Labor Day Weekend schedule of events from Thursday to Monday
Labor Day Weekend in Vermont
Sep
3
Thu
Event Guide
Date & Time
Sep. 3, 2026 — Sep. 7, 2026
All day
Labor Day Events In Vermont
Escape to the mountains of Vermont and celebrate your long weekend the Stratton way. Long weekends mean a full schedule of festivities that the whole family will enjoy. Let's send off summer with live music from We May Be Right and The Mallett Brothers. Shop the season's biggest sales in the Village to get ready for winter, roll through the Stratton Bike Park, take in the views with a Scenic Lift Ride, swing through the Stratton Golf Club, or find a family hike and get the most out of your Labor Day Weekend adventures.
Make it a long weekend with our Long Weekend package! When you come to Stratton and book a Friday night and Saturday night stay, you can add Thursday or Sunday night to your trip for free! Start your weekend early, or stick around for the Lettuce show Monday evening.
Escape to the mountains of Vermont and celebrate your long weekend the Stratton way. Long weekends mean a full schedule of festivities that the whole family will enjoy. Let's send off summer with live music from We May Be Right and The Mallett Brothers. Shop the season's biggest sales in the Village to get ready for winter, roll through the Stratton Bike Park, take in the views with a Scenic Lift Ride, swing through the Stratton Golf Club, or find a family hike and get the most out of your Labor Day Weekend adventures.
Make it a long weekend with our Long Weekend package! When you come to Stratton and book a Friday night and Saturday night stay, you can add Thursday or Sunday night to your trip for free! Start your weekend early, or stick around for the Lettuce show Monday evening.
Sep
3
Thu
Event Guide
Labor Day Weekend schedule of events from Thursday to Monday
Labor Day Weekend in Vermont
Date & Time
Sep. 3, 2026 — Sep. 7, 2026
All day
Labor Day Events In Vermont
Escape to the mountains of Vermont and celebrate your long weekend the Stratton way. Long weekends mean a full schedule of festivities that the whole family will enjoy. Let's send off summer with live music from We May Be Right and The Mallett Brothers. Shop the season's biggest sales in the Village to get ready for winter, roll through the Stratton Bike Park, take in the views with a Scenic Lift Ride, swing through the Stratton Golf Club, or find a family hike and get the most out of your Labor Day Weekend adventures.
Make it a long weekend with our Long Weekend package! When you come to Stratton and book a Friday night and Saturday night stay, you can add Thursday or Sunday night to your trip for free! Start your weekend early, or stick around for the Lettuce show Monday evening.
Escape to the mountains of Vermont and celebrate your long weekend the Stratton way. Long weekends mean a full schedule of festivities that the whole family will enjoy. Let's send off summer with live music from We May Be Right and The Mallett Brothers. Shop the season's biggest sales in the Village to get ready for winter, roll through the Stratton Bike Park, take in the views with a Scenic Lift Ride, swing through the Stratton Golf Club, or find a family hike and get the most out of your Labor Day Weekend adventures.
Make it a long weekend with our Long Weekend package! When you come to Stratton and book a Friday night and Saturday night stay, you can add Thursday or Sunday night to your trip for free! Start your weekend early, or stick around for the Lettuce show Monday evening.
Featured Events
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Annual Village Sale
Stroll through the Stratton Village and save big on your favorite brands with gear 30-70% off. Prepare for Fall and gear up for Winter while you save on brands like The North Face, Smith, Burton, Dakine, and GoPro Shop outerwear, goggles, helmets, skis, snowboards and so much more located in the Courtyard and throughout the Village shops.
We May Be Right - September 5
An authentic Billy Joel Tribute whose shows are a true representation of Billy's live performances. Billy Joel Tribute “WE MAY BE RIGHT,” led by pianist/vocalist Karl Dietel, delivers an electrifying performance as they authentically re-create the music of one of the greatest Rock and Roll Keyboard Players, “Piano Man” Billy Joel. A New York City Skyline sets the backdrop as this powerhouse ensemble replicates the legendary Billy Joel’s timeless music. With his uncanny looks and the remarkable precision in his piano playing and lead vocals, Karl and “WE MAY BE RIGHT ” truly capture the iconic Long Island sound. The outdoor stage is set for River of Dreams at 6:30PM, with doors opening at 6PM.
Fall Festival - September 6
The Mallett Brothers will be playing on the outdoor stage during Fall Festival, with live music from 11:30am - 5pm. The Fall Festival brings the Vermont community together to celebrate the beauty of fall at Stratton Mountain. This event is FREE for all to attend.
All Weekend Activities
Thursday, September 3
Friday, September 4
Saturday, September 5
Sunday, September 6
Monday, September 7
- Scenic Gondola Rides from 10am - 4:30pm; Thursday to Monday
- Stratton Bike Park from 10am - 4pm; Thursday to Monday
- UTV Tours from 9am - 6pm; daily
- Golf tee times daily 8am - 6pm; daily
- CLIMB - Indoor rock climbing gym; Friday to Monday
- Stratton Training and Fitness Center - indoor pool, massages, fitness classes, tennis & pickleball; daily
- Tennis & Pickleball clinics and events all weekend long, with something for the whole family! Adult tennis clinics and mixers, kids summer camp, and tournaments.
- Massages at the Fitness Center Find a little time to relax this weekend too
- View All Summer Activities
Thursday, September 3
- Annual Labor Day Village Sale - Best Deals of the Summer! 9am - 5pm
Friday, September 4
- Annual Labor Day Village Sale: Best Deals of the Summer! 9am - 5pm
- Stratton Foundation Charity Golf Outing: Sign up your team and raise money for the local community
- Friday Night Tennis Mixer and Round Robin: 5:30pm - 7:30pm, Organized match play with the pros playing in.
- Instructional Tennis Clinic: 9:30am - 12pm, Start off your day by working with the pro team to sharpen your skills.
Saturday, September 5
- We May be Right: An authentic Billy Joel Tribute whose shows are a true representation of Billy's live performances. Doors open at 6PM.
- Annual Labor Day Village Sale: Best Deals of the Summer! 9am - 6pm
- Cardio Tennis Clinic: 8:30am - 9:30am, Open to all levels of play, everyone is sure to get a good workout.
- Mountain Top Yoga: 11am - 12:30pm, strike a mountain pose at the mountain top.
- Cliff Drysdale Tennis Labor Day Weekend Getaway: includes three Escape Tennis Clinics on Saturday, Sunday and Monday from 9:30am - 12pm
- Live Music at the Summit with Sammy Blanchette, 12pm-3pm, weather dependent
- Farmers Market in the Courtyard 10am - 5pm
Sunday, September 6
- Fall Festival: The Mallett Brothers will be playing on the outdoor stage during Fall Festival, with live music from 11:30am - 5pm
- Annual Labor Day Village Sale: Best Deals of the Summer! 9am - 6pm
- The North Face Tails and Trails Hike Series: Enjoy this guided hike to Sun Bowl with other dog owners, 9am - 10:30am
- Cardio Tennis Clinic: 8:30am - 9:30am, Open to all levels of play, everyone is sure to get a good workout.
- Kids Tennis Camp: 9am - 3:30pm
- Mountain Top Yoga: 11am - 12:30pm, strike a mountain pose at the mountain top.
- Live Music at the Summit with Sammy Blanchette, 12pm-3pm, weather dependent
Monday, September 7
- Annual Labor Day Village Sale: Best Deals of the Summer! 9am - 5pm
- Mountain Top Yoga: 11am - 12:30pm, strike a mountain pose at the mountain top.
More information and details coming soon. All events are subject to change. Please check back here for regular updates.
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