5 Best Historic Restaurants in Westport

5 restaurants available nearby

1. Washington Prime

4.8

Exceptional(1164)

Price: Expensive

• American • South Norwalk

Booked 27 times today

Winner of Best Steak in Connecticut and top steakhouses in the U.S. by the Food Network, Washington Prime has the privilege of framing SoNo’s newest structure at the corner of Washington Street and Water Street. Adding to this historic and progressive waterside community, this highly anticipated Eating & Drinking Well is driven by a culinary and beverage program that is not about gimmicks - just honesty and creativity. No stranger to high impact restaurants, Washington Prime is brought to you by some of the area’s most dynamic restaurateurs. The land and sea menu is a bit of Americana with cross-cultural influences, the space is multi-dimensional and the attitude is left at the door. Here, we eat, we drink and we join in the fun.

2. Hatter Piano Bar

4.8

Exceptional(3)

Price: Moderate

• American • Norwalk

Welcome to **Hatter Piano Bar** in Norwalk—a timeless experience with a modern twist. Housed in a beautifully restored historic hat factory, Hatter brings the charm of a classic piano bar to life with live music, crafted cocktails, and an elevated late-night menu. With performances every Thursday through Saturday, Hatter showcases skilled pianists, soulful vocalists, and DJ sets that add a contemporary vibe, creating an inviting ambiance that blends the nostalgia of Norwalk’s first piano bar with today’s energy. Sip on iconic cocktails like the Manhattan, Old Fashioned, and seasonal specialties, crafted to perfection. Choose from elegant dining and cozy lounge areas ideal for special occasions or casual nights out. Make your reservations and join us at Hatter Piano Bar for an unforgettable night of music, flavor, and history reimagined.

A photo of Baldanza at the Schoolhouse restaurant

3. Baldanza at the Schoolhouse

4.9

Exceptional(890)

Price: Expensive

• American • Wilton

Booked 21 times today

Join us at BALDANZA at the Schoolhouse, 34 Cannon Road, Wilton CT for an amazing meal where where every item on our menu is freshly hand crafted every day using only the highest quality clean ingredients! We are Located at historic Cannondale Village next to the Train Station at Cannondale (Wilton), CT. 203.309.5777

4. Roger Sherman Inn

4.6

Exceptional(821)

Price: Expensive

• Contemporary American • New Canaan

Booked 9 times today

Owners Joseph and Nes Jaffre invite you to enjoy memorable dining, beautiful accommodations and exceptional service in a landmark New Canaan inn within an hour of New York City.The dining room and bar feature French-inspired American cuisine with an extensive wine list as well as cocktails and light bites at the bar.Individually-decorated rooms and suites offer modern conveniences, luxury bath products and mini bars with gourmet snacks. The Roger Sherman can host up to 260 guests for Weddings, Baby and Bridal Showers, Bar & Bat Mitzvahs, Rehearsal Dinners, Business Meetings, Celebrations, Funerals and Intimate gatherings. Reservations are strongly suggested.Call us to plan your private event today 203-966-4541 ask for Nes.

A photo of Trattoria 'A Vucchella restaurant

5. Trattoria 'A Vucchella

4.8

Exceptional(463)

Price: Moderate

• Italian • Bridgeport

Booked 9 times today

In Bridgeport, Connecticut, Trattoria 'A Vucchella is an Italian restaurant that serves delicious and unique dishes based on classic, rustic Italian cooking. Its lunch and dinner menus are full of traditional Italian dishes broken up into antipasti, primi and secondi courses that will give you a tour of a variety of Italian tastes. Whether you’re in the mood to try some traditional honey beef tripe or littleneck clams sautéed in white wine and garlic or homemade potato gnocchi stuffed with crab, Trattoria 'A Vucchella will satisfy your desire. Trattoria 'A Vucchella prides itself on pleasing diners with its authentic Italian cuisine in a comfortable and relaxed dining atmosphere. So, no matter if you’re just looking for some antipasti and a glass of wine or are celebrating a big family style dinner, it’s just the place to do it.

Best Historic Restaurants in Westport

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5 restaurants available nearby

1. Washington Prime

2. Hatter Piano Bar

3. Baldanza at the Schoolhouse

4. Roger Sherman Inn

5. Trattoria 'A Vucchella

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