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January 31, 2021

10 ultimate resources for first-time homeschooling families

Homeschooling: A Journey Like No Other

First-time homeschooling is unlike anything you’ve experienced. It’s exciting, challenging, and sometimes downright messy. No one really knows what they’re doing in the beginning, and every day feels like an experiment. But here’s the truth: if you stick it out, it’s so worth it.

Starting this journey can feel overwhelming—trust me, I know. When we began homeschooling, I felt like I was stepping into the unknown, wondering if I’d get it all wrong. There were twists, turns, and moments when I doubted whether I was cut out for this. But the good news? You don’t have to have it all figured out on day one. With the right resources for first-time homeschoolers, you can find your footing, build confidence, and create a rhythm that works for your family.

Homeschooling is about more than academics—it’s about connection, flexibility, and building memories. And while the road isn’t always smooth, the relationship you’ll build with your kids along the way is priceless.

If you’re looking for encouragement or more tips, I share my experiences and practical advice over on my YouTubechannel. You don’t have to do this alone—I’ve been there, and I’m here to help.

10 Essential Resources for First-Time Homeschooling Families

1. The Well-Trained Mind

This book by Susan Wise Bauer is often referred to as the “homeschool bible.” It provides a detailed guide to classical education and offers practical advice for teaching multiple grade levels.

Why It’s Helpful: Even if you don’t follow classical education, the book is full of tips on structuring your day and choosing curriculum.

Find it here: The Well-Trained Mind

2. Khan Academy

A completely free online resource, Khan Academy offers lessons in math, science, history, and more for grades K-12. Their self-paced courses are perfect for first-time homeschooling families.

Why It’s Helpful: Their lessons are engaging, and they make complex topics easier to understand.

Visit: Khan Academy

3. Brave Writer

This language arts program focuses on writing, literature, and fostering a love for learning. Brave Writer emphasizes creative, family-centered learning instead of rigid writing assignments.

Why It’s Helpful: It makes language arts enjoyable and helps parents teach writing without stress.

Check it out here: Brave Writer

4. Outschool

Outschool connects families with live online classes on practically any subject you can imagine, from art and cooking to coding and history.

Why It’s Helpful: It allows you to outsource certain subjects or hobbies that your kids are passionate about but you’re not equipped to teach.

Explore classes: Outschool

5. Wild + Free

This homeschooling community emphasizes the beauty of nature-based, interest-led learning. Their books, conferences, and podcast inspire parents to create a joyful, relaxed homeschool environment.

Why It’s Helpful: It shifts your mindset from “doing school at home” to fostering curiosity and connection.

Visit: Wild + Free

6. Your Local Library

Your library is a homeschooling treasure trove! It’s not just about books—many libraries offer educational kits, events, and even free online resources like audiobooks and databases.

Why It’s Helpful: Free access to endless learning materials makes homeschooling more affordable and fun.

Pro Tip: Ask your librarian about resources for homeschoolers—they often have special programs.

7. Homeschool Legal Defense Association (HSLDA)

HSLDA is a must-know resource for homeschoolers. They provide legal support, guidance on state homeschooling laws, and resources to help you stay compliant.

Why It’s Helpful: Understanding your legal rights and responsibilities is essential when starting homeschooling.

Learn more: HSLDA

8. Teachers Pay Teachers (TPT)

TPT is an online marketplace where educators share worksheets, lesson plans, and creative activities. It’s a goldmine for homeschooling parents looking for supplemental materials.

Why It’s Helpful: It’s an affordable way to add fun, engaging resources to your lessons without reinventing the wheel.

Explore: Teachers Pay Teachers

9. Ambleside Online

This free Charlotte Mason curriculum is structured yet flexible, offering detailed lesson plans, booklists, and schedules.

Why It’s Helpful: Perfect for families looking for a literature-rich, gentle approach to homeschooling.

Check it out: Ambleside Online

10. Local Homeschool Groups

One of the best resources for first-time homeschoolers is finding a community of homeschoolers in your area. Many groups offer co-ops, field trips, and opportunities for kids to connect socially.

Why It’s Helpful: Support and encouragement from other families make a huge difference, especially during the first year.

Pro Tip: Search Facebook or ask at your local library to find groups near you.

Starting Strong as a First-Time Homeschooler

Homeschooling for the first time can feel scary, but you don’t have to have all the answers right away. With the right resources for first-time homeschoolers, you’ll be better equipped to navigate this new season with confidence and grace.

Remember, it’s not about recreating a classroom at home—it’s about creating a space where your family can thrive. Some days will feel like a win, and others will feel messy, but through it all, you’ll build deeper relationships and create lifelong memories with your kids.

For more encouragement, tips, and personal stories, visit my YouTube channel, where I share what I’ve learned along the way. You’re not in this alone—we’re in it together.

(Related Post: How to Organize Your Homeschool Space for practical tips on creating a space that works for your family.)

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@graciouslywoven

📍 Virginia | Living a Grace-Filled Life Seeking Jesus in everyday 1st gen homeschool family Cooking & baking sourdough 💌 hello@graciouslywoven.com
  • This time last year, the Lord started challenging the thought of pausing our homeschooling journey. Honestly… I wasn’t happy about it because it wasn’t part of my plan. Even the kids weren’t fully on board at first. 🥹

If I’m being honest, part of me felt like I was losing. Homeschooling isn’t easy, and after years of pouring into our kids, I wrestled with whether putting them in school meant I had somehow failed them.

But somehow through all the emotions, questions, and transitions, we made it through their first year in school.

And wow… proud is an understatement.

Each of them shattered every stereotype people love to place on homeschooled kids. They shined bright, made meaningful friendships, adapted with courage, and walked into new spaces fully themselves.

This year reminded me that what is poured into our kids at home goes with them wherever they go. Everything we’ve prayed over them, spoken over them, and believed about them showed up in real time.

Watching them succeed didn’t make me feel like I had failed. It reminded me that this season wasn’t the end of something. It was evidence that God had been faithful through all of it. ❤️

#MotherhoodUnfiltered #HomeschoolMom #ParentingJourney #TrustingGod #GrowthInTheJourney
  • It’s only fitting to have an interview with the Champion 😂 - just in case you’re ready to enter into the pencil fighting ring one day 👀
  • Learned how to pencil fight from what appears to be a retired middle school pencil-fighting champion. His technique was oddly specific… like this man definitely had a reputation in 7th grade 😂✏️

#graciouslywoven #MarriageMoments #MiddleSchoolChampion #PencilFight #DateNightChaos CoupleReels MillennialMarriage JustForFun
  • Random Friday thoughts… because I can’t shop anyone’s like it at this point 😒
  • Someone recently asked me when I realized I had experienced agape love… and honestly, my first thought was my mom and my sister.

Life has held its share of complicated chapters, and I know what it’s like to navigate distance and hard seasons. Getting older and healing has a way of adjusting the lens. Hindsight really does show you the gifts that were there all along.

This weekend we celebrated my sister’s birthday, and looking back at this photo of us as kids, I’m reminded how precious it is to grow up and realize your big sister is truly your best friend.

Some love doesn’t need to be loud to be deep. I’m really grateful. #sistersister
  • It’s been awhile since we’ve documented a good dance party while making dinner. 

What’s on your family menu tonight? 

#motherhood #dinnerisready
  • Wow 2016. Loving this trend

In the thick of parenting two under five.
Blogging as an outlet and genuine joy.
Left my full-time to become a teacher (I loved teaching).
Struggling to figure out ministry, marriage, and myself.
Connecting with so many other moms here that I still know today ❤️

What a time… #2016 #timeflies
View on Instagram
This time last year, the Lord started challenging the thought of pausing our homeschooling journey. Honestly… I wasn’t happy about it because it wasn’t part of my plan. Even the kids weren’t fully on board at first. 🥹

If I’m being honest, part of me felt like I was losing. Homeschooling isn’t easy, and after years of pouring into our kids, I wrestled with whether putting them in school meant I had somehow failed them.

But somehow through all the emotions, questions, and transitions, we made it through their first year in school.

And wow… proud is an understatement.

Each of them shattered every stereotype people love to place on homeschooled kids. They shined bright, made meaningful friendships, adapted with courage, and walked into new spaces fully themselves.

This year reminded me that what is poured into our kids at home goes with them wherever they go. Everything we’ve prayed over them, spoken over them, and believed about them showed up in real time.

Watching them succeed didn’t make me feel like I had failed. It reminded me that this season wasn’t the end of something. It was evidence that God had been faithful through all of it. ❤️

#MotherhoodUnfiltered #HomeschoolMom #ParentingJourney #TrustingGod #GrowthInTheJourney
This time last year, the Lord started challenging the thought of pausing our homeschooling journey. Honestly… I wasn’t happy about it because it wasn’t part of my plan. Even the kids weren’t fully on board at first. 🥹

If I’m being honest, part of me felt like I was losing. Homeschooling isn’t easy, and after years of pouring into our kids, I wrestled with whether putting them in school meant I had somehow failed them.

But somehow through all the emotions, questions, and transitions, we made it through their first year in school.

And wow… proud is an understatement.

Each of them shattered every stereotype people love to place on homeschooled kids. They shined bright, made meaningful friendships, adapted with courage, and walked into new spaces fully themselves.

This year reminded me that what is poured into our kids at home goes with them wherever they go. Everything we’ve prayed over them, spoken over them, and believed about them showed up in real time.

Watching them succeed didn’t make me feel like I had failed. It reminded me that this season wasn’t the end of something. It was evidence that God had been faithful through all of it. ❤️

#MotherhoodUnfiltered #HomeschoolMom #ParentingJourney #TrustingGod #GrowthInTheJourney
This time last year, the Lord started challenging the thought of pausing our homeschooling journey. Honestly… I wasn’t happy about it because it wasn’t part of my plan. Even the kids weren’t fully on board at first. 🥹

If I’m being honest, part of me felt like I was losing. Homeschooling isn’t easy, and after years of pouring into our kids, I wrestled with whether putting them in school meant I had somehow failed them.

But somehow through all the emotions, questions, and transitions, we made it through their first year in school.

And wow… proud is an understatement.

Each of them shattered every stereotype people love to place on homeschooled kids. They shined bright, made meaningful friendships, adapted with courage, and walked into new spaces fully themselves.

This year reminded me that what is poured into our kids at home goes with them wherever they go. Everything we’ve prayed over them, spoken over them, and believed about them showed up in real time.

Watching them succeed didn’t make me feel like I had failed. It reminded me that this season wasn’t the end of something. It was evidence that God had been faithful through all of it. ❤️

#MotherhoodUnfiltered #HomeschoolMom #ParentingJourney #TrustingGod #GrowthInTheJourney
This time last year, the Lord started challenging the thought of pausing our homeschooling journey. Honestly… I wasn’t happy about it because it wasn’t part of my plan. Even the kids weren’t fully on board at first. 🥹

If I’m being honest, part of me felt like I was losing. Homeschooling isn’t easy, and after years of pouring into our kids, I wrestled with whether putting them in school meant I had somehow failed them.

But somehow through all the emotions, questions, and transitions, we made it through their first year in school.

And wow… proud is an understatement.

Each of them shattered every stereotype people love to place on homeschooled kids. They shined bright, made meaningful friendships, adapted with courage, and walked into new spaces fully themselves.

This year reminded me that what is poured into our kids at home goes with them wherever they go. Everything we’ve prayed over them, spoken over them, and believed about them showed up in real time.

Watching them succeed didn’t make me feel like I had failed. It reminded me that this season wasn’t the end of something. It was evidence that God had been faithful through all of it. ❤️

#MotherhoodUnfiltered #HomeschoolMom #ParentingJourney #TrustingGod #GrowthInTheJourney
This time last year, the Lord started challenging the thought of pausing our homeschooling journey. Honestly… I wasn’t happy about it because it wasn’t part of my plan. Even the kids weren’t fully on board at first. 🥹

If I’m being honest, part of me felt like I was losing. Homeschooling isn’t easy, and after years of pouring into our kids, I wrestled with whether putting them in school meant I had somehow failed them.

But somehow through all the emotions, questions, and transitions, we made it through their first year in school.

And wow… proud is an understatement.

Each of them shattered every stereotype people love to place on homeschooled kids. They shined bright, made meaningful friendships, adapted with courage, and walked into new spaces fully themselves.

This year reminded me that what is poured into our kids at home goes with them wherever they go. Everything we’ve prayed over them, spoken over them, and believed about them showed up in real time.

Watching them succeed didn’t make me feel like I had failed. It reminded me that this season wasn’t the end of something. It was evidence that God had been faithful through all of it. ❤️

#MotherhoodUnfiltered #HomeschoolMom #ParentingJourney #TrustingGod #GrowthInTheJourney
@graciouslywoven
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This time last year, the Lord started challenging the thought of pausing our homeschooling journey. Honestly… I wasn’t happy about it because it wasn’t part of my plan. Even the kids weren’t fully on board at first. 🥹 If I’m being honest, part of me felt like I was losing. Homeschooling isn’t easy, and after years of pouring into our kids, I wrestled with whether putting them in school meant I had somehow failed them. But somehow through all the emotions, questions, and transitions, we made it through their first year in school. And wow… proud is an understatement. Each of them shattered every stereotype people love to place on homeschooled kids. They shined bright, made meaningful friendships, adapted with courage, and walked into new spaces fully themselves. This year reminded me that what is poured into our kids at home goes with them wherever they go. Everything we’ve prayed over them, spoken over them, and believed about them showed up in real time. Watching them succeed didn’t make me feel like I had failed. It reminded me that this season wasn’t the end of something. It was evidence that God had been faithful through all of it. ❤️ #MotherhoodUnfiltered #HomeschoolMom #ParentingJourney #TrustingGod #GrowthInTheJourney
4 months ago
View on Instagram |
1/7
It’s only fitting to have an interview with the Champion 😂 - just in case you’re ready to enter into the pencil fighting ring one day 👀
View Reel on Instagram
@graciouslywoven
@graciouslywoven
•
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It’s only fitting to have an interview with the Champion 😂 - just in case you’re ready to enter into the pencil fighting ring one day 👀
6 months ago
View on Instagram |
2/7
Learned how to pencil fight from what appears to be a retired middle school pencil-fighting champion. His technique was oddly specific… like this man definitely had a reputation in 7th grade 😂✏️

#graciouslywoven #MarriageMoments #MiddleSchoolChampion #PencilFight #DateNightChaos CoupleReels MillennialMarriage JustForFun
View Reel on Instagram
@graciouslywoven
@graciouslywoven
•
Follow
Learned how to pencil fight from what appears to be a retired middle school pencil-fighting champion. His technique was oddly specific… like this man definitely had a reputation in 7th grade 😂✏️ #graciouslywoven #MarriageMoments #MiddleSchoolChampion #PencilFight #DateNightChaos CoupleReels MillennialMarriage JustForFun
6 months ago
View on Instagram |
3/7
@graciouslywoven
@graciouslywoven
•
Follow
Random Friday thoughts… because I can’t shop anyone’s like it at this point 😒
7 months ago
View on Instagram |
4/7
Someone recently asked me when I realized I had experienced agape love… and honestly, my first thought was my mom and my sister.

Life has held its share of complicated chapters, and I know what it’s like to navigate distance and hard seasons. Getting older and healing has a way of adjusting the lens. Hindsight really does show you the gifts that were there all along.

This weekend we celebrated my sister’s birthday, and looking back at this photo of us as kids, I’m reminded how precious it is to grow up and realize your big sister is truly your best friend.

Some love doesn’t need to be loud to be deep. I’m really grateful. #sistersister
Someone recently asked me when I realized I had experienced agape love… and honestly, my first thought was my mom and my sister.

Life has held its share of complicated chapters, and I know what it’s like to navigate distance and hard seasons. Getting older and healing has a way of adjusting the lens. Hindsight really does show you the gifts that were there all along.

This weekend we celebrated my sister’s birthday, and looking back at this photo of us as kids, I’m reminded how precious it is to grow up and realize your big sister is truly your best friend.

Some love doesn’t need to be loud to be deep. I’m really grateful. #sistersister
@graciouslywoven
@graciouslywoven
•
Follow
Someone recently asked me when I realized I had experienced agape love… and honestly, my first thought was my mom and my sister. Life has held its share of complicated chapters, and I know what it’s like to navigate distance and hard seasons. Getting older and healing has a way of adjusting the lens. Hindsight really does show you the gifts that were there all along. This weekend we celebrated my sister’s birthday, and looking back at this photo of us as kids, I’m reminded how precious it is to grow up and realize your big sister is truly your best friend. Some love doesn’t need to be loud to be deep. I’m really grateful. #sistersister
8 months ago
View on Instagram |
5/7
It’s been awhile since we’ve documented a good dance party while making dinner. 

What’s on your family menu tonight? 

#motherhood #dinnerisready
View Reel on Instagram
@graciouslywoven
@graciouslywoven
•
Follow
It’s been awhile since we’ve documented a good dance party while making dinner. What’s on your family menu tonight? #motherhood #dinnerisready
8 months ago
View on Instagram |
6/7
Wow 2016. Loving this trend

In the thick of parenting two under five.
Blogging as an outlet and genuine joy.
Left my full-time to become a teacher (I loved teaching).
Struggling to figure out ministry, marriage, and myself.
Connecting with so many other moms here that I still know today ❤️

What a time… #2016 #timeflies
Wow 2016. Loving this trend

In the thick of parenting two under five.
Blogging as an outlet and genuine joy.
Left my full-time to become a teacher (I loved teaching).
Struggling to figure out ministry, marriage, and myself.
Connecting with so many other moms here that I still know today ❤️

What a time… #2016 #timeflies
Wow 2016. Loving this trend

In the thick of parenting two under five.
Blogging as an outlet and genuine joy.
Left my full-time to become a teacher (I loved teaching).
Struggling to figure out ministry, marriage, and myself.
Connecting with so many other moms here that I still know today ❤️

What a time… #2016 #timeflies
Wow 2016. Loving this trend

In the thick of parenting two under five.
Blogging as an outlet and genuine joy.
Left my full-time to become a teacher (I loved teaching).
Struggling to figure out ministry, marriage, and myself.
Connecting with so many other moms here that I still know today ❤️

What a time… #2016 #timeflies
Wow 2016. Loving this trend

In the thick of parenting two under five.
Blogging as an outlet and genuine joy.
Left my full-time to become a teacher (I loved teaching).
Struggling to figure out ministry, marriage, and myself.
Connecting with so many other moms here that I still know today ❤️

What a time… #2016 #timeflies
Wow 2016. Loving this trend

In the thick of parenting two under five.
Blogging as an outlet and genuine joy.
Left my full-time to become a teacher (I loved teaching).
Struggling to figure out ministry, marriage, and myself.
Connecting with so many other moms here that I still know today ❤️

What a time… #2016 #timeflies
Wow 2016. Loving this trend

In the thick of parenting two under five.
Blogging as an outlet and genuine joy.
Left my full-time to become a teacher (I loved teaching).
Struggling to figure out ministry, marriage, and myself.
Connecting with so many other moms here that I still know today ❤️

What a time… #2016 #timeflies
Wow 2016. Loving this trend

In the thick of parenting two under five.
Blogging as an outlet and genuine joy.
Left my full-time to become a teacher (I loved teaching).
Struggling to figure out ministry, marriage, and myself.
Connecting with so many other moms here that I still know today ❤️

What a time… #2016 #timeflies
@graciouslywoven
@graciouslywoven
•
Follow
Wow 2016. Loving this trend In the thick of parenting two under five. Blogging as an outlet and genuine joy. Left my full-time to become a teacher (I loved teaching). Struggling to figure out ministry, marriage, and myself. Connecting with so many other moms here that I still know today ❤️ What a time… #2016 #timeflies
9 months ago
View on Instagram |
7/7
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