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Looking for romantic things to do in Vermont such as a marriage proposal? What better place to propose than in the prettiest small town in the US? A proposal is the beginning of a lifetime of new experiences and adventures together. It should be intimate, picturesque, and thoughtfully planned. Woodstock, Vermont offers a host of unique attractions all set in a quaint New England village. Experience the beauty of Vermont together and turn your proposal into the first of many adventures to come. Here are some of our favorite romantic marriage proposal places, ideas, adventures & Vermont getaways for couples to celebrate afterward in Woodstock. Book your Romantic Getaways in Vermont today!


romantic getaways in vermont Excellent Craft Breweries
romantic getaways in vermont Kayaking on the Connecticut River
Proposal Places
Fine Dining at Simon Pearce
Hiking in Vermont
Horseback Riding
Our Serene Garden Terrace

Craft Brews 

Vermont is known for the most sought after, limited quantity, seasonal beers the US has to offer. Loosen up a little bit before the proposal with the relaxed vibes and exceptional flavors of the nation’s top craft breweries. Here are our recommendations below:

Harpoon Brewery: Love beer? They do too! They love beer & they love life. It is all about the love at Harpoon Brewery. From IPA’s, their pumpkin seasonal, Octoberfest, Boston Irish Stout, craft cider, Saison, and more, they have something for everyone.

Long Trail Brewing Company: This brewery has been serving up cold ones since 1989. They have figured things out in 25 years and have over 20 exceptional craft beers. Guests can enjoy a cold one from Long Trail in our fun tavern. Some of their beers have fun names! Limbo IPA, Double Bag, Mostly Cloudy, Sick Day, Pumpkin Ale, Culmination, and many more.

McNeill’s Brewery: McNeill’s claims that beer is the reason they wake up every afternoon. They offer a slew of exciting beers. Patrons can enjoy a Dead Horse English IPA, Sunshine American IPA, Professor Brewhead Brown, Spiced IPA, Firehouse Amber Ale, Tartan Scotch Ale, and more. No matter your beer preference we have something for everyone with our large selection of bottled craft beers.

Get In The Water 

Rent kayaks for the day and take in the peaceful beauty of the wooded shoreline. When you come to the Cornish-Windsor covered bridge, pull out the ring and propose surrounded by the vibrant Indian paintbrush and the bubbling waters. Swimming at Silver Lake or renting a paddleboat or canoe is also a wonderful activity. View the Great River Outfitters for all your water needs!

A Romantic World Famous Restaurant 

Go for a classic dinner proposal at one of the most romantic restaurants in the US. Voted one of “America’s Most Romantic Restaurants” by Travel and Leisure and recipient of the Wine Spectator “Best Award of Excellence” – the dining room at the Mill is a wonderful way to experience Simon Pearce. Using fresh local ingredients, thoughtfully prepared creative American cuisine is served with the backdrop of the Ottauquechee River waterfall and covered bridge. With attentive, unpretentious staff, the restaurant has become a beloved go-to for special occasions. Take home hand-blown champagne flutes from the factory below to commemorate the occasion with our Simon Pearce Package.

A Romantic Hike 

Mount Tom and the Pogue Trail is a 5.1-mile loop where it is seasonally blanketed with wildflowers. The trail offers a number of activity options and is best used from April until October. Whether hiking in the summer or snowshoeing in the winter, this is the spot to get engaged.

Horseback Riding 

Pond Hill Ranch and Open Acre Ranch offers horseback riding. With over 2000 acres of land, you and your partner can enjoy the spectacular views as you both ride through the beautiful green mountains! Enjoy peace and quiet while taking in the ranch scenery. You can book a ride and plan the perfect proposal at one of the best proposal places.

Our Luxurious Inn With Beautiful Gardens 

At the end of an exhilarating day propose on our peaceful garden terrace and celebrate with a glass of champagne from the Tavern. Whether you pop the question on one of these special adventures or in our romantic bed and breakfast, we can help you make your engagement story an experience you will treasure for years to come. If you’re searching for the best romantic getaways in Vermont to plan your proposal, looking no further than to the Village Inn of Woodstock. Contact us today to learn about our romantic specials and packages, as well as all the places we believe to be the best proposal places in the area.

We have had guests stay with us that proposed here at our beautiful inn.

woodstock bed and breakfast
woodstock bed and breakfast
woodstock vt bed and breakfast
woodstock b&b vermont
vermont inn and bed and breakfast
vermont bed and breakfast