Holiday Proposal Season: The Sweet (and Funny) Things We Do When We Think It’s Happening

Holiday Proposal Season: The Sweet (and Funny) Things We Do When We Think It’s Happening

There’s something magical about the holidays. The lights are twinkling, the air feels a little crisper, and everywhere you look, love seems to be in the air. It’s no surprise that Christmas Eve, Christmas Day, and New Year’s Eve are some of the most popular days of the year for proposals.

And if you’ve ever suspected this might be the moment… we’ve all been there.

When I was expecting a proposal, I suddenly became very intentional about the little things. My nails? Always freshly done and perfectly polished, because you never know when a ring photo might happen.

Neutral shades, timeless colors… something that would look beautiful forever.

Outfits were carefully chosen. Hair appointments scheduled a little closer to the holidays than usual.

Jewelry swapped out for pieces that felt extra special. It wasn’t pressure, it was hope. Excitement. That quiet, happy feeling that something wonderful might be right around the corner.

Then my daughter Brooke shared what might be one of the most modern proposal-season tips I’ve ever heard.

We all joke that our phones are always listening. Mention something out loud, and suddenly it shows up everywhere on your screen. Brooke decided to use that to her advantage.

She would lean over and whisper into her boyfriend’s (now husband) phone: “Engagement ring… engagement ring… engagement ring.”

I thought she was absolutely genius.

Naturally, I followed her lead whispering “Engagement ring… engagement ring… engagement ring” and the diamond cut I loved most into my then significant other’s (now husband) phone whenever I had the chance.

Was it foolproof? Who knows. But it felt like it was needed at the time.

The Overanalyzing Begins

Holiday proposal season has a way of turning even the calmest among us into detectives.

Why is he making dinner reservations?

Why is he suddenly nervous?

Why are we taking a walk right now?

Why did he casually ask what size ring I wear?

Every moment feels meaningful. Every plan could be the plan. And somehow, the waiting becomes part of the magic.

When It Doesn’t Happen the Way You Imagined

I’ll let you in on one more secret. My own proposal didn’t happen the way I had planned in my head.

Almost five years ago, we were on a two-week vacation, one week at a dude ranch, the second week at the beach. Every beautiful destination, every perfect day, every (my) perfect moment, I was sure this was it.

And when it didn’t happen… day after day… “the talk” we were going to have when we got home was forming in my head.

By the last night of the trip, when all the wonderful experiences were over, I was convinced it wasn’t coming at all. He asked if I wanted to ride into town, and I couldn’t care less.

My hair was a mess from the beach. An outfit was thrown on. And my attitude? Slightly worse.

And that’s when it happened.

It was a reminder I’ll never forget. Sometimes, no matter how much we plan it in our minds, it isn’t our plan, it’s theirs. And somehow, it always ends up being perfect anyway.

So yes… prepare. Do your nails. Choose the outfit. Whisper into the phone.

But leave room for surprise, because the most meaningful moments often come when we least expect them.

From “Yes” to “I Do”

After the excitement settles, the happy tears dry, and everyone is told the wonderful news, thoughts naturally turn to what comes next: the date, the venue.

At Raintree, we love being part of that next chapter. From elegant indoor space to breathtaking outdoor scenery, your dream wedding awaits at Raintree. A setting designed for unforgettable moments, heartfelt celebrations, and the beginning of forever.

Whether your proposal happens under the Christmas tree, during a New Year’s Eve countdown, or on an ordinary day that becomes extraordinary, proposal season is a beautiful reminder that love is always worth celebrating. And when you’re ready… we’ll be here.

How to Handle Family Drama While Planning a Wedding

Family Tension and Wedding Planning: You’re Not Alone

Weddings are meant to be joyful, but let’s face it, once family dynamics and expectations come into play, things can get stressful fast. Whether you’re navigating divorced parents, new in-laws, managing opinions from all sides, or trying to set boundaries around money and family drama can make planning your big day feel a lot more complicated than you imagined.

But here’s the good news: if you’re celebrating your wedding at Raintree Golf and Event Center, you already have a major advantage. The team here is not just experienced they’re supportive, flexible, and great at helping couples create a smooth, meaningful event, even when emotions are running high behind the scenes.

Still, many of the most difficult conversations happen outside the venue. So how do you stay centered and true to your vision while keeping the peace with the people you love?

Let’s walk through six helpful ways to manage family drama as you plan your wedding plus how Raintree can support you every step of the way.

1. Start the Tough Conversations Early
If there are known tensions, like two relatives who don’t get along, or a parent who tends to overstep, it’s best to address them sooner rather than later. Avoiding the subject usually leads to more stress down the line.
One thoughtful conversation can go a long way. Try framing it around your excitement for the day, and how much it would mean to have everyone focus on celebrating, rather than past issues.
Bonus tip: Raintree’s serene setting and on-site coordination team can help ease awkward situations on the day-of. When the environment is calm and beautiful, it sets the tone for everyone involved.

2. Set Boundaries and Communicate Them with Kindness
Before you dive into planning, take time with your fiancé(e) to decide where you’ll welcome input and where you want to make decisions on your own. For instance, maybe you’re open to family suggestions on desserts and music but want the final say on your ceremony style.
At Raintree, the staff is used to working with a range of family personalities and planning styles. The team can help manage expectations by guiding conversations around layout, décor, and logistics so you’re not stuck playing referee.

3. Talk Money Honestly and Early
If family members are offering financial help, it’s important to understand what that support includes and doesn’t include. Some parents may see it as a gift, while others might assume it comes with influence over decisions.
You might say something like: “We’re really thankful for your support are there specific aspects you’d like to help with or feel most excited to contribute to?”
Pro Tip: Raintree offers customizable wedding packages, which makes it easier to define a clear budget and avoid surprise costs helping you keep everyone on the same page from day one.

4. Reimagine Tradition to Fit You
Wedding traditions can carry emotional weight for older family members, but your celebration should reflect your values and relationship not just tradition for tradition’s sake.
Whether you’re choosing to skip certain formalities or craft a ceremony from scratch, the key is to communicate your choices respectfully and confidently.
At Raintree, couples aren’t boxed into any one format. From elegant ballroom affairs to laid-back ceremonies, their team helps you build a wedding day that feels like you no matter what traditions you do (or don’t) follow.

5. Learn to Say “No” (Without Guilt)
Let’s be honest: not every idea or opinion will match your vision. And that’s okay.
If a family member is pushing for something that doesn’t feel right, you can say no and still be respectful. Try something like: “We’ve really thought this through, and while we appreciate the suggestion, we’re moving in a different direction.”
It’s your wedding, and it’s okay to protect the experience you and your fiancé(e) want.

6. Lean on Your Venue’s Support
One of the most underrated tools for managing family stress? Your venue team.
At Raintree Golf and Event Center, the experienced event staff goes beyond coordinating tables and timelines, they act as a buffer, a sounding board, and a calming presence on a day that can be full of emotion. Whether it’s helping smooth out a seating arrangement or pivoting last-minute logistics, their team helps carry the weight, so you don’t have to.
And with Raintree’s peaceful, spacious, and private surroundings, even your most opinionated family member is likely to soften the moment they step onto the grounds.

Final Thought: Stay True to What Matters Most
Family dynamics can be tricky, but they don’t have to overshadow your engagement or your wedding day. With honest communication, thoughtful boundaries, and a venue that truly supports you, it is possible to enjoy a wedding that feels like a celebration of your love not a negotiation between relatives.
You don’t need to please everyone. You just need to stay connected to what matters most: your relationship, your values, and the future you’re building together.

Why Couples Choose Raintree Golf and Event Center:

  • Beautiful indoor and outdoor ceremony and reception spaces
  • Golf course backdrop for wedding photos
  • On-site coordination to manage logistics and relieve stress
  • No rental fee for use of the Grand Ballroom
  • Flexible, customizable packages to match your style and budget
  • Full-service catering team
  • Complementary linens, centerpiece, champagne toast, cake cutting, and bridal suite
  • Private, peaceful setting with natural beauty and scenic views

Contact our team today to schedule a tour or learn more about available dates.

Reconnect & Reminisce: Class Reunions – Celebrate Memories at Raintree!

Hey, Class of 2016, 2001, and 1976 — this one’s for you!

Time flies when you’re making memories, and believe it or not, 2026 is just around the corner. Whether you’re gearing up for your 10th25th, or 50th class reunion, now is the perfect time to start planning the celebration that will bring your class back together in style.
There’s something magical about class reunions, they’re like a time machine, whisking us back to the days of pep rallies, prom night, cafeteria laughs, and that one teacher you all still talk about. It’s a chance to reconnect, reminisce, and celebrate all the places life has taken you since you last walked those school halls together.

At Raintree Golf and Event Center, we specialize in making those moments unforgettable.

Why We Love Class Reunions (And You Will Too!)

  • Reconnecting with old friends — and finally figuring out who had the best glow-up.
  • Reminiscing over hilarious high school memories and inside jokes you thought you’d forgotten.
  • Celebrating how far you’ve come with the people who knew you before you even had a driver’s license.
  • Dancing like it’s senior year all over again — yes, we have a huge dance floor!

Why Raintree is The Place to Celebrate

Whether you’re hosting a cozy gathering or a crowd of 300+, our Grand Ballroom is the perfect backdrop. With three stone fireplaces, a spacious dance floor, and seating for small and cozy reunions up to 300 guests, it’s warm, welcoming, and effortlessly elegant.
Here’s what you’ll love:

  • No rental fee — our pricing is built right into your chosen menu.
  • A full range of menu options, from casual open house style or a formal dinner with cocktail hour and hors d’oeuvres.
  • Complimentary microphone, podium, screen & projector for speeches, slideshows, or throwback videos.
  • State-of-the-art Bluetooth sound system — bring your favorite high school hits!
  • Custom linens in your school colors — let that school pride shine.

Our in-house chef and catering team are here to help you wow your classmates with delicious food and seamless service. We’ll even work with you on creative ideas and personalized touches to make your reunion one-of-a-kind.

Why Book Now?

Reunion dates (especially for milestone years!) fill up fast, and 2026 weekends are already in high demand. Booking early means getting your top choice of date and plenty of time to gather your planning team and get the word out to classmates.

Whether you’re part of the planning committee or just want to suggest a great spot to your alumni group, now’s the time to lock it in.

Ready to Reconnect?

Let’s bring your class back together and create a night full of laughter, hugs, stories, and snapshots you’ll cherish for the next 10, 25, or 50 years.
📞 Contact us today to secure your 2026 reunion date — we can’t wait to help you celebrate memories and make new ones!

BRIDECHILLA: Podcast #430- Stress-Free Weddings: Essential Tips from Risa Kostis (Part 2)

Risa and Leah explore the trend of incorporating vintage and consignment pieces into the wedding day.

This week we return to our conversation with Risa Kostis, creator of The Rescue Kit Company! Risa and Leah explore the trend of incorporating vintage and consignment pieces into the wedding day. Risa also shares some top tips to travel stress-free with your wedding outfit – no matter how far you’re going!

Check out Risa’s website and follow her on Instagram!

Find the free E-Book “The Bride’s Guide to Getting Dressed” here!

How To Keep Your Guests Warm At A Winter Wedding

Incorporate cozy touches to learve your guests with warm memories of your beautiful winter celebration.

A winter wedding can be a beautiful and enchanting celebration but keeping your guests warm and comfortable is essential for a memorable experience. By incorporating cozy touches your guests will leave with warm memories of your beautiful winter celebration.

Winter weddings are magical, offering snow-covered backdrops, cozy vibes, and romantic lighting. But as beautiful as they are, they can also bring chilly temperatures, which may leave your guests feeling uncomfortable. As an event director, it’s essential to plan for both the beauty and comfort of your guests. Here are some thoughtful and creative ways to ensure everyone stays warm and enjoys your winter celebration to the fullest.

At Raintree, our three large stone fireplaces, create the perfect warm ambiance. One of the simplest and most effective ways to keep your guests warm and double as a generous wedding favor is to offer cozy blankets. Consider choosing blankets that complement your wedding’s color scheme or the venue’s décor. For a rustic wedding, plaid blankets can add a charming touch, while elegant throws in soft whites or metallics can provide a more luxurious feel.

Warm drinks are another perfect way to keep your guests comfortable during a winter wedding. Consider setting up a hot cocoa or cider station, which not only helps guests warm up but also adds a fun, interactive element to your reception. For a more elevated experience, signature hot cocktails like spiked apple cider, mulled wine, or hot toddies can offer warmth while giving your wedding an extra special touch. Having a warm drink station near the reception entrance will make guests feel instantly welcome as they arrive. I know I would be in heaven if there were a warm chocolate chip cookie station, too!

If your wedding has an outdoor component, such as an outdoor cigar lounge, it’s essential to plan for warmth. Portable outdoor heaters are a fantastic way to keep your guests comfortable without compromising the outdoor experience. If you’re looking to add an extra cozy element, fire pits are another great option. They not only provide warmth but also create a relaxing and intimate atmosphere.

Winter weddings also offer the opportunity for brides to wear stylish, warm fashion. Brides can embrace long-sleeved wedding dresses, faux fur stoles, or even chic capes for a glamorous look. Bridal parties can benefit from stylish winter layers, such as shawls or wraps, to stay warm while posing for photos or during outdoor moments. This way, everyone stays comfortable while still looking fabulous.

Creating a warm atmosphere goes beyond physical warmth—lighting and textiles can play a huge role in setting the tone. Consider using warm lighting such as candles, fairy lights, or string lights to create a cozy, inviting glow. Adding rich textiles, like velvet tablecloths, satin chair sashes, or plush pillows, can enhance the comfort and beauty of your venue. Layering texture in your décor helps add to the cozy ambiance and makes your wedding feel like a perfect winter retreat.

2025 Wedding Trends

What We Like, What We Don’t, and How to Pick What’s Best for You

As we look toward 2025, the trends in weddings are more varied than ever — some we love, some we could leave behind, and some are really just a matter of personal taste. Here is what’s gaining traction, what’s fading away, and how to choose the trends that will make your big day truly yours.

What We Like: Fresh, Fun, and Meaningful Trends

1. Sustainability and Upcycled Decor 
Couples are opting for sustainable venues, zero-waste practices, repurposed florals, and upcycled decor items are all part of a movement toward more thoughtful celebrations.

Why We Love It: It’s environmentally responsible and often more affordable, plus it creates a wedding that feels grounded and real.

2. Personalized and Custom Elements
Writing your own vows, creating custom cocktails, or even selecting your favorite music for every part of the ceremony and reception is becoming more common. The trend of personalization helps couples tell their unique love story and adds an intimate touch to every moment.

Why We Love It: Personal touches make your wedding feel like you. It’s your story, your values, and your style shining through every detail.

3. Micro Weddings
Micro weddings with smaller guest lists and an emphasis on meaningful connections rather than grand events. This trend allows couples to focus on quality time with their closest loved ones in a more relaxed and private setting.

Why We Love It: It’s less stressful, more budget-friendly, and allows for a more meaningful celebration without the pressure of a large crowd.

4. Technology Integration
Live streaming ceremonies, virtual guestbook signing, and drone photography are all on the rise. While some purists may be skeptical, these tech-savvy elements are helping families and friends who can’t be there in person still feel part of the celebration.

Why We Love It: It keeps loved ones connected, especially when travel isn’t feasible, and it offers unique ways to capture and share memories.

What We Don’t Like: Trends That May Not Be for Everyone

1. Over-the-Top Wedding Decorations 
While Pinterest-inspired decor can be stunning, some trends are leaning toward excessive or over-complicated setups that can distract from the day itself. Elaborate installations can take away from the intimate atmosphere of a wedding. These over-the-top decorations and over-complicated setups become over complicated stress. 

Why We Don’t Like It: Less is more. Focus on details that matter and create an atmosphere that supports the celebration, not overwhelms it.

2. Trendy Wedding Cakes
The desire for dramatic, multi-tiered cakes with unconventional shapes or crazy color schemes can sometimes fall short of expectations, both in terms of taste and aesthetics. While beautiful cakes can be a part of your day, the trend toward hyper-stylized cakes can feel like a bit too much.

Why We Don’t Like It: Trends like this often sacrifice substance for style. Consider a simpler cake design or even alternative desserts that align more with your taste. A pretty wedding cake for photos and sheet cakes for guests continue to make the nicest cuts.

3. Overly Elaborate Guest Favors
Wedding favors are a nice gesture, but lately, some trends have seen extravagant gift bags and keepsakes that guests rarely use or keep. From fancy candles to monogrammed anything, these can often feel wasteful.

Why We Don’t Like It: It’s a gesture that may not have the lasting impact you intend and adds costs for guests to not use or keep.

4. Too Much Tradition 
While honoring cultural or familial traditions is important, some couples feel the pressure to include every tradition, even those that don’t resonate with them. If you’re not a fan of a specific custom, there’s no reason to feel obligated to include it just because it’s “expected.”

Why We Don’t Like It: Weddings should reflect your values, not outdated norms. It’s your day, so choose what makes you feel comfortable and joyful.

How to Pick What’s Best for You

Choosing wedding trends that are right for you comes down to understanding what matters most in your celebration. Here are some tips to help guide your decisions:

1. Reflect on Your Personality and Values
Are you a nature lover who values sustainability? A foodie at heart who wants a custom dining experience? Consider what feels authentic to you and your partner and choose trends that align with your interests and passions.

Set a Budget and Prioritize
Weddings can get expensive quickly, so it’s important to be mindful of where you want to invest your money. Do you want a jaw-dropping, statement gown or is it about the music and celebration? Once you know where your budget needs to go, you can choose trends that won’t stretch your finances too thin.

Embrace What Feels Right for You
While some trends may seem cool or popular, it’s crucial to choose elements that reflect your personalities as a couple. Don’t feel pressured by social media or external expectations. Your wedding should feel like your celebration, not a trend showcase.

Keep the Guest Experience in Mind
A wedding is also about the people who celebrate with you. Think about what will make your guests feel included, engaged, and appreciated. This might mean simplifying your decor or adding personal touches that make everyone feel special.

In Conclusion: Create The Wedding That’s Truly Yours

At the end of the day, wedding trends are just that — trends. They come and go, but your love story is unique and timeless. Focus on the aspects of the wedding that reflect you and your partner’s personalities, and choose trends that make your day unforgettable, not just for the photos, but for the joy you feel in the moment. Whether you’re embracing sustainability, keeping it traditional, or making bold fashion choices, the best wedding is the one that feels right for you.