There is something impulsive about jumping behind the wheel of your car and taking an unexpected road trip. Sometimes it’s more about the journey than the destination. Connecticut Route 169 has that two-lane country road experience along with a few unique roadside stops that make this scenic drive one of the best in the state.

Connecticut Route 169 runs from the Massachusetts border to Lisbon. It is 32 miles long and a designated state scenic byway.

google maps

You’ll encounter plenty of great windshield views on your journey, passing by quaint farms, rustic stone walls, and plenty of other sights. But there are also a few must-do pit stops along the way to make your journey complete.

Flickr/Doug Kerr

  1. Roseland Cottage

TripAdvisor/Elida G Roseland Cottage in Woodstock is one place you won’t miss on Connecticut Route 169. The brightly colored exterior of this historic home may be the most eye-catching sight on this road. Built in 1846, this historic landmark now operates as a museum.

556 CT-169, Woodstock, CT

  1. Mrs. Bridges Pantry

TripAdvisor/Elida G Please note, Mrs. Bridges Pantry has permanently closed. If you are up for a cup of tea and some amazing scones, Mrs. Bridges Pantry offers a nice respite from the open road. This spot is a quirky little tea room with a British flair that you will absolutely fall in love with.

292 CT-169, Woodstock, CT

  1. Scranton’s Shops

Facebook/Scranton’s Shops You’ll want to do a little shopping on your scenic road trip and Scranton’s Shops is just the spot. This antique mecca in the middle of nowhere has unlimited treasures just waiting to be discovered. Whether you are browsing or buying, this is the ideal place to stretch your legs.

300 CT-169, South Woodstock, CT

  1. Lapsley Orchard Farm Stand

TripAdvisor/Elida G While cruising down a scenic road, nothing seems more natural than to make a pit stop at a farm stand. Lapsley Orchard Farm Stand in Pomfret offers all the fresh fruits and veggies you could want. The friendly staff makes this shop all the more appealing to locals and tourists alike.

403 Orchard Hill Rd., Pomfret Center, CT

  1. Canterbury Cones

TripAdvisor/Wolfhawke This back roads ice cream trailer serves up some delicious hot dogs and frozen treats. You will definitely want to slow down for this quaint roadside stop. A wonderful outdoor seating area with plenty of spots allows you to enjoy these wallet-friendly and quite delightful snacks. 57 N Canterbury Rd., Canterbury, CT

Have you ever taken a trip down Connecticut route 169? Where did you stop and what did you see? Let us know in the comments section below.

google maps

Flickr/Doug Kerr

TripAdvisor/Elida G

Roseland Cottage in Woodstock is one place you won’t miss on Connecticut Route 169. The brightly colored exterior of this historic home may be the most eye-catching sight on this road. Built in 1846, this historic landmark now operates as a museum.

556 CT-169, Woodstock, CT

Please note, Mrs. Bridges Pantry has permanently closed. If you are up for a cup of tea and some amazing scones, Mrs. Bridges Pantry offers a nice respite from the open road. This spot is a quirky little tea room with a British flair that you will absolutely fall in love with.

292 CT-169, Woodstock, CT

Facebook/Scranton’s Shops

You’ll want to do a little shopping on your scenic road trip and Scranton’s Shops is just the spot. This antique mecca in the middle of nowhere has unlimited treasures just waiting to be discovered. Whether you are browsing or buying, this is the ideal place to stretch your legs.

300 CT-169, South Woodstock, CT

While cruising down a scenic road, nothing seems more natural than to make a pit stop at a farm stand. Lapsley Orchard Farm Stand in Pomfret offers all the fresh fruits and veggies you could want. The friendly staff makes this shop all the more appealing to locals and tourists alike.

403 Orchard Hill Rd., Pomfret Center, CT

TripAdvisor/Wolfhawke

This back roads ice cream trailer serves up some delicious hot dogs and frozen treats. You will definitely want to slow down for this quaint roadside stop. A wonderful outdoor seating area with plenty of spots allows you to enjoy these wallet-friendly and quite delightful snacks. 57 N Canterbury Rd., Canterbury, CT

If you are yearning for more scenery in the Nutmeg State, check out these ten small towns that are a picture perfect place to visit.

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