Whether you are searching for outdoor adventure, culinary delights, or cozy activities, Middlebury offers a classic Vermont experience for guests looking to escape from the hustle and bustle of everyday life. Discover eight enchanting ways to explore Middlebury together at Swift House Inn. We’re here to help ensure you make memories that stand the test of time.
Dinner at Jessica’s
Looking for a special evening? Enjoy an exquisite dining experience at Swift House Inn’s very own restaurant, Jessica’s. Jessica’s sets the stage for a memorable evening with a carefully crafted menu filled with local ingredients complimented by our award-winning wine list. Be sure to end the night with a toast to your love. Cheers!

Hiking
Middlebury’s scenic landscape provides the ideal backdrop for a romantic outdoor adventure. Choose from the various hiking trails located near Middlebury to explore nature’s beauty. Whether you opt for a leisurely stroll or enjoy a more challenging trek, the stunning views and peaceful surroundings are sure to l bring you closer together. Check out the top 9 hiking trails near Middlebury, VT.

Wine Tasting at Lincoln Peak Vineyard



Sip your way into romance at Lincoln Peak Vineyard, a picturesque vineyard that is just five minutes away from Swift House Inn. The perfect date location, sit back and sample the diverse flavors of Vermont wines while taking in the gorgeous views of the rolling hills and lush vineyards. The relaxed atmosphere and fine wine make for the perfect day spent.

Enjoy a Spa Day at Waterfalls Day Spa
Treat yourselves to a spa day at Waterfalls Day Spa for ultimate relaxation. Rejuvenate, recharge, and reset as skilled therapists pamper you with massages or facials. The two of you will glow in love (literally). Be sure to request an appointment before you arrive!
Take a Sunset Drive
Take a scenic drive through Middlebury’s picturesque countryside as the sun sets. The warm, golden hues will cast a romantic ray on your romantic Middlebury getaway. Pack a picnic basket, stop at a viewpoint, and share a special moment. Check out Routes 125, 23, 30, and 74. You won’t be sorry!
Dessert and Coffee Date
Indulge your sweet tooth with a dessert and coffee date in Middlebury. Visit a local cafe or bakery and savor delicious treats and coffee in a cozy atmosphere. Downtown Middlebury is full of cafes to choose from. This simple, yet delightful experience is perfect for deepening your connection. Check out Otter Creek Bakery and Little Seed Coffee Roasters.
Stroll & Shop
Explore the streets of downtown Middlebury together through charming boutiques and shops. You’re sure to find unique treasures, from handcrafted jewelry to local art, providing you with the perfect opportunity to pick up a little something special to remind you of your romantic New England getaway. Check out Sweet Cecily, Vermont Book Shop, and the Stone Mill Public Market for great gift shopping.
Check out the Local Art Scene
Middlebury has a vibrant local art scene, offering galleries and exhibitions to explore: check out Sparrow Art Supply and Edgewater Gallery. Tap into your creative side together as you stroll through local art, which is always a romantic experience.
At Swift House Inn, we invite you to enjoy these romantic activities and create lasting memories with your loved one.

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