events Day Trips

Venture Out of the City for the Day!

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 scaling 14 peaks to hiking with your dog. We also offer a variety of 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.

Saturday, September 4

New > Catskills Hike: Indian Head Mountain

Gorgeous trail and sweeping views!

$65

Saturday, September 4

New > Bearfort Mountain Hike

Rugged ridgeline hike with spectacular views of the Hudson River and a magical mountain lake

$59

Saturday, September 4

New > Hudson River Sea Kayaking & BBQ

Paddle around an abandoned island castle and slake your thirst at a beer & BBQ binge on the banks!

$119

Amazing day on the Hudson River, paddling and exploring an abandoned island castle and sandbar BBQ

Saturday, September 4

Favorite > Singles Urban Hike: Hudson, High Line, & Happy Hour

Explore the gorgeous westside waterfront and High Line park!

$30

Sunday, September 5

New > Storm King Mountain Hike

Two peaks, challenging hike with spectacular views of the Hudson River and Valley

$59

This event/trip is currently sold out. 

Sunday, September 5

Favorite > Whitewater Rafting

A fun day of rafting Class I-III Rapids

$129

This event/trip is currently sold out. 

Sunday, September 5

Horseback Riding & Wine Tasting

Ride through forest and fields; sample wines and ciders with live acoustic music!

$139

Monday, September 6

Favorite > Labor Day HIke: Lake Skenonto

A beautiful eight-mile hike in Harriman State Park

$59

Wednesday, September 8

New > Wednesday Extreme Rock Wall Climbing

Five–story outdoor rock wall!

$29

Shoes and harness rental included for everyone.

This event/trip is currently sold out. 

Browse More Day Trips in the Main Calendar >

Halloween Costume Hike & Pub

Break out your best hiking costume This Hallowe’en, we head for the hills to scare up the woodland spirits and unleash our inner beasts.  Later, we head to town in search of the infamous and unpredictable liquid spirits last spotted at the local watering hole. Everyone is encouraged to dress in ridiculous costume, just as long as you can comfortably hike in it. So shop around or break out the Singer, but don’t hold back because all costumes are fair game—there is nothing quite like a nurse in hiking boots! Join other outdoor enthusiasts who who still find the thrill of Hallowe’en.  Our hike will take us over two high overlooks of the Hudson river valley and a ghostly cemetery of an abandoned township.