Memorial Weekend is one of the best times to experience Killington. As the mountains transition from ski season into summer, Killington comes alive with outdoor adventures, fresh mountain air, and a laid-back atmosphere that makes it the perfect long weekend escape.
If you’re planning a trip with family or friends, or looking for an easy Northeast road trip destination, Memorial Weekend in Killington offers the perfect blend of relaxation, recreation, and early summer energy.
What’s the Weather Like in Killington in Late May?
Memorial Weekend weather in Killington is typically mild and comfortable—ideal for spending time outdoors. In late May, daytime temperatures generally range from the low-to-mid 60s, while evenings cool down into the 40s.
Plan for:
- Comfortable hiking and biking weather during the day
- Crisp mountain evenings perfect for fire pits and outdoor dining
- Light layers, hoodies, and jackets are ideal for nighttime
Late May is one of the most enjoyable times of year to experience Vermont before summer crowds arrive.
Outdoor Activities & Things To Do Over Memorial Weekend
One of the biggest reasons people head to Killington over Memorial Weekend is the wide variety of outdoor activities available this time of year.
Killington Bike Park Opens for the Season
Memorial Weekend typically marks the start of the season at the Killington Bike Park, one of the top mountain biking destinations in the Northeast. The Bike Pike is scheduled to open May 22, 2026, with lifts running on Snowshed Friday – Monday from 10am to 5pm. Riders can enjoy lift-served downhill trails, scenic mountain terrain, and options for all skill levels.
Golf with Mountain Views
The Killington Golf Course is another Memorial Weekend favorite, offering scenic fairways surrounded by Green Mountain views. Memorial Weekend often coincides with the start of the golf season, making it a great time to hit the course. Killington Golf Course opens to the public on May 16, 2026.
Green Mountain National Golf Course, voted the best public golf course in Vermont, is already open for the 2026 summer season! Plenty of other great golf courses near Killington will also be open for the Memorial Day weekend, so make sure to pack your clubs!
Ski the Beast of the East
Killington Resort is known to stay open through the end of May, especially on good snow seasons. Unlike most ski resorts across the US, Killington doesn’t typically schedule a closing date. Instead, Killington allows skiing and snowboarding as long as the snow lasts. The 2025/26 ski season was stellar in Killington, so chances are you’ll still be able to ski over Memorial Weekend, creating a unique “ski-bike-golf” atmosphere! Starting in May, the mountain operates Friday-Sunday only.
Hiking & Exploring Waterfalls
Late May is perfect for hiking around Killington, with trails reopening and waterfalls flowing strong from spring snow runoff. Some popular spots to check out:
- Thundering Brook Falls (pictured at left)
- Deer Leap Overlook
- Bucklin Trail to Killington Peak
- Nearby scenic trails throughout the Green Mountains
Fresh air, blooming landscapes, and fewer crowds make hiking especially enjoyable this time of year.
Explore Vermont’s Outdoors
Depending on conditions, Memorial Weekend is also a great time for:
- Scenic drives through Vermont
- Kayaking and paddling nearby lakes
- Brewery hopping and patio dining
- Exploring local shops and small towns around Vermont
Memorial Weekend Events in Killington
Memorial Weekend often serves as Killington’s unofficial kickoff to summer. The resort and surrounding area typically feature:
- Opening weekend celebrations for summer attractions
- Live music and patio entertainment
- Outdoor festivals and events
- Bike Park opening activities
- Seasonal dining and après-style gatherings
Where to Eat & Grab Drinks in Killington
Killington’s dining scene is casual, lively, and perfect for long weekend getaways.
Local Favorites
- JAX Food & Games — casual food, local beer, drinks, games, and live entertainment
- Lookout Tavern — known for wings, rooftop views, drinks, and a fun atmosphere
- The Garlic — cozy Italian spot ideal for group dinners
- Liquid Art Restaurant — a great local café for coffee, cocktails, breakfast, or a relaxed afternoon vibe
- The Foundry – a rustic lodge offering classic American food, a full bar, and live entertainment
Whether you want a laid-back patio lunch or a lively night out, Killington has plenty of options for groups and holiday weekend travelers.
Why Stay in a Killington Vacation Rental?
Make Memorial Weekend even more fun by staying with family and friends in a comfortable Killington home or condo.
Vacation rentals offer:
- More space for families and groups
- Full kitchens for cookouts and shared meals
- Outdoor decks, hot tubs, and mountain views
- Better value compared to booking multiple hotel rooms
- Flexible spaces to relax after a day outside
For holiday weekends especially, vacation rentals create a much more social and memorable experience. Instead of splitting up into separate hotel rooms, everyone can gather together for meals, drinks, games, and downtime between adventures.
Whether you’re planning a family trip, couples getaway, or group escape with friends, staying in a Killington vacation rental helps turn Memorial Weekend into a true mountain retreat.
Start Your Summer in the Mountains with a Visit to Killington
Memorial Weekend is one of the best opportunities to experience Killington before peak summer arrives. With comfortable weather, outdoor activities, scenic mountain views, and a lively but relaxed atmosphere, it’s an ideal destination for kicking off the season.
From biking and hiking to patio drinks and mountain sunsets, Killington offers everything you need for a memorable Vermont long weekend.
