Deals on vacations and trips to Craryville

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Craryville flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Windham NY Escape

Windham NY Escape

3 out of 5
Price was $885, price is now $789 per person
$789
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Hudson (HCC)
Luggage storage is available at this cabin. Take advantage of the free self parking.
The Haüs Windham

The Haüs Windham

2 out of 5
Price was $1,102, price is now $1,013 per person
$1,013
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Hudson (HCC)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A 24-hour gym and barbecue grills are also provided.
Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views Windham Mountain House

3 out of 5
Price was $2,427, price is now $2,406 per person
$2,406
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Hudson (HCC)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.

Top Craryville hotels deals

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
Free Cancellation
Reserve now, pay when you stay
The price is $202 total per night
$202 total
per night
Aug 31 - Sep 1
A restaurant and a bar/lounge are featured at this inn. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. Guests will appreciate freebies like continental breakfast and free self parking.
Breakfast included
Pet friendly
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
282 Cairo Junction Rd Catskill NY
The price is $217 total per night
$217 total
per night
Sep 23 - Sep 24
This cabin features a virtual front desk. Take advantage of the free self parking.
Kitchen
Pet friendly
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
882 NY-212 Saugerties NY
The price is $200 total per night
$200 total
per night
Sep 17 - Sep 18
A restaurant and a bar/lounge are featured at this holiday park. Guests will appreciate free perks like free self parking and WiFi in public areas. A grocery/convenience store, a lobby fireplace, and a communal living room are also on offer.
Pet friendly
Parking included
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
The price is $232 total per night
$232 total
per night
Sep 8 - Sep 9
This historic hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Spa
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
The price is $103 total per night
$103 total
per night
Sep 15 - Sep 16
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A picnic area and barbecue grills are also provided.
Breakfast included
Parking included
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

3 out of 5
500 Frank Sottile Blvd Kingston NY
The price is $132 total per night
$132 total
per night
Sep 6 - Sep 7
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free parking, a coffee shop, and a terrace are also offered.
Pool
Parking 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.

Frequently asked questions

How much are vacation packages to Craryville?
Travelocity offers great package deals to Craryville, including hotels and flights, starting at just $789. With all the money you save, you could throw in some cool tours or maybe even tack on some extra days to your adventure.
How long should my Craryville vacation be?
Typically, 2 nights is how long most visitors spend familiarizing themselves with the sights of Craryville. Worried that won't be sufficient time to squeeze in everything on your must-see list? Stay a few more nights to make the most of your trip.
Where can I get the best vacation package deals for Craryville?
With as many as 400 airlines and 1,000,000 properties around the world, you can't go wrong with Travelocity. Take advantage of our comprehensive range and score an incredible package deal to Craryville. Don't you love it when trip planning is that easy?
Why should I purchase my Craryville vacation package via Travelocity?
By booking your flights, hotel, car rental and activities all in one place, you'll save both time and money. All our bookings come with round-the-clock customer support, and you'll know that you're always getting the lowest price possible with our Price Match Guarantee. So, what's stopping you? Book your dream getaway today and start packing!
Can I save money on my Craryville car rental if I combine it with a hotel or flight?
With a Craryville vacation package, you can combine your hotel, flight and car bookings and save loads. If you're eager to see the best of this exciting destination, why not make a beeline for Times Square? This well-known sight is 100 mi from Craryville. With your own wheels, you'll be there belong long.
Which airport is best for Craryville?
Bradley Intl. Airport (BDL) is one of the best airports for Craryville. It's roughly 50 mi east of the downtown area. Your other options are Albany Intl. Airport (ALB) (40 mi away from central Craryville) and Stewart Intl. Airport (SWF) (55 mi away from central Craryville).
Where should I stay when visiting Craryville?
The Changing Times Boutique Country Lodging is recommended by many travelers. Book soon to avoid missing out.

Photos of local treasures

Browse Craryville vacation photos for more inspiration

A misty forest landscape with a hill in the background.
A town square with a clock tower, a gazebo, and a building labeled 'Ice'.