Set just steps from the Okemo Clock Tower Base, this cozy mountain chalet is perfectly placed for effortless ski days and relaxed après-ski evenings. With scenic views, a wood-burning fireplace, and a peaceful stream running alongside the property, it’s an inviting retreat for families and groups year-round.
Tucked into the Vermont mountains and within easy walking distance of Okemo’s Clock Tower Base, this charming ski chalet invites you to slow down and savor the best of Ludlow. Whether you’re traveling with family or friends, the home offers a warm, welcoming atmosphere designed for together time and easy access to adventure.
After a day on the slopes, step inside to an open-concept living space where everyone can gather. Sink into comfortable seating, share stories from the mountain, and unwind by the fireplace as the evening settles in. Large windows frame mountain views, while the upstairs deck is the perfect place to breathe in crisp alpine air or enjoy a quiet morning coffee. Just outside, a gentle stream and small waterfall add a calming, natural soundtrack to your stay.
The kitchen is thoughtfully laid out for home-cooked meals and lingering conversations, making it easy to enjoy evenings in after ski school, hiking, or exploring town. When it’s time to rest, cozy bedrooms offer a peaceful night’s sleep so you’re ready for another day of fun.
Beyond the slopes, Ludlow offers something for every season—golf at nearby Fox Run, scenic trails for walking and biking, and a charming village atmosphere with dining and local shops. Whether you’re here for winter powder days or summer mountain escapes, this chalet delivers a relaxed Vermont experience in an unbeatable location.
What this place offers
Shower
Dishes and utensils
Ice maker
Hair dryer
TV
Indoor fireplace
Wifi
Heating
Refrigerator
Baking sheet
Where you'll sleep
1/2
Bedroom 1
1 king
Bedroom 2
1 queen
Bedroom 3
2 bunk beds (4 twins)
About the neighborhood
Staying at Upper Crossroad places you right in the heart of Ludlow’s most sought-after mountain neighborhood, just steps from Okemo Mountain Resort’s Clock Tower Base. The area blends alpine charm with a relaxed village feel, making it easy to transition from outdoor adventure to cozy evenings out. After a day on the slopes or trails, head to local favorites like The Loft Tavern for classic après-ski vibes, The Killarney for hearty Irish fare and live music, or Goodman’s American Pie for artisan pizza and craft beer. For a more refined night out, DJ’s Restaurant & Lounge offers creative cocktails and elevated comfort food. Coffee shops, casual eateries, and seasonal events in downtown Ludlow add to the area’s welcoming, small-town appeal year-round.
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Getting around
One of the best features of this location is the ability to walk to the Okemo Clock Tower Base, ski school, lifts, and nearby après-ski spots—no driving required on ski days. For exploring beyond the mountain, a car is recommended, allowing easy access to downtown Ludlow, Fox Run Golf Club, local trailheads, and nearby scenic drives. During winter, complimentary resort shuttles and local taxi services are available, making it simple to get around even in snowy conditions.
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Things to know
House rules
Check-in after 4:00 PM
Check-out before 10:00 AM
8 guests maximum
Safety & property
Carbon monoxide alarm installed
Fire extinguisher
Smoke alarm installed
Cancellation policy
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