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New Yorkers 1st Choice
Local picks in Waukesha

Outdoor seating and space

You prefer to spend your time outside, regardless of what you are doing.

Based on 702 Opinions
+699
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Updated April 2026
01
The Destination image 1
The Destination image 2
The Destination image 3
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Neighborhood bar offers a comfortable, crowded atmosphere where friends gather like family. Dog-friendly patio provides a casual outdoor space with live music. Frequented for sports events and friendly vibe, it features plenty of seating and reasonable prices.

The spot features a lovely patio that serves as a fun, little hang-out area. The cute outside sitting area at the bar adds to the chill vibe outdoors.

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."

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

"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.

02
Louโ€™s Lucky Penny - Pub & Grub image 1

Small bar with cozy interior and a spacious outdoor patio featuring large TVs. Atmosphere shifts from friendly and local to loud and energetic in the main bar area. Offers pool table, dart boards, and slot machines for entertainment.

Outdoor seating includes a large patio with big TVs showing ball games. The patio is updated and spacious but can get noisy, prompting some to move outside for a quieter spot.

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.

03
The Neighbors Bar & Grille image 1

Bar and grill with many TVs showing various sports and a loud atmosphere caused by high ceilings and hard surfaces. Outdoor patio offers a breathtaking view and casual seating. The vibe feels friendly and welcoming, with a strong locals presence.

Outdoor seating includes a patio where guests can sit with their puppies. The space offers a lovely atmosphere for enjoying food and drinks outside.

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."

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

"You can bring your pup to the patio here."

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 features a dog-friendly environment with a large outdoor patio and games like darts and bags. Atmosphere shifts from laid-back on weeknights to loud and crowded on weekends with a mostly young, college crowd. DJs play a mix of hip hop and pop music, creating an energetic vibe.

A large patio with games and extra seating sits outside, perfect for warm, sunny days. The space is dog-friendly and offers a cool spot out back to relax.

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 offers a lively atmosphere with authentic decor and a great outdoor patio featuring live mariachi music. The space is well lit and inviting, drawing a friendly crowd for a fun night out. The bar area is small and darker, contrasting with the bright dining areas.

A great patio offers outdoor seating with a beautiful deck and lights that add a nice touch. This outdoor area stands out in a city where such spaces are rare.

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 tight seating and a nostalgic 80s theme creates a cozy yet lively setting. Loud live music and bar chatter fill the space, making it energetic but sometimes challenging for quiet conversation. Outdoor patio offers a quieter alternative with enjoyable live entertainment.

A back patio offers seating by the river with a great lineup of entertainment. The space suits enjoying drinks or food to go on a beautiful day.

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 offers an authentic 1850s atmosphere with antique decor and period details throughout. Rooms include private sitting areas and fireplaces, blending historic charm with modern comfort. Outdoor gardens and common spaces invite relaxation and quiet exploration.

Various patio spaces and a sitting area outside the inn offer spots for sunning and relaxing. A patio near the original stone barn walls serves as a cool reception area.

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 historical atmosphere transports you back in time."

"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 with Mediterranean decor and African artifacts creates a warm, cozy atmosphere. Comfortable seating includes a dog-friendly patio with outdoor space. The vibe is welcoming and relaxed, attracting those who appreciate unique design and community feel.

A small patio welcomes dogs and offers a spot to enjoy coffee outside. Bright colors and a lifesize coffee mug add a clever touch to the outdoor space.

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 Outdoor Space has a cozy and artsy atmosphere."

"The owners were so kind and welcoming at the outdoor seating."

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 creates a unique and historic atmosphere with colorful interiors. Outdoor seating includes a covered, partially screened patio that adds to the relaxed vibe. The setting combines a cool, antique feel with a casual, lively energy.

The patio offers dog-friendly seating with a great outdoor spot to enjoy on a perfect day.

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 margaritas and guacamole here are delicious."

"The margaritas at this outdoor seating are strong and tangy."

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
North Pillar Brewing Co. image 1

Historic building offers an open, inviting space with varied seating including couches and picnic tables. Atmosphere is lively and family-friendly, often filled with children and board games. Noise levels can be high inside and outside due to echoes and nearby food truck generators.

A large outdoor patio offers plenty of seating with a relaxed vibe. A garage door connects the indoor and outdoor spaces, making the patio feel open and inviting.

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 great tasting beer choices here."

"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.

11
Jack's Cafe image 1
American restaurant

Quaint historic building combines antique decor with outdoor seating in a small community setting. Atmosphere feels rustic and homey but can get loud and crowded, making conversation difficult. Location is off the beaten path, offering a hidden, charming experience.

Patio seating works well during warm weather and offers a nice spot for lunch. Some outdoor noise and a chain-smoking employee nearby add to the atmosphere.

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."

"I loved the great sandwiches and soup at the outdoor seating."

"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.

12
The Station Pub & Grill image 1

Cozy corner bar with friendly, welcoming atmosphere and an up north vibe. Outdoor space includes horseshoes and 18-hole soccer golf for extra entertainment. Known for excellent fish fry and grilled wings, it draws a lively crowd especially on weekend nights.

Outdoor seating offers a patio where you can watch trains whistle by. Games like horseshoes and soccer golf add extra fun options nearby.

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 pulled pork barbecue here is amazing, especially with the homemade coleslaw."

"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.

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Waukesha, Wisconsin

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