Horseback Riding & Wine Tasting
Ride through forest and fields
Join Discover Outdoors for a day of riding and wine tasting. Start with a lovely drive upstate to the stables, which sit on hundreds of wooded acres and boast some of the best riding trails in the Northeast.
After a short safety briefing, get acquainted with your horse. The lively but well-mannered horses have names like Uno, Dos and Tres; there is even an all-white pony called Gringo.
We will saddle up, then ride for two hours through fields and woods with an experienced wrangler. All skill levels are welcome and trotting is allowed. The land is a wonderful mix of rocky terrain, hills and some narrow paths as well as wide-open fields.
Next, we will drive to a beautiful vineyard in the Hudson Valley for a wine tasting. Enjoy a sample of reds and whites along with some of the best hard ciders in America. Listen to the winery’s live acoustic music while you enjoy local foods. A stroll through the orchard grounds is a great finish to the day.
Event Details
- DEPARTURE LOCATION
- Eastern Mountain Sports Upper West Side (Broadway/76th St.) Subways 1, 2, 3 to 72nd Street.
- DEPARTURE TIME
- 9:00 AM. Arrive at 8:45 AM for check-in.
- RETURN TIME
- Approximately 5:30 PM, same location
- WEAR
- Pants or jeans for riding; jacket or coat, comfortable shoes or boots; hat.
- BRING
- Snacks and water. Extra money to purchase lunch from the winery.
- Please note: all participants must weigh less than 250 lbs.
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Intensity Levels
This event or trip is Intensity Level 1.
Overview
Adventures at All Skill Levels
We offer adventures for everyone, no matter what your skill level. This guide will help you decide which trip is right for you.
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Activity
How long (in hours) you may be active every day during the trip.
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Distances
You should feel confident that you would be able to complete these distances every day of your trip.
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Surfaces
What types of terrain you may encounter and should be prepared for on your trip.
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Elevation Change
The largest elevation change you may encounter on your trip.
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Altitude
The highest elevation you may reach on your trip.
Intensity Levels
This event or trip is Intensity Level 1.
Level 1
Laid-Back, Unhurried, Restful
Welcome to the outdoors! These trips are designed to introduce you to new challenges and new adventurers. Take in the scenery, tackle moderate elevation, experience some local flavor, and enjoy your day out of the office.
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Activity
You can expect to be active for one to two hours. To prepare, walk around your neighborhood for at least one hour to make sure you’re comfortable being outdoors and active.
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Distances
For our Level 1 trips, you’ll be walking or hiking less than three miles. This is the equivalent of up to twelve laps around a quarter-mile track.
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Surfaces
You’ll be walking on flat terrain. This means there will be limited rocks and a few tree roots.
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Elevation Change
There will be little or no elevation change on this trip. To simulate the change in elevation, try walking up and down three flights of stairs.
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Altitude
From sea level to 3,000 feet.
Intensity Levels
This event or trip is Intensity Level 1.
Level 2
Relaxed, Mellow
Level 2 trips complement introductory activities you would encounter on Level 1 trips and will whet the appetite of anybody looking to explore outdoor sports. Your group may stop occasionally to learn about the natural surroundings and their local lore.
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Activity
You can expect to be active for two to three hours. Take a long walk around your local park for at least two hours to prepare.
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Distances
Level 2 trips range from two to four miles. This is approximately eight to sixteen laps around a quarter-mile track.
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Surfaces
You’ll be walking on mostly flat terrain and may encounter some rocks and tree roots.
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Elevation Change
There will be minimal elevation change on this trip. We will gain no more than 500 vertical feet.
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Altitude
From sea level to 3,000 feet.
Intensity Levels
This event or trip is Intensity Level 1.
Level 3
EASY ACTIVE — PERFECT FOR ACTIVE FIRST-TIMERS
Level 3 trips will give you a broad sense of what hiking is all about. Test yourself on intermediate terrain, including light rock scrambles and ascending multiple peaks. The trips will invigorate you and inspire you to continue strengthening your hiking skills.
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Activity
Three to five hours is standard. Prepare for the trip by jogging three miles or exercising two or three days a week.
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Distances
Plan on getting starter miles under your belt. You’ll be hiking three to six miles on this trip, the average distance run in an hour-long basketball game.
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Surfaces
You’ll be hiking on rolling terrain with bare rock surfaces, steeps, roots and small boulders.
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Elevation Change
There could be up to 1,000 feet per day.
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Altitude
Up to 4,500 feet.
Intensity Levels
This event or trip is Intensity Level 1.
Level 4
IDEAL FOR ACTIVE BEGINNERS AND FORMER PARTICIPANTS
Level 4 trips balance physical and aesthetic components of the day. Get your heart pumping on intermediate terrain with some rock scrambles and multiple peaks, then enjoy a well-earned break with a stunning view. These trips are effective preparation for even more challenging weekend-long trips.
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Activity
Trail time ranges from for four to six hours. You should be in good physical shape and exercise at least three times a week to get the most out of the day.
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Distances
You’ll be traveling five to eight miles on this trip, the average distance run in an hour-long soccer game.
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Surfaces
You’ll be hiking on steadily rising terrain with loose rock surfaces, switchbacks, roots and small boulders.
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Elevation Change
Up to 1,500 feet per day.
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Altitude
Up to 6,000 feet.
Intensity Levels
This event or trip is Intensity Level 1.
Level 5
MODERATE — FOR SKILLED BEGINNERS AND INTERMEDIATE PARTICIPANTS
Level 5 trips place greater emphasis challenging you physically. Whether you’re still new to the scene or have some experience, you’ll appreciate a more deliberate pace with a capable group.
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Activity
We’ll be out on the trails for five to seven hours. Prepare for this trip by doing cardio and strength exercise at least three days a week.
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Distances
Be ready to cover six to nine miles today before heading home.
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Surfaces
We’ll be hiking on moderate mountainous terrain, which may require navigating various rock faces and trail conditions including steep inclines and uneven ground.
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Elevation Change
Up to 1,800 feet per day.
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Altitude
Up to 8,000 feet.
Intensity Levels
This event or trip is Intensity Level 1.
Level 6
MODERATE — FOR INTERMEDIATE PARTICIPANTS AND ABOVE
Level 6 trips will push you with a faster pace and longer distances. This hard work allows you to see more terrain and higher vistas. You should expect to be tired and fulfilled on the van ride home.
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Activity
We’ll be active for five to eight hours. Prepare for this trip by maintaining your daily fitness regime that includes both cardio and strength.
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Distances
Be ready to cover some serious distance. We may hike up to eleven miles today, nearly a half-marathon.
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Surfaces
We’ll be hiking on varying mountainous terrain, which will involve navigating various rock faces, loose stones, and steep, uneven trails.
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Elevation Change
Up to 2,000 feet per day.
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Altitude
Up to 10,000 feet.
Intensity Levels
This event or trip is Intensity Level 1.
Level 7
VIGOROUS — FOR INTERMEDIATE PARTICIPANTS WITH BASIC SKILLS
On Level 7 trips you’ll encounter some of the steepest elevations and technical terrain available within a day’s drive. These trips are for athletic types and those who wish to push their physical abilities.
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Activity
You can expect to be active for six to eight hours. You can best prepare for a Level 7 trip by maintaining your intense fitness regimen, trying to get your mile time below eight minutes, and hiking consistently on the weekends.
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Distances
Level 7 hikes can be anywhere from ten to thirteen miles.
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Surfaces
We will be on mountainous, exposed terrain and steep, uneven trails. Most hikes will require not only hiking boots but also additional gear like hiking poles and headlamps.
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Elevation Change
Up to 2,500 feet per day.
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Altitude
Up to 12,000 feet.
Intensity Levels
This event or trip is Intensity Level 1.
Level 8
VIGOROUS — RECOMMENDED FOR FIT TRAVELERS WITH EXPERIENCE
On Level 8 trips you’ll be challenged by some of the steepest elevations and technical terrain available on the east coast. These trips are for endurance athletes and those who wish to truly test themselves. These are our hardest day trips and our weekend trips that prepare you for international adventure.
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Activity
We will be active for six to nine hours. You can best prepare for a Level 8 trip by maintaining your intense fitness regimen, trying to get your mile time below seven minutes, and hiking consistently on the weekends.
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Distances
Level 8 hikes range from twelve to fourteen miles.
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Surfaces
We will hike and scramble up numerous peaks with exposed, uneven surfaces, large boulders, and steep ascents/descents. Hiking boots, poles and headlamps are recommended.
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Elevation Change
There could be elevation change of up to 3,000 feet per day and possible altitude.
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Altitude
Up to 14,000 feet.
Intensity Levels
This event or trip is Intensity Level 1.
Level 9
STRENUOUS — ADVANCED OR VERY FIT TRAVELERS
If you yearn to touch the sky and think the rewards outweigh the risks and extreme conditions, a Level 9 trip is what you’re looking for. Over the course of multiple days you will be called upon to prove you belong among the best. Only inner fortitude and perseverance will get you and your team to the top and back safely.
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Activity
You should be ready for at least eight to ten hours a day of pain, challenge, and constant small victories. Prepare for this by racing in triathlons, training for a marathon and keeping up your hiking skills.
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Distances
You should expect to be hiking twelve to fifteen miles per day.
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Surfaces
On Level 9 trips you will be trekking in remote mountains with exposed terrain and loose features.
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Elevation Change
There could be elevation change of 4,000 feet per day with some altitude travel likely.
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Altitude
Up to 17,000 feet.
Intensity Levels
This event or trip is Intensity Level 1.
Level 10
STRENUOUS — EXPERIENCED TRAVELERS WITH EXPERT SKILLS
With the proper technique, experience, and a generous dose of luck, you and a team of the hardiest adventurers around will tackle extreme terrain, unrelenting elements, and improbable odds as you strive to conquer the ultimate outdoor challenge of our Level 10 trips.
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Activity
You should be ready for a minimum of ten hours per day of excruciating hiking, scrambling, and climbing.
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Distances
You should expect to be hiking for at least twelve miles per day. Prepare with an intense cardio and weight-lifting circuit training regimen to increase cardio output and endurance.
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Surfaces
On Level 10 trips you will be trekking in the most highly exposed, remote terrain imaginable.
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Elevation Change
There could be elevation change of 5,000 feet per day and prolonged travel at altitude.
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Altitude
Up to 19,000 feet.
Why Discover Outdoors?
Experienced, Fun & Qualified Guides
From cycling across the United States to leading horse treks through New Zealand to scaling Nepalese peaks, Discover Outdoors guides have real-world outdoor experience. Collectively, they have hiked, biked, climbed and kayaked tens of thousands of miles around the globe.
Whether their professional backgrounds are as teachers, personal trainers, artists, environmentalists or business leaders, they all have an extensive knowledge of the natural world and local history. Each guide has also passed a rigorous guide certification program and is trained in wilderness first aid or as a Wilderness First Responder.
Diverse & Interesting Groups
There is no typical Discover Outdoors participant. While ages typically range from 20 to 50, those who come to experience outdoor adventure range from singles to couples, from lawyers to waiters. They are a mix of women and men. While the group is always diverse, you will certainly feel welcome. Our guides go the extra mile to make the atmosphere of each trip social and fun. Many people in the Discover Outdoors community have forged lasting friendships as a result of our trips.
New Experiences
Skydiving, ice-climbing, hot-air ballooning, skiing and hiking every weekend are just a few of Discover Outdoors’ year-round adventures. These trips are accessible to everyone, including the novice, who might feel a little uneasy, the young urban professional trying to get away and even the adrenaline junkie looking for a new rush.
Environmental Awareness
“Leave nothing but footprints, take nothing but pictures,” is the Leave No Trace motto embraced by Discover Outdoors. From purchasing bamboo T-shirts to printing with soy-based inks on recycled paper, Discover Outdoors strives to create the least environmental impact possible while on trips and in the office.
Discover Outdoors Horseback Riding & Wine Tasting
Register
Horseback Riding & Wine Tasting
Bringing a Friend or Two?
Please be sure to enter the total number of people in the quantity box. In addition, be sure to include your friends’ names and cell-phone numbers on the final checkout page. The final discount price is the price per person, multiplied by the quantity you enter.
Reminder about Trip Conditions
We closely monitor snow, ice and related weather conditions before each trip. Lack of snow or similar, unsatisfactory weather/trail/river conditions may lead to changes to the trip or rescheduling or cancellation.
Please consult the individual trip description or Trip Calendar for notice of any such changes. Refer to our full Policies page for more information about reservations and cancellations.

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