Day Trips

Day Trips

For the past 26 years, Outdoor Bound has offered hiking trips throughout New York, Pennsylvania, Connecticut and New Jersey. You can choose from a variety of hikes for all skill levels — from rock climbing to hiking with your dog. We also offer many other active day trips. Hot air ballooning, whitewater rafting, horseback riding, hang gliding and skiing are just a few of the day trips that will whet your appetite for adventure.


Hike & Howl

Hike & Howl

Sunday, February 5

Hike on the Kittatinny Ridge then explore a wolf sanctuary

$89

Departure Location: Union Square


Snowshoe & Wine Tasting

Snowshoe & Wine Tasting

Sunday, February 5

The perfect winter day

$95

Departure Location: Union Square

Note: If there is inadequate snow for snowshoeing, the trip will be converted into a winter hike. You will be credited $15.

This event/trip is currently sold out. 


Winter Horseback Ride & Wine Tasting

Winter Horseback Ride & Wine Tasting

Sunday, February 5

Ride through snow-covered forests. Sample wines and ciders with live music!

$129

Departure Location: Upper West Side


Cross Country Ski & Snowshoe

Cross Country Ski & Snowshoe

Saturday, February 11

Wonderful winter adventure!

$99

Departure Location: Union Square


Snowshoe Buck Mountain

Snowshoe Buck Mountain

Saturday, February 11

Beautiful trail with two secluded lakes

$79

Departure Location: Brooklyn

Note: If there is inadequate snow for snowshoeing, the trip will be converted into a winter hike. You will be credited $15.


Hike & Howl

Hike & Howl

Saturday, February 11

Hike on the Kittatinny Ridge then explore a wolf sanctuary

$89

Departure Location: Union Square


Winter Horseback Ride & Wine Tasting

Winter Horseback Ride & Wine Tasting

Saturday, February 11

Ride through snow-covered forests. Sample wines and ciders with live music!

$129

Departure Location: Upper West Side

This event/trip is currently sold out. 


Midnight Snowshoeing

Midnight Snowshoeing

Saturday, February 11

Snowshoe By Moonlight

$89

Departure Location: Upper West Side

Note: If there is inadequate snow for snowshoeing, the trip will be converted into a winter hike. You will be credited $15.


Snowshoe and Whiskey Tasting New

Snowshoe and Whiskey Tasting

Sunday, February 12

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

$99

Departure Location: Union Square

Note: If there is inadequate snow for snowshoeing, the trip will be converted into a winter hike. You will be credited $15.


Cross Country Ski & Snowshoe

Cross Country Ski & Snowshoe

Sunday, February 12

Wonderful winter adventure!

$99

Departure Location: Upper West Side


Snowshoe High Point in The Catskills

Snowshoe High Point in The Catskills

Sunday, February 12

Sweeping views of the Hudson Valley

$85

Departure Location: Upper West Side

Note: If there is inadequate snow for snowshoeing, the trip will be converted into a winter hike. You will be credited $15.


Ice Climbing Popular

Ice Climbing

Sunday, February 12

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

$179

Departure Location: Upper West Side


Snowshoe & Wine Tasting

Snowshoe & Wine Tasting

Sunday, February 12

The perfect winter day

$95

Departure Location: Brooklyn

Note: If there is inadequate snow for snowshoeing, the trip will be converted into a winter hike. You will be credited $15.

This event/trip is currently sold out. 


Snowshoe Diamond Mountain

Snowshoe Diamond Mountain

Sunday, February 12

Scenic trail in Harriman State Park

$79

Departure Location: New Jersey

Note: If there is inadequate snow for snowshoeing, the trip will be converted into a winter hike. You will be credited $15.


Hike & Howl

Hike & Howl

Sunday, February 12

Hike on the Kittatinny Ridge then explore a wolf sanctuary

$89

Departure Location: Union Square


Hike & Organic Farm Tour New

Hike & Organic Farm Tour

Sunday, February 12

Hiking in the morning, Stone Barns in the afternoon

$79

Departure Location: Union Square


Backcountry Sledding and Snowshoeing

Backcountry Sledding and Snowshoeing

Saturday, February 18

Release your inner child with an action-packed sledding adventure in the wilderness; complete with a base camp for hot drinks, snow angels and a series of wild sledding runs.

$95

Departure Location: Union Square

This event/trip is currently sold out. 


Cross Country Ski & Snowshoe

Cross Country Ski & Snowshoe

Saturday, February 18

Wonderful winter adventure!

$99

Departure Location: Upper West Side


Guides’ Choice: Snowshoe Blauvelt Mountain New

Guides’ Choice: Snowshoe Blauvelt Mountain

Saturday, February 18

An aggressive pace, ambitious distance and challenging terrain distinguishes this as a Guides’ Choice trip.

$89

Departure Location: Upper West Side


Snowshoe & Wine Tasting

Snowshoe & Wine Tasting

Saturday, February 18

The perfect winter day

$95

Departure Location: Union Square

Note: If there is inadequate snow for snowshoeing, the trip will be converted into a winter hike. You will be credited $15.


Snowshoe Raccoon Brook

Snowshoe Raccoon Brook

Saturday, February 18

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

$79

Departure Location: New Jersey


Cross Country Ski & Snowshoe

Cross Country Ski & Snowshoe

Sunday, February 19

Wonderful winter adventure!

$99

Departure Location: Union Square


Snowshoe & Wine Tasting

Snowshoe & Wine Tasting

Sunday, February 19

The perfect winter day

$95

Departure Location: New Jersey

Note: If there is inadequate snow for snowshoeing, the trip will be converted into a winter hike. You will be credited $15.


Snowshoe Canopus Lake

Snowshoe Canopus Lake

Sunday, February 19

Casual Day on the Appalachian Trail

$79

Departure Location: Brooklyn

Note: If there is inadequate snow for snowshoeing, the trip will be converted into a winter hike. You will be credited $15.


Snowshoe & Hound

Snowshoe & Hound

Sunday, February 19

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

$89

Note: If there is inadequate snow for snowshoeing, the trip will be converted into a winter hike. You will be credited $10.


Hike & Howl

Hike & Howl

Sunday, February 19

Hike on the Kittatinny Ridge then explore a wolf sanctuary

$89

Departure Location: Union Square


Beach Horseback Ride & Wine Tasting

Beach Horseback Ride & Wine Tasting

Sunday, February 19

Ride the beaches on America’s oldest cattle ranch.

$169

Departure Location: Union Square


President’s Day Ice Climbing Popular

President’s Day Ice Climbing

Monday, February 20

This President’s Day learn to scale frozen waterfalls in this climbing clinic and adventure.

$179

Departure Location: Union Square


Cross Country Ski & Snowshoe

Cross Country Ski & Snowshoe

Saturday, February 25

Wonderful winter adventure!

$99

Departure Location: New Jersey


Snowshoe & Wine Tasting

Snowshoe & Wine Tasting

Saturday, February 25

The perfect winter day

$95

Departure Location: Upper West Side

Note: If there is inadequate snow for snowshoeing, the trip will be converted into a winter hike. You will be credited $15.



Find Your Trip


Testimonials

Thanks for a great mountain biking trip on Saturday! Your guys are real stars, they created a fantastic day of mountian biking that I’d never have been able to achieve by myself. They were great guides, who knew their stuff, knew the terrain, and were great bike handlers. They were superfast when needed, and also smart enough to be slow when that was required. They were also punctual and conscientious. I’d do it again in a second, it was worth the money. Keep up the good work, and I'll use your services again in the near future. — Philip