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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

Two beds in a room with a black ceiling.

Deluxe Two Queen

2 Queen Bed

4 People

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Deluxe Two Queen Accessible

2 Queen Bed

4 People

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Deluxe King

1 King Bed

2 People

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Deluxe King Suite

1 King Bed

2 People

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A hotel room with two beds and a television.

Family Suite

1 King Bed & 1 Queen Bed & 1 Sofa Bed

6 People

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A living room with a black ceiling and a tv.

One Bedroom Suite

1 King Bed & 1 Sofa Bed

4 People

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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

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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.

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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.

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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.

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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!

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.

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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.

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Experience the Adirondacks

Explore Trailhead

Guide to Fall Hiking Near Tupper Lake, NY

Fall in the Adirondacks is nothing short of magical. Crisp mountain air, vibrant foliage, and quiet forest trails make Tupper Lake, NY, one of the best destinations for autumn hiking. Whether you’re a seasoned hiker or just looking for a scenic stroll, this guide covers the top trails, tips, and local attractions to help you […]

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Our Guide to the Wild Center in Tupper Lake, NY

What is the Wild Center and why visit it? Located in the heart of the Adirondacks near Tupper Lake, The Wild Center is a standout natural history museum and environmental education center. It’s designed for families, nature lovers, hikers, and curious travelers who want to explore local ecosystems indoors and outdoors. Inside, you’ll find immersive […]

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Great Pines Resort – Our Sister Property in Old Forge

Welcome to Great Pines Resort by Weekender Looking for a lakeside getaway deep in the Adirondack Mountains? Meet our sister property, Great Pines Resort in Old Forge, NY! Nestled on the beautiful shores of Fourth Lake and surrounded by mountain vistas, Great Pines is your ideal basecamp for adventure, relaxation, and memory-making all year round. […]

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