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72 Hours in the Okemo Valley

The Okemo Valley offers unmatched peace and tranquility juxtaposed with four-season outdoor recreation. Vermont’s Scenic Route 100 Byway winds across this region, through the Green Mountains and small villages. History, character, timeless quality, and pastoral richness all unite in this beautiful Vermont landscape. Enjoy outdoor concerts and festivals in the summer. Discover miles of back country by bike or via the VAST snowmobile trails in the winter. With historic homes, farm crafted cheeses, arts and culture, outstanding dining and more, the Okemo Valley has everything for the perfect vacation. Use this itinerary to make the most of your getaway.

DAY ONE
Explore the historic charm of the southernmost part of the region.

EXPERIENCE
Vermont Country Store
Journey into the general store of yester-year and find quality merchandise from around Vermont and around the world.

Weston Theatre Company
Vermont’s oldest professional theater company presents diverse stories and thrilling artists each season.


FOOD & DRINK
Stemwinder
Treat yourself to a diverse selection of wine and craft beer while enjoying small plates crafted with local ingredients whenever possible.

Mr. Darcy's Bar & Burger
*Editor’s Note: This location has been impacted by the July 2023 flood. Please check the website and call ahead for more information.
This cozy, relaxed restaurant offers American classics and craft cocktails. Order a locally famous burger and sip on something from the mile-long list of beers, wines, and cocktails.

STAY
Timber Inn Motel 
*Editor’s Note: This location has been impacted by the July 2023 flood. Please check the website and call ahead for more information.
Relax and take in the views while enjoying this three and a half-acre oasis, just moments from downtown Ludlow.

PLAY
Bromley Mountain Resort
Vermont’s family-friendly ski resort with warm southern exposure, diverse terrain, and friendly staff. In the warmer months, check out the one-of-a-kind experiences, including the Alpine Slide, Giant Swing, and waterslide.

Viking Nordic Center
Experience all kinds of winter recreation at this winter wonderland, including classic skiing, skate skiing, snowshoeing, and fat biking.


DAY TWO
Spend your second day in the heart of the Okemo Valley.

EXPERIENCE
Smith Maple Crest Farm
Learn about maple syrup from start to finish. Visit and shop the best quality meats and maple syrup, produced for eight generations.

Crowley Cheese Company
What started in the Crowley’s' kitchen in 1824 is now the oldest continuously operating cheese factory in America. Watch award-winning cheese being made by hand.

FOOD AND DRINK
Main and Mountain Bar & Motel
Sip on drinks by the fire pits on the year-round outdoor patio. Their extensive menu of cocktails, beer, and wine has something for everyone.

Alta Tuscan Grille
A classic Italian restaurant inspired by the culture and cuisine of Italy’s Apuan mountain range. The finest cuts of meat, fresh seafood, and creative cocktail menu marries the cuisine to the Okemo Valley.



STAY
Jackson Gore Village (Okemo Mountain Resort)
Located at the base of Jackson Gore, the village encompasses three properties. Whether you’re looking for the charm and convenience of a country inn or the convenience of hotel services, you’ll find the ideal accommodations.

PLAY
Okemo Mountain Resort
A four-season outdoor enthusiast’s playground. The mountain delivers 121 trails, 20 chairlifts, and one of the best skiing and riding surfaces in the east. During warmer months, enjoy the Adventure Zone and walking and mountain biking trails.



DAY THREE
Spend your final day in the northern end of the region experiencing Vermont’s presidential history.

EXPERIENCE
Green Mountain Sugar House
Visit an authentic Vermont maple sugar house and enjoy a maple creemee while perusing the attached gift shop.

President Calvin Coolidge State Historic Site
Visit the birthplace and childhood home of the 30th U.S President. See the general store, church, and cheese factory in the preserved Plymouth Notch village. The onsite museum curates exhibits on Coolidge and his era.

FOOD & DRINK
Harry’s Café
A local tradition for over 30 years, Harry’s offers a casual atmosphere and a bold menu designed with a commitment to scratch-made, exciting foods and the freshest ingredients.

Echo Lake Inn Restaurant
Featured in both Gourmet and Bon Appetit magazines, the restaurant is known for excellent food and service. The culinary team delivers new and unique food pairings that will delight your palate.

STAY
Echo Lake Inn
Historic Vermont lodging on Echo Lake. The Inn offers 23 rooms, some with a fireplace and private jacuzzi, and eight condos. Enjoy the swimming pool, tennis courts, and dock with canoes and row boats.

PLAY
Fox Run Golf Club & Nordic Center
A championship 18-hole, par 70 course, perfect for all ability levels. In the winter, the Nordic center offers seven miles of terrain for skiing, snowshoeing, and snowmobiling.

Camp Plymouth State Park
*Editor’s Note: This location has been impacted by the July 2023 flood. Please check the website and call ahead for more information.
Situated on Echo Lake, visitors can enjoy hiking, watersports, panning for gold, and horseback riding in a setting rich with history. Spend the night in one of the lean-to’s, RV sites, or fully furnished cottages.