Snowshoe Minnewaska Preserve

Saturday, January 31

Bask in the serenity of winter on this snowshoeing trek through nature.

Departure Location: Upper West Side

Ice Climbing

Saturday, January 31

Learn to scale frozen waterfalls in this climbing clinic and adventure.

Departure Location: Upper West Side

Cross Country Ski & Snowshoe Trek

Saturday, January 31

The don’t-miss winter one-two punch is back and better than ever.

Departure Location: Union Square

Snowshoe & Hound

Sunday, February 1

Assuage your “I live in the City and have a dog” guilt and get some healthful outdoor exercise with your best friend!

Departure Locations: Union Square & Upper West Side

Guides' Choice: Snowshoe Slide Mountain

Sunday, February 1

Experience the Catskills like most never do as you snowshoe to the summit.

Departure Location: Upper West Side

Snowshoe Diamond Mountain

Saturday, February 7

Scenic trail in Harriman State Park

Departure Location: Upper West Side

Snowshoe & Brew

Saturday, February 7

Snowshoes and a pint

Departure Location: Union Square

Snowshoe Hike & Whiskey Tasting

Saturday, February 7

Leave the treadmill behind and get the ultimate winter workout amid the breathtaking views of the legendary Shawangunk Mountains.

Departure Location: Upper West Side

Snowshoe Beautiful Buck Mountain

Sunday, February 8

Escape the city for a snowshoe among the Buck Mountain forest and visit two secluded lakes.

Departure Location: Union Square *WINTER HIKE DUE TO WARM CONDITIONS*

Cross Country Ski & Snowshoe Trek

Sunday, February 8

The don’t-miss winter one-two punch is back and better than ever.

Departure Location: Upper West Side

Ice Climbing

Sunday, February 8

Learn to scale frozen waterfalls in this climbing clinic and adventure.

Departure Location: Upper West Side

Winter Horseback Ride & Wine Tasting

Sunday, February 8

Ride through frost-touched forests before you sample wines and ciders to the tunes of live music.

Departure Location: Upper West Side

Africa Volunteer Trip Aiding Elephants

Monday, February 9

Experience Africa in a meaningful way

Ice Climbing

Saturday, February 14

Learn to scale frozen waterfalls in this climbing clinic and adventure.

Departure Location: Upper West Side

Snowshoe & Howl

Saturday, February 14

Snowshoe on the Kittatinny Ridge then explore a wolf sanctuary

Departure Location: Upper West Side

Cross Country Ski & Snowshoe Trek

Saturday, February 14

The don’t-miss winter one-two punch is back and better than ever.

Departure Location: Union Square

Mount Washington Winter Summit

Saturday, February 14

Put your fitness and skills to the test on this challenging, rewarding climb to of the highest peak in New Hampshire.

Pickup Location: Upper West Side

Valentine's Day Snowshoe & Wine Tasting

Saturday, February 14

Bring your sweetheart or meet your match on the trails on this perfect winter’s day.

Departure Location: Union Square

3500 Series: Hunter Mountain

Sunday, February 15

No. 2, Elevation: 4,046 feet

Snowshoes provided.

Winter Horseback Ride & Wine Tasting

Sunday, February 15

Ride through frost-touched forests before you sample wines and ciders to the tunes of live music.

Departure Location: Upper West Side

Cross Country Ski & Snowshoe Trek

Sunday, February 15

The don’t-miss winter one-two punch is back and better than ever.

Departure Location: Union Square

Summit Bear Mountain CT

Monday, February 16

Summit the highest peak in Connecticut

Departure Location: Upper West Side

Snowshoe & Hound

Saturday, February 21

Assuage your “I live in the City and have a dog” guilt and get some healthful outdoor exercise with your best friend!

Departure Locations: Union Square & Upper West Side

Snowshoe Hike & Whiskey Tasting

Saturday, February 21

Leave the treadmill behind and get the ultimate winter workout amid the breathtaking views of the legendary Shawangunk Mountains.

Departure Location: Union Square

3500 Series: Giant Ledge & Panther Mountain

Saturday, February 21

No. 17, Elevation: 3,725 feet

Snowshoes provided.

Snowshoe & Howl

Sunday, February 22

Snowshoe on the Kittatinny Ridge then explore a wolf sanctuary

Departure Location: Union Square

Cross Country Ski & Snowshoe Trek

Sunday, February 22

The don’t-miss winter one-two punch is back and better than ever.

Departure Location: Upper West Side

Snowshoe Minnewaska Preserve

Sunday, February 22

Bask in the serenity of winter on this snowshoeing trek through nature.

Departure Location: Upper West Side

Africa Volunteer Trip Aiding Elephants

Monday, February 23

Experience Africa in a meaningful way

Wilderness First Responder Certification

Friday, February 27

As part of our continued pursuit of education, Discover Outdoors is very proud to sponsor the most widely recognized and most often required outdoor leader certification, the Wilderness First Responder course. This industry standard certification is rarely offered in New York City.

Cross Country Ski & Snowshoe Trek

Saturday, February 28

The don’t-miss winter one-two punch is back and better than ever.

Departure Location: Union Square

3500 Series: Indian Head Mountain

Saturday, February 28

No. 30, Elevation: 3,573 feet

Snowshoes provided.

Winter Horseback Ride & Wine Tasting

Saturday, February 28

Ride through frost-touched forests before you sample wines and ciders to the tunes of live music.

Departure Location: Union Square

Snowshoe & Wine Tasting

Sunday, March 1

Learn to snow shoe and explore a winter wonderland before reaping the rewards at one of New York’s finest wineries.

Departure Location: Union Square

Ice Climbing

Sunday, March 1

Learn to scale frozen waterfalls in this climbing clinic and adventure.

Departure Location: Upper West Side

Snowshoe Russian Bear Mountain

Sunday, March 1

Snowshoe the Great Russian Bear

Departure Location: Upper West Side

Wilderness First Responder Recertification

Thursday, March 5 - SOLD OUT

As part of our continued pursuit of education, Discover Outdoors is very proud to offer the opportunity to recertify your existing Wilderness First Responder Certification. This recertification is rarely offered in New York City.

Ice Climbing

Saturday, March 7

Learn to scale frozen waterfalls in this climbing clinic and adventure.

Departure Location: Upper West Side

Snowshoe & Hound

Saturday, March 7

Assuage your “I live in the City and have a dog” guilt and get some healthful outdoor exercise with your best friend!

Departure Locations: Union Square & Upper West Side

3500 Series: Slide Mountain

Saturday, March 7

No. 1, Elevation: 4,182 feet

Snowshoes provided.

Winter Horseback Ride & Wine Tasting

Sunday, March 8

Ride through frost-touched forests before you sample wines and ciders to the tunes of live music.

Departure Location: Upper West Side

Cross Country Ski & Snowshoe Trek

Sunday, March 8

The don’t-miss winter one-two punch is back and better than ever.

Departure Location: Upper West Side

Snowshoe Diamond Mountain

Sunday, March 8

Scenic trail in Harriman State Park

Departure Location: Upper West Side

Africa Volunteer Trip Aiding Elephants

Monday, March 9

Experience Africa in a meaningful way

FREE Kilimanjaro Information Session

Tuesday, March 10

Take a tour of Mount Kilimanjaro

3500 Series: Peekamoose & Table Mountains

Saturday, March 14

No. 10 & 11, Elevation: 3,843 and 3,847 feet

Snowshoes provided.

Summit Bear Mountain CT

Saturday, March 14

Summit the highest peak in Connecticut

Departure Location: Upper West Side

St. Patrick’s Day Snowshoe & Brew

Saturday, March 14

This year, earn your St. Patty’s celebration with an epic day on the wintry trails.

Departure Location: Union Square

Snowshoe Canopus Lake

Sunday, March 15

This winter, you are invited to join us for a snowshoe adventure along the famed Appalachian Trail.

Departure Location: Upper West Side

Snowshoe & Howl

Sunday, March 15

Snowshoe on the Kittatinny Ridge then explore a wolf sanctuary

Departure Location: Upper West Side

Snowshoe Hike & Whiskey Tasting

Sunday, March 15

Leave the treadmill behind and get the ultimate winter workout amid the breathtaking views of the legendary Shawangunk Mountains.

Departure Location: Union Square

Winter Horseback Ride & Wine Tasting

Saturday, March 21

Ride through frost-touched forests before you sample wines and ciders to the tunes of live music.

Departure Location: Union Square

3500 Series: Kaaterskill High Peak

Saturday, March 21

No. 23, Elevation: 3,655 feet

Snowshoes provided.

Snowshoe & Brew

Sunday, March 22

Snowshoes and a pint

Departure Location: Union Square

Cross Country Ski & Snowshoe Trek

Sunday, March 22

The don’t-miss winter one-two punch is back and better than ever.

Departure Location: Upper West Side

Africa Volunteer Trip Aiding Elephants

Monday, March 23

Experience Africa in a meaningful way

Snowshoe & Wine Tasting

Saturday, March 28

Learn to snow shoe and explore a winter wonderland before reaping the rewards at one of New York’s finest wineries.

Departure Location: Union Square

3500 Series: The Blackhead Range

Saturday, March 28

No. 3, 4 and 5, Elevations: 3,980 ft, 3,940 ft and 3,940 ft. 

Departure Location: Upper West Side

Winter Horseback Ride & Wine Tasting

Sunday, March 29

Ride through frost-touched forests before you sample wines and ciders to the tunes of live music.

Departure Location: Upper West Side

Storm King Mountain

Sunday, March 29

Sweeping views of the Hudson River and Valley

Departure Location: Union Square

Mohonk Scramble & Table Rocks Hike

Sunday, March 29

Stunning odyssey in the Shawangunks: challenging scramble plus six miles of gorgeous hiking.

Includes park entrance fee.

Guides' Choice: Tammany Mountain

Saturday, April 4

Challenging hike to amazing views of the Delaware Water Gap

Departure Location: Union Square

Hike & Howl

Saturday, April 4

Hike on the Kittatinny Ridge then explore a wolf sanctuary

Departure Location: Penn Station

3500 Series: Plateau Mountain

Saturday, April 4

No. 12, Elevation: 3,856

Departure Location: Upper West Side

Easter Hike & Scavenger Hunt

Saturday, April 4

A beautiful, easy-to-moderate hike with a little hippity, hoppity fun for the season.

Night Hike

Saturday, April 4

Hike beneath the night sky and toast marshmallows by the bonfire.

Departure Location: Penn Station Area

Gertrude's Nose Hike in Minnewaska

Sunday, April 5

Spectacular views in Minnewaska State Park

Departure Location: Upper West Side

Monastery & Meditation Hike

Sunday, April 5

A day of focus and inner peace.

Departure Location: Upper West Side

Hike & Wine Tasting

Sunday, April 5

Stunning Views and New York Wine to Taste

Departure Location: Union Square

Africa Volunteer Trip Aiding Elephants

Monday, April 6

Experience Africa in a meaningful way

3500 Series: Wittenberg & Cornell Mountains

Saturday, April 11

No. 8 and 14, Elevation: 3,784 and 3,868 feet

Departure Location: Upper West Side

Hike Iron Mine & Lemon Squeezer

Saturday, April 11

Fascinating rock features along a beautiful trail

Departure Location: Union Square

Horseback Riding & Wine Tasting

Saturday, April 11

Ride through forest and fields. Sample wines and ciders

Departure Location: Union Square

Millbrook Mountain & Lake Minnewaska

Saturday, April 11

Gemlike Lake Minnewaska to Millbrook Mountain; beautiful foliage and sweeping views!

Departure Location: Upper West Side

Rock Climbing

Sunday, April 12

Rock Climb the legendary Shawangunk Ridge. No experience necessary.

Departure Location: Upper West Side

Awosting Falls

Sunday, April 12

Moderate nine-mile hike to idyllic waterfalls

Departure Location: Union Square

Canopus Lake Hike

Sunday, April 12

Casual Hike on the Appalachian Trail

Departure Location: Upper West Side

Trek to Machu Picchu

Monday, April 13

Follow the footsteps of the Incas to Machu Picchu.

Hawk Mountain Hike and Wine Tasting

Saturday, April 18

Explore nature in raw form, with raptors high above and remnants of the ice age below us.

Departure Location: Union Square

3500 Series: Sugarloaf Mountain

Saturday, April 18

No. 13, Elevation: 3,810 feet

Departure Location: Upper West Side

Hike & Hound Pine Meadow

Saturday, April 18

Assuage your “I live in the City and have a dog” guilt and get some healthful outdoor exercise with your best friend!

Hike & Brewery Tour

Saturday, April 18

Hiking and a pint

Departure Location: Union Square

Storm King Mountain

Sunday, April 19

Sweeping views of the Hudson River and Valley

Departure Location: Union Square

Kaaterskill Falls Hike

Sunday, April 19

Gorgeous eight miles, sweeping views and a variety of terrain, including famous Kaaterskill Falls.

Departure Location: Upper West Side

Hike & Howl

Sunday, April 19

Hike on the Kittatinny Ridge then explore a wolf sanctuary

Departure Location: Penn Station

Buck Mountain

Sunday, April 19

Beautiful hike with two secluded lakes

Departure Location: Union Square

Africa Volunteer Trip Aiding Elephants

Monday, April 20

Experience Africa in a meaningful way

3500 Series: Hunter Mountain

Saturday, April 25

No. 2, Elevation: 4,046 feet

Departure Location: Upper West Side

Beach Horseback Riding & Wine Tasting

Saturday, April 25

Ride the beaches on America’s oldest cattle ranch.

Departure Location: Union Square

Surprise Lake Hike

Saturday, April 25

A stunning day hike.

Departure Location: Upper West Side

Dog, Beach & Vine

Sunday, April 26

Bring your dog to this beach day and wine tour

Departure Location: Union Square

Raccoon Brook Hike

Sunday, April 26

A moderately challenging hike through diverse terrain and scenery with breathtaking views.

Departure Location: Upper West Side

Hike & Whiskey Tasting

Sunday, April 26

Hike first…whiskey after! Breathtaking views at the legendary Shawangunk Mountains. Afterward, a tasting at NY State’s only whiskey distillery open to the public.

Departure Location: Union Square

3500 Series: Giant Ledge & Panther Mountain

Saturday, May 2

No. 17, Elevation: 3,725 feet

Departure Location: Upper West Side

Hike & Brewery Tour

Saturday, May 2

Hiking and a pint

Departure Location: Union Square

Schunemunk Mountain Hike

Saturday, May 2

Unique Rock Formations and Scenic Views

Departure Location: Upper West Side

Awosting Falls

Saturday, May 2

Moderate nine-mile hike to idyllic waterfalls

Departure Location: Union Square

Zipline & High Ropes Challenge Course

Sunday, May 3

An aerial forest adventure

Departure Location: Upper West Side (76th and Broadway, in front of Eastern Mountain Sports)

Hang Gliding

Sunday, May 3

Feel the rush of flying!

Departure Location: Upper West Side

Hike & Howl

Sunday, May 3

Hike on the Kittatinny Ridge then explore a wolf sanctuary

Departure Location: Union Square