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When to Book Your Wedding Vendors: A Complete Guide for Couples Planning Their Dream Wedding in the Berkshires

Friday, February 7, 2025


Planning a wedding can be both thrilling and overwhelming, but knowing when to book your vendors is one of the most important steps. Whether you’re envisioning a rustic barn wedding or a more elegant celebration surrounded by the natural beauty of the Berkshires, securing your dream vendors well in advance is essential to making your big day go smoothly.


At Cottage Farm of the Berkshires, we’ve seen countless couples create unforgettable memories in our barn venue, and we know that the right vendors make all the difference. We’ve put together this guide to help you understand the best timeline for booking your wedding vendors, ensuring that every detail is covered and that your wedding day unfolds without a hitch.



Young female guests laughing and  holding sparklers outside during a summer wedding in the Berkshires at Cottage Farm. The ladies are wearing floral print dresses in beige, copper and burnt orange while standing under the portico.
Love, laughter and happily-ever-after at Cottage Farm of the Berkshires. Here wedding guests are enjoying themselves during a stunning summer wedding in the Berkshires. Photo by Dear Edith & Lily


12 to 18 Months Before Your Wedding in the Berkshires: Start Laying the Groundwork


It may seem early, but the sooner you start planning, the better. Popular vendors and wedding venues in the Berkshires, especially those in high demand during the peak season, can book up quickly. By securing your key vendors early, you’ll have a better chance of getting the team that’s the perfect fit for your celebration.


1. Wedding Planner


If you're looking for peace of mind throughout the planning process, a wedding planner is an excellent first step. A wedding planner will help you stay organized, offer recommendations for trusted vendors, and take care of the details so you can focus on enjoying the process. Wedding planners who are familiar with the Berkshires will know the best vendors for your venue and style, from rustic barns, estates or cultural venues to outdoor celebrations.


2. Wedding Venue


Your wedding venue is the foundation of your wedding plans, so it’s important to book it as early as possible. Popular venues, especially in the Berkshires, can get fully booked up to a year in advance, particularly for summer and fall weddings. Whether you’re planning a barn wedding or a more traditional celebration, securing your venue first ensures you have the perfect place to host your day.


At Cottage Farm of the Berkshires, we pride ourselves on our picturesque setting, perfect for couples who want a rustic yet modern feel for their wedding. Once your venue is booked, it’ll set the tone for everything else.


3. Photographer and Videographer


Your wedding photos will be cherished for a lifetime, so it’s crucial to choose a photographer whose style matches your unique vision. Photographers specializing in the beauty of the Berkshires, especially for outdoor or barn weddings, know how to capture the natural light and picturesque scenery. Book your photographer at least a year in advance to ensure you secure the best fit for your style.


The same goes for videographers—if capturing every moment is important to you, book early. A good videographer will know how to document your day beautifully, whether it’s in a barn, on a farm, or by a scenic overlook.


4. Catering


Food is one of the most important parts of any celebration, and securing your caterer early is crucial, especially if you’re interested in working with local ingredients. Many Berkshires caterers have relationships with local farms, offering fresh, seasonal menus. The Berkshires farm-to-table experience for guests is highly sought after so you'll want to secure your caterer as soon as possible. Whether you’re planning a casual buffet or a multi-course meal, a great caterer will help make your wedding truly special.


5. Entertainment (DJ or Band)


If you’re envisioning a lively reception with dancing, a talented DJ or live band can set the perfect tone for the evening. Popular entertainment options book up quickly, especially in peak wedding season, so be sure to secure them early to ensure you get the vibe you want for your celebration.


9 to 12 Months Before Your Wedding: Filling in the Details


With the most important vendors booked, it’s time to start filling in the rest of the details. By now, you should have a clearer picture of your wedding style and atmosphere, and it’s time to bring in the vendors who will help complete the experience.


1. Florist


Flowers play a big role in setting the tone for your wedding, especially for rustic or barn weddings in the Berkshires. From wildflowers to lush greenery, your florist will help you create the perfect arrangements to complement your venue. A florist familiar with barn weddings or outdoor celebrations will know how to work with natural surroundings and enhance the beauty of your space.


2. Hair and Makeup Artists


Looking your best on your wedding day starts with the right hair and makeup. Finding professionals who specialize in outdoor or rustic weddings can make a big difference in ensuring your look lasts all day—especially when you're outdoors or in a more natural setting like a barn. Schedule hair and makeup trials in advance to perfect your look before the big day.


3. Officiant


Your officiant will set the tone for your ceremony, so it's important to choose someone whose style resonates with you. If you’re getting married in the Berkshires, there are many officiants who specialize in personalized, non-denominational, or religious ceremonies. Make sure to book your officiant early to ensure they’re available for your big day.


4. Transportation


In rural areas like the Berkshires, transportation can be a key consideration. Whether you need to shuttle guests between locations or arrange for a grand arrival, securing transportation early ensures a smooth flow for the day. Depending on your venue, you may need shuttles, limousines, or even a vintage car to bring that extra touch of elegance.


5. Rentals


Depending on your venue, you may need to rent items such as tables, chairs, linens, and lighting. If you're planning a wedding at a barn or outdoor venue, rentals can significantly enhance the space. Items like string lights, chandeliers, or custom furniture can make your wedding feel unique. Make sure to reserve your rentals early to get exactly what you want.


6 to 9 Months Before Your Wedding: Finalizing the Details


As you approach the 6 to 9-month mark, it’s time to start finalizing your choices and making sure everything is in place for your wedding day.


1. Wedding Cake or Desserts


Wedding cakes are a classic element of any celebration. Whether you’re going for a traditional multi-tiered cake or something more creative, like a dessert table or cupcakes, make sure to book your baker early. In the Berkshires, there are many talented local bakers who can design cakes and/or desserts that reflect your style and the season.


2. Lighting Design


Lighting can completely transform your wedding venue. Whether you want fairy lights draped across rustic beams or romantic chandeliers hanging overhead, booking a lighting designer ensures that the atmosphere is just right for your celebration. Lighting can be particularly important for evening weddings to create a magical ambiance.


3. Wedding Favors


Wedding favors are a great way to show appreciation to your guests. Whether you opt for personalized items, local goodies from the Berkshires, or something that ties into your wedding theme, make sure to order them early to ensure you have enough for everyone.


4. Videographer


Videography is an increasingly popular choice for couples who want to relive the entire wedding day. A skilled videographer will capture all of the special moments—from the ceremony to the first dance and everything in between. Like photographers, videographers book up early, so be sure to secure them as soon as possible.


3 to 6 Months Before Your Wedding: Confirm and Finalize


With just a few months to go, this is the time to confirm all the details and finalize your plans. At this stage, your vision for the day should be coming together perfectly.


1. Final Vendor Confirmations


Now that your vendors are secured, it’s time to confirm all the details. Review your contracts and timelines, and double-check that each vendor knows exactly what’s expected. A final meeting with your coordinator, photographer, or florist will help ensure everyone is on the same page.


2. Finalizing the Guest List


By now, your guest list should be set, so it's time to confirm final numbers with your caterer, venue, and any other relevant vendors. Make sure to include any special dietary requirements for your guests to ensure everyone’s needs are met.


3. Marriage License


Don’t forget about the paperwork! Apply for your marriage license well in advance to avoid any last-minute stress. Make sure you understand the requirements in your state to ensure everything is in order.


1 to 2 Months Before the Wedding: Last-Minute Details and Final Touches


The final months before your wedding will fly by, so take a deep breath and enjoy the process. By this stage, everything should be in motion.


1. Rehearsal Dinner


The rehearsal dinner is a wonderful time to gather with your closest family and friends. Make sure to confirm the venue, menu, and guest list for this special occasion. It’s the perfect chance to unwind and celebrate before the big day.


2. Final Preparations


Prepare everything you need for your wedding day. Pack your wedding dress, shoes, and any accessories, and put together an emergency kit just in case. Take time to relax and enjoy the days leading up to the event.


Book Early and Stay Organized


Planning your wedding in the Berkshires can be an incredibly rewarding experience, but it does require some organization and timely action. Booking your vendors early and staying on top of your plans will help reduce stress and ensure you can enjoy every moment of your big day. At Cottage Farm of the Berkshires, we are proud to offer a gorgeous barn venue and connect you with some of the best vendors in the region. With a little planning and the right team, your wedding in the Berkshires will be everything you’ve dreamed of—and more.


Let us help you bring your dream wedding to life. From a truly stunning venue to talented vendors, we’ve got everything you need covered to make your day unforgettable.


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