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Windmill Tavern

About

The legendary Windmill Tavern is more than just a classic American bar; it is a living page of history nestled in the city of Bridgeport. Known for its authentic atmosphere, this USA establishment attracts those seeking a true old-school spirit, far away from shiny restaurant chains.

Windmill Tavern. Source: Kupi.com AI

The main highlight of the place is its vintage decor and recognizable facade, decorated with a model windmill that has become a symbol of hospitality in the region. Inside, guests find a warm setting with wood finishes and many historical artifacts on the walls.

The establishment is considered one of the oldest operating taverns in the county, retaining the charm of the mid-20th century. People come here not just for the menu, but for a unique sense of belonging to Connecticut's rich past.

Contacts

For your convenience, we have gathered the current contact details of the establishment so you can easily book a table or check the menu details before your visit. A visit to this historic tavern will be a great addition to your Connecticut itinerary.

Below is detailed information for contacting the management and the exact location address:

Address 400 Hollister St, Stratford, CT 06615, USA
Phone +1 203-378-6886
Official Website thewindmilltavern.com

What to Do

The main reason to drop by is undoubtedly their famous hot dogs. The recipe for their homemade sausages is considered one of the best in the area and frequently appears in gastronomic guides. In addition to these, the menu features classic American burgers, hearty sandwiches, and a variety of traditional snacks.

Those who love live culture should pay attention to the music program. The tavern regularly hosts performances by local bands, jazz nights, and themed events. The casual atmosphere is perfect for spending an evening at the bar, chatting with the bartenders and regulars who are always happy to share a few local legends.

The tavern's interior is an attraction in itself: you can spend a long time examining the collection of vintage items and old posters that create a unique backdrop for your photos. This place is ideal for those who want to forget the hustle and bustle for a while and enjoy the simple pleasures of quality food and good music.

Getting There

The establishment is located at 400 Hollister St, making it easily accessible for both locals and tourists. If you are traveling by car, it is most convenient to use the main city thoroughfares leading to the eastern part of the city; parking is provided for guests next to the tavern.

For those who prefer public transport, there are bus stops in the immediate vicinity of the bar served by regular city routes. A taxi ride from central Bridgeport takes only about 10–15 minutes, which is very convenient for an evening out.

If you are planning an extensive tour of the USA and the state of Connecticut, the Windmill Tavern makes for an excellent stop. Its proximity to the region's major transport hubs allows it to be easily included in any travel itinerary.

History & Facts

The history of the Windmill Tavern began back in 1934, almost immediately after the repeal of Prohibition. Over the decades, the establishment evolved from a simple roadside bar into a true cultural symbol of the area, carefully preserving the spirit of a bygone era.

The tavern owes its name to the decorative windmill that adorns the building's facade. This architectural element has become so recognizable that it has turned into the establishment's signature landmark, catching the attention of passersby and photographers for nearly a century.

Inside the bar, time seems to have stood still: the interior is decorated with vintage photographs and memorabilia that tell the story of city life in the mid-20th century. This spot has always been loved by local artists, workers, and musicians, creating a unique social mosaic.

Over the years, the tavern has changed owners several times, but each has strived to leave untouched the very authentic atmosphere that people value in classic American taverns. Today, it is officially listed among Connecticut's iconic historical must-visit locations.

Time Needed

To enjoy the local cuisine and soak in the old Americana atmosphere at a leisurely pace, visitors usually need between 1 and 2 hours. This is plenty of time for a full lunch or dinner with friends.

If your visit coincides with a music evening or a live performance, it's worth setting aside a bit more time—around 3 hours. The evening program at the tavern traditionally draws guests in with its cozy vibe and excellent sound quality.

Working Hours

The establishment is open to visitors daily, making it a great option for both a weekday lunch and a weekend break. The schedule is quite stable:

From Monday to Thursday, as well as on Sunday, the tavern welcomes guests from 12:00 to 22:00. On Friday and Saturday, the doors are open slightly longer—from 12:00 to 23:00, allowing you to fully enjoy the evening program.

Nearby

A stroll around the neighborhood after visiting the tavern will allow you to better feel the industrial and maritime heritage of the region. The combination of historical monuments and modern park areas creates excellent conditions for a full day of sightseeing.

Within a radius of a few kilometers, you will find many interesting locations—from majestic monuments to picturesque coastal lighthouses:

Attraction Name Distance (km)
Remington Shot Tower 2
Tongue Point Lighthouse 3.2
Henry Bergh Monument - Founder of ASPCA 3.8
Beardsley Park Splash Pad 4
US Navy Monument 4
Alice Street Park Splash Pad 4.1
Soldiers Monument 4.1
Perry Memorial Arch - Bridgeport 4.2
P.T. Barnum Statue 4.6
Splash pad 5.7

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