A Fun Day Trip Near Woodstock, VT

How To Wear A Tunic Sweater
By Jess
7 May 2023

If you’re up for a little adventure here are some recommendations for a fun way to explore when you’re ready to venture out of town.

If you are traveling to Woodstock you may be looking to explore to some of the other quaint and charming towns in Vermont. Lucky you, Vermont is a fairly small state and Woodstock is located centrally so you can easily explore many surrounding towns. One of our favorite southern Vermont towns is Manchester, Vermont. Manchester is known as the home to Hildene, former home to Abraham Lincoln’s son Robert, The American Museum of Fly Fishing, Southern Vermont Arts Center and Mount Equinox, not to mention a flourishing food and shopping scene.

Neighboring village to Manchester, Dorset, is a charming small country town with a darling bakery and general store. Manchester and Dorset would make an excellent day trip from Woodstock to see another beautiful part of Vermont.


Manchester and Dorset are an hour and 15 minute drive from Woodstock. The drive through the Green Mountains and Lake Region is absolutely stunning. 


Up for Breakfast

Begin with breakfast at Up for Breakfast. Just ask anyone where to go for breakfast, everyone will tell you to hit Up For Breakfast. The pancakes and eggs are always a crowd pleaser. If you’re looking for a great no frills diner experience, this is it.


The Dorset Bakery

For lunch head to Dorset, a 10 minute drive from Manchester to the Dorset Bakery. The Dorset Bakery is a sweet little bakery perfect for both breakfast and lunch. They have a lovely little sitting area both indoors and outdoors and you can also take sandwiches to go if you have a fun-filled day ahead. 


The Crooked Ram – The Yard

End your day by dining al fresco at The Crooked Ram‘s seasonal outdoor restaurant, The YardThe Crooked Ram is a delicious new restaurant in Manchester with both indoor and outdoor seating. At the Crooked Ram they pride themselves in their playful and diverse menus honoring local Vermont produce and seasonal offerings. In the outdoor back patio, The Yard, enjoy a hip vibe, upbeat music, mouth-watering food and an incredibly hospitable and lovely staff. Try the olives, burrata, and Margherita pizza. 


Things To Do

The Equinox Preserve Pond and Trail

Next take a leisurely stroll, hike or mountain bike ride at The Equinox Preserve Pond and Trail. The Equinox Preserve and Pond Trail includes 11 miles of maintained trails ranging in difficulty along the slopes of Mt. Equinox. In addition, the trails are pet friendly (on leash). Choose your adventure whether that is an easy pond loop or a more challenging summit climb. Recommended hikes and views include Equinox Pond, Robin’s Lookout and Lookout Rock and Lye Brook Falls.


Stratton Snow Making Pond

Enjoy your afternoon at the Stratton Snow Making Pond, Manchester’s favorite local leisurely summertime swim spot. Stratton Snow Making pond located just 15 minutes outside of Manchester. Set amongst the Green mountains, the Stratton Snow Making Pond, is utilized as Stratton Mountain’s snowmaking resource in the winter but transforms into swim and paddle heaven come summer. 


The Dorset Marble Quarry

On your way back to Manchester stop at The Dorset Marble Quarry. The Dorset Marble Quarry is the first marble quarry in the United States. This beautiful swimming hole is surrounded by large marble, and crystal clear, refreshingly cold water. This local swimming spot has both marble and grassy areas for lounging and cliff jumping for thrill seekers!



The Mountain Goat

Late morning head into Manchester Center for some shopping. For outdoor enthusiasts try The Mountain Goat for all the gear, shoes and clothing you need. They have an amazing selection of brands and styles for the whole family including: Patagonia, Prana, Teva, Columbia, Chaco, Birkenstock, Blundstone, Salomon, Smartwool and many more. 


The Northshire Bookstore

Don’t miss the magical Northshire Bookstore. This beautiful, well-maintained and designed bookstore is equal parts quaint and exquisite with levels and sections for every need, whether you are looking for your next book, stationary or a children’s gift. You could spend hours here so plan accordingly. If you only have time for one shop in Manchester, The Northshire Bookstore is a must! 


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