How to Pick the Perfect Wedding Date: A Planning Guide
Photos By Mich } Mid-July Wedding at Legacy Hill Farm
Choosing your wedding date might feel like a simple first step - but in reality, it’s the decision that decides everything else. Budget. Season. Flowers. Guest experience. The date you choose sets the tone for your entire celebration. Get it right, and the rest of planning flows with ease.
At Legacy Hill Farm, we’ve seen couples fall in love with Thursdays, Fridays, Saturdays, and Sundays alike - each carrying its own kind of magic. Saturdays may be the classic headliner, but Fridays bring weekend-kickoff energy, Sundays make for chic finales, and Thursdays set the stage for unforgettable long-weekend celebrations. At Legacy Hill Farm, demand is real: every Thursday, Friday, Saturday, and Sunday in June 2026 is already booked. That’s how high-stakes your wedding date truly is.
And here’s the reality: couples are already locking in 2027 dates. The ones who book now get the exact season, weekend, and experience they want. The ones who wait? They’ll be choosing from what’s left.
This guide will cut through the noise, help you weigh your options with clarity, and show you how to choose a wedding date that doesn’t just work - but feels like it was meant for you.
Balancing Budget vs. Dream Season
When couples ask us how to choose a wedding date, the conversation almost always starts with budget. The truth is, your date can impact your spend more than almost anything else. Peak-season Saturdays (from late spring through early fall) are the most in demand, which also makes them the most expensive. If your dream is a September Saturday or a June wedding surrounded by peonies, you’ll want to secure it early (and be ready for premium rates).
But here’s the strategy piece most couples miss when they’re deciding how to pick a wedding date: Thursdays, Fridays, and Sundays carry the same Legacy Hill Farm experience at a lower cost. That’s real money you can reinvest into lush florals, a statement photographer, or the kind of guest experiences that set your wedding apart.
Choosing how to pick a date for a wedding isn’t just about the calendar - it’s about aligning your budget with your priorities and creating space for the moments that matter most.
Weekday or Weekend?
Tradition says Saturday. Reality says: you have options.
At Legacy Hill Farm, Thursdays, Fridays, Saturdays, and Sundays are equally celebrated - and equally booked. Each brings a different kind of energy:
Thursday: The stylish underdog. Think cocktail-party vibes and a built-in long weekend.
Friday: The kickoff. Guests arrive ready to celebrate, and you set the tone for the whole weekend.
Saturday: The classic main event. Timeless, traditional, and always in high demand.
Sunday: The grand finale. A chic, unhurried close to a weekend guests will remember.
And here’s the truth: if you only consider Saturdays, you’re competing with everyone else. Saturdays will always be the classic choice. However, open your lens to Fridays, Sundays, or Thursdays, and suddenly your dream weekend may become much more achievable - without sacrificing style or impact.
Transparency in Date Availability
Let’s be honest: the wedding industry loves control. Hide the dates. Protect the pricing. Tell couples what’s “left” instead of showing what’s real. The moment you’re forced to inquire, the power shifts to the venue.
That’s not how we do things. At Legacy Hill Farm, we believe you deserve to plan with clarity, not guesswork. Our calendar is live, transparent, and never password-protected. No inflated scarcity. No hidden numbers. No games.
We’re also the only Minnesota venue with an instant booking calendar. Which means you can see real availability, view pricing, and reserve your date anytime - whether it’s 2 p.m. or 2 a.m. The power stays where it belongs: with you.
Considering Flowers, Design, and Weather
Every date at Legacy Hill Farm is defined by its season - and each one offers a kind of beauty you can’t manufacture. Choosing your date isn’t just a calendar decision; it’s choosing the atmosphere that will frame your celebration and the backdrop for your memories.
Spring: Peonies, tulips, and gardens bursting awake with fresh color.
Summer: Long days, warm nights, and golden evenings that linger as long as your celebration.
Autumn: Rich textures, crisp air, and hillsides drenched in cinematic color.
Your wedding date isn’t just a number - it’s the season that sets the tone, the timing of your sunset light, and the rhythm of your day.
When you sync your design vision with the season, everything clicks into place—and your photos, flowers, and overall atmosphere will feel effortlessly aligned.
Tips for Picking a Meaningful and Memorable Wedding Date
Here’s the truth: your wedding date doesn’t have to mean anything to anyone else - just you.
Some couples go traditional, tying their day to a family anniversary. Others want the aesthetic flex of a date that just looks good (like 9.26.26). And plenty decide to turn a holiday weekend into a full-blown three-day celebration.
There’s no right answer. The right date is the one that feels aligned with your story—and sets up the experience you actually want.
How To Choose A Wedding Date That Feels Like Yours
Every couple asks the same question at the start: how do you choose a wedding date? The answer isn’t about chasing one “perfect” day - it’s about picking the date that feels like it was made for you.
A golden September Saturday. A June Thursday - peak blooms and endless daylight. A long-weekend celebration that lingers into Sunday. Each carries its own energy, its own season, its own story. When you’re deciding how to pick a wedding date, think less about what’s expected and more about what feels aligned with your vision, your vibe, and your people.
At Legacy Hill Farm, the best wedding dates aren’t left to luck - they’re booked early, with clarity and intention. Couples are already booking 2027, and the ones who secure their dates now are the ones shaping the exact experience they’ve been dreaming about. If you’re wondering how to pick a date for a wedding that sets the tone for everything else, the answer is simple: choose the one that feels like yours - and claim it before it’s gone.
With You, For You.
Legacy Hill Farm
