Home
Trips
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Single Day
Urban Sherpa specializes in single-day trips, a necessity for our urban professional whose time is measured, by helping to make the introductory enthusiast more confident or assist the expert prepare for his or her next big adventure. Urban Sherpa has helped thrill-seekers do just that, and we do it with an expected urban flair.
- Belleayre
- Camelback Mountain
- EMS Classic Gunks Routes
- EMS Discover Climbing
- Gathering of the Vibes Music Festival Return 1:30 AM - Late FRI Night
- Gore Mountain
- Hunter Mountain
- Hunter Zipline & Canopy Adventure Tour
- Ice Climbing: Beginner, Intermediate, & Advanced
- Jersey Shore Beach Adventure
- JetLAG Russian American Open Air Music Festival
- Killington (Boston)
- Killington Vermont
- Loon Mountain
- Mount Snow
- Mountain Creek
- Mountain Creek Water Park
- Mountain Jam Music Festival at Hunter Mountain (One Way to the Event, 6/2 THU 3PM)
- Mountain Jam Music Festival at Hunter Mountain (One Way to the Event, 6/3 FRI 10AM)
- Mountain Jam Music Festival at Hunter Mountain (One Way to the Event, 6/3 FRI 6PM)
- Mountain Jam Music Festival at Hunter Mountain (One Way to the Event, 6/4 SAT 10AM)
- Mountain Jam Music Festival at Hunter Mountain (One Way to the Event, 6/5 SUN 10AM)
- Mountain Jam Music Festival at Hunter Mountain (Return 6/5 SUN 01AM - Late SAT Night)
- Mountain Jam Music Festival at Hunter Mountain (Return 6/6 MON 12:30PM)
- Mountain Jam Music Festival at Hunter Mountain 2012 (One Way to the Event, 5/31 THU 3PM)
- Mountain Jam Music Festival at Hunter Mountain 2012 (One Way to the Event, 6/1 FRI 6PM)
- Mountain Jam Music Festival at Hunter Mountain 2012 (One Way to the Event, 6/1 FRI 9:30 AM)
- Mountain Jam Music Festival at Hunter Mountain 2012 (One Way to the Event, 6/2 SAT 9:30AM)
- Mountain Jam Music Festival at Hunter Mountain 2012 (One Way to the Event, 6/3 SUN 9:30AM)
- Mountain Jam Music Festival at Hunter Mountain 2012 (Return 6/3 SUN 01AM - Late SAT Night)
- Mountain Jam Music Festival at Hunter Mountain 2012 (Return 6/4 MON 12:30PM)
- Mtn Jam 2017 6/16 Friday Return 01:30 AM
- Mtn Jam 2017 6/16 Friday Return 02:00 AM
- Mtn Jam 2017 6/16 Friday Return 12:30 AM
- Mtn Jam 2017 6/17 Saturday Return 01:30 AM
- Mtn Jam 2017 6/17 Saturday Return 02:00 AM
- Mtn Jam 2017 6/17 Saturday Return 12:30 AM
- Mtn Jam 2017 6/18 Sunday Return 06:00 PM
- Mtn Jam 2017 6/18 Sunday Return 06:30 PM
- Mtn Jam 2017 6/18 Sunday Return 07:30 PM
- Mtn Jam 2017 6/18 Sunday Return 10:00 PM
- Mtn Jam 2018 6/15 Friday Return
- Mtn Jam 2018 6/16 Saturday Return
- Mtn Jam 2018 6/17 Sunday Return
- Mtn Jam From Windham Hotels 2017 6/16 Friday 10:30 AM
- Mtn Jam From Windham Hotels 2017 6/16 Friday 11:00 AM
- Mtn Jam From Windham Hotels 2017 6/16 Friday 12:30 PM
- Mtn Jam From Windham Hotels 2017 6/17 Saturday 10:30 AM
- Mtn Jam From Windham Hotels 2017 6/17 Saturday 11:00 AM
- Mtn Jam From Windham Hotels 2017 6/17 Saturday 12:30 PM
- Mtn Jam From Windham Hotels 2017 6/18 Sunday 10:30 AM
- Mtn Jam from Windham Hotels 2017 6/18 Sunday 11:00 AM
- Mtn Jam From Windham Hotels 2017 6/18 Sunday 12:30 PM
- NY Outdoor Expo
- NY Outdoor Expo Overnight
- Paintball
- Plattekill Mountain
- Saturday Ballooning Festival
- Spartan Race at Mountain Creek
- Stratton
- Sunday Ballooning Festival
- TAP New York Craft Beer & Fine Food Festival
- TAP New York Craft Beer & Fine Food Festival Sunday
- Taste of Country from Windham Hotels 2017 Sun 10:30 AM
- Taste of Country 2017 Fri Return 01:30 AM
- Taste of Country 2017 Fri Return 02:00 AM
- Taste of Country 2017 Fri Return 12:30 AM
- Taste of Country 2017 Sat Return 01:30 AM
- Taste of Country 2017 Sat Return 02:00 AM
- Taste of Country 2017 Sat Return 12:30 AM
- Taste of Country 2017 Sun Return 06:00 PM
- Taste of Country 2017 Sun Return 06:30 PM
- Taste of Country 2017 Sun Return 07:30 PM
- Taste of Country 2018 Sat Return
- Taste of Country 2018 Sun Return
- Taste of Country from Windham Hotels 2017 Fri 10:30 AM
- Taste of Country from Windham Hotels 2017 Fri 11:00 AM
- Taste of Country from Windham Hotels 2017 Fri 12:30 PM
- Taste of Country from Windham Hotels 2017 Sat 10:30 AM
- Taste of Country from Windham Hotels 2017 Sat 11:00 AM
- Taste of Country from Windham Hotels 2017 Sat 12:30 PM
- Taste of Country from Windham Hotels 2017 Sun 11:00 AM
- Taste of Country from Windham Hotels 2017 Sun 12:30 PM
- Trail Bike Ride in the Poconos
- Trump Taj Casino in Atlantic City, Friday Night
- Urban Sherpa Unlimited Bus Pass
- Waterville Valley
- White Water Raft in the Poconos
- Windham Hotels Round Trip Transport For Mt Jam 2018 6/15 Friday
- Windham Hotels Round Trip Transport For Mt Jam 2018 6/16 Saturday
- Windham Hotels Round Trip Transport For Mt Jam 2018 6/17 Sunday
- Windham Hotels Round Trip Transport For Taste of Country 2018 Fri
- Windham Hotels Round Trip Transport For Taste of Country 2018 Sat
- Windham Hotels Round Trip Transport For Taste of Country 2018 Sunday
- Windham Mountain Club
- Windham Mountain Overnight
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Multi-Day
Looking to ski and snowboard for a little more than a day? Check our bucket list of mountains to knock off and join our posse on must-go trips. We will team up with our partners to bring you on-slope experiences with some of the best skiers and riders to take your winter experience to a whole new level. Keep checking back ’cause you’ll never know what your Urban Sherpa will hang on these pages—we just know you’ll want to go…
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Adventure
Looking to ski and snowboard for a little more than a day? Check our bucket list of mountains to knock off and join our posse on must-go trips. We will team up with our partners to bring you on-slope experiences with some of the best skiers and riders to take your winter experience to a whole new level. Keep checking back ’cause you’ll never know what your Urban Sherpa will hang on these pages—we just know you’ll want to go…
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Ice Climbing
Join us this winter for an adventure you’ll never forget! Courses are progressive and we offer something for every skill level. Join us at our New Paltz base camp where we will gear up and separate into ability groups. We will then be spirited by our Urban Sherpa coaches to various headwalls depending on weather and ice accumulation. We provide all climbing equipment, including plastic boots, ice axes, crampons and all climbing equipment. In our Beginner courses you’ll learn what all that sharp pointy stuff is and how all it all works. Our professional instructors will get you outside and climbing ice in no time at all. The entire day will be spent outside, progressing from low-angled slabs to vertical ice. Our Intermediate and Advanced courses will be tailored to your skills and goals.
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Adventure Parks/Beach
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Paintball
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Rock Climbing
These programs are individually designed to accommodate climbers with varying levels of experience, from beginners to seasoned rock-athletes. All equipment is provided including helmet, harness, shoes and all technical climbing gear.
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Skiing & Boarding
- Belleayre
- Big Sky
- Camelback Mountain
- Gore Mountain
- Hunter Mountain
- Jay Peak Weekends
- Killington (Boston)
- Killington Vermont
- Loon Mountain
- Mount Snow
- Mountain Creek
- Plattekill Mountain
- Ride Innsbruck, Austria
- Steamboat
- Stratton
- Urban Sherpa Unlimited Bus Pass
- Waterville Valley
- Windham Mountain Club
- Windham Mountain Overnight
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Special Events
- Mountain Jam Music Festival at Hunter Mountain 2012 (One Way to the Event, 5/31 THU 3PM)
- Mountain Jam Music Festival at Hunter Mountain 2012 (One Way to the Event, 6/1 FRI 6PM)
- Mountain Jam Music Festival at Hunter Mountain 2012 (One Way to the Event, 6/1 FRI 9:30 AM)
- Mountain Jam Music Festival at Hunter Mountain 2012 (One Way to the Event, 6/2 SAT 9:30AM)
- Mountain Jam Music Festival at Hunter Mountain 2012 (One Way to the Event, 6/3 SUN 9:30AM)
- Mountain Jam Music Festival at Hunter Mountain 2012 (Return 6/3 SUN 01AM - Late SAT Night)
- Mountain Jam Music Festival at Hunter Mountain 2012 (Return 6/4 MON 12:30PM)
- Mtn Jam 2017 6/16 Friday Return 01:30 AM
- Mtn Jam 2017 6/16 Friday Return 02:00 AM
- Mtn Jam 2017 6/16 Friday Return 12:30 AM
- Mtn Jam 2017 6/17 Saturday Return 01:30 AM
- Mtn Jam 2017 6/17 Saturday Return 02:00 AM
- Mtn Jam 2017 6/17 Saturday Return 12:30 AM
- Mtn Jam 2017 6/18 Sunday Return 06:00 PM
- Mtn Jam 2017 6/18 Sunday Return 06:30 PM
- Mtn Jam 2017 6/18 Sunday Return 07:30 PM
- Mtn Jam 2017 6/18 Sunday Return 10:00 PM
- Mtn Jam 2018 6/15 Friday Return
- Mtn Jam 2018 6/16 Saturday Return
- Mtn Jam 2018 6/17 Sunday Return
- Mtn Jam From Windham Hotels 2017 6/16 Friday 10:30 AM
- Mtn Jam From Windham Hotels 2017 6/16 Friday 11:00 AM
- Mtn Jam From Windham Hotels 2017 6/16 Friday 12:30 PM
- Mtn Jam From Windham Hotels 2017 6/17 Saturday 10:30 AM
- Mtn Jam From Windham Hotels 2017 6/17 Saturday 11:00 AM
- Mtn Jam From Windham Hotels 2017 6/17 Saturday 12:30 PM
- Mtn Jam From Windham Hotels 2017 6/18 Sunday 10:30 AM
- Mtn Jam from Windham Hotels 2017 6/18 Sunday 11:00 AM
- Mtn Jam From Windham Hotels 2017 6/18 Sunday 12:30 PM
- NY Outdoor Expo
- Saturday Ballooning Festival
- Spartan Race at Mountain Creek
- Sunday Ballooning Festival
- TAP New York Craft Beer & Fine Food Festival
- TAP New York Craft Beer & Fine Food Festival Sunday
- Taste of Country from Windham Hotels 2017 Sun 10:30 AM
- Taste of Country 2017 Fri Return 01:30 AM
- Taste of Country 2017 Fri Return 02:00 AM
- Taste of Country 2017 Fri Return 12:30 AM
- Taste of Country 2017 Sat Return 01:30 AM
- Taste of Country 2017 Sat Return 02:00 AM
- Taste of Country 2017 Sat Return 12:30 AM
- Taste of Country 2017 Sun Return 06:00 PM
- Taste of Country 2017 Sun Return 06:30 PM
- Taste of Country 2017 Sun Return 07:30 PM
- Taste of Country 2018 Sat Return
- Taste of Country 2018 Sun Return
- Taste of Country from Windham Hotels 2017 Fri 10:30 AM
- Taste of Country from Windham Hotels 2017 Fri 11:00 AM
- Taste of Country from Windham Hotels 2017 Fri 12:30 PM
- Taste of Country from Windham Hotels 2017 Sat 10:30 AM
- Taste of Country from Windham Hotels 2017 Sat 11:00 AM
- Taste of Country from Windham Hotels 2017 Sat 12:30 PM
- Taste of Country from Windham Hotels 2017 Sun 11:00 AM
- Taste of Country from Windham Hotels 2017 Sun 12:30 PM
- Urban Sherpa Unlimited Bus Pass
- Windham Hotels Round Trip Transport For Mt Jam 2018 6/15 Friday
- Windham Hotels Round Trip Transport For Mt Jam 2018 6/16 Saturday
- Windham Hotels Round Trip Transport For Mt Jam 2018 6/17 Sunday
- Windham Hotels Round Trip Transport For Taste of Country 2018 Fri
- Windham Hotels Round Trip Transport For Taste of Country 2018 Sat
- Windham Hotels Round Trip Transport For Taste of Country 2018 Sunday
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White Water Rafting
At the end of ski season, don’t let the melting snow bum you out. Ride it one more time on a whitewater rafting trip down the Lehigh River in the Poconos. Join us on a special dam-release day to discover one of the prettiest and most pristine places in the tri-state area. There’s enough big whitewater action to get really
soaked, yet the trip is still ideal for first-timers. -
Zipline Tours
Hunter Mountain will build the largest zipline and include a tree canopy tour, a four story Adventure Tower and a mountain safari.
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One-Way
- Mtn Jam 2017 6/16 Friday Return 01:30 AM
- Mtn Jam 2017 6/16 Friday Return 02:00 AM
- Mtn Jam 2017 6/16 Friday Return 12:30 AM
- Mtn Jam 2017 6/17 Saturday Return 01:30 AM
- Mtn Jam 2017 6/17 Saturday Return 02:00 AM
- Mtn Jam 2017 6/17 Saturday Return 12:30 AM
- Mtn Jam 2017 6/18 Sunday Return 06:00 PM
- Mtn Jam 2017 6/18 Sunday Return 06:30 PM
- Mtn Jam 2017 6/18 Sunday Return 07:30 PM
- Mtn Jam 2017 6/18 Sunday Return 10:00 PM
- Mtn Jam 2018 6/15 Friday Return
- Mtn Jam 2018 6/16 Saturday Return
- Mtn Jam 2018 6/17 Sunday Return
- Mtn Jam From Windham Hotels 2017 6/16 Friday 10:30 AM
- Mtn Jam From Windham Hotels 2017 6/16 Friday 11:00 AM
- Mtn Jam From Windham Hotels 2017 6/16 Friday 12:30 PM
- Mtn Jam From Windham Hotels 2017 6/17 Saturday 10:30 AM
- Mtn Jam From Windham Hotels 2017 6/17 Saturday 11:00 AM
- Mtn Jam From Windham Hotels 2017 6/17 Saturday 12:30 PM
- Mtn Jam From Windham Hotels 2017 6/18 Sunday 10:30 AM
- Mtn Jam from Windham Hotels 2017 6/18 Sunday 11:00 AM
- Mtn Jam From Windham Hotels 2017 6/18 Sunday 12:30 PM
- Taste of Country from Windham Hotels 2017 Sun 10:30 AM
- Taste of Country 2017 Fri Return 01:30 AM
- Taste of Country 2017 Fri Return 02:00 AM
- Taste of Country 2017 Fri Return 12:30 AM
- Taste of Country 2017 Sat Return 01:30 AM
- Taste of Country 2017 Sat Return 02:00 AM
- Taste of Country 2017 Sat Return 12:30 AM
- Taste of Country 2017 Sun Return 06:00 PM
- Taste of Country 2017 Sun Return 06:30 PM
- Taste of Country 2017 Sun Return 07:30 PM
- Taste of Country 2018 Sat Return
- Taste of Country 2018 Sun Return
- Taste of Country from Windham Hotels 2017 Fri 10:30 AM
- Taste of Country from Windham Hotels 2017 Fri 11:00 AM
- Taste of Country from Windham Hotels 2017 Fri 12:30 PM
- Taste of Country from Windham Hotels 2017 Sat 10:30 AM
- Taste of Country from Windham Hotels 2017 Sat 11:00 AM
- Taste of Country from Windham Hotels 2017 Sat 12:30 PM
- Taste of Country from Windham Hotels 2017 Sun 11:00 AM
- Taste of Country from Windham Hotels 2017 Sun 12:30 PM
- Windham Hotels Round Trip Transport For Mt Jam 2018 6/15 Friday
- Windham Hotels Round Trip Transport For Mt Jam 2018 6/16 Saturday
- Windham Hotels Round Trip Transport For Mt Jam 2018 6/17 Sunday
- Windham Hotels Round Trip Transport For Taste of Country 2018 Fri
- Windham Hotels Round Trip Transport For Taste of Country 2018 Sat
- Windham Hotels Round Trip Transport For Taste of Country 2018 Sunday
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Charter
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Blog
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Single Day
- Express Check-in at Windham Mountain
- Higher Prices Loom and Other Perspectives as the Ski Season Opens
- Hunter & Windham Wednesdays—Yeah, That’s Goin’ to Happen
- Its the Beginning of the Season Or Is It ?
- Let’s Open This 2025 WInter Season
- News: Going to Gore
- Skiing and Snowboarding Travel; The Nature of the Beast
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Skiing & Boarding
- Express Check-in at Windham Mountain
- Higher Prices Loom and Other Perspectives as the Ski Season Opens
- Hunter & Windham Wednesdays—Yeah, That’s Goin’ to Happen
- Its the Beginning of the Season Or Is It ?
- Let’s Open This 2025 WInter Season
- New Children’s Packages at Hunter & Windham
- News: Going to Gore
- News: Urban Sherpa 2024-25 Unlimited Bus Pass
- Skiing and Snowboarding Travel; The Nature of the Beast
- Windham & Hunter Mountain Prepare for December 12th Opening
- Windham Prepares for Early November Opening
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NYCSki&Board
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Discounts & Specials
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Site News
- Express Check-in at Windham Mountain
- Higher Prices Loom and Other Perspectives as the Ski Season Opens
- Hunter & Windham Wednesdays—Yeah, That’s Goin’ to Happen
- Its the Beginning of the Season Or Is It ?
- Let’s Open This 2025 WInter Season
- New Children’s Packages at Hunter & Windham
- News: Going to Gore
- Skiing and Snowboarding Travel; The Nature of the Beast
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