The Square Downtown Wilton280 Main Street

Select dates, Dec 2, 2026 - Mar 31, 2027

The Square Chalet, our private HEATED outdoor dining greenhouse transformed into a warm and magical holiday retreat. Designed for groups of four to six guests, the Chalet offers the perfect blend of winter charm and comfort—twinkling lights, festive greenery, soft candlelight, and a cozy cabin-inspired atmosphere. Enjoy our full food and drink menu, including all your favorite cocktails, comfort dishes, and seasonal specials, served right to your own private holiday haven. Whether you're gathering with friends, celebrating a special occasion, or simply looking for a unique winter dining experience, The Square Chalet delivers an unforgettable escape. Bundle up, settle in, and soak in the festive spirit—right in the heart of downtown Wilton. Reserve The Square Chalet today and enjoy the most magical outdoor dining experience of the season.-- $10 Cover Charge Per Person Available Thursday, Friday, and Saturdays starting December 5th. Two seating's a night- 5:30pm & 7:45pm. Two hour time slots for each booking. **Please note: A temporary authorization hold will appear on your card when you complete your reservation. This hold typically disappears within 1-2 business days (up to 5 days depending on your bank). You'll only be charged once for the final amount when your transaction settles. Some banks may show multiple pending charges temporarily - this is normal and will resolve automatically.**