Eat 'N Stay
Pittsfield Original General Store: Your best bet for after trail refueling. Locally sourced, creative and healthy cuisine. Burgers and wraps, hand cut fries, smoothies and fresh juices, craft beers and an incredible wine cellar.
Insider's Tip: Inspired road food is their specialty, but there are a few healthier options as well.
The Wild Fern: Artisan bagels, breads and pastries made with love. Local ingredients. Mind blowing pizza. Folk music and rock n roll.
Insider’s tip: Heather, the hostess, proprietor, and chef, will customize your meal if you let her. Let her!
Picarello's Pizza: Homestyle, delicious pizzas.
Insider’s Tip: The eggplant pie is their ace in the hole.
The Clear River Tavern: Beer on tap. Pool tables. Satisfying pub grub.
Insider’s Tip: Wing nights rule!
Amee Farm Lodge: Beguiling surroundings. Elegantly rustic rooms. Innkeepers, (Chris and Matthew) who are at the top of their game.
Insider’s Tip: The innkeepers resonate with the details and will go out their way to optimize your experience!
Trailside Inn: A refurbished ski lodge with beautiful rooms just far enough off the main drag. Both economical and high quality.
Insider’s Tip: The inn is almost exactly half way between Killington Resort and Pittsfield and pretty darn close to each, making it the ideal location for adventures in both places.
Swiss Farm Inn: Family run, comfy and economical.
Insider’s Tip: The World’s Best Breakfast is quite good, honestly.
Muddy's Hut and Shrek's Cabin: Zero waste hut--a trailside sanctuary to reconnect with simple pleasures.
Insider’s Tip: Ask and you shall recieve. Email for details.
Gifford Woods State Park: A major watering hole on the edge of Killington for through hikers. Idyllic location between sublime Kent Pond and a string of cascades.
Insider’s Tip: Secure your food at night or expect a visit from Yogi and BooBoo.