Apple Orchards and Wineries to Visit During Your Next Vermont Romantic Getaway

For the perfect fall date day, pair Shelburne Orchards with nearby Shelburne Vineyard. At the orchard, you can pick apples and seasonal produce, sip fresh cider, explore the on-site distillery, and check out seasonal events. Then, trade apple trees for grapevines at Shelburne Vineyard, where the tasting room offers flights that make for an easygoing afternoon stop. The vineyard also hosts events and concerts throughout the season so it’s a fun option if you want to turn a simple orchard outing into a full day of tasting, wandering, and lingering together. 

While you’re in the area, stay at Blind Tiger Burlington, which is fittingly a love letter to Burlington. It’s a pied-à-terre originally built in 1881 and inspired by the sustainable living, artistic pursuits, and all around good people of Vermont. Hotel Vermont is also a great option. Ideally located downtown, it promises guests an authentic and local experience that is steeped in the heritage, artisan skills, local agriculture, and materials indigenous to the state and region.

When it comes to things to do in Vermont, Chapin Orchard is a charming stop for apple picking and soaking up the season’s scenery. The orchard’s country setting makes it easy to slow down and enjoy a few hours together among the apple trees. It’s the kind of place that pairs perfectly with a leisurely afternoon drive. Pick some apples, take in the foliage, and leave plenty of time afterward for a cozy dinner or drinks nearby.

In the area, we especially love The Essex Resort & Spa. Here, you’ll find a variety of activities including biking, hiking, golf, horseback riding, sailing, tennis, and cooking classes plus a renowned spa and two exceptional dining experiences. What more can you ask for during your romantic getaway?

Yates Family Orchard is a lovely stop if you’re looking to pair classic apple picking with a little local flavor. Beyond the orchard itself, the farm hosts seasonal events that bring an extra festiveness to a fall visit, while its selection of local foods and artisan goods makes it easy to browse, snack, and pick up a few Vermont-made favorites to take home.

In search of a place to stay during your romantic Vermont vacation? Opt for The Tillerman Inn & Restaurant, a thoughtfully restored 1790s farmhouse where historic New England charm meets contemporary comfort in the heart of Bristol. Nestled between Burlington and Middlebury at the foot of the Green Mountains, this seven-room boutique inn celebrates craftsmanship, local character, and the beauty of slowing down. 

Boyden Valley Spirits offers both wine and whiskey tastings, along with guided tours that give you and your love a closer look at the craft behind the bottles. Ready to sip something local and add a touch of indulgence to an afternoon of exploring Vermont’s countryside? This estate is the place to do it.

When it comes to romantic hotels in Vermont, Sterling Ridge Resort comes to mind. This resort offers private trails for walking, a pond for fishing or paddling, and a seasonal outdoor heated pool, all set in the peaceful countryside. 

New England Inns and Resorts was founded in 1907 and has been devoted to providing unforgettable experiences ever since. With over 350 hotels, inns, and resorts located across New England, we support exceptional hospitality with a dedication to keeping it local at every location.