Where to Stay for Middlebury Parents & Family Weekend

Updated July 14, 2026

For Middlebury College Family Weekend, the Whitford House Guest Cottage is a quiet countryside base about 20 minutes from campus in Addison, Vermont. The private 865-square-foot cottage sleeps 4 with a king bedroom, a living-room sofa bed, and a full kitchen — room for the whole family and a place to regroup between campus events. Family Weekend falls in the fall, so it overlaps peak foliage; book direct early, as area lodging fills quickly. Rates run $195–$375 a night.

A calm home base for a busy weekend

Family Weekend is packed — classes to sit in on, games, a cappella shows, meals out. Coming back to a private cottage instead of a hotel room gives everyone space to relax. The cottage sleeps four, has a full kitchen for an easy breakfast before you head to campus, and looks out over ten quiet acres of gardens and farm fields.

Make a weekend of it

Because Family Weekend lands in the fall, you're arriving at one of the prettiest times of year in the Champlain Valley. Around the campus events, it's easy to add:

• A short foliage drive through Addison County's farm country.
• A hike up Snake Mountain for a wide view over the valley and Lake Champlain.
• Dinner in Middlebury or nearby Vergennes — see the dining guide.

Getting to campus

Whitford House is on Grandey Road in Addison, about 20 minutes from the Middlebury College campus and Middlebury's downtown, with parking at the cottage. Vergennes is roughly 15 minutes the other direction.