Best Cigar Shops in Milwaukee for Quality and Atmosphere

Milwaukee offers a range of cigar shops where enthusiasts can find top-tier cigars, expert advice, and welcoming lounges. Whether you’re a seasoned smoker or just starting out, these local favorites provide the perfect setting to relax and enjoy a fine cigar.

1. Windy City Cigars

At Windy City Cigars, we offer a wide range of cigars, pipe tobacco, accessories, and smoking supplies through our online store. While we are based in Illinois, our products are available for delivery to Milwaukee and across the United States. We carry many well-known cigar brands, including Cohiba, Romeo y Julieta, Arturo Fuente, and Rocky Patel. Our inventory also includes pipe tobacco, tubes, rolling papers, lighters, and smoking pipes. For those in Milwaukee looking for a convenient way to access a wide cigar selection, we provide an online option with shipping.

Our website features various product categories to help customers find what they need quickly. Whether you’re into roll-your-own products or looking for premium cigars by the box, we keep a rotating inventory that includes both staple products and new arrivals. We also provide customer support through email and phone to assist with questions about orders or products.

Key Highlights:

• Online cigar shop with shipping to Milwaukee
• Carries cigars from brands like Cohiba, Rocky Patel, Acid, and more
• Offers a range of smoking accessories including lighters and rolling machines
• Inventory includes pipe tobacco and RYO supplies
• Weekly deals and a subscription option for discounts

Who Will Love This Place:

• Milwaukee residents looking for online cigar delivery
• People who roll their own cigarettes
• Smokers interested in a broad range of tobacco products
• Customers who want to shop by brand or category
• Those looking for an online alternative to in-person cigar shops

Contact Information:

• Website: windycitycigars.com
• Address: 912 Donata Ct, Lake Zurich, IL 60047
• Phone: (866) 233-8796
• E-mail: [email protected] 
• Facebook: www.facebook.com/windycitycigars.usa 
• Instagram: www.instagram.com/windy_city_cigars 

2. Uhle Tobacco Company

Uhle Tobacco Company has operated in Milwaukee since 1939 and continues to run a retail store and smoking lounge in the city’s downtown area. The business was originally started by John H. Uhle, who focused on pipe tobacco and pipe repair. Over the years, the shop expanded its offerings and moved just two blocks from its original location to its current space on Wisconsin Avenue.

The shop blends its own pipe tobaccos and also offers a selection of cigars. While the core of the business remains rooted in in-store sales and a local smoking lounge, Uhle Tobacco Company also maintains a presence online. They provide shipping for pipe tobaccos and cigars, making their products available to customers beyond Milwaukee. The lounge is open seven days a week with extended hours on weekends, offering a place for customers to sit, relax, and enjoy their purchases.

Key Highlights:

• Long-standing presence in Milwaukee since 1939
• Offers custom blended pipe tobaccos
• Maintains a retail store and lounge downtown
• Stocks a curated selection of cigars
• Products available for purchase in-store and online

Who Will Love This Place:

• Pipe tobacco users looking for custom blends
• Cigar smokers who prefer a quieter lounge atmosphere
• Downtown Milwaukee visitors or workers seeking a smoking spot
• Collectors or smokers interested in traditional tobacco shops
• Local residents looking for an in-person tobacco shopping option

Contact Information:

• Website: uhles.com
• Address: 114 West Wisconsin Ave, Milwaukee, WI 53203
• Phone: 414-273-6665

3. Shaker’s Cigar Bar

Shaker’s Cigar Bar operates in Milwaukee’s Walker’s Point neighborhood and combines cigars, food, drinks, and local history in a single location. The business is based out of a historic building that has served various roles since Prohibition, including a cooperage, speakeasy, and brothel. The current setup offers a cigar lounge with a vintage atmosphere, live music, and guided tours focused on the building’s past.

In addition to cigars, Shaker’s serves a full food and drink menu and maintains a focus on vintage spirits. The environment leans heavily into the historic and themed experience, which is reflected in their ghost tours and overnight Airbnb stays on-site. For Milwaukee residents or visitors looking for cigars paired with a broader social or historical experience, this location offers more than a typical lounge.

Key Highlights:

• Cigar lounge located in Milwaukee’s Walker’s Point neighborhood
• Combines cigars with food, cocktails, and spirits
• Offers themed tours focused on building history and paranormal activity
• Hosts live music and events throughout the week
• Operates out of a former Prohibition-era speakeasy

Who Will Love This Place:

• Cigar smokers looking for a social setting with food and drinks
• Visitors interested in historic or haunted locations
• People who enjoy live entertainment with a lounge atmosphere
• Milwaukee locals seeking something different than a standard cigar bar
• Guests who want to combine cigars with an evening out

Contact Information:

• Website: www.shakerscigarbar.com
• Address: 422 S. 2nd St., Milwaukee, WI 53204
• Phone: (414) 272-4222
• E-mail: [email protected]
• LinkedIn: www.linkedin.com/company/shakers-cigar-bar
• Facebook: www.facebook.com/shakers.milwaukee

4. Vape City Tobacco

Vape City Tobacco in Greenfield serves a wide range of customers from Milwaukee and nearby communities. The shop offers cigars, tobacco products, vapes, glass pipes, accessories, hemp items, and a small collection of snacks and clothing. The store includes a walk-in humidor stocked with cigars from brands like Fuente, Padron, Perdomo, and Davidoff. While the focus is broad, cigar smokers will find a variety of options in a dedicated space maintained for proper storage.

The store is open daily with long hours, making it convenient for local shoppers. Vape City Tobacco does not sell online, so all purchases are made in person at the Greenfield location. The layout is large and open, allowing customers to browse without pressure. In addition to cigars and tobacco, the shop carries vape gear, hookahs, edibles, sneakers, and alternative wellness products.

Key Highlights:

• Walk-in humidor with popular cigar brands
• Large retail space with multiple product categories
• Open every day with extended hours
• Located in Greenfield, serving Milwaukee and surrounding areas
• Offers vapes, glass, accessories, and more beyond cigars

Who Will Love This Place:

• Cigar smokers looking for in-person selection near Milwaukee
• People interested in a wide variety of smoke and vape products
• Visitors who prefer browsing large, open stores
• Shoppers looking for a mix of tobacco and alternative items
• Those in Greenfield or nearby areas looking for one shop with many options

Contact Information:

• Website: vapecitytobaccogf.com
• Address: 4969 S. 27th St., Greenfield, WI 53221
• Phone: (414) 455-8764
• E-mail: [email protected]
• Twitter: x.com/VCTGreenfield
• Facebook: www.facebook.com/people/Vape-City-Tobacco/100088487061458

5. Metro Cigars

Metro Cigars operates two cigar lounges in southeast Wisconsin, one in Germantown and the other in Brookfield, both within easy reach of Milwaukee. The business includes large walk-in humidors and full-service cigar and liquor bars. Customers can explore over a thousand cigar facings in the Germantown location, and both shops offer areas to sit and smoke on site. Metro Cigars also hosts events and makes space available for lounge rentals.

The shops focus entirely on in-person service, with no online sales, so purchases are limited to customers visiting either location. Each lounge has a slightly different schedule but remains open seven days a week. Both locations serve those looking for cigars and a space to relax without leaving the Milwaukee area.

Key Highlights:

• Two locations near Milwaukee: Germantown and Brookfield
• Walk-in humidors with a wide variety of cigar options
• Full-service bar available at both sites
• Smoking lounge access for customers
• Event hosting and room rentals offered

Who Will Love This Place:

• Cigar smokers looking for a full-service lounge experience
• Milwaukee residents open to short drives for a broader selection
• Groups looking to rent space for cigar-related events
• Customers who prefer buying cigars in person
• Anyone interested in pairing cigars with drinks in a casual setting

Contact Information:

• Website: metrocigarsllc.com
• Address: N102W19455 Willow Creek Way, Germantown, WI 53022
• Phone: 262-255-1996
• Facebook: www.facebook.com/Metro-Cigars-131972640170230
• Instagram: www.instagram.com/cigarsmetro

6. Prime Cigar Company

Prime Cigar Company operates in Brookfield, just west of Milwaukee, and combines a retail cigar shop with a smoking lounge and bar. The business is located inside Galleria West and allows indoor smoking, giving visitors a place to enjoy cigars on-site. The store includes a walk-in humidor stocked with various brands and blends, along with a bar that offers drinks to pair with cigars.

The setup is designed for customers who want more than just a quick purchase. Seating areas and a relaxed environment allow visitors to stay and enjoy what they buy. The shop also hosts occasional events and maintains a steady local following. While Prime Cigar Company does not sell products online, the location is accessible for Milwaukee-area customers looking for in-person service.

Key Highlights:

• Cigar shop with indoor smoking allowed
• Walk-in humidor with a range of cigar options
• On-site bar with drink service
• Located in Brookfield, within reach of Milwaukee
• Lounge seating available for customers

Who Will Love This Place:

• Cigar smokers who want to stay and smoke on-site
• Milwaukee residents looking for a nearby lounge
• People who like pairing cigars with drinks
• Visitors who prefer browsing cigars in person
• Customers who enjoy smaller, local cigar spots with bar service

Contact Information:

• Website: www.primecigar.net
• Address: 18900 W. Bluemound Rd., Brookfield, WI 53045
• Phone: (262) 754-5220
• Facebook: www.facebook.com/primecigarco
• Instagram: www.instagram.com/primecigarco

7. Tobacco World LTD

Tobacco World LTD is a local smoke shop based in Greenfield, serving the Milwaukee area for several decades. The store includes a large walk-in humidor with a wide range of cigar brands and facings, along with a selection of pipe tobaccos placed in accessible jars for sampling. The shop also stocks pipes, humidors, lighters, cutters, ashtrays, and other smoking accessories.

The layout of the store is designed to make browsing easy, and the seating area allows customers to smoke cigars or pipes on-site. Tobacco World does not operate an online store, so shopping is in person only. The store’s focus remains on providing a wide selection of products in a quiet and accessible environment for smokers in and around Milwaukee.

Key Highlights:

• Walk-in humidor with over 400 cigar facings
• Pipe tobacco available for sampling in-store
• Includes accessories like cutters, lighters, and humidors
• On-site seating area for smoking
• Serves Milwaukee and Greenfield area in person only

Who Will Love This Place:

• Cigar smokers looking for a large in-person selection
• Pipe tobacco users who want to sample blends before buying
• Milwaukee residents who prefer shopping locally
• People looking for a shop with a space to sit and smoke
• Customers who want basic accessories along with cigars or tobacco

Contact Information:

• Website: www.tobaccoworldltd.com
• Address: 4818 S. 76th st., Greenfield, WI 53220
• Phone: (414) 281-1935
• E-mail: [email protected]
• Facebook: www.facebook.com/tobaccoworldltd.milwaukee

8. Copperfield’s Cigar Lounge

Copperfield’s Cigar Lounge is a private cigar club based in Milwaukee, founded in 2019. The lounge offers a space focused on cigars, conversation, and a sense of community. Membership is required for access, which sets it apart from traditional walk-in cigar shops. The setting includes lounge areas designed for comfort and extended stays, with an emphasis on connecting members through events and a shared interest in cigars.

Located in the city, Copperfield’s operates more as a social club than a retail store. The lounge does not sell products online, and its use is intended for members and their guests. It has become a known spot in the local cigar scene for those who want a consistent place to enjoy cigars in a private setting.

Key Highlights:

• Private cigar lounge located in Milwaukee
• Membership required for access
• Lounge areas designed for extended stays
• Hosts events for members and guests
• Focus on community and cigar culture

Who Will Love This Place:

• Cigar smokers looking for a private, members-only environment
• Milwaukee residents interested in joining a cigar club
• People who enjoy spending time in lounge-style spaces
• Members seeking regular cigar-related events
• Those who prefer a more exclusive, quiet setting over public cigar bars

Contact Information:

• Website: www.copperfieldsmke.com
• Phone: (414) 533-4638
• E-mail: [email protected]
• Facebook: www.facebook.com/people/Copperfields-Milwaukee/100089004229844
• Instagram: www.instagram.com/copperfieldsmke

9. Lake Country Cigars

Lake Country Cigars is located in Delafield, west of Milwaukee, and offers a cigar retail space with a walk-in humidor, lounge, and bar. The store stocks a range of cigar brands and accessories, and the space includes a seating area for customers to stay and smoke. The bar serves craft beer, and the atmosphere encourages casual conversation among visitors.

The shop also hosts events that feature cigar brands and industry guests. Customers can attend regular gatherings such as tastings and promotional nights. Lake Country Cigars focuses on in-person shopping and does not operate an online store, but it is within driving distance for customers from Milwaukee. The setting combines cigars, drinks, and a laid-back environment.

Key Highlights:

• Walk-in humidor with a selection of premium cigars
• Lounge and bar serving craft beer
• Hosts regular cigar events and brand features
• Located in Delafield, with access for Milwaukee-area visitors
• Offers cigar accessories and membership options

Who Will Love This Place:

• Cigar smokers who want to pair cigars with craft beer
• Milwaukee-area residents looking for a lounge experience
• Visitors interested in cigar brand events and promotions
• People who enjoy relaxed social environments
• Customers who prefer shopping in-store and staying to smoke

Contact Information:

• Website: www.lccigars.com
• Address: 2566 Sun Valley Dr. Suite 1, Delafield, WI 53018
• Phone: (262) 646-7530
• Facebook: www.facebook.com/lakecountrycigars
• Instagram: www.instagram.com/lake_country_cigars

10. CigarScore

CigarScore is an online platform designed for cigar smokers to find, rate, and review cigar lounges and shops. The website includes user-generated reviews, brand content, cigar ratings, and directories of lounges across the country. CigarScore does not operate a physical cigar shop in Milwaukee or elsewhere but offers a searchable database that includes listings in the Milwaukee area and beyond.

The site also features cigar reviews, unboxing videos, and articles focused on cigars. While CigarScore is not a retailer itself, it links users to places where cigars can be purchased and offers general cigar-related content. For people in Milwaukee, the site may help identify local cigar shops, lounges, or upcoming events.

Key Highlights:

• Online directory for finding cigar shops and lounges
• Includes cigar reviews and user ratings
• Offers content like unboxings and cigar-related news
• No physical location or in-person retail
• Includes Milwaukee area listings in the search database

Who Will Love This Place:

• Cigar smokers looking to discover new shops or lounges in Milwaukee
• People who like to read or contribute cigar reviews
• Users interested in a nationwide directory of cigar-related businesses
• Visitors wanting to browse cigar content and learn about brands
• Business owners looking to list or promote their cigar lounge

Contact Information:

• Website: www.cigarscore.com

11. Cigar Place

Cigar Place is an online cigar retailer offering a wide selection of premium cigars, accessories, samplers, and gifts. The company does not have a physical store in Milwaukee but provides shipping services to customers across the U.S., including those in Milwaukee. The site stocks cigars from well-known brands such as Arturo Fuente, Montecristo, Oliva, Padron, and many others. Products are available as singles, packs, bundles, or boxes.

In addition to cigars, the online store includes humidors, cutters, lighters, ashtrays, and gift sets. Cigar Place is designed for customers who prefer shopping online, and the website also features rotating deals, samplers, and regular promotions. The store does not offer a lounge or in-person services.

Key Highlights:

• Online-only cigar retailer with delivery to Milwaukee
• Large selection of cigar brands, bundles, and samplers
• Offers cigar accessories like lighters, humidors, and cutters
• Multiple packaging options including singles and boxes
• Regular promotions and rotating discounts available

Who Will Love This Place:

• Milwaukee cigar smokers who prefer shopping online
• Customers looking for bulk or discounted cigar packs
• People seeking well-known brands without going in-store
• Buyers who want cigars and accessories in one place
• Those interested in online samplers and curated selections

Contact Information:

• Website: www.cigarplace.biz
• Phone: 1-800-913-0433
• Twitter: x.com/cigarplace
• Facebook: www.facebook.com/CigarPlacedotbiz

Conclusion

Finding a good cigar shop in Milwaukee really comes down to what kind of experience you’re looking for. Some places are focused on relaxing lounges with a full bar and a place to hang out, while others are more about a wide selection of cigars and tobacco products. Whether you prefer browsing in a quiet humidor, joining a private club, or ordering cigars online with delivery to your door, there are solid options around the city and nearby areas. Milwaukee has a mix of long-standing local shops, newer lounges, and online retailers that all cater to different tastes. It’s just a matter of finding the one that fits your style.