The holiday season brings twinkling lights, cozy moments, and—for many couples—unforgettable proposals. If you’re newly engaged, congratulations! This is such an exciting time, and you may be wondering… Now what? At The Ingleside Hotel, we’ve guided countless couples from “Yes!” to “I do,” and we’re here to help you begin your planning journey with confidence, clarity, and excitement.
Step One: Take a Moment to Celebrate
Before you dive into planning spreadsheets, vendor searches, and timelines, take time to soak it in. Celebrate with family and friends, enjoy a special date night, and—of course—snap that perfect ring photo. When you’re ready, we’re here.
Step Two: Choose Your Date and Book Your Venue
Once the glow of the engagement settles, your first major planning decision is selecting your wedding date and securing your venue. Booking your venue 12-18 months in advance is ideal, especially for popular dates or peak-season celebrations. The Ingleside Hotel offers flexibility with gorgeous indoor and outdoor ceremony and reception spaces, making it easy to tailor your wedding to your vision and season. One of the biggest stress relievers? Choosing a venue with lodging on-site. Your guests can enjoy the convenience of staying just steps from all the festivities.
Step Three: Begin Selecting Your Vendors
Once your date and venue are set, you can start building your dream wedding team. A helpful planning tip from our Wedding Manager: look for vendors on Instagram! If you need suggestions, we’ve partnered with trusted, experienced preferred vendors - photographers, florists, DJs, decorators, planners, and more—who know our spaces well and help bring your vision to life seamlessly. Our team will happily provide recommendations to make planning easier and more enjoyable.
Step Four: Plan the Extras That Make Your Weekend Special
Your wedding isn’t just a day—it’s a full experience. We love helping couples craft a celebration that feels personal, warm, and unforgettable. With 40 beautiful acres in Waukesha County and a dedicated events team, The Ingleside Hotel can help you design a wedding weekend that includes:
- Rehearsal dinner spaces
- A welcome reception for guests arriving early
- Farewell brunch the next day to continue the celebration
- Photo-ready backdrops across the venue
Ready to Start Planning?
You’ve said “yes,” now let us help you say “I do.” Contact The Ingleside Hotel’s wedding specialist to schedule a tour, explore our packages, or start planning your dream wedding weekend. Your holiday engagement is just the beginning—let’s make the rest of the journey magical. Whether you’re a super-planner or unsure where to begin, our wedding team is here to guide you. With years of experience and a genuine love for helping couples create the perfect celebration, we’ll walk you through every step—from booking to menu tastings to your big day and every decision in between.
At The Ingleside Hotel, couples love:
- Elegant ballrooms with timeless décor
- Picturesque outdoor ceremony locations
- On-site accommodations for you and your guests
- Exceptional food and beverage options handled by our expert culinary team
- Space for everything—hospitality suites for getting ready, ceremony, reception, rehearsal dinner, morning-after brunch, and room blocks
