The Best Retreat Wedding Venues in Pleasant Prairie, WI

The Best Retreat Wedding Venues in Pleasant Prairie, WI

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9 Wedding Venues in Pleasant Prairie, WI

Lodges, retreats
150-200 guests
Available on May 30, 2026
Quick responder
Halverson House 

5.0

Waterford, WI
  • Up to 185 guests
  • All-inclusive
  • Indoor
  • Starts at $5,300

Halverson House is more than just a ‘day of’ wedding venue. Instead it is a way of life that caters to families as they come together to celebrate what being a family, new or old, truly means. We believe in “comfortable elegance” which isn’t simply a tagline, but instead a standard throughout all that we offer. Comfort to us means a stress free experience for you and your guests from planning, to the day of your wedding and even afterwards. Situated on a private 120 acre site, Halverson House combines historical charm with the comfort of today’s modern amenities. The formal gardens and picturesque pond complement the still farmed agricultural land, wooded areas while the 1910 Victorian Mansion radiates luxury in exquisite details and full bridal suite. The granary, turned groom's quarters is complete with game tables, and lounge area while our fully restored 1860's post beam construction barn pairs historic detail with your most desired comfortable conveniences and elegant finishes.

Why you'll love this venue

  • Multiple event spaces
  • All-inclusive venue packages
  • Has onsite accommodations

Venue considerations

  • Not for you if you're looking for a sleek and contemporary space
  • Lighting and sound are not included
  • Not for you if you are looking for something nontraditional
Wow, where do I even begin. When my husband and I stumbled across Halverson House and set up a tour, the instant we pulled in the drive we were blown away by the beauty and overall comfort of what this place has to offer. I remember stepping out of the car and instantly getting goosebumps stunned by all the beautiful scenery. Joi, Mike & their amazing family & staff made us feel like part of the family right away. They made sure every single detail of our wedding was perfect, and we cannot thank them enough because our day was nothing less than that. The entire day was completely stress-free! They truly care about you, and their passion for bringing families together is just so amazing. They have created an absolute gorgeous venue and have worked so hard for this. We seriously cannot thank you all enough, for all your hard work and love. If you are looking for a place to get married, THIS IS THE PLACE! You will feel like your dreaming, only to find out that it’s all actually a reality. You will NOT be disappointed.
Laura & B., 4 years ago
The Haight 

5.0

Elgin, IL
  • Up to 200 guests
  • Select services
  • Indoor & outdoor

The Haight is a wedding and event venue located in Elgin, IL and is enveloped by a historic neighborhood, for a romantic and storied setting for your wedding. This converted warehouse was originally constructed in the 1890s. It began as the Elgin Storage & Transfer Company. Over the years numerous companies used the building until 1985 when it was bought by John Haight, who refurbished the building. The Haight features two floors and a rooftop area. Brick walls and hardwood flooring accent exposed ductwork. There are multiple spaces for hosting your ceremony, reception, and many other wedding-related gatherings. On the first floor, there is room for up to 175 guests standing. This makes the 2,000-square-foot space ideal for the cocktail reception. The second floor features 7,000 square feet of space. 250 people seated or 200 people seated with a dance floor can fit in this event area. You can also take your celebrations outside on the spacious rooftop deck.

Why you'll love this venue

  • Wheelchair accessible
  • Has a dance floor to dance the night away
  • Has onsite accommodations

Venue considerations

  • Not for you if you don't want a rustic vibe
  • No all-inclusive dining options
  • Best for events with big guest lists
The Haight was the perfect venue for our wedding day. Lauren, our coordinator, was incredibly responsive, thoughtful, and detail-oriented throughout the planning process, making it stress-free for us. On the big day itself, Lauren handled everything seamlessly behind the scenes - if any issues came up, we were blissfully unaware thanks to her proactive approach. The venue itself is unique, clean, and simply beautiful. From the charming exposed brick to the giant windows flooding the space with natural light, The Haight provided a warm, romantic backdrop for our nuptials. Combined with Lauren's coordination, their team delivered a flawless event beyond our wildest dreams. If you're looking for a one-of-a-kind venue with wonderful personal service, The Haight exceeds expectations. We wholeheartedly recommend them for your special day!
Jayme H., a year ago
Quick responder
Eaglewood Resort & Spa 

5.0

Itasca, IL
  • Up to 350 guests
  • All-inclusive
  • Indoor

Experience an unforgettable beginning to your happily ever after. From breathtaking photo opportunities and artisan culinary creations to authentically crafted receptions and luxury accommodations, we look forward to delivering a day as spectacular as your love for each other.

Why you'll love this venue

  • Provides event staff
  • Provides catering services
  • Accommodates more than 200 guests

Venue considerations

  • Best for events with big guest lists
  • Does not allow pets
  • Not wheelchair accessible
Awarded Best of Zola
Our wedding was amazing at Eaglewood Resort & Spa! The service was unbelievable, the food was fabulous, and the whole day was seamless with Robb Rybicki leading the way. We planned to have our ceremony outside in the beautiful golf course, but God had other plans and it stormed. It was actually pretty cool. Robb quickly moved our ceremony into the ballroom, which was gorgeous! The whole venue is gorgeous and I wouldn’t have changed a thing! All of our guests raved about the truffled gnocchi, filet mignon, salmon and pork chop! The wine was very good too!
Kathryn K., 3 years ago
Quick responder
Pinstripes Oak Brook 

5.0

Oak Brook, IL
  • Up to 1000 guests
  • All-inclusive
  • Indoor & outdoor

Whether you are hosting a wedding reception, ceremony, bridal shower or bachelor(ette) party our dynamic ballrooms and private event spaces provide an upscale yet relaxed space for your special day. We host truly unique events and deliver sophisticated fun through combining our from-scratch Italian-America menu with the classic games of bowling and bocce ball. Let our talented event team work with you on a customized event to suit your personal style and help you bring your dream wedding to life to create a perfect day that you and all your guests will be sure to remember!

Why you'll love this venue

  • Flexible event spaces
  • Romantic vineyard setting
  • Provides a dedicated team on-site

Venue considerations

  • Does not allow pets
  • Not wheelchair accessible
  • No free parking
Awarded Best of Zola
Pinstripes Oak Brook was an absolute pleasure to work with for our wedding. From the very beginning, their communication was fast, organized, and easy to access through their online portal, which made planning a breeze. On the day of, their team was incredibly flexible and professional, ensuring everything flowed seamlessly and efficiently. The venue itself was truly magical - a fun and unique space that provided great value for the money. Our guests raved about the experience, and we couldn't have asked for a more perfect setting to celebrate our special day. Highly recommend Pinstripes Oak Brook to any couple looking for a well-thought-out, fun, and memorable wedding venue. Shila & Nick were a dream team.
Jessica W., 7 months ago
Quick responder
Hawk's View Golf Club 
Lake Geneva, WI
  • Up to 280 guests
  • Select services
  • Indoor & outdoor

A wedding is a wonderful story, let us help you tell it. Rustic inspiration meets modern elegance. Hawk's View Golf Club's picturesque English Gardens, beautiful golf course locations, the outdoor Overlook Terrace, and our rustic elegant Red Tail Ballroom offer incredible shots that you and your guests will fondly remember. As one of the premiere Lake Geneva Wedding Venues, we tailor each wedding to your unique love story.

Why you'll love this venue

  • Multiple event spaces
  • Both indoor and outdoor options
  • Rustic-chic setting

Venue considerations

  • Does not allow pets
  • Venue feels large for events with small guest lists
  • Not for you if you're looking for a sleek and contemporary space
Buffalo Creek Brewing 
Long Grove, IL
  • Up to 350 guests
  • Select services
  • Indoor & outdoor
  • Starts at $5,000

Settled by German immigrants, Long Grove is rich in German history. The Historic Downtown Long Grove has a one lane covered bridge, boutique shops and charming restaurants. When deciding on a location to build our brewery, Historic Downtown Long Grove had everything we were looking for. Our beer styles and Long Grove’s heritage are a perfect match. We have a Bavarian style taproom, event space and a one of kind Biergärten with beautiful views of the lawns and freshly trimmed pine trees.

Why you'll love this venue

  • Has a dance floor to dance the night away
  • Rustic yet refined style
  • Provides lighting and sound

Venue considerations

  • Large venue, not ideal for small guest lists
  • Not wheelchair accessible
  • No on-premises lodging options
Quick responder
The Hotel at Midtown 
Chicago, IL
  • Up to 160 guests
  • All-inclusive
  • Indoor & outdoor

The Hotel at Midtown is a unique boutique hotel within the exclusive Midtown Athletic Club, where guests have full member access to the entire private club’s comprehensive facilities throughout the stay. A truly spectacular venue for your big day, we can cater to all kinds of celebrations, from small family gatherings or bridal suites for getting ready, to a full ceremony, cocktail and reception in our event space and rooftop overlooking Chicago’s renowned city skyline. Our full-service restaurant and bar can cater to your every food and beverage need, while our luxury hotel can host you and your loved ones throughout the entire celebration. It is all about your special celebration when you choose Midtown Chicago. And best of all... you don't have to be a member to book.

Alhambra Palace Restaurant 
Chicago, IL
  • Up to 1200 guests
  • Select services
  • Indoor

Soaring, glamorous venue, featuring award-winning high-end Mediterranean cuisine & cocktails, plus a posh entertainment & private events venue. Intrigued by the history and art of Alhambra, the eponymous palace and fortress complex of the Moorish monarchs of Granada in southern Spain, Dr. Nasar Rustom hoped to one day bring the culture, art, and splendor of Alhambra to the city of Chicago. This dynamic, multi-level venue is unique to Chicago and the Midwest featuring 24,000 square feet of exquisite architecture and artifacts from Egypt, Lebanon, and Morocco throughout the restaurant, main dining room, and private dining areas.

Why you'll love this venue

  • Provides catering services
  • Has a dance floor for celebration
  • Space for a large guest list

Venue considerations

  • No free parking
  • Not for you if you are drawn to more unconventional venues
  • Not wheelchair accessible
The Hotel Chicago Downtown 
Chicago, IL
  • Up to 200 guests
  • Select services
  • Indoor

Elegant and avant-garde, this downtown Chicago hotel serves as a hub to the pulsing Marina City playground. The hotel has preferred partnerships with all Marina City outlets, which include House of Blues, SPiN, Harry Caray's, Smith & Wollensky, Yolk and 10Pin. The hotel offers a total of 354 rooms, including 9 Studio King Suites and 11 King Suites, along with 2 Penthouse Suites. This design hotel is located in the heart of Downtown Chicago and within walking distance of State Street Shopping, Michigan Avenue, the Theater District, Merchandise Mart and Millennium Park. It has recently been renovated, and the hotel is an ideal choice for business or leisure. Chicago Midway International Airport is roughly 10 miles away and Chicago O'Hare International Airport is approximately 16 miles from the property.

Why you'll love this venue

  • Provides a dedicated team on-site
  • Rustic yet refined style
  • Designed for grand celebrations

Venue considerations

  • Not for you if you are looking for something nontraditional
  • Does not allow pets
  • On-site parking not available

Location flexible? Discover venues near Pleasant Prairie, WI

About wedding venues in Pleasant Prairie, WI

Wisconsin offers incredible wedding venue diversity with everything from rustic countryside barns to sophisticated urban spaces. You'll be amazed by the natural beauty that creates stunning backdrops for your special day no matter which season you choose for your wedding.

How Much Do Wisconsin Wedding Venues Cost?

Wedding venues across Wisconsin typically cost between $1,500 and $15,000+ which aligns perfectly with the national average of $6,500-$12,000. Your total budget will depend largely on how many guests you invite. For 50 guests you're looking at about $18,004 while 100 guests jumps to around $30,000. With 150 guests expect to spend approximately $41,280 and 200 guests increases to $51,366. Larger weddings with 250 guests run about $61,453 and 300 guests reaches $71,540. The venue itself represents only about 16% of your total budget averaging $6,625 for a 150-guest wedding which means you're getting excellent value for your investment.

What Types of Wedding Venues Will You Find in Wisconsin?

Wisconsin's venue landscape offers genuine diversity you won't find in many other states. You'll discover authentic rustic barn settings with genuine wooden beams and charming countryside views. Lakefront properties along Wisconsin's impressive 15,000 lakes provide breathtaking water backdrops. Milwaukee features historic buildings with distinctive industrial charm that photographers love. For nature lovers botanical settings like Boerner Botanical Gardens offer lush greenery and seasonal blooms. Luxury resorts provide comprehensive amenities that handle everything from accommodations to catering all under one roof.

Which Wisconsin Regions Have the Most Accessible Venues?

The Milwaukee Area features Villa Terrace which provides a Mediterranean-inspired setting with beautiful gardens and stunning Lake Michigan views. You'll appreciate that this venue is fully wheelchair accessible making it ideal for guests with mobility needs. In the Madison Region The Tinsmith has transformed a 1915 facility into a modern industrial venue that combines accessibility with sound-absorbing design elements your guests will appreciate during speeches. Western Wisconsin offers Maidenwood in Maiden Rock nestled in a beautiful nature reserve with breathtaking views and complete wheelchair accessibility that can accommodate up to 200 guests comfortably.

Where Can You Find Wisconsin Venues with Outstanding Food?

South Second in Milwaukee features Saz's Catering as their exclusive caterer and you'll be impressed by their customized stations and exceptional food quality. Guests consistently rave about the dining experience which often becomes a highlight of the wedding day. Destination Kohler is known for elegant settings paired with truly world-class cuisine that many guests describe as the best food they've ever had at a wedding. The Madison Club offers beautiful waterfront views while their culinary team focuses on locally sourced Wisconsin ingredients that showcase the region's best flavors in every dish.

How Can You Maximize Your Wisconsin Venue Budget?

Cost CategoryAverage CostPercentage of Total
Venue$6,62516%
Catering$5,30013%
Flowers$5,33313%
Photography$4,33711%
Bar Services$4,24010%
Videography$3,4988%

September ranks as Wisconsin's most popular wedding month but you'll find substantial discounts if you book between November and April. Friday weddings typically save you 10-15% compared to Saturday events which can free up thousands for other aspects of your celebration. Many venues offer package deals that combine services for added value especially during off-peak seasons.

Which Wisconsin Venues Offer Enhanced Remote Participation?

Wisconsin Union in Madison offers comprehensive virtual event services that can significantly enhance remote participation for guests who can't attend in person. Their dedicated planning team will help you create an inclusive experience for everyone. Celebrations on the River in La Crosse has experienced event planners who excel at setting up interactive remote experiences that keep virtual guests feeling connected to your special day. Destination Kohler offers incredibly versatile spaces that support creative engagement with remote guests through fully customizable experiences tailored to your specific vision and needs.

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