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Venues in Webster, FL,
(407) 496-5846

About Us

October Oaks is a farm wedding venue located in Webster, Florida. Secluded by towering oak trees, lush greenery, and an enchanting meadow, this setting provides couples with an intimate experience for their special celebrations. Family-owned and operated by the Mathers, this remarkable venue seamlessly combines rustic charm with sophisticated elegance, setting a romantic scene for your dream wedding.

Facilities and Capacity

The dedicated team at October Oaks is proud to help couples host their own one-of-a-kind celebrations at this unforgettable estate. Four distinct event spaces are available to accommodate up to 400 wedding guests. You are welcome to begin your day preparing for the festivities ahead in the venue’s Bridal Cabin. This elegant suite affords you and your bridal party the space to relax and be pampered in privacy and comfort. For an outdoor ceremony, couples are invited to choose from a number of locations throughout the 80-acre estate. For a waterside service, the serene aquaculture pond is an ideal backdrop for your and your guests as you exchange vows. The barn, featuring vaulted ceilings, charming barn-style doors, and eye-catching chandeliers, can accommodate a sit-down dinner with space for a top table and buffet station. When the sun sets, you and your loved ones are welcome to gather around the fire pit to enjoy some s’mores and one another’s company.

Services Offered

October Oaks offers venue rental for weddings and other milestone events, including wedding showers, engagement parties, and rehearsal dinners. A dedicated event planner will be on hand throughout your planning process to ensure that every detail of your celebration is carefully considered and executed. The venue’s catering team will craft a range of delectable dishes to be served as hors d'oeuvres or as a plated, buffet, or family-style meal. Friendly and professional bartenders will execute a champagne toast and serve delicious drinks from an open bar. The team also provides the use of a variety of on-site event items, including arches, chairs, tables, elegant centerpieces, and other furniture. The catering staff also provides the use of barware, flatware, china, and linens, as well as a chocolate fountain.

Nicole B.

5 out of 5
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  • From the beginning to the end Ann and Michael are there to answer your questions and walk you through the process. I can honestly say I had my dream wedding at this unbelievably beautiful venue. Don't waste money on a day of coordinator especially since Ann is there and knows the place better then anyone. I might have been asked 2 questions all day otherwise Ann took care of it all. She was sure to be on time and if any deviation at all in the timeline she was sure to figure it out. It was all a dream from the planning to the day of. I would recommend this venue to any bride that is looking for the perfect outdoor/barn wedding. I felt like I was apart of their family the whole time and especially with COVID Ann was sure to keep in touch often and let us know their plans. I was never stressed or worried because she always had a plan. We are so grateful we were able to get married in this beautiful place! 10/10 recommend October Oaks.

    Frequently Asked Questions about Venue

    Do you have a site fee for wedding receptions at your venue?


    Do you have a site fee for wedding ceremonies at your venue?


    Which of the following are included in starting site fee?

    Bridal Suite, Chairs, Clean Up, Event Planning, Parking, Set Up, Tables

    Which of the following are included in the cost of wedding catering?

    Cake Cutting, Server(s)

    Which of the following are included in the starting price for bar service?


    How many event spaces or rooms does your venue offer?


    Describe your venue

    Barn, Farm/Ranch

    What kind of settings are available?

    Indoor, Covered Outdoor, Uncovered Outdoor

    Which of the following wedding events does your venue service?

    Ceremony, Reception, Bridal Shower, Engagement Party, Rehearsal Dinner

    What event services do you offer?

    All Inclusive Packages, Bar Services, Cake, Catering Services, Clean Up, Event Planner, Event Rentals, Get Ready Rooms, Liability Insurance, Lighting / Sound, Outside Vendors, Pet Friendly, Set Up

    What catering services do you offer?

    Buffet, Cocktail Reception, Dessert, Family Style, Hors d'oeuvres, Outside Cake, Plated, Server(s), Stations, Tastings

    What bar services do you provide?

    Bartender(s), Champagne Toast, Open Bar, Outside Alcohol, Signature Drink

    What event items are available?

    Altar/Arch, Centerpieces, Chairs, Dance Floor, Decor, Furniture, Lighting, Tables

    What food and beverage items are available?

    Barware, China, Chocolate Fountain, Flatware, Glassware, Linens

    What transportation and access is available?

    Parking, Valet

    What months are included in your peak season?

    January, February, March, April, May, September, October, November, December

    What months are included in your off-peak season?

    June, July, August

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