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Cuddebackville flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was CA $1,255, price is now CA $764 per person
CA $764
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Book a stay at this golf hotel in Woodbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Oyster Bay Golf Course and Oheka Castle are located nearby.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,496, price is now CA $2,566 per person
CA $2,566
per person
Mar 8 - Mar 13
found 15 hours ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
Book a stay at this luxury hotel in Brooklyn. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Brooklyn Bridge and Wall Street are located nearby.
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was CA $1,340, price is now CA $775 per person
CA $775
per person
Feb 13 - Feb 16
found 20 hours ago
Roundtrip flight included
Detroit (DTW) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Madison Square Garden and Bryant Park are located nearby.
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $1,745, price is now CA $1,079 per person
CA $1,079
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions 5th Avenue and Radio City Music Hall are located nearby.
The Lexington Hotel, Autograph Collection

The Lexington Hotel, Autograph Collection

4 out of 5
Manhattan
Price was CA $1,748, price is now CA $1,084 per person
CA $1,084
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Grand Central Terminal and 5th Avenue are located nearby.

Top Cuddebackville hotels deals

Serene Rustic Retreat with Lake

Serene Rustic Retreat with Lake

2 out of 5
Cuddebackville NY
The price is CA $274 per night
CA $274
CA $655 total
Jan 25 - Jan 26, 2026
includes taxes & fees
Stay at this cabin in Cuddebackville. Enjoy a garden, laundry facilities, and balconies. Popular attractions Otisville Veterans Memorial Park and Gobbler's Knob State Forest are located nearby.
Kitchen
Washer
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive Monticello NY
The price is CA $218 per night
CA $218
CA $333 total
Jan 8 - Jan 9, 2026
includes taxes & fees
Book a stay at this family-friendly hotel in Monticello. Enjoy 5 restaurants, 2 bars/lounges, and water park access (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Resorts World Catskills and Concord Monster Golf Course are located nearby.
Pool
Restaurant
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive Monticello NY
Free cancellation
Reserve now, pay when you stay
Get rates
Book a stay at this luxury hotel in Monticello. Enjoy a full-service spa, 6 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Resorts World Catskills and Concord Monster Golf Course are located nearby.
Pool
Spa
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

3 out of 5
120 Rtes 6 & 209 Matamoras PA
Free cancellation
Reserve now, pay when you stay
The price is CA $124 per night
CA $124
CA $136 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Matamoras. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Westfall Town Center and Marie's Matamoras Flea Market are located nearby.
Pool
Breakfast included
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Free cancellation
The price is CA $142 per night
CA $142
CA $168 total
Jan 18 - Jan 19, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Paramount Theatre and Soons Orchards are located nearby.
Pool
Breakfast included
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
2 Bryle Place Chester NY
Free cancellation
The price is CA $115 per night
CA $115
CA $136 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions LEGOLAND® New York and Castle Fun Center are located nearby.
Pool
Breakfast included
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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.

Popular places to visit

Oakland Valley Race Park

You can take time to visit Oakland Valley Race Park during your travels to Cuddebackville.

Oakland Valley Race Park

Delaware and Hudson Canal County Park

Delaware and Hudson Canal County Park is just one of the places to see in Cuddebackville, so why not enjoy the other things to explore during your travels?

Delaware and Hudson Canal County Park

Neversink Valley Area Museum

You can spend time studying the exhibits at Neversink Valley Area Museum during your travels in Cuddebackville.

Neversink Valley Area Museum

Cuddebackville Vacations

An easy, worry-free vacation starts with getting to know a little about your destination. It's time to discover the fundamentals about Cuddebackville!

If you travel 14 miles (23 kilometers) south of Monticello, or 25 miles (40 kilometers) north of Franklin, you'll wind up in Cuddebackville.

Places to visit in Cuddebackville

If you and your travel pals need a place to regroup and hang out, Galleria at Crystal Run is an ideal option. Chat over a coffee and search the stores for that perfect souvenir. After more options? What in the world makes binging on snacks just prior to strapping into a death-defying carnival ride seem like a sensible idea? Try not to lose your lunch at Orange County Fairgrounds! And, there's more going on in the surrounding area. Got money to burn? Look for unique treasures and score some fabulous deals at Soons Orchards.

Where do you fly into for Cuddebackville?

Bags all packed? Awesome — board a plane to Liberty International Airport (EWR). Once you land, you'll be only 60 miles (97 kilometers) to the southeast from the heart of Cuddebackville.

Frequently asked questions

How much are vacation packages to Cuddebackville?
Your vacation daydreams can all come true in Cuddebackville from as little as CA $764. Vacation packages include flights and hotels, so they're bound to make booking a piece of cake. The only thing you'll have to concentrate on is getting out there and having a great time.
Where can I get the best vacation package deals for Cuddebackville?
There are amazing Cuddebackville package deals to be gained with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties in all corners of the globe? Keep this in mind when you're ready to cross another place off your travel bucket list.
Why should I purchase my Cuddebackville vacation bundle with Travelocity?
By booking your flights, hotel, activities and car rental all in the one place, you'll save big bucks as well as precious time. All our bookings come with round-the-clock customer support, and you'll know that you'll always score the lowest price possible with our Price Match Guarantee. So, what are you waiting for? Book your dream getaway today and get packing!
Can I save money on my Cuddebackville car rental if I bundle it with hotels and flights?
Bundling your flight, hotel and car into a Cuddebackville vacation package is the best way to land the best prices. Plus, having your own rental car gives you the freedom to find your way to all the landmarks you can't wait to explore. Located 97 kilometers from Cuddebackville, Times Square is one place that should have a place on your itinerary. Turn up the tunes and make a day trip of it.
Which airport is best for Cuddebackville?
Liberty Intl. Airport (EWR) (97 kilometers away from downtown), LaGuardia Airport (LGA) (97 kilometers away from central Cuddebackville) and Scranton Intl. Airport (AVP) (97 kilometers away from central Cuddebackville) are the main hubs in Cuddebackville.
Where should I stay when visiting Cuddebackville?
Many travelers hit the hay at the New York Getaway Near Neversink River & Hiking. It's an excellent base for your Cuddebackville escape.

Photos of local treasures

Browse Cuddebackville vacation photos for more inspiration