Newly Engaged? Three Decisions Before Booking Wedding Vendors

Getting engaged brings a rush of possibilities. A venue you have always loved. A photographer whose work you saved months ago. A destination that would be extraordinary for a wedding weekend.

Before those possibilities become deposits, take time to decide what you are building together. Each commitment affects the choices that follow, including the investment, the guest experience and the support needed to bring everything together.

These three conversations will help you begin with clarity, whether you are planning a wedding in Chicago or inviting your guests somewhere farther from home.

1. Agree on your priorities and the investment behind them

Start with the experience you want to share. Ask each other what you most want to remember: a meaningful ceremony, an exceptional dinner, a packed dance floor, time with family or a weekend that introduces guests to a place you love.

Choose three shared priorities and write down what each means in practice. “Great food” might mean a long, seated dinner with thoughtful wine pairings. “Family” might mean preserving a cultural tradition, making room for older relatives or including more than one celebration.

Then discuss the investment you are comfortable making and who will contribute. Clarify whether contributions come with expectations about the guest list, location or format. Having this conversation early gives everyone a more useful starting point than comparing individual vendor prices.

Your working budget should include the costs around the celebration: venue, food and beverage, planning, design, entertainment, photography, attire, transportation and other services you intend to provide. Ask how taxes, service charges, delivery, setup and breakdown will be accounted for. Decide how unexpected needs will be handled before the budget is fully committed.

If you need a starting framework, our guide to full-service wedding planning explains how these decisions connect.

Bride and groom beneath a white floral arch along a reflective wedding aisle.

2. Build a preliminary guest list before choosing the setting

A guest-count estimate becomes more useful when it is based on names. Create a preliminary list with both families, then separate the people you know you intend to invite from those still under discussion.

Consider how the celebration changes at different sizes. A dinner for 80 and a wedding for 200 may call for different rooms, service plans and entertainment arrangements. The guest count also affects rentals, stationery, transportation and the amount of time needed for arrivals and transitions.

For a destination wedding, think beyond who may attend. Consider travel time, available accommodation, accessibility and what you will host across the weekend. A smaller expected turnout should not become the basis for booking a space that cannot accommodate the people you have actually invited.

When viewing venues, ask to see a layout that includes everything you are considering: dining tables, dance floor, entertainment, bars and service routes. A stated capacity alone cannot tell you how comfortable the celebration will feel.

Record the practical needs of your guest group, too. Those might include step-free access, nearby hotels, transportation between locations or a quiet place for a family member to take a break. These details belong in the venue conversation from the start.

3. Decide how much planning support you want

Talk honestly about your availability and the kind of decisions you want to manage yourselves. Planning involves researching options, comparing proposals, coordinating communication, reviewing deadlines and connecting the work of several creative and production teams.

Consider your work schedules, travel, family commitments and how you prefer to make decisions together. If you want an experienced partner to help shape the framework, involve that person while location, guest count and investment are still being considered.

Ask prospective planners how they approach venue selection, budget development, design and guest hospitality. Confirm who will lead the project and how decisions will be presented. For a multi-day celebration, identify exactly which events and logistics are included.

Onsite coverage also deserves a specific conversation. Ask which days and hours are covered, how staffing is determined and which additional services or expenses would be billed separately. A clear scope helps you compare proposals meaningfully.

Turn the conversations into a one-page brief

Before requesting proposals, pull the essentials into one shared document:

  • Your three priorities and what they mean to you.

  • Your preliminary invited guest count.

  • Your preferred location and date range, including any flexibility.

  • Your working investment and what it needs to cover.

  • The events you want to host and the planning support you are seeking.

  • Important cultural, family, travel or accessibility considerations.

The brief can evolve. Its purpose is to give the people advising you enough context to make relevant recommendations.

Begin with a plan that reflects your lives

You do not need to resolve every detail at the beginning. You need enough shared understanding to recognize which choices belong in your wedding.

Kesh Events brings together wedding planning, design and production with attention to hospitality, culture and the experience of your guests. Share your location, date range and early ideas, and we can begin a conversation about the support your celebration needs.

Begin a Private Inquiry.

Akeshi Akinseye

Akeshi Akinseye

Founder & CEO of Kesh Events | Event Planner, Designer, Author & Hospitality Expert

Akeshi Akinseye is the founder and CEO of Kesh Events, a Chicago-based event planning, design and production company creating high-end weddings, destination celebrations, private events and brand experiences worldwide.

With more than 15 years of experience, her work centers on thoughtful hospitality, guest experience, cultural intelligence and the planning, design and production of highly considered celebrations.

Akeshi is also the author of The Art of Celebrating, a book about meaningful gatherings, thoughtful design and creating more intentional moments around the table and at home.

Her work and perspective on weddings, celebrations, design and hospitality have been featured in CNN, The New York Times, Forbes, Brides, People and other leading publications.

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