Trailhead Logo Wht
BOOK NOW

Discover Year-Round
Adventures

Delight in the Adirondacks at Your Home Away from Home
Regardless of the season, there’s something for everyone at Trailhead: from birders, to hikers, to fishermen, to golfers, to boaters, to mountain bikers, to snowmobilers, and more!

Located near the Tupper Lake business district, Trailhead by Weekender sits next to local restaurants and shops, including the bowling alley, The Wild Center, and Adirondack Sky Center & Observatory. The Olympic Village of Lake Placid is nearby, as well as world-class skiing and snowmobiling. On rest days enjoy the hotel’s many amenities like yard games, a putting green, and an outdoor pool.

The town of Tupper Lake and surrounding mountains abound with springtime blossoms, summer wildlife, vibrant autumn foliage, and winter festivities. Plus, Trailhead is the only hotel in the area with luxury “smart” amenities like in-room Alexa devices and smart TVs with streaming services, making it the perfect basecamp for all of your Adirondack adventuring.
Lake & Mountain Comforts

Accommodations

Escape & Relax

At Trailhead

What is your idea of a perfect vacation? Relaxing with the family next to the lake? Getting a little work done in the fresh mountain air before hitting the trails? A day of boating, kayaking, or—in the winter—ice fishing? Exploring local museums and attractions? No matter what you envision, Trailhead delivers. We can help you find the activities you’re looking for (and even some you may not know about yet) to help you create the perfect vacation (or work trip) that you and yours will look back on fondly for life.

Fast Wifi

Picnic Area

Fire Pit

Portico

Alexa

Free Parking

ADA Rooms

Dedicated Work Space

Our Accommodations
A living room with black walls and a fireplace.
Outdoors in the Adirondacks

Adventures All Year Round

Whether you’re craving a winter wonderland or a summertime soiree, Trailhead is in the perfect location to take advantage of all the Adirondacks have to offer! Enjoy paddle boarding, boating, ice fishing, and other water adventures on the sparkling clear waters of nearby Tupper Lake, Raquette River, Raquette Pond, and Lake Simond. Hike, mountain bike, or cross-country ski the nearby Coney, Arab, or Goodman mountains for breathtaking vistas. Or, simply relax in the beautiful scenery with 18 holes of golf on Tupper Lake’s world-class course. One thing is certain: you’ll find plenty of outdoor adventure nearby at Trailhead.
Explore Things To Do
Two people sitting around a fire pit.
Trailhead Charm

The Allure of the Adirondacks

As the only smart hotel with luxury amenities in the Tupper Lake region, Trailhead offers you the best possible home away from home from which to experience the adventure, culture, and beauty of the Adirondacks.
View our gallery page to see more
Curated for You

Custom Packages

Whatever your brand of excitement, Trailhead helps you make the most of your stay with curated packages and discount deals to dozens of area attractions. From dining, to museums, to gear rentals, and more, see how we can help you create an immersive experience you’ll remember for life.
See Our Packages
A man is sitting in a lounge chair next to a swimming pool.
Adk Horseshoe Lake Hpstk 417243414 Ds
Fun & Learning

The World Outside Your Door

In the Tupper Lake region of the Adirondacks, there’s no shortage of things to do: You can check out The Wild Center—an interactive, science-based learning experience that captures the interests of young and old alike—or head over to the Adirondack Sky Center & Observatory for one of the best stargazing destinations in the eastern United States. If museums aren’t your thing, explore the local shops, brewpubs, movie theater, or library. For seasonal delights, enjoy a summer concert, golf tournament, or catch the annual 90-miler canoe race. At Trailhead, there’s excitement around every corner!
Discover the Many Things You Can Do
Cozy and Accommodating

Your New Lake & Mountain Home

Trailhead by Weekender is the first and only “smart hotel” in the Tupper Lake region. Not only do we offer luxuries like hypoallergenic bedding, Beekman bath products, and Keurig coffee machines, we also give you all the tech amenities you’re used to: lightning-fast WiFi, voice-controlled Alexa devices, smart TVs with streaming services, and USB charging stations in every room. It’s everything you could want in an adventure-centered home away from home!
A bedside table with a clock on it.
Adk Owls Head Hpstk 11841162 Ds
The Magic of the Trailhead

Adventure Awaits

The pack on your back, the brisk mountain air in your lungs, the lively sounds of nature… There’s something about being at a trailhead that is simply magical—what enchanting treasures will you discover? What unknown adventures lie in wait?

At Trailhead, we embody this magic, providing you with gear, guide services, a home base, and anything else you need to explore, recharge, and rekindle your sense of adventure.
Learn More About Us 
The Weekender Mission

Making Every Day the Weekend

Your stay at Trailhead is about more than exploring the town or having a fun adventure. It’s about the growth and connection you experience, from the first deep breath of mountain air to the last laugh with good friends. It’s about capturing the essence of the weekend—the idea that life is meant to be lived to the fullest—and translating it into lasting, unique memories you’ll look back on for years. It’s why we do what we do at every hotel and property by Weekender.
Learn More about Weekender
Trailhead inn & suites.
Experience the Adirondacks

Explore Trailhead

Person pouring beer into a glass from a row of taps.

The Best Breweries near Tupper Lake, NY

Exploring the Adirondacks isn’t complete without savoring the local craft beer scene. Here are eight notable breweries near Tupper Lake, NY, each offering unique flavors and experiences: 1. Raquette River Brewing (0 minutes from Trailhead Hotel) Located right in Tupper Lake, Raquette River Brewing specializes in small-batch, handcrafted Adirondack ales. Their family and dog-friendly environment […]

Read Article
Winter Snoeshoe Hpstk 245444542 Ds

Top 5 Things to Do near Tupper Lake in 2025

Nestled in the heart of the Adirondacks, Tupper Lake, NY, is a haven for adventurers and nature enthusiasts alike. Whether you’re seeking thrilling outdoor activities or serene natural beauty, Tupper Lake offers a plethora of experiences that cater to all interests. Here are the top five things to do near Tupper Lake in 2025: 1. […]

Read Article
A snowmobile riding on a narrow trail

Discover the Best Snowmobile Trails Near Tupper Lake

Tupper Lake, nestled in the heart of the Adirondacks, transforms into a snowmobiler’s paradise as winter’s white blanket covers its vast, varied terrain. The region boasts a network of well-maintained snowmobile trails that cater to riders of all experience levels. Whether you’re a seasoned snowmobile enthusiast or a beginner embarking on your first snowy adventure, […]

Read Article
Instagram Moments

Year Round Fun

Trailhead Logo
314 Park Street
Tupper Lake, NY 12986
Phone: (518) 359-3384
Follow Us On
Follow Us On

Let’s adventure together. Keep up with latest events & deals!

Explore Trailhead

Book Now
Explore our other hotels
weekender hotels logo
town house lodge logo placid bay hotel logo alpine lodge logo great pines logo riverhouse logo Aspen Primary Logo Dark town house lodge logo placid bay hotel logo alpine lodge logo great pines logo riverhouse logo Aspen Primary Logo Dark town house lodge logo placid bay hotel logo alpine lodge logo great pines logo riverhouse logo Aspen Primary Logo Dark town house lodge logo placid bay hotel logo alpine lodge logo great pines logo riverhouse logo Aspen Primary Logo Dark town house lodge logo placid bay hotel logo alpine lodge logo great pines logo riverhouse logo Aspen Primary Logo Dark town house lodge logo placid bay hotel logo alpine lodge logo great pines logo riverhouse logo Aspen Primary Logo Dark

© 2023 Weekender Hospitality LLC All Rights Reserved - Privacy Policy

Winter Snoeshoe Hpstk 245444542 Ds

Subscribe & Save up to 20%

Unlock exclusive savings when you subscribe to our newsletter! Enjoy up to 20% off your next stay and get latest updates and promotions from our hotel. Sign up now and start saving!
Enhance your stay at Trailhead with featured offers!
View Current Offers