Looking for a Bed and Breakfast in Lakeview? Try These

If you’re planning on visiting the vibrant Lakeview neighborhood, consider staying at one of the charming bed and breakfasts (B&Bs) in the area.

B&Bs provide a great accommodation option for anyone looking for a relaxing escape. You’ll quickly find that bed and breakfasts offer a cozy and personalized lodging experience that you can’t find at a hotel.

When staying at a B&B you can expect to receive a huge bang for your buck. Bed and breakfasts tend to go out of their way to make guests stay comfortable by providing extra attention and service to make your trip feel special. Don’t be surprised if you’re greeted upon arrival with a fresh batch of cookies or homemade refreshments.

Additionally, bed and breakfasts make for a great way to truly live like a local. They provide visitors with a homey setting in the heart of the place they’re looking to explore.

Discover for yourself some of the top bed and breakfast in Lakeviews that will ensure a memorable trip:

Old Chicago Inn (3222 N Sheffield Ave): This adorable B&B is sure to enhance your stay in the Lakeview neighborhood. Located only four blocks from Wrigley Field right and around the corner from public transit, this spot is hard to beat. In addition to a delicious continental breakfast, guests can treat themselves to complimentary dinner two doors down at Trader Todd’s, one of the popular local bars. Other amenities include gym access, WiFi, television, and printer access.

Joy’s Joy Victorian Bed and Breakfast (1448 W Pensacola Ave) If you’re looking for a charming and quiet place to stay in Lakeview, this may be the move. This B&B is a historic Victorian home built in 1900, but fully renovated for a comfortable stay. Joy’s is conveniently located to public transit, frequent taxi service, Lake Michigan, and Wrigley Field. It’s also within walking distance of dozens of boutiques, restaurants, and neighborhood bars.

The Villa Toscana (3447 N Halsted St): This beautiful bed and breakfast promises a welcoming overnight experience in Lakeview. The B&B was built in 1892 as a guesthouse situated behind a stunning Victorian property. Spend the evening steps away from some of the area’s best nightlife and enjoy your morning breakfast among the gorgeous seasonally-landscaped yard.

For your next trip to, be sure to arrange at least a couple of evenings at one of these delightful bed and breakfasts in Lakeview, Chicago!

Greatest Places for Shopping in Lakeview 

Lakeview offers the quintessential Chicago neighborhood, complete with some of the best dining, nightlife, and shopping in the Windy City.

Discover the best shopping in Lakeview, Chicago, within the neighborhood’s favorite business districts.

The Southport Corridor

This trendy shopping area attracts a variety of shoppers, from fashionistas to the family-oriented. It’s also easily accessible for residents or visitors via the CTA Brown Line and a short walk from Wrigley Field.

Here you can find a great mix of popular chains as well as independently owned specialty shops and boutiques scattered along Southport Avenue.

If you’re on the hunt for some fashion-forward purchases, check out Krista K boutique for a great new outfit and then find the perfect accessories or handbag over at M2 boutique or Stella Blue Design.

Baby Dolls Boutique offers some of the cutest baby and children’s apparel in the city if you’re looking for a unique baby shower gift or searching for adorable clothes for your own kiddos. 

End your day of shopping at one of the delicious restaurants around Southport, including Coal Fire Pizza, Crosby’s Kitchen, and Coda Di Volpe.

The Lincoln Hub

While this shopping district has not yet gained the same amount of attention as the Southport Corridor, the area will not disappoint.

The Lincoln Hub is located along Lincoln Avenue, from Diversey to Belmont Avenue, and maybe Chicago’s best-kept shopping secrets.

This accessible and inclusive area provides a quaint atmosphere, along with an eclectic mix of authentic Chicago businesses and creative start-ups. Shoppers will be blown away by the impressive amount of mom and pop shops throughout.

For a handmade assortment of candles, be sure to stop in Waxman Candles. Also, take advantage of the store’s candle making classes offered throughout the year.

Heritage Bicycles and General Store provides a one-of-a-kind shopping experience. Along with handmade bicycles, you can also find a tasty selection of coffee here.

The Paulina Station District

This hip shopping district, conveniently connected to downtown with easy access to public transit, attracts a great mix of families and young professionals alike.

You can find a great collection of shops located right around the Paulina Brown Line stop, near the Lincoln-Belmont-Ashland intersection. 

The community area is home to iconic shops, like Chicago Music Exchange, as well as Chicago institutions offering vintage charm, including Dinkel’s Bakery and Paulina Market.

Many Lakeview locals pride themselves on the area’s creative identity and the success of the increasing number of local, independent businesses in the Paulina Station DIstrict.

Regardless of what you’re looking for, the diverse Lakeview shopping districts offer it all. Spend a day shopping in Lakeview so you can see for yourself everything that this charming neighborhood has to offer!

7 Boutiques in Lakeview Chicago That You Have to Visit 

The vibrant Lakeview neighborhood makes the perfect spot to live, explore, and shop.

For a day full of shopping and soaking up the charming community, head over to the bustling commercial districts along Belmont Avenue, Lincoln Avenue, Clark Street, Halsted Street and Broadway Street.

Around this area you can find a few of our favorite boutiques in Lakeview, Chicago:

  1. The Coleette Collection (2858 N Clark St): If you’re in need of a brand new weekend outfit, this is the perfect one-stop spot. This trendy boutique offers an incredible assortment of women’s fashion. Whether you are on the hunt for handmade jewelry or looking for contemporary brands and styles, discover your dream wardrobe here.
  2. Krista K (3458 N Southport Ave): This female fashion boutique was designed for those trendsetters looking for an upscale shopping experience. While clothing is a bit more pricey here, this shop promises high quality, luxury, and a whole floor of premier denim!
  3. The Chicago Music Exchange (3316 N Lincoln Ave): This boutique is every musicians’ and collectors’ dream. Along with new, vintage, and used guitars, you can also find an impressive selection of music gear and fun swag.
  4. Art De Triumph (2938 N Clark St): Since 1987 this boutique frame shop and art gallery has remained a neighborhood favorite. Stop by and admire beautiful custom artwork and then chat with an expert framer to find something to take home -from ready-made frames to the highest quality Italian handcrafted moldings.
  5. Mignonette Bridal (53 W Jackson Blvd): If you’re a bride to be or your shopping for the perfect wedding gift, check out this full-service lifestyle boutique and browse beautifully made goods for wedding ceremonies. Here you’ll come across custom-designed gowns, vintage suits for grooms, and gift-worthy jewelry and accessories.
  6. Inkling (2917 1/2 N Broadway): For all things quirky, charming, and custom, head into Inkling. This artsy boutique features a wide range of the latest designs from talented artists, including handmade greeting cards, stunning jewelry, and beautifully-scented candles. 
  7. M2 Boutique (3525 S Southport Ave): Whether you’re looking to treat yourself or pick up a unique gift, step inside this cozy corner shop and see for yourself why it’s become a neighborhood favorite. Browse all of the unique handpicked items, from a huge selection of cute Cubs gear to adorable home decor.

Spend a day exploring the best boutiques in Lakeview, Chicago to take advantage of all of the fun finds that this exciting neighborhood has to offer!

Best Bars in Lakeview

The lively Lakeview neighborhood ensures a fun time for residents and visitors alike. 

The northern Chicago community is full of fun spots to grab a drink, from classy wine bars to fun dive-bars. The Luxury Living team has compiled a list of a few of the best bars in Lakeview, suitable for any occasion.

Fun Lakeview Bars: 

If you are looking to spice up your evening out, check out these cool bars in Lakeview:

Burnt Brewing Company: This is the spot to spend a Friday evening with friends. Not only does this microbrewery offer a delicious and quirky selection of beer, but it is also home to an eight-lane bowling alley. Be sure to place an order of the infamous poutine while you are there!

Replay: If your friends prefer vintage arcade games over bowling, consider bringing them here. Replay features 18 old school arcade games along with an extensive selection of beer and bourbon. Check online for weekly deals and events.

Delilah’s: Nothing says dive punk rock bar like Delilah’s. This hole-in-the-wall whiskey bar offers over 300 varieties of bourbon,a funky interior, and punk rock DJs on various nights. 

The Green Lady: This quintessential neighborhood bar is home to plenty of Lakeview locals looking to enjoy the evening. Along with an impressive craft beer selection, the trivia and open mic nights also attract quite the crowd.

Laidback Lakeview Bars

For a chill evening in Lakeview, here are our favorite hangouts:

Beermiscuous: This “coffee shop for beer” makes for the perfect spot to spend a winter evening with friends or your special someone. Choose from one of the 300 plus craft brews, grab a board game, and cozy up by the fire. On Thursdays, you can also head downstairs for the ‘Love Below Comedy Show’ where you can enjoy some free stand up from Chicago’s funniest rising stars.

Bar Pastoral: If you are looking for somewhere to take your date, consider grabbing a glass of vino and gourmet cheese spread from Bar Pastoral. This intimate and relaxing wine bar offers the ideal environment to unwind.

Sheffields: There is nothing like Sheffield’s beer and wine garden on a warm summer evening. Grab an outdoor table and treat yourself to a refreshing drink and tasty BBQ. When the weather cools down, take a seat by one of the indoor fireplaces.

Be sure to check out the best Lakeview bars, all guaranteed to deliver delicious drinks and equally enjoyable vibes.

The Best Restaurants in Lakeview 

Whether you call Lakeview, Chicago home or you’re just visiting, you’ll be pleased to find this neighborhood heavily concentrated with quality spots to grab a bite.

Check out some of the best restaurants in Lakeview.

The Best Restaurants in the Area

From the outside, Gyu-Kaku looks no more than a hole in the wall restaurant. However, once you step inside, you’ll discover a brand new, large, sleek space complete with personal grills on every table for a traditional Japanese barbeque dining experience. Get a group of family and friends together for shared meals and sake.

For arguably some of the most mouth-watering pizza in the Lakeview neighborhood, stop by Coal Fire Pizza. Choose from an impressive selection of thin crust, coal-forged pizza that emerges slightly charred and bubbly from a 1,500-degree oven.

DryHop Brewers is the move if you’re looking for a laidback dining experience. This European inspired brewery offers house-brewed beers along with a delicious menu, with all items sourced from Chicago.

The Best Restaurant for a Date

For an elegant evening out with that special someone, cozy up in a booth at Ella Elli. Along with an inviting ambiance, here you’ll find an exquisite wine selection and globally inspired cuisine. On a summer night, be sure to request a spot on the charming patio.

Cere’s Table is the spot for an authentic and romantic Italian experience. This rustic-chic restaurant serves some of the best pasta and vino in the neighborhood.

If you feel like treating your date, reserve a table at Wood. This Michelin-approved restaurant is located in the heart of Lakeview and offers a mouth-watering fare that will take your tastebuds to the next level.

Low Cost with Best food

Right on the cusp of Lakeview and Lincoln Park, you’ll find Left Coast, which delivers a West Coast vibe to the heart of the Midwest. This inviting cafe offers a healthy and hearty menu for any day of the week. Be sure to try one of their cold-pressed juices!

Even before being featured on the Food Network’s Diners, Drive-Ins and Dives, DMK Burger Bar earned an impressive reputation throughout the Windy City. Stop by to see for yourself just how tasty the 100% grass-fed beef patties, bison, and all-natural turkey burgers taste. Make sure to pair your burger with the award-winning fries.

For one of the city’s best Chicago dogs, make a pit stop at Bryon’s Hot Dogs. Since 1975 this no-frills hot dog stand has served affordable, simple, and delicious meals.

While the neighborhood is sprawling with delicious food options, be sure to check out the best restaurants in Lakeview for a top-notch dining experience.

Things to Do on a Night Out in Lakeview Chicago

Lakeview Chicago offers residents and visitors alike an eclectic and energetic neighborhood.

This community sits right along Lake Michigan, a few miles north of downtown and consists of several distinct areas, including Lakeview East, Central Lakeview, Boystown, and Wrigleyville.

Throughout the entire neighborhood, you can find plenty of exciting things to do on a night out in Lakeview Chicago.

Best Spots for Nightlife in Lakeview

If you are looking for a fun night on the town, Lakeview Chicago does not disappoint. There are plenty of local bars to suit any occasion. 

Check out Nisei Lounge, Wrigley’s oldest dive bar, for a laid back atmosphere, a cold drink, and a round of pool or darts.

Ten Cat Tavern is another fan favorite, boasting delicious beverages, funky furnishings, and art exhibits featuring local artists. On a beautiful evening, snag a table on the cozy, dog-friendly patio.

For those nights you feel like dancing, check out one of the many lively clubs, including Smart Bar and Underground Lounge.

Best Spots for a Date in Lakeview

Lakeview Chicago offers plenty of go-to places to impress that special someone.

404 Wine Bar provides a class and cozy spot to wine and dine your significant other. Apart from a phenomenal selection of wines, this low-lit and romantic bar features a delicious selection of cheeses and shared plates.

Impress your date with a trip to Room 13, one of Lakeview’s hidden gems. This intimate speakeasy offers hand-crafted and prohibition-inspired cocktails.

For a bit more laid back date night, grab a blanket and picnic in Lincoln Park. Afterward, head over to the Brew and View to grab a drink and catch an underground film for only five dollars.

Best Spots for Tourists in Lakeview

If you are spending a weekend in Lakeview Chicago, rest assured that there are plenty of exciting activities to add to your itinerary. 

The Belmont Theatre District, the Windy City’s largest theatre district, boasts more than fifty theatres, from the prestigious  Blue Man Group to the infamous Laugh Factory. Grab dinner at one of the many nearby restaurants and then catch a show at a theatre of your choice.

For an evening of letting loose, get a group together and check out the Quandary Escape Rooms. Here you and your team will have the chance to escape a uniquely themed room using clues and hints throughout the space. 

Enjoy an exciting night out in Lakeview Chicago by taking advantage of all the fun spots this neighborhood has to offer!

Why You Should Live in Lakeview Neighborhood

Living in the Lakeview neighborhood gives you easy access to the many things people love the most about Chicago. Lakeview is made up of several unique areas including East Lakeview, Central Lakeview, Boystown, and Wrigleyville. Appreciate the Lakeview neighborhood by running or biking on the lakeshore path, cheering on a Cubs game, shopping in the unique boutiques, or eating out at one of the many restaurants in the neighborhood!  

Things to Do in Lakeview

The Lakeview neighborhood is home to some of the most popular activities in the city. Here you will find the scenic Lakefront Trail, a golf course and driving range, a boat harbor, a bird sanctuary, and grassy playing fields that are also perfect for picnics or just soaking in the views.

Practice your swing at the Diversey Driving Range or putt around the 18-hole round of miniature golf. 

Check out the iconic Blue Man Group at the Briar Street Theater. The performance combines music, technology, and comedy in a way never seen before. Be ready to laugh and potentially be involved with the skits! 

It doesn’t matter if the Cubs are the best or the worst team in the league, a baseball game at Wrigley Field is always one of the best things to do in Chicago. You can even check out the new addition called Gallagher Way. This open-air backyard is a bustling hub for neighbors, fans, and visitors. Whether or not it’s baseball season, you’ll find a list of events such as farmers markets, outdoor film screenings, fitness classes, and concerts.

Belmont Harbor is home to over 700 boats. Find peaceful views of the boats and the lake, as well as a fantastic vantage point of the Chicago skyline.

Best Restaurants in Lakeview

Bar Pastoral is the cheese shop’s cozy wine bar that features New American eats while pouring glasses of vino and champagne on tap. The sandwiches are excellent, and the original Lakeview location has expanded to include a more complete menu as well. Post up at the bar with plenty of food, wine, and cheese. This authentic and intimate restaurant is the perfect place for a date night. 

Barcocina is a modern take on classic Mexican fare plus tequila, margaritas, and sangria in rustic-industrial digs. Barcocina fuses traditional Mexican cuisine and various multicultural cooking techniques into modern Mexican fare. The fresh ingredients and three distinct beverage categories will let out your sweet, smoky, and spicy side while you drink to the joys of life. Relax in the open-air setting among rustic reclaimed wood and fireplaces.

Check out Wilde, a literary-themed upscale Irish pub. Interior is decorated with leather banquettes, cozy fireplaces, stained-glass ceiling domes, and a library nook. Enjoy their extensive beer list & American bar fare.

DMK Burger Bar offers exactly what you would expect based on the name. There’s a variety of burgers, ranging from a classic styled after the McD’s Big Mac to a salmon burger, and it’s a very bar-like atmosphere. It’s full of people hanging out, eating burgers, and drinking beers or milkshakes. 

End your night with Johnson’s Real Ice Cream. Stop in for a cone, scoop, pint, or shake of a traditional flavor or a Johnson’s Family Favorite such as Blueberry Pie, Butterscotch Toffee, Campfire S’Mores, or Raspberry Cheesecake

Best Bars in Lakeview for Any Occasion

DryHop Brewery is European-inspired gastropub plates & seasonal house brews in a rustic, laid-back space. The craft beers are only available at the restaurant in Lakeview East and, tend to focus on hop-centric ales. Every dish that comes from the kitchen is inspired by the craft beer we brew and designed to mirror our neighborhood attitude. 

Happy Camper in Wrigleyville serves up classic & creative pizzas plus cocktails. The warehouse setting includes multiple TV’s inside and three outdoor spaces. There’s also a DJ booth in the back, and a little space if customers want to create a makeshift dance floor.

Looking for more of a local Wisconsin bar vibe? Will’s Northwoods Inn will make you feel like you have been transported to a small neighborhood joint in the middle of the woods. Enjoy classic cheese curds while posted up at wooden tables with multiple TV’s. Even better, check out the back patio and tune into your favorite sports game. 

Southport Lanes is one of the last bowling alleys in Chicago where the pins are reset by hand. A group of pin boys works the lanes and rolls your balls right back to you as you and your team of friends throw back a few beers at this once Schlitz-owned brewhouse. Be sure to stake your claim early since this local gem fills up fast! 

If you’re looking for a late-night experience, check out Sluggers. This sports bar has second-floor batting cages, skeeball, and other games, along with a dueling piano bar.

Boutiques in Lakeview You Can’t Miss

Hit the bustling commercial districts along Belmont Avenue, Lincoln Avenue, Southport Avenue, Clark Street, Halsted Street and Broadway Street to shop — be it for vintage frocks, designer jeans or leather biker gear — or live it up with the locals at the seemingly endless options for bars and pubs, and the dozens of celebrated restaurants in between.

Krista K boutique holds an impressive collection of women’s clothing including an entire level of denim from premium brands like J.Brand and AG Adriano. Plus, Rag & Bone parkas, A.L.C. The well-edited selection usually guarantees a positive wardrobe-altering experience.

The Red Balloon is the ideal Lakeview stop for new baby gifts, clothes for your own little one, children’s furniture, books, and toys. The Red Balloon also provides personalized shopping services.

Paper Source has all the little trinkets that we dream of. Whether you are looking for wedding invitations, personalized gifts, or just browsing for yourself, you will find it at Paper Source.

Looking for Chicago themed gifts? Stop into Four-sided gifts for stylish greeting cards & stationery items, plus vintage goods & unique Chicago-themed gifts.

Lakeview Condos

If you’re looking for a home near the lakefront, Lakeview, Chicago condos have a lot to offer for anyone who wants to work, live, and play in a classic Chicago neighborhood. Let the agents at Luxury Living Chicago Realty help you discover Lakeview homes for sale that match everything you want and need. If you want to find Lakeview luxury homes, we’re the team you can trust. Search current Lakeview condos and homes for sale below.

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