- TripBuzz discovered 83 different types of activities for couples in the Windsor area, including Gardens (like Great River Outfitters & The Path of Life Garden), National & State Parks (like Mt. Ascutney State Park), Hiking Trails (like Brownsville Trail) and Breweries (like Harpoon Brewery), and much more.
- We discovered a total of 96 date ideas in or near Windsor, Vermont, including 80 fun or romantic activities in nearby cities within 25 miles like Woodstock, Quechee, Ludlow and Killington.
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40.2 Miles
Visitors can stay in vintage cottages that were originally built in the 1930s at Cozy Cottages. Cozy Cottages also offers horseshoes, shuffleboard, a swimming pool, nightly bonfires, and wine tastings at the Otter Valley Winery.
40.3 Miles
75%
20 votes
1246 Franklin Street (Route 7), Brandon, VT 05733
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Family owned and operated, the Otter Valley Winery is spread over six acres. Tours of the vineyard and winery are held regularly along with frequent wine tastings, and guests can see the largest wine cask in Vermont.
40.4 Miles
Operating since 1968, the American Museum of Flyfishing provides permanent fly fishing collections and exhibitions. The museum features over 1,400 rods, 1,200 reels, and 22,000 flies along with art, photographs and other archival materials.
40.7 Miles
A group of local artists founded the Southern Vermont Arts Center in a historic Georgian mansion. Along with a permanent collection of more than 700 paintings, the center offers changing exhibits and a performing arts theater.
40.8 Miles
Access the 125-foot Lye Brook Falls waterfall via the Lye Brook Falls trail, where you'll follow old logging railroad grades and woods roads to the scenic falls, one of the highest in the state of Vermont.
41.1 Miles
Dedicated to creative discover, intellectual awareness, the Museum of Creative Process, bridges art and science offering visitors an insight into human relations. Featuring works of art, prose, lectures, and exhibits, visit today and be enlightened.
41.2 Miles
Many different items are available at Brandon Music. The record company Divine Art Records has CDs for purchase at the shop along with antiques, collectibles, and musical performances with English tea.
41.4 Miles
Popular for its breathtaking views of sweeping vistas is the Mount Horrid Observation Site. From the site visitors can watch active wildlife and overlook the surrounding marshland, ponds and surrounding mountains.
41.4 Miles
Located in the town of brandon at the Inn at Neshobe River, the Neshobe River Winery Tasting Room has a small vineyard. The tasting room is open all year (closed on Mondays and Tuesdays and also is home to Foley Brothers Brewing.
41.4 Miles
Showcasing over 50 artists, The Brandon Artists' Guild features paintings, wooden sculptures, and more in its gallery. It often hosts exhibits where visitors can meet an individual artist and see their work.