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Weddings

About

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. We are pet friendly as well - your fur babies are welcome!

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.

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Frequently asked questions

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

Yes

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

Yes

Which of the following are included in the 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?

Bartender(s)

What is the minimum number of guests required to book your venue?

2

How many event spaces or rooms does your venue offer?

4

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?

Bar Services
Catering Services
Clean Up
Event Planner
Event Rentals
Get Ready Rooms
Liability Insurance
Outside Vendors
Pet Friendly
Wifi

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

Reviews of October Oaks

This AI-generated summary gives you a snapshot of the overall ratings and feedback from the reviews this vendor has received.

Review summary

Powered by AI

October Oaks is a stunning, versatile venue with magical, well-maintained grounds and multiple ceremony spots. The family-run team provided calm, attentive coordination from planning through the day, handling logistics and weather smoothly so couples stayed stress-free. Catering was highly praised and guests raved about the experience.

Review summary

Powered by AI
This AI-generated summary gives you a snapshot of the overall ratings and feedback from the reviews this vendor has received.

October Oaks is a stunning, versatile venue with magical, well-maintained grounds and multiple ceremony spots. The family-run team provided calm, attentive coordination from planning through the day, handling logistics and weather smoothly so couples stayed stress-free. Catering was highly praised and guests raved about the experience.

Samantha
Samantha Sent on 12/21/2024
5 out of 5 rating

The Second Easiest "Yes" You'll Make

From the bottom of our hearts, my husband and I want to say thank you to Ann, Meagan, and the entire October Oaks Team for making our day so far beyond incredible.

From the day you reach out to inquire about having your wedding at this venue, DO IT, Ann will be there to give you all the information you need.

A few things that really sold us on October Oaks are:
- The venue is insanely beautiful and speaks for itself. It's so versatile.
- We also really appreciated that they have an entire building dedicated to wedding decor that their couples are allowed to use.
- Having a venue owner that doubles as a day of coordinator is invaluable. She knows her stuff because it's literally her stuff. lol
- Knowing that we would have a 4-week meeting prior to wedding day to make sure all our ducks were in a row. It really gave us confidence that our day would come, and we wouldn't have to scramble for anything.

When it came time for the reception, they made sure to celebrate with us and keep everything running smoothly.

Booking October Oaks is like becoming a part of their family. You really know that they care about each and every couple that comes their way.

Forever grateful!!

-Mr and Mrs Teckemeyer
Katherine
Katherine Sent on 05/06/2026
5 out of 5 rating

Joyous Wedding experience

We had 18 months to plan my daughter’s wedding, and choosing October Oaks made the entire experience truly exceptional. From the very beginning, we knew the grounds were something special—it felt like the Holy Spirit frequented the breeze through the majestic oaks and Southern Spanish moss (and if you’ve ever planned a wedding, you know you’ll take all the divine help you can get!). There was a deep sense of peace and joy, and Ann Mathers and her family only confirmed that feeling.

Ann is genuine, thoughtful, and incredibly helpful. Planning from out of state could have been stressful, but she made every visit, call, and question feel seamless and straightforward. We always felt supported and truly cared for—like we had a calm, capable guide for every step (which is priceless in the world of wedding planning!).

Our guests stayed in Lakeland, and transportation to and from the venue by bus worked perfectly. Every detail came together effortlessly thanks to the thoughtful coordination behind the scenes.

The catering was extraordinary. Michael Mather is a true creative talent in the kitchen—everything from the tasting to the final meal exceeded expectations. Our guests are still talking about the food, especially the mushroom sauce! I’m fairly certain a few people would have taken a to-go container if it had been offered.

Of course, Florida weather had its moment—rain arrived just 10 minutes before the ceremony. But Ann handled it with such calm confidence, keeping guests comfortable and the bride completely at ease. We prayed—and right on time, the rain cleared, the chairs were dried, and everything came together beautifully…with just enough time for everyone to pretend it was all part of the plan.

Ann guided the entire day with grace and wisdom. There are no words to fully capture the joy I felt—it was truly one of the most meaningful days of my life. What stood out most throughout the entire process was Ann’s honesty, clarity, and the genuine care she showed our family.

We feel incredibly blessed to have found October Oaks. It is a unique and beautiful venue, and absolutely worth the search.
R
Richard Sent on 12/10/2024
5 out of 5 rating

Pure magic!

Everything was amazing! Weddings can be a very stressful time with all of the planning & concerns about the overwhelming number of small details. That was not how things went at October Oaks! Ann is a machine! She put us all at ease & made the day in so many wonderful ways! We highly recommend this venue!
Sydney
Sydney Sent on 02/14/2024
5 out of 5 rating

Absolutely amazing!!

Couldn’t have asked for a better vendor and venue. Our day was absolutely beautiful and Ann was incredibly helpful throughout the whole process. leading up to our big day she was attentive and always answered our questions as quick as possible. Her husband Michael was a phenomenal cook, and our guest absolutely loved his food. Got a lot of compliments on his cooking and choosing him. I would 100% recommend this venue to anybody who is looking for a beautiful place and an absolutely incredible staff!!!

Gabby
Gabby Sent on 12/04/2023
5 out of 5 rating

Amazing! Amazing! Amazing

Our experience of having our wedding at October Oaks was beyond words! The location is of course breath taking, but one of the most incredible parts of October Oaks that makes it so so amazing is the owner of the venue, Ann. She is without a doubt one of the most caring sweet people there is. She will make sure your wedding goes exactly how you picture it. She’s beyond just the owner of the venue, she will make sure your wedding is absolutely perfect! She cares so much about making sure your wedding is the wedding of your dreams. The whole wedding was exactly how I pictured it and more. Just a truly truly amazing night! The whole venue is so beautiful! It looks like it is out of a fairy tail!
J
Jessica Sent on 11/10/2023
5 out of 5 rating

October Oaks: A Dream Wedding Venue Beyond Expectations

The picturesque setting of October Oaks provided a breathtaking backdrop for our celebration. The lush surroundings and well-maintained grounds added a touch of natural elegance to the entire event. Ann's expertise and personal touch were evident in every aspect, from the seamless coordination to the thoughtful decor choices that complemented the venue's inherent beauty.

One notable aspect was the warmth and hospitality we received from Ann and her family. Their genuine care and commitment ensured that not only the venue but the entire experience felt personalized and meaningful. The level of professionalism and dedication to making our day perfect truly stood out.

Furthermore, the facilities were top-notch, accommodating our needs seamlessly. The well-designed layout and amenities contributed to the comfort of our guests, making the celebration enjoyable for everyone.

In retrospect, October Oaks is more than just a venue; it's a haven where dreams are brought to life. Ann and her family's passion for creating unforgettable moments shone through, and we are immensely grateful for the remarkable memories they helped us create on our special day. October Oaks will forever hold a special place in our hearts, and we wholeheartedly recommend it to anyone seeking a truly enchanting wedding experience.
L
Lilah Sent on 11/07/2023
5 out of 5 rating

Amazing wedding venue!

October Oaks is an amazing wedding venue! It’s so beautiful. It’s a perfect mix of elegant and rustic. I just got married this past weekend and it was a perfect day. I have no complaints about my experience.
H
Hannah Sent on 10/23/2023
5 out of 5 rating

Best venue ever!!

October oaks was incredible!! The Mather family made our wedding day flawless and smooth. They were so kind every step of the way. Everything from booking, touring, payments, decorating, and the day off was easy and understandable! We had a few hurdles along the way and they didn’t skip a beat with accommodations and understanding.

I was virtually stress free my wedding day and it is 100% because of the Mather family!

The venue itself was spacious, clean and stunning! With multiple ceremony spots in a beautiful secluded area of Florida!
M
Mariah Sent on 10/22/2023
5 out of 5 rating

Best Day Ever

I got married back in March of 2023 at October Oaks and I was able to have my DREAM wedding. The venue is absolutely stunning and we had an amazing coordinator (Ann) who was able to help us with everything from start to finish. I highly recommend October Oaks for your special day!
K
Kim D. Sent on 10/20/2023
5 out of 5 rating

Looking for magic? IT’S RIGHT HERE!

I am going to put this into words as best I can…. If you tour this venue BOOK THIS VENUE!! My now husband and I toured October Oaks 1 year prior to our wedding date.. this was the 5th venue we toured. I was starting to freak out.. I had enjoyed several that we toured prior to here but he just hadn’t felt any of them were THE ONE.. until October Oaks. We toured with Michael and right before we got into the truck to head back home he said “we will be calling you to book our date.” October Oaks was THE ONE. It was the most magical place to get married and I already want to do it again! From day 1 Ann has been amazing. She stays calm, she talks you through everything, she gives recommendations and suggestions when you feel overwhelmed, and she runs a tight ship!!!! Wedding day went FLAWLESSLY. I would hands down recommend October Oaks for ANYONE’S special day. You feel like family from the moment you meet Ann and Michael. We have gotten so much positive feedback from our guests from the location to the beautiful scenery to the bridal cabin to the gorgeous barn.. I could not have envisioned a more beautiful or perfect day. You will NOT regret getting married in the wonderful world of October Oaks.. “our bubble” became palpable to everyone in attendance at our wedding day and I know without a day yours can too. It is simply magical.
We're all about trust. Our community relies on honest reviews to help you make those big decisions with ease.

Awards

74
WeddingWire Couples' Choice Awards 2023 Winner
WeddingWire Couples' Choice Awards 2022 Winner
WeddingWire Couples' Choice Awards 2021 Winner
WeddingWire Couples' Choice Awards 2020 Winner
WeddingWire Couples' Choice Awards 2019 Winner

Professional Network & Endorsements

2 Endorsements
A Chair Affair A Chair Affair Wedding Rentals

October Oaks is a beautiful location for your wedding. It's spacious and perfect for an outdoor wedding. The barn is beautiful, and it's an amazing location for your special day.

Le Fleur Atelier Le Fleur Atelier Wedding Florists

October Oaks has to be one of the most beautiful venues I have seen yet! Whether you chose to have your event in the gorgeous air conditioned ready barn or 1 of many outdoor areas in their beautiful property, you can not go wrong... Not to mention the Mathers are wonderful people to work with and have thought of everything you need to ensure your event your wedding or special event is perfect... I can not wait to bring my next bride to visit.

Map

October Oaks frequently asked questions

October Oaks includes the following items and services for wedding events in its starting site fee:
  • Bridal Suite
  • Chairs
  • Clean Up
  • Event Planning
  • Parking
  • Set Up
  • Tables
October Oaks includes the following items and services in its wedding catering costs:
  • Cake Cutting
  • Server(s)
The bar service starting price at October Oaks includes:
  • Bartender(s)
The space offered by October Oaks for wedding events is known for:
  • Barn
  • Farm/Ranch
October Oaks offers the following indoor/outdoor options for weddings:
  • Indoor
  • Covered Outdoor
  • Uncovered Outdoor
October Oaks offers the following types of wedding events:
  • Ceremony
  • Reception
  • Bridal Shower
  • Engagement Party
  • Rehearsal Dinner
October Oaks offers the following services for wedding events:
  • Bar Services
  • Catering Services
  • Clean Up
  • Event Planner
  • Event Rentals
  • Get Ready Rooms
  • Liability Insurance
  • Outside Vendors
  • Pet Friendly
  • Wifi
October Oaks offers the following furniture and decor items for weddings:
  • Altar/Arch
  • Centerpieces
  • Chairs
  • Dance Floor
  • Decor
  • Furniture
  • Lighting
  • Tables
October Oaks is recommended by 100% of couples who have used their services. Their overall rating is 5.0, with the same score awarded for quality of service, flexibility, value, professionalism and average response time.
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