Fall Foliage Weekend Getaway

Northwest Connecticut is widely known for its exceptionally scenic drives. Featured in Yankee Magazine, the Boston Globe, and the Huffington Post, the 8 towns of DiscoverNWCT are the premier place to view spectacular fall foliage during the end of September, beginning of October. Pick a weekend to spend with your significant other or a group of friends and follow our weekend itinerary for the perfect fall getaway.

First stop, Sharon. Head out of work early on a Friday afternoon and miss the rush hour traffic to spend a night at the recently renovated, Sharon Country Inn. Wake up early and take a stroll through the Sharon Town Green. A variety of trees are marked with information for those looking to learn a little more.

Detour through Millerton, NY by taking Route 361, over to Route 44 and up to Salisbury for breakfast. This route winds through local farmland and you’ll be sure to catch beautiful scenes of horses, cows and the changing leaves. Stop for breakfast at White Hart Provisions. The general store and cafe recently opened and offers an ever changing menu created by their award winning culinary team. Menu items include paninis, seasonal salads and baked goods. Coffee is roasted by hand in West Stockbridge, MA.

Backtrack just a bit to Lakeville for a spa day with Ellora Spa and Sanctuary at the Interlaken Inn. Spend the day relaxing in pure bliss with their most popular spa offering including a 60 minute massage, 60 minute anti-aging facial plus a 30 minute hand and foot rejuvenation. You’ll feel like a king or queen with champagne, wine, a light lunch and seasonal chocolate dipped fruit.

Now that you’re sufficiently pampered, hop back on Route 44 and follow it all the way to Norfolk. The 20-30 minute ride is an easy cruise and you’ll be sure to catch some more beautiful fall foliage. Along the way you’ll pass over the Housatonic River and through the center of North Canaan. Immediately after the Haystack Mountain State Park, you’ll come to the center of Norfolk where you can catch dinner and a show at Infinity Hall. The music hall has been around since 1883, seats 300 and has a variety of entertainment all weekend long.

Follow Route 44 West back to Falls Village and spend the night at The Falls Village Inn. Grab a nightcap from the Tap Room and retire in a room fit for a royal. The inn is listed on the National Register of Historic Places and was built more than 175 years ago. Designed by Bunny Williams herself, the beautifully appointed rooms were recently restored in 2010.

Prepare yourself for another day full of activity by waking up early and heading up Route 7 to Blackberry River Baking Co. in North Canaan. The Brooklyn based couple decided to move up to Canaan to buy the cafe and lucky for locals, they are now a hot spot for freshly baked desserts made from scratch plus breads, custom cakes and breakfast served all day. Specials change every week and include locally sourced ingredients for the full farm-to-table experience.

Eat breakfast and order your lunch to go to head down to Goshen. Follow Route 63 down to the center of town and visit Miranda Vineyard, one of Goshen’s hidden gems. The family owned winery is open for tastings all weekend long and is the best place to enjoy a picnic lunch with a bottle of wine that you can purchase on premise.

Cork your wine, hop in the car and drive down Route 4 to 128 and stop at the Cornwall Covered Bridge. The historic bridge was built in the mid-1800s and is one of few covered bridge in New England. It was put on the National Register of Historic Places in 1975 and to this day continues to handle regular town traffic. Parking is available for those looking to take a walk along the river and take photos along the path where many launch their kayaks and canoes during the hot summer months.  

Travel over the bridge and go left to hop on Route 7 South. A 15-20 minute drive will take you to Kent Falls State Park. There is a ¼ mile hike up along the side stair path where you can look down on the 250 foot waterfall that meets with the Housatonic River. Mentioned in multiple publications throughout the years, Kent Falls is one of the top destinations for leaf peeping.

Finish your weekend excursion with some light retail therapy and dinner in Kent. Antiques, clothes, jewelry and fine art shopping. Baked goods, pizza, classic American and Japanese restaurants. Kent is a hub of any and everything you could be looking for.  If you’re not sure where to start, park right on Main Street and visit the Kent website.

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