Lakes, Legends & Lagers
WHAT WE LOVE
- Halloween adventure
- Casual hike through fall foliage
- Visit historic Sleepy Hollow
- Enjoy a round of brews
On this Halloween adventure, we will explore nearby Sleepy Hollow, New York, stage of the famed Legend of Sleepy Hollow and hometown to some of Halloween's most thrilling haunts. Our day will begin with a short drive along the breathtaking Hudson River with views of the Palisades. Upon arriving at Rockefeller State Park, we will embark on a moderate four-mile hike through beautiful fall foliage and break for a lakeside picnic lunch.
After our hike, we will head over to Captain Lawrence Brewery for a round of beers and some outdoor games. Finally, we'll be greeted at the world-renowned Sleepy Hollow Cemetery for a private tour, including visits to Washington Irving, legendary Revolutionary War veterans, industrialists and the stories they left behind. Your guide will explain the history of the cemetery, describe the architectural stories of important graves and delve into the legends of Sleepy Hollow.
Perfect for: First time hikers, solo adventurers, hikers looking for a relaxing fall day
- Your lunch
- Ample snacks
- At least three liters of water
- A backpack. Need a recommendation? Check out Deuter!
- Weather-appropriate clothing. For a great selection and discounts, visit our partners.
- ID for the Brewery
- Comfortable athletic clothing
- Hiking boots
- Expert guides
- Park permits
- Round of beer at the brewery
- Private cemetery tour
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.
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.
Level 2 trips range from two to four miles. This is approximately eight to sixteen laps around a quarter-mile track.
You’ll be walking on mostly flat terrain and may encounter some rocks and tree roots.
There will be minimal elevation change on this trip. We will gain no more than 500 vertical feet.
From sea level to 3,000 feet.
Drive to Meet Option
If you would prefer to drive yourself, you can select the "drive to meet" option at check out. You'll meet your guide at Rockefeller State Park at 12:00 PM. After your hike, you'll follow your guide to the brewery and then to Sleepy Hollow Cemetery.
This is my first trip. What should I expect?
Your guide will meet you at the departure location in a Discover Outdoors shirt and will be driving a passenger transport van. After introductions, you'll drive to your hiking location. The drive can be anywhere from one or one and a half hours (for most trips) to two and a half hours (for trips to the Catskills). Your guide will have lots of helpful information and lead you along the trail. You can expect some great views, interesting facts about the area, and lots of great conversations with your fellow hikers. After your trip is complete, you'll be dropped off at the same location as your departure.
What if I'm running late to the pick up?
We know how tough it can be to get around this city sometimes, but our trips depart on time. As a courtesy to your other adventurers and guides, please arrive at least 15 minutes early to your pick-up location so we can depart at our scheduled time. You're more than welcome to bring coffee and breakfast along to enjoy on the road. If you are running late, please contact your guide (whose phone number you'll receive via e-mail the week of your trip). Unfortunately we do not offer any trip credit for a missed departure due to late arrival.
What should I wear and bring?
All the information on what to wear and bring can be found on the trip's site in the pack tab. We recommend comfortable, athletic clothing in all seasons and advise against wearing cotton. Dressing in layers will allow you to adapt to changing temperatures. Hiking boots with wool socks are highly recommended, though sturdy sneakers are acceptable in warm and dry weather. In the winter and at times when we will be encountering snow or mud, hiking boots are required. You can contact us (212-579-4568 or [email protected]) for more information on trip conditions.
You should pack plenty of water (2-3 liters) and snacks, as well as a hearty lunch. It's also a good idea to bring an extra layer, a camera, a hat, and sunscreen in your pack. Oh, and don't forget to bring your sense of adventure!
How hard is this hike?
All of our hikes are rated on a scale of 1-10. You can find any trip's intensity on its main page, with a detailed description in the "intensity level" tab. We recommend that you review this information so you can be prepared for your day. If you have any doubts, please call or e-mail our office and we can provide more information on any trip's difficulty.
How many people will be there?
Our groups for hikes usually range from 8-14 people. Your group will have either one or two DO guides, depending on the trip.
Will I be the only solo traveler?
No way! Many individuals sign up to join our trips solo. The best part of a DO trip is meeting new people and being part of a group. Even if you show up as a party of one, you'll be leaving with lots of new friends.
What if I'm the slowest one?
We hike as a group, but sometimes people move at different paces - and that's completely ok! Our guides will always have your safety in mind and be keeping attentive track of the group. On longer or more difficult hikes, we'll have a sweep guide as well. As long as your group is keeping on schedule, there's no pressure to move fast; enjoy the trip!
Will there be bathrooms?
Once we get to our trailhead, nature is your bathroom! Your guide will brief you on leave-no-trace guidelines for using the bathroom responsibly. Always tell someone when you're stepping off trail to go.
What if I don't feel well?
Our guides receive medical training and are all certified Wilderness First Responders, so you're in good hands, but communicating is key. Please notify your guide if you don't feel well, are worried about a blister, or any other concerns. Also notify them in advance if you have any medical conditions or allergies.
What if there's rain in the forecast?
Forecasts change often in the mountainous areas we visit, so we keep a close eye on multiple weather forecasts leading up to a trip. We don't let a little rain or wind ruin a chance for an adventure. In most cases, the trees will provide quite a bit of cover from passing rain and, as long as you are dressed appropriately, you'll still have a great day. Please note that your guide may alter your trip itinerary in the case of inclement weather. If we decide that the weather is unsafe, we'll notify you by the afternoon before a trip via e-mail. Please note that there is no credit or refund due to weather unless the cancellation is made by DO, in which case we'll happily transfer your credit to a future trip.
How much should I tip our guide?
If you have a great day, a tip is a great way to thank your guide for their work. On our trips, a tip of 10-20% is customary.