13 Best Restaurants in Woodstock, CT

Woodstock, CT, offers more than scenic views and historic charm—it’s also home to a variety of local dining spots that reflect the town’s character and community. Whether you're a local resident or visiting the area, these restaurants in Woodstock, CT, offer everything from casual comfort food to refined dining experiences. Below is a look at 13 of the best restaurants in the area, each offering its own unique contribution to the Woodstock, CT dining scene.

Located on a picturesque estate, the Mansion at Bald Hill delivers an upscale dining experience with seasonal menus and carefully prepared dishes. The elegant setting makes it a popular spot for special occasions and weekend dinners. Diners can enjoy classic American entrées, artisan desserts, and a well-rounded wine selection. The ambiance is peaceful and refined, reflecting the historic charm of the property.

Woodstock Tavern offers a welcoming atmosphere with a menu centered on American classics and pub-style comfort food. This neighborhood staple is known for its hearty portions, rotating draft beers, and consistent quality. It features regular live music and trivia nights, giving locals a reason to return frequently. The friendly service and relaxed setting make it suitable for both families and casual gatherings.

Part restaurant, part roadside stand, Sweet Evalina’s serves pizza, sandwiches, and homemade pies in a no-frills setting. Its relaxed vibe and locally sourced ingredients make it a community favorite. Visitors appreciate the rotating specials and the homemade quality of every dish. It also functions as a local hangout, with picnic tables and views of the surrounding countryside.

ANYA offers a refined dining experience with a globally inspired menu that includes contemporary American cuisine and European influences. Known for its carefully curated wine list and modern interior, this restaurant caters to guests seeking a more polished night out. Private dining rooms are available for events, and the menu changes with the seasons to reflect local ingredients. The attention to detail in presentation and service enhances the overall dining experience.

A hybrid of café and market, the Woodstock Trading Post provides fresh breakfast and lunch options made from locally sourced ingredients. The menu includes wraps, salads, baked goods, and coffee. Guests can also shop for small-batch pantry items, handmade crafts, and unique gifts while they wait. The casual, rustic setting and emphasis on local products reflect the values of the Woodstock community.

This charming inn doubles as a restaurant offering classic New England fare in an elegant setting. Guests enjoy the quiet ambiance and traditional meals like roast duck, seafood, and prime rib. Sunday brunch and seasonal holiday menus are especially popular with locals. The inn also hosts private events and weddings, making it a key destination in Woodstock.

Thai Basil brings authentic Thai cuisine to the Woodstock area, offering dishes such as pad Thai, curries, and stir-fry options. The setting is modest, but the food is flavorful and consistently well-reviewed. Vegetarian and gluten-free options are available, and the staff is accommodating to dietary needs. It’s a convenient and affordable choice for lunch or dinner with bold, satisfying flavors.

Located in a cozy farmhouse-style building, Elizabeth’s Farmhouse specializes in homestyle cooking. Its breakfast and lunch menus include pancakes, omelets, burgers, and daily specials. Known for its welcoming service, the restaurant has become a go-to for morning gatherings and weekend brunch. The relaxed pace and generous portions appeal to both locals and visitors looking for a down-to-earth experience. Daily specials add variety to the already solid menu.

This Irish-inspired restaurant and pub blends a casual setting with traditional pub fare. Diners can enjoy shepherd’s pie, fish and chips, and Guinness on tap. The menu also includes modern options like burgers and flatbreads, catering to a wide range of tastes. The warm, wood-accented interior and frequent live music contribute to the pub’s welcoming feel.

Technically located just outside Woodstock in Putnam, The Stomping Ground is well worth the short drive. It's a restaurant and live music venue known for its eclectic menu and artsy environment. Local bands, open mic nights, and rotating art displays give the venue a creative and vibrant energy. The menu ranges from comfort food to vegan and vegetarian options, attracting a diverse crowd.

Also located in nearby Putnam, 85 Main offers seafood-focused American cuisine in a contemporary setting. Sushi, oysters, and seasonal entrees highlight the menu, and the wine list complements the offerings well. The restaurant is known for its attention to presentation and high-quality ingredients. Outdoor seating is available in warmer months, offering views of downtown Putnam’s historic buildings.

A straightforward choice for pizza, subs, and American staples, Woodstock Grill & Pizza delivers on convenience and consistency. The menu is ideal for takeout or quick dining, including calzones, pasta dishes, and salads. It’s a reliable option for a casual family dinner or last-minute meal. Regular customers appreciate the generous portions and friendly service.

This restaurant and bar offers hearty meals, a casual setting, and a wide range of drinks. Known for steak, ribs, and burgers, the Black Dog Bar & Grille also features weekly events like trivia and live music. The space includes a large bar area and ample seating, making it suitable for group outings. It's a popular choice for locals looking to unwind after work or catch a game.

Jennie Kesselman approaches every real estate transaction with a strategic mindset, helping clients make informed decisions with confidence. She serves buyers and sellers across Connecticut, Massachusetts, and Rhode Island, offering personalized support at every step. Her credentials span luxury homes, commercial properties, and investment real estate, reflecting her versatility and in-depth knowledge of the market. As a recognized top 2% agent in the global network’s Chairman’s Gold Circle, Jennie’s track record reflects her commitment to excellence. In addition to her client work, she mentors emerging agents as a Buffini Certified Mentor and leads industry initiatives as Chairwoman of the NextGEN Council.

Contact Jennie Kesselman today for expert advice and personalized assistance navigating the Woodstock, CT real estate market.