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5-Day Culinary and Entertainment Adventure in Helena, Montana

5-Day Culinary and Entertainment Adventure in Helena, Montana Itinerary

Last updated: 2024 Jun 14

Historic Helena Highlights

Morning
Start your day with a hearty breakfast at Shellie's Country Cafe, known for its homestyle cooking. Afterward, immerse yourself in the rich history of Helena with a visit to the Montana Historical Society Museum. Explore the exhibits and learn about the state's past.
Afternoon
For lunch, head to Brewhouse, a local favorite with a diverse menu and a great selection of craft beers. Afterward, take a leisurely stroll through the Cathedral of St. Helena, admiring its stunning architecture and peaceful ambiance.
Evening
Enjoy a fine dining experience at Silver Star Steak Company, where you can savor premium cuts of meat and an extensive wine list. After dinner, try your luck at Lucky Buckys Casino, a lively spot for gaming and entertainment.
Bedtime
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From Interlaken Guided Snowshoe Tour around Isenfluh

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Museum of Science Boston

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Outdoor Adventures and Local Brews

Morning
Grab a quick breakfast at Old Salt Outpost before heading out for a morning hike at Gates of the Mountains. Take in the breathtaking natural beauty and keep an eye out for local wildlife.
Afternoon
After working up an appetite, enjoy a picnic lunch at the Gates of the Mountains, prepared by Overland Express Restaurant and Lounge. Then, visit Holter Museum of Art to appreciate the works of regional and national artists.
Evening
Relax with a cold beer at Windbag Saloon & Grill, a historic saloon with a laid-back atmosphere. For dinner, indulge in comfort food at Chili's Grill & Bar, where you can enjoy a variety of dishes in a casual setting.
Bedtime
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Barcelona 24 or 48-Hour Hop-On Hop-Off Bus Tour

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Quincy Market

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Cultural Delights and Local Eats

Morning
Start your day with a visit to the Reeder's Alley, one of the few remaining intact examples of an early western gold rush town. Then, enjoy a delightful breakfast at Big Bull Grill & Tavern.
Afternoon
Explore the Helena Farmers' Market, where you can sample local produce, artisanal goods, and more. For lunch, try the eclectic menu at 4 J's Casino, a spot known for its variety of dishes.
Evening
Dine at Jorgenson's Lounge, an elegant restaurant with a sophisticated ambiance. Afterward, take in a performance at the Myrna Loy Center, a hub for arts and culture in Helena.
Bedtime
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Beacon Hill

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Historic Sites and Local Flavors

Morning
Enjoy a leisurely breakfast at Suds Hut, a classic diner with a retro vibe. Then, visit the Hauser Lake for a morning of fishing and relaxation.
Afternoon
For lunch, head to Applebee's Grill + Bar for familiar favorites in a welcoming atmosphere. Afterward, take a guided tour of the Montana State Capitol and learn about the state's government and history.
Evening
Dine at The Gold Bar and Western Bar, where you can enjoy a true Montana dining experience. End the evening with some live music at The Myrna Loy Center, a local cultural hotspot.
Bedtime
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Boston Common

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Last Chance City Farewell

Morning
Start your final day with breakfast at Motherlode Sports Bar, Restaurant, & Casino, a spot known for its hearty morning meals. Then, take a scenic drive to the nearby Great Divide Ski Area for some morning skiing or snowboarding.
Afternoon
Warm up with a hot lunch at Buffalo Wild Wings, where you can enjoy a variety of flavors and watch the game. Afterward, visit the Last Chance Tour Train for a narrated tour of Helena's historic sites and points of interest.
Evening
Conclude your trip with a memorable dinner at On Broadway, a local gem with a diverse menu. Raise a glass to your Helena adventure and reminisce about the highlights of your trip.
Bedtime
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Boston Harbor Islands National and State Park

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Boston Public Garden

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