🧭 All Rydeshare Shuttles - NY Trailheads
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Rydeshare to Popular NY Trailheads Sam's Point, Overlook, Kaaterskill, Hunter

Rydeshare to Popular NY Trailheads Sam's Point, Overlook, Kaaterskill, Hunter

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Updated Feb 2025

This is a direct shuttle service to popular NY trailheads.

Rydeshare shuttles depart rain or shine.

Get more General Information below.

ARE THESE HIKES GUIDED?

No.

RYDESHARE ROUTE

  • 8am Shuttle departs NYC
  • 9:30am Arriving at Sam's Point/Ice Caves
  • 10:45am Arrives at Overlook Mountain
  • 11:30am Arrives at Kaaterskill
  • 11:45a Arrives at Hunter
  • 2:15p Pickup at Sam's Point/Ice Caves
  • 3:30pm Pickup at Overlook Mountain
  • 4pm Pickup at Kaaterskill
  • 4:15pm Pick up Hunter
  • ~7:30pm Return to NYC
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Destinations

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Sam's Point/Ice Caves

HISTORY

The name derives from a folktale in which a noted Spanish settler named Samuel Gonzales, pursued by Indians, jumped off the cliff to avoid capture and miraculously survived the drop with the trees breaking his fall, around the time of the French and Indian War.[1] Roads throughout the preserve were built as fire roads in the 1930s by the Civilian Conservation Corps.

Read more on Wikipedia

RYDESHARE DROPOFF

WEATHER

Sam's Point WEATHER

Get a more detailed forecast here.

SUGGESTED TRAIL

PRO-TIP

So many other hikers have misbehaved in the past, the park now requires permits to park your car and hike. No permit, no entry and park rangers can be jerks about this. Get your $10 day pass here before you go. Or avoid the hassle and book a rydeshare on Outerthere.com.

 

Overlook Mountain

HISTORY

In 1921 was the site of a secret organizational meeting of what was to become the Communist Labor Party of America. The hotel again burned down in 1923, and architect Frank P. Amato was hired by owner Morris Newgold to redesign and rebuild it. This design was never completely built, as the hotel's elevation and lack of rail transportation made it difficult for customers to reach the site, compounding owner Newgold's financial difficulties. The State of New York acquired much of the land, and the hotel was boarded up in 1940. Further fire damage in the mid-1960s brought down a rooftop tower which had remained standing until that point. The ruins of the hotel are accessible from the main trail.

Read more on Wikipedia

RYDESHARE DROPOFF

WEATHER

Overlook Mountain WEATHER

Get a more detailed forecast here.

SUGGESTED TRAIL

PRO-TIP

Bring extra layers. It's always colder at the top. There are port-a-potties at the trailhead, but in an emergency when there's a line, sometimes the Buddhist temple next door allows access to their restrooms - if you can find anyone there.

Also a day trip booked on Outerthere is a great opportunity to scout the area (i.e. Woodstock) to plan a future long-weekend stay! 

Kaaterskill Falls

HISTORY

"Kaaterskill Falls is a two-stage waterfall on Spruce Creek in the eastern Catskill Mountains of New York, between the hamlets of Haines Falls and Palenville in Greene County. The two cascades total 260 feet (79 m) in height, making Kaaterskill Falls one of the highest waterfalls in New York, and one of the Eastern United States' tallest waterfalls."

Read more on Wikipedia

RYDESHARE DROPOFF

WEATHER

PALENVILLE WEATHER

Get a more detailed forecast here.

SUGGESTED TRAIL

The Kaaterskill Rail Trail to the Viewing Platform and top of the falls. At 3.7 miles, it's almost the same distance as the Scutt Parking lot, but 100% flat. 

PRO-TIP

The walk down to the falls consists of over 180+ steps and approx 800 feet of elevation. Although you can descend and come back up at your own pace, please be aware of your physical abilities. You can skip this part and stay at the top of the falls. 

 

Hunter Mountain

HISTORY

Originally named Greenland Mountain, in the mid-19th century the mountain was renamed. Like the town and the village, Hunter takes its name from John Hunter, a somewhat despised local landlord. It is not known when the mountain was first climbed, or by whom. A popular local legend has it that Hunter, or some other later landowner, went to the summit with a hand level in order to be sure they had indeed purchased the Catskills' highest peak, and were satisfied until an "unknown" peak appeared on the southern horizon — Slide Mountain, the range's true highest peak but not identified as such until 1886 (which makes this legend unlikely to have any basis in fact, as the necessary clearing at the summit for the fire tower was made well afterwards).

Read more on Wikipedia

RYDESHARE DROPOFF

WEATHER

Hunter Mountain WEATHER

Get a more detailed forecast here.

SUGGESTED TRAIL

PRO-TIP

This hike is a beast. But luckily, the famous Phoenicia Diner is just 15 minutes away and Woodstock Brewery 1 minute further. Get great food and incredible local brews at either/or before you head back home.

 

Meet Al, your driver

Hi, I'm Al and I'm excited to be your driver for this trip!

See where we're going next here.

General Trip Information

ABOUT YOUR DRIVER

Hi! My name is Al and I'll be your driver for your reservation! I have evasive driving training (same as secret service presidential drivers) by VDI and overlanding (off-road driving to get you closer to your trailhead or campsite) by OEX. I'm looking forward to making your journey safe and worry-free.

ABOUT YOUR SHUTTLE

Updated June 2024

We work with 3rd party providers to ensure that your trip host has access to suitable vehicles for their trips. The rental fees for 3rd party providers are paid by each passenger, allowing your trip host to access vehicles easily and conveniently.

Your vehicles are 15-seat passenger vans with up to 460 cubic feet of interior space.

On occasion, your vehicle may also be privately-insured 7-seat minivans with up to 144 cubic feet of interior space.

Your vehicle is able to go places where larger vehicles cannot and are better suited for smaller groups.

The interiors of your vehicle will be cleaned and sanitized before every trip by your driver.

    If you have any questions or concerns about your riding experience, don't hesitate to ask using the chat box below. 

    FAQs

    Can I cancel my shuttle ride after I've reserved it? As you may already know, we have an awesome refund & cancellation policy and your shuttle fee can be refunded with advanced notice.

    However, if you change your mind on the day of your pickup; or you appear physically unable to ride in our vehicle (i.e. you're sick or intoxicated); or if your behavior is threatening or harmful to other passengers and you are not permitted to enter the vehicle by your driver, we unfortunately will not be able to refund you.

    And hey, it's OK if you do not feel comfortable for any reason, and we won't take offense. 

         

    AFTER YOU BOOK

    All the details about your trip - including the most up-to-date weather, packing list and itinerary (especially for pickups) - lands in your inbox 72 hours prior to your trip date.

    The sender will be "Al at Outerthere" and the subject of the Welcome email will be "Welcome to [name of trip]" and is only sent from info@  outerthere.com.

    Here's what it'll look like in your inbox:

    Please make sure you let your Gmail/iPhone know that this sender and email address are important. 

    Additionally, you should have received a confirmation for your reservation and a separate Thank You email with the subject, "You've reserved a trip on Outerthere!"

    If your trip is within 72 hours and you still haven't seen any emails from us, please check your spam folder or "newsletters" folder in Gmail.

    In the meantime, if you have any questions, ask us in the chatbox here or reply to any email you've received from our official email, info@ outerthere.com. 

     

    DISCLAIMER

    TIME, DATE & DESCRIPTIONS POSTED HERE ARE SUBJECT TO CHANGE FOR ANY REASON. Details regarding your trip will be emailed to you after you book.