Deals on vacations and trips to Cragsmoor

Save when you book Cragsmoor package deals

Choose two or more items and save on your trip:

Cragsmoor flight + hotel vacation 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 $873, price is now $474 per person
$474
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free train station pick-up. Enjoy the 24-hour gym and perks like free self parking and a free area shuttle.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was $2,114, price is now $1,128 per person
$1,128
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.
The Pierre, A Taj Hotel, New York

The Pierre, A Taj Hotel, New York

5 out of 5
Manhattan
Save 100% on your flight
Price was $3,521, price is now $1,976 per person
$1,976
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Self parking, a coffee shop, and limo/town car service are also offered.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $2,840, price is now $1,600 per person
$1,600
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the seasonal outdoor pool and visit the 2 bars/lounges and poolside bar for drinks.
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was $2,745, price is now $1,602 per person
$1,602
per person
Dec 14 - Dec 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, limo/town car service, and a snack bar/deli are also on offer.

Top Cragsmoor hotels deals

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive, Monticello, NY
Free Cancellation
Reserve now, pay when you stay
$209 nightly
The price is $236 total per night
$236 total
Oct 19 - Oct 20
Total with taxes and fees
A water park, 5 restaurants, and an outdoor pool are all featured at this smoke-free hotel. There's fun for all ages with a lazy river and a bowling alley, and families will appreciate the onsite laundry facilities. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.
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
$179 nightly
The price is $200 total per night
$200 total
Oct 22 - Oct 23
Total with taxes and fees
This luxury hotel features a casino, a full-service spa, and 6 restaurants. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 6 bars/lounges.
Pool
Spa
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
2702 Main St, Gardiner, NY
$1,081 nightly
The price is $1,211 total per night
$1,211 total
Nov 2 - Nov 3
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free resort. Relax with a drink at one of the 3 bars/lounges and enjoy free perks like valet parking and WiFi in public areas. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and concierge services.
Pool
Spa
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6, Middletown, NY
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $119 total per night
$119 total
Nov 9 - Nov 10
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
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
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $135 total per night
$135 total
Nov 9 - Nov 10
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd, Newburgh, NY
$93 nightly
The price is $109 total per night
$109 total
Oct 15 - Oct 16
Total with taxes and fees
A gym is featured at this hotel, along with free self parking. WiFi in public areas is free. A fireplace in the lobby is provided and the front desk is staffed around-the-clock.
Parking included
Free WiFi
Don't see what you're looking for?
See all available properties in Cragsmoor
View all properties
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

Sam's Point Preserve

5/5(1 review)

Explore the great outdoors at Sam's Point Preserve, a lovely green space in Cragsmoor. Wander the forest or discover the mountain views in this relaxing area.

Sam's Point Preserve

Frequently asked questions

How much are vacation packages to Cragsmoor?
Adventures are calling in Cragsmoor, with Travelocity vacation packages starting as low as $474. In addition to flights and hotels, these terrific deals are a simple way to experience all corners of the world.
How long should my Cragsmoor vacation be?
Most sightseers stay in Cragsmoor for around 2 nights. That being said, traveling is all about exploring new places and creating unforgettable memories — why not lock in a few additional nights so you can do just that?
Where can I get the best vacation package deals for Cragsmoor?
It's hard to top Travelocity when it comes to crafting your Cragsmoor package deal. There are at least 400 air carriers and 1,000,000 properties worldwide to choose from. Plan your escape now and get ready to tick another destination off your bucket list.
Why should I book my Cragsmoor vacation package 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. We have an expert team of customer service specialists available 24/7, and you'll know that you're always getting the lowest price possible with our Price Match Guarantee. So, what's stopping you? Book the getaway of your dreams today and start packing!
Can I save money on my Cragsmoor car rental if I book it with a hotel or flight?
You most certainly can — bundle your flight, car and hotel into a Cragsmoor vacation package and you can save tons. With so many places to explore in and around Cragsmoor, that rental vehicle will make exploring a breeze. Once you've settled into the driver's seat, get out on the wide open road and make your way to Times Square, a top sight around 65 mi from Cragsmoor.
Which airport is best for Cragsmoor?
The primary airport is Stewart Intl. Airport (SWF). Pick up your bags, head out of arrivals and you'll find yourself 20 mi from downtown Cragsmoor.
What is there to do in Cragsmoor?
Sam's Point Preserve is just one of the outstanding sights that make Cragsmoor such a popular tourist destination. But give yourself enough time to experience its lesser-known attractions too. This is often where the best vacation memories are created.
Where should I stay when visiting Cragsmoor?
The [Ensō House - Quiet Getaway with Hot Tub / Rec Room](https://www.travelocity.com/Cragsmoor-Hotels-Enso-House-Quiet-Getaway-With-Hot-Tub-Rec-Room.h100837949.Hotel-Information) is the top choice of many travelers. Book now to avoid missing out.

Photos of local treasures

Browse Cragsmoor vacation photos for more inspiration