If you’re searching for a peaceful New England getaway with colonial charm, I’d love to point you toward Woodstock, Connecticut. When I visited this gem in the state’s Quiet Corner, I was completely taken in by the rolling hills and historic character—you’ll feel like you’ve stepped back in time, in the best possible way.
I spent the morning exploring antique shops and local farms, and you might find yourself drawn to the same kind of slow, satisfying wander. Touring the castle was a highlight for me—it’s not every day you stumble upon something so grand tucked into the countryside. I topped off my day with a glass of local wine, watching the sun dip behind the fields, and I’d absolutely recommend you do the same. If you’re after rustic relaxation with timeless beauty, I think Woodstock will charm you just like it did me.
Woodstock, CT Highlights:
- For History Buffs: Tour the Roseland Cottage – Explore a vibrant pink Gothic Revival house with Victorian gardens and period furnishings.
- For Wine Enthusiasts: Sip at Taylor Brooke Winery – Sample small-batch wines or hard cider while overlooking scenic vineyards.
- For Leaf Peepers: Drive the Quiet Corner Scenic Byway – Discover colorful foliage, covered bridges, and peaceful farmlands in autumn.
- For Shoppers: Hunt for treasures at Woodstock Antiques – Browse colonial relics, Americana, and charming vintage finds.
- For Families: Go apple or pumpkin picking at Woodstock Orchards – Seasonal fun with cider, hayrides, and classic New England views.
Best Time to Visit Woodstock, CT
The best time to visit Woodstock is in the fall (September to October) for foliage and harvest festivals, or in the late spring and summer (May through August) for outdoor events, picnics, and winery visits.
How to Get to Woodstock, CT
- If you are traveling by car: Woodstock is accessible via CT Route 169, about 1 hour from Hartford, 1.5 hours from Boston, and 2.5 hours from NYC.
- By Train: The nearest Amtrak station is in Worcester, MA (about 40 minutes away), with rental car options available.
- By Air: Bradley International Airport (Hartford/Springfield) is just over an hour’s drive.
Where to Stay in Woodstock, CT
- Recommended for Couples: The Inn at Woodstock Hill – A romantic inn with Colonial-era charm, peaceful grounds, and gourmet breakfast.
- For Families: Quiet Corner Inn – A budget-friendly option just minutes from local attractions and scenic drives.
- For a Rural Retreat: Sweet Pea Farm B&B – Stay on a working farm with cozy rooms, walking trails, and friendly animals.
Best Things to Do in Woodstock, CT
For romantics: Roseland Cottage - Tour the Gothic Revival home and admire unusual architecture on an affordable weekend trip.
For wine lovers: Taylor Brooke Winery - Savor local wines and enjoy scenic views on a relaxing summer afternoon.
For shoppers: Scranton's Shops - Browse antiques and discover unique finds on a quick stop through Woodstock.
For families: Devon Point Farm - Visit this working farm and enjoy family-friendly sights in a peaceful rural setting.
For foodies: Woodstock Orchards - Pick fresh apples and savor homemade treats on a fun fall outing.
For casual sippers: Pomfret Wine and Spirits - Explore curated selections and discover new favorites during your easy wine-tasting trip.
For fine dining fans: The Mansion at Bald Hill - Dine in elegance and enjoy a romantic evening at this historic country inn.
For music lovers: The Vanilla Bean Cafe - Relax with hearty fare and enjoy live music during your weekend visit.
In Summary...
(and if you want to revisit my photo journey)- • For romantics: Roseland Cottage
- • For wine lovers: Taylor Brooke Winery
- • For shoppers: Scranton's Shops
- • For families: Devon Point Farm
- • For foodies: Woodstock Orchards
- • For casual sippers: Pomfret Wine and Spirits
- • For fine dining fans: The Mansion at Bald Hill
- • For music lovers: The Vanilla Bean Cafe