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The Owl Shop: A Unique Blend of Relaxation and Entertainment

Experience the vibrant culture of New Haven at The Owl Shop, where fine cigars meet live music and a cozy lounge atmosphere.

4.7

The Owl Shop, located in downtown New Haven, is more than just a cigar shop; it is a cultural hub that caters to aficionados and casual visitors alike. The moment you step inside, you are greeted by the rich aromas of premium cigars, inviting you to explore the extensive selection that spans local and international brands. Whether you’re a seasoned smoker or a curious newcomer, the knowledgeable staff is always ready to assist you in finding the perfect cigar to suit your taste. But The Owl Shop is not solely about cigars; it transforms into a lively bar and lounge as the sun sets. With a well-curated drink menu featuring craft beers, fine wines, and artisanal cocktails, it provides the ideal backdrop for socializing. The comfortable seating arrangements encourage guests to linger, making it a perfect spot for unwinding after a day of exploring the city. Adding to the ambiance, the shop frequently hosts live music events, showcasing local artists and creating a vibrant atmosphere. This makes it a fantastic place to enjoy a night out, whether you’re catching up with friends or meeting new people. The combination of great music, delicious drinks, and the unique experience of enjoying a fine cigar makes The Owl Shop an unforgettable stop on your New Haven itinerary.

Local tips

  • Visit during happy hour for special drink prices.
  • Check their schedule for live music events; they often feature local talent.
  • Don't hesitate to ask staff for recommendations on cigars and pairings.
  • Plan your visit on a weekend to enjoy a lively atmosphere.
  • Consider trying one of their artisanal cocktails for a unique flavor experience.
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A brief summary to The Owl Shop

  • Monday 4 pm-1 am
  • Tuesday 11 am-1 am
  • Wednesday 11 am-1 am
  • Thursday 11 am-1 am
  • Friday 11 am-2 am
  • Saturday 11 am-2 am
  • Sunday 12 pm-1 am

Getting There

  • Public Bus

    If you are starting from downtown Bridgeport, head to the nearest bus stop on Main Street. Take the Greater Bridgeport Transit bus route 1 towards New Haven. Stay on the bus for approximately 30 minutes. Get off at the stop at the intersection of College Street and Chapel Street. From there, walk north on College Street for about 3 blocks, and The Owl Shop will be on your left at 268 College St.

  • Train

    Make your way to the Bridgeport train station located at 525 Water Street. Purchase a ticket for the Metro-North Railroad towards New Haven. The journey takes about 20 minutes. Once you arrive at New Haven Union Station, exit the station and walk to the bus stop on the corner of Union Ave and George St. Take the Greater New Haven transit bus (look for the ones going towards College Street) and get off at College Street. Walk south on College Street for about 5 minutes, and The Owl Shop will be on your right at 268 College St.

  • Walking

    If you are already near the downtown area of Bridgeport, you can walk to The Owl Shop. Start at the Bridgeport City Hall located at 45 Lyon Terrace. Walk west on Lyon Terrace until you reach Main Street. Turn right on Main Street and head south until you reach the bus terminal. From there, you can catch a bus to New Haven or continue walking straight down Main Street for about 1.5 miles until you reach the intersection of College Street. Turn left on College Street and walk for another 5 minutes. The Owl Shop will be on your left at 268 College St.

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