Planning an Okemo Valley Escape

for your Valentine

Whether you're looking for high-octane mountain thrills or a slow, candlelit retreat, we have done the heavy lifting for you. We’ve meticulously curated a choose-your-own-adventure itinerary for the ultimate weekend for you and your Valentine.

From the moment you check into your Open Door Vacation Rental, you’ll have a roadmap of the valley’s top to-do's at your fingertips. We’ve laid out three distinct paths for every part of your trip:

The Ultimate 2026 Bucket List: 26 Unforgettable Things to Do in the Okemo Valley

Whether you are planning a snowy family retreat for early '26, a summer lakeside escape, or are chasing the legendary foliage of autumn, the Okemo Valley is ready for you. While specific event dates for 2026 are still under wraps, the best the region has to [...]

Apres Afternoon Entertainment

This isn't your parents' après-ski scene. While the live music warms up the atmosphere and the Last Chair Slopeside Bar serves up cozy drinks for the grown-ups, we’ve lined up truly child-friendly entertainment. From roaming magicians and engaging performers to fun activities like face painting, ensuring the [...]

 Shop Local, Ship Anywhere: Okemo Valley Style

One of the greatest charms of the Okemo Valley is its collection of unique, independent businesses. While nothing beats a stroll through the quaint villages of Ludlow, Weston, or Chester, we know many of our friends and clients are spread across the [...]

As the vibrant foliage of the Okemo Valley begins to signal the approach of cooler weather, many of us are already reaching for our favorite cozy sweaters and jackets. But for some of our neighbors, the colder months can bring significant hardship. That's why we're thrilled to announce the return of our annual Coat Drive, dedicated to [...]

VIEW OUR AVAILABLE 2025-2026 SEASONAL RENTALS HERE!

The leaves are starting to fall, and for many of us, that means one thing: ski season is just around the corner! If you're planning an extended stay near the slopes this winter, finding the right seasonal rental can make all the difference. It's not just about a roof over your head; it's [...]

Your Essential Fall To-Do List in the Okemo Valley!

As the crisp air sweeps through the Green Mountains and the hillsides ignite with fiery reds, brilliant oranges, and golden yellows, there's no denying it: fall in Vermont's Okemo Valley is pure magic. So, grab your flannel, sip some cider, and get ready to check off these must-do [...]

5 Top Swimming & Boating Spots in the Okemo Valley to Visit Before Summer Ends

Summer in the Okemo Valley is a season full of water adventures, from swimming in pristine lakes to paddling through scenic rivers. With the warm weather still lingering, now's the perfect time to explore these top spots before the season wraps up. Here are [...]

Ludlow Market Snapshot – June 2025

(compared to May)

Inventory in Ludlow rose by 22% this month, shifting the market slightly in favor of buyers as supply outpaced June’s softer demand. Historically, July tends to kick off our busiest summer activity, so it will be interesting to see if buyer interest rises to meet this growing [...]

Youth Summer Programs around the Okemo Valley

With a variety of youth programs and camps offered throughout the region, kids have the opportunity to explore nature, develop new skills, and make lasting memories. Whether your child is interested in outdoor adventures, arts and theater, or sports, the Okemo Valley has something for everyone [...]