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Outdoor space in Waukesha

Made for those who feel confined by four walls and seek out fresh air whenever possible.

Based on 567 Opinions
+564
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Updated April 2026
01
Lou’s Lucky Penny - Pub & Grub image 1
Lou’s Lucky Penny - Pub & Grub image 2
Lou’s Lucky Penny - Pub & Grub image 3
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Small bar offers a cozy interior and a spacious outdoor patio with big TVs for ball games. Inside, expect a loud and energetic vibe with pool and dart games. Outdoor seating is popular when noise rises, though patio rules can be unclear.

Outdoor seating includes a large patio with updated back area and big TVs showing ball games. Noise inside often drives people outside, but ordering and seating rules on the patio can be unclear.

People are saying

"The bar food here, especially the wings, is outstanding and delicious."

"I thought their build-your-own burgers were reasonably priced."

"The outdoor patio is really nice and updated."

Good to know

1

They have a wing special on Tuesdays and Fridays.

2

Happy hour is available on weekdays, but specific offerings may vary.

3

The bar is known for its cleanliness and friendly atmosphere.

02
The Destination image 1

Neighborhood bar buzzes with a friendly vibe and dog-friendly patio perfect for casual hangs. Live music livens up the outdoor space, while plenty of seating and reasonable prices keep crowds coming back.

A lovely patio offers a fun, little hang-out area with cute outside seating. The space works well for chilling and casual gatherings.

People are saying

"The bar's patio is a great place to chill."

"It's a great, friendly bar where you can relax."

"I enjoyed the awesome patio; it's a fun hang-out area."

Good to know

1

They organize fun activities and contests regularly.

2

During game days, expect giveaways and drink specials.

3

Bingo nights are a popular activity here.

03
The Neighbors Bar & Grille image 1

Bar and grill buzzes with many TVs and a loud atmosphere. Outdoor patio shines with breathtaking views and casual seating. Friendly vibe draws a strong locals crowd and welcomes pups on the deck.

A small outdoor deck offers casual seating where you can sit with a pup. The patio is well maintained and provides a lovely spot to enjoy the outdoors.

People are saying

"I thought the food here was outstanding."

"The bar's food menu was excellent and unexpected."

"You can bring your pup to the casual outdoor patio."

Good to know

1

Parking can be a challenge during busier times due to limited spaces.

2

The pasta special costs $24, which some may find overpriced.

3

The restaurant has a full bar menu with a variety of drinks.

04
Boscos Social Club image 1

Lounge offers a dog-friendly patio with games like darts and bags, perfect for sunny days. Vibe shifts from laid-back weeknights to loud weekends with a young crowd. DJs spin hip hop and pop, keeping energy high throughout.

A large outdoor patio sits at the back with games and extra seating. The space is dog-friendly and suits sunny, warm days.

People are saying

"The karaoke DJ was fantastic and the atmosphere was 10/10."

"The outdoor seating area is a great dog-friendly patio."

"The outdoor patio is great for games and seating."

Good to know

1

Karaoke happens every Thursday night, starting at 9pm.

2

Expect a lively crowd when the DJ plays on weekends.

3

Wednesday evenings feature video bingo with half-price tappers afterward.

05
Margaritas Mexican Grill image 1
Mexican restaurant

Mexican restaurant shines with authentic decor and a lively vibe. Enjoy live mariachi music on a great patio with cozy lighting. Small, darker bar contrasts with bright dining, making it perfect for a fun night out.

A great patio with outdoor seating stands out in a city where such spaces are rare. The deck features nice lighting that adds a pleasant touch to the outdoor area.

People are saying

"I thought the Mexican food here was great and delicious."

"I loved the great outdoor seating, especially the lights."

"I loved their great patio, especially with the nice lights."

Good to know

1

Happy hour prices apply only until 2pm; regular prices start afterward.

2

Expect long wait times on weekends, especially around dinner hours.

3

The restaurant accommodates large groups, making it suitable for gatherings.

06
Mainstream Bar and Grill image 1

Small interior with nostalgic 80s theme offers a cozy yet lively vibe filled with loud live music and bar chatter. Back patio provides a relaxed outdoor space with river views and enjoyable live entertainment. Both spots balance energy and calm for food and drinks.

The back patio offers a wonderful outdoor seating area with views by the river. It hosts a great lineup of entertainment and provides a relaxed spot to enjoy food and drinks.

People are saying

"I thought their burgers might be the best in Waukesha."

"I enjoyed sitting on the patio outside."

"I loved sitting on the patio, especially by the river."

Good to know

1

Karaoke night happens every Wednesday evening with no cover charge.

2

Live music is featured every Saturday night starting at 9 PM.

3

Wing night on Thursdays offers .75 wings, a great deal for visitors.

07
The Inn image 1
Bed & breakfast

Bed & breakfast blends 1850s atmosphere with private fireplaces for cozy comfort. Outdoor patios and a yard provide relaxing sitting areas and a unique vibe by the stone barn walls. Antique decor adds authentic charm throughout.

Sitting areas spread across various patios and a yard offer spots to relax and sun. A patio by the original stone barn walls serves as a cool reception area with a unique vibe.

People are saying

"The innkeeper Kari made everyone feel so welcomed."

"The Inn's breakfast had an amazing old-world feel."

"You'll love the patio spaces for sunning and evening relaxation."

Good to know

1

Reservations are recommended for dining at the Inn's cafe.

2

Expect some noise due to ongoing construction near the Inn.

3

The Inn features a lovely antique shop adjacent to the property.

08
Cafe De Arts Roasters image 1

Colorful cafe blends Mediterranean decor with African artifacts for a cozy vibe. Dog-friendly patio with striking colors and a lifesize coffee mug invites outdoor relaxation. Welcoming space suits those who love unique design and community feel.

Striking colors and a lifesize coffee mug decorate the outside. A dog-friendly patio offers a spot to enjoy coffee and the weather.

People are saying

"The coffee here is served with kindness and a smile."

"The breakfast sandwiches here are so flavorful and delicious."

"The Outdoor Space has a cozy and artsy atmosphere."

Good to know

1

They offer gluten-free options on the menu.

2

The coffee is always fresh as they roast beans on-site.

3

The cafe has plenty of seating and no long waits.

09
La Estacion image 1
Mexican restaurant

Dining inside an old train car offers a unique, historic vibe with colorful interiors. Outdoor seating features a dog-friendly patio that feels open and inviting. The mix of antique charm and casual energy makes it a lively spot for any visit.

Outdoor seating includes a dog-friendly patio that works well on nice days. The space feels open and inviting for sitting outside.

People are saying

"I wanted authentic Mexican food, not the healthy stuff."

"The old train atmosphere here is really cool."

"The margaritas and guacamole here are delicious."

Good to know

1

Taco Tuesday features buy one get one free margaritas.

2

Reservations are recommended for group events to ensure buffet arrangements.

3

The patio is dog-friendly, making it a great spot for pet owners.

10
Jack's Cafe image 1
American restaurant

Quaint historic building offers a rustic atmosphere with antique decor inside and a patio outside that fills quickly on warm days. Location is off the beaten path, creating a hidden charm but noise can make conversation tough.

Outdoor seating includes a patio that fills up quickly on warm days. The space works well for outside lunch, but outside noise can be distracting.

People are saying

"The sandwiches here are delicious, especially the turkey pesto."

"The food here is unique and delicious; I loved the homemade soups."

"I loved the outdoor seating, it's great during warm weather."

Good to know

1

Reservations are recommended due to limited seating.

2

The cafe closes at 2pm, so plan your visit accordingly.

3

Parking is available on-site but can fill up quickly.

11
The Station Pub & Grill image 1

Cozy corner bar offers a friendly atmosphere and an up north vibe. Outdoor patio features horseshoes and soccer golf with views of passing trains. Known for excellent fish fry and grilled wings, it draws a lively weekend crowd.

Outdoor space includes a patio with views of passing trains and games like horseshoes and soccer golf for extra fun. The patio feels a bit rough but offers a unique spot to hang out.

People are saying

"I found the food here to be excellent and great."

"The fish fry here is amazing and perfectly prepared."

"The staff here are so friendly, they really make you feel welcome."

Good to know

1

The restaurant offers a Friday fish fry with multiple fish species available.

2

Expect a 45-minute wait for a table and another 45 minutes for food on busy nights.

3

Handicapped access is limited, with only high-top tables available.

12
North Pillar Brewing Co. image 1

Historic building offers open inviting space with varied seating inside and on a patio with ample seating outdoors. Atmosphere is lively and family-friendly, filled with children and board games. Noise can be high due to echoes and nearby food truck generators.

Outdoor space includes a patio with ample seating alongside plenty of indoor and outdoor options. A food truck adds to the atmosphere outside.

People are saying

"I loved their hazy IPAs; they're the best in Wisconsin."

"I loved the cool space in this old building."

"I loved the great beer choices they had on tap."

Good to know

1

Oktoberfest event happens later this month with special beer offerings.

2

Trivia night occurs weekly on Thursdays at 7pm.

3

Parking is limited; use nearby public lots or street parking.

13
Taco Jalisco image 1
Mexican restaurant

Small Mexican spot with a cozy atmosphere and cute patio offers a laid-back vibe. Limited seating includes tables and booths, plus a drive-thru for quick service. Unpretentious and comfortable, it focuses on straightforward dining.

A small outside patio offers a cute spot to sit. It includes a few tables and two booths for seating.

People are saying

"I found the food here to be amazing and delicious."

"The birria tacos here are amazing, just like in Jalisco."

"I loved sitting on the cute patio."

Good to know

1

Lunch costs around $10, significantly cheaper than nearby options.

2

Reservations are not required, but seating is limited.

3

Expect a wait during busy hours due to limited seating.

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Waukesha, Wisconsin

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