your travels? Wander the forest and lakeside while you're in the area.

Roscoe Presbyterian Church

Roscoe Hotel Deals

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

2 out of 5
26 Miller Hollow Rd, Roscoe, NY
$169 nightly
The price is $186 total per night from Nov 17 to Nov 18
$186 total
Nov 17 - Nov 18
Total with taxes and fees
9.6/10 Exceptional! (46 reviews)
Overall perfect. Stay was beautiful and quiet. Everything that was needed.

Reviewed on Nov 4, 2025

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
Reynolds House Inn & Motel

Reynolds House Inn & Motel

2.5 out of 5
1934 Old Rte 17, Roscoe, NY
Fully refundableReserve now, pay when you stay
$137 nightly
The price is $155 total per night from Nov 15 to Nov 16
$155 total
Nov 15 - Nov 16
Total with taxes and fees
8/10 Very Good! (187 reviews)
Great place ..

Reviewed on Oct 15, 2025

Reynolds House Inn & Motel
Property of Big Foot Roscoe, NY

Property of Big Foot Roscoe, NY

2 out of 5
Roscoe
10/10 Exceptional! (7 reviews)
We had a wonderful weekend and would definitely come back again. We loved being able to sit on the hammock swings and enjoy our morning coffee and we loved the fire pit at night! Debra and Mike are wonderful hosts and we loved their friendly dogs Luna and Roxy who greeted us each day of our ...

Reviewed on Oct 6, 2025

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Property of Big Foot Roscoe, NY
See all 1,172 properties in Roscoe
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 Roscoe Vacation Packages

Roscoe Essential Information

Language
English
Currency
U.S dollars
Population
540
Max Temp Winter
30ºF
Max Temp Summer
75ºF

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Frequently asked questions

How much does a Roscoe vacation package cost?
You can grab a vacation package to this destination from $361 on Expedia. But how much your vacation to Roscoe costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Roscoe?
You can usually find reduced prices and greater availability in July, November and December. Take a look at our cheap Roscoe vacation packages and you could land some excellent off-season deals.
How many days is enough for Roscoe?
The ideal length of your Roscoe vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you plenty of time to check out all the top sights and explore some hidden treasures along the way.
How to find the best Roscoe package deals?
Start your search for a Roscoe package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Roscoe package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Roscoe escape underway.
Is it cheaper to book a Roscoe vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still have the flexibility to create a personalized Roscoe vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Roscoe?
Enjoy incredible discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Roscoe escape.
Does Expedia offer Book Now, Pay Later Roscoe vacation packages?
Your Roscoe break should be a relaxing escape from your daily routine, not a reason for money-related stress. So to give you more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

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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.