There’s something magical about saying “I do” amid twinkling lights, winter florals, and the glow of the holiday season. A holiday wedding can feel instantly festive and timeless — think candlelight, garlands, and built-in décor, but it also brings a few unique challenges to plan around.

This guide explores the real pros and cons of a holiday wedding, shares practical winter wedding planning tips, and helps you decide whether celebrating your big day during the holidays fits your vision.

Why Choose a Holiday Wedding?

The holidays are naturally full of joy and family time, the perfect backdrop for a celebration of love. With everyone in good spirits and many loved ones already home for the season, a winter wedding can make your special day feel even more meaningful.

However, like any major event, there are a few trade-offs. Outlining the benefits and challenges can help you find out if this is the right choice for your special day.

Pro: You’re Already Celebrating with Family and Friends

The holidays, much like a wedding, bring people together. Celebrating both at once makes the occasion even more joyful and memorable for everyone involved.

Tip: Send save-the-dates early so guests can plan ahead around family events.

Con: Planning Anniversaries Around the Holidays

Some couples prefer their wedding and anniversary to stand apart from the holiday bustle.

Tip: Create a private tradition — like a cozy dinner out or exchanging a new ornament every year — to keep your anniversary distinct and meaningful.

Pro: You’ll Never Forget That Special Date

If your wedding lands on Christmas Eve, New Year’s Eve, or another major holiday, you’ll never forget it! Couples who already love the season often find the symbolism romantic and nostalgic.

Tip: Personalize your ceremony with nods to your favorite holiday memories or songs.

Con: Vendor Availability Can Be Limited

Holidays are peak event season, meaning popular venues, caterers, and photographers may book up quickly. Planning ahead can solve this problem!

Tip: Book vendors 9–12 months in advance or consider non-holiday weekends in December for better availability.

Pro: Many People Will Already Have Time Off Work

Holiday weekends can make it easier for guests to attend without needing to request extra vacation days.

Tip: Choose a date that gives out-of-town guests a day or two to travel and settle in.

Con: Some Guests May Have Conflicting Plans

The holidays are full of family traditions, travel, and obligations. Some guests might be unable to attend if your date overlaps with their existing plans.

Tip: Be upfront about your date early and offer a livestream option for guests who can’t make it.

Pro: Seasonal Decor Means Built-In Savings

Your venue is likely already decorated for the season with lights, garlands, or poinsettias — which means one less thing to plan (and pay for).

Tip: Add personal touches like custom signage, candlelight, or floral accents to make the space feel uniquely yours.

Con: Travel and Lodging Costs May Be Higher

Flights and hotels are in high demand during the holidays. If you’re planning a destination wedding or have guests traveling from far away, this can add extra cost and stress.

Tip: Reserve hotel blocks early and share travel options or group discounts with your guests.

Is a Holiday Wedding Right for You? (Quick Checklist)

Ask yourself these questions before choosing a holiday date:

  • Do you love the look and feel of the winter season?
  • Are many of your guests local or available to travel?
  • Can you secure vendors early enough for your preferred date?
  • Are you comfortable with higher travel and lodging costs?
  • Would your anniversary overlapping with a holiday bother you?

If you answered “yes” to most, a holiday wedding might be the perfect fit!

Holiday Wedding FAQ’s

Looking for more information about holiday weddings? Here are some frequently asked holiday wedding questions. Looking for something more? Reach out to our team, and we can help you find what you need and see what Oaks Manor can offer you for your wedding.

Are holiday weddings more expensive?

Travel and lodging often cost more during the holidays, but many venues offer winter discounts — and seasonal décor can help you save on decorations.

When should I start booking for a holiday wedding?

Ideally, 9–12 months ahead. Popular venues and vendors fill up fast during the holidays.

How can I make my holiday wedding stand out from other seasonal events?

Focus on personal touches — like family recipes, custom favors, or themed entertainment — to make your day feel uniquely yours.

What’s the best date for a holiday wedding?

Consider weekends near the holidays (like early December or the weekend before New Year’s Eve) to capture the festive feel without scheduling conflicts.

See Your Holiday Wedding at Oaks Manor

A holiday wedding can be breathtakingly beautiful — full of sparkle, warmth, and sentiment — but it isn’t the right fit for everyone. Take time to weigh the pros and cons, consider your guests’ needs, and think about how the season fits your love story.

Whether you say “I do” under the mistletoe or beside a crackling fire, the perfect date is the one that feels most you.

Contact our events team for a personalized tour!

Oaks Manor Events: Celebrate in Style

At Oaks Manor, we specialize in creating unforgettable experiences for weddings, receptions, and special events. With elegant spaces and personalized service, our team is here to bring your vision to life. Call or contact us today, and let’s start planning the celebration you’ve always dreamed of.

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