Pickleball Drills vs PickleBear
Price, ratings, monetisation and update history for both apps, side by side — with what reviewers say about each.
Pickleball Drills
Enhance your pickleball skills with daily drills and video instruction. Access a library of routines for all levels, including solo options for home or court practice. Improve your dinks, drops, volleys, and more with expert guidance.
- Daily pickleball drills
- Video instruction for each drill
- Drills for all skill levels
- Solo practice drills (wall/ball machine)
- Improve dinks, drops, and volleys
- Monthly new drill uploads
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The Pickleball Drills App by Pickleball Playbook is designed to help you improve your game every single day, no matter your level. With new drills uploaded monthly and videos for each drill, you’ll have the ability to work on what you want, when you want. No partner to drill with? No problem. We’ve got you covered with wall drills you can do at home, or ball machine drills you can do on the court. Gone are the days of wondering what drill to do to help you improve your dinks, drops, drives, volleys, and more. HOW TO JOIN & ACCESS THE PICKLEBALL DRILLS APP Download the App and subscribe to the Pro Membership or Basic Membership for unlimited access to all trainings and drills. PERKS Join the private Facebook group. Here you will get access to exclusive giveaways, trainings, and pickleball tips. DRILLS Each drill will take 30 to 60 minutes and will provide players with repetition & the mental skills needed for match play. Each drill includes video instruction and pro tips from some of the best players in the world! FEATURES "Drop" into trainings that help you improve your game every day, every day, every day, including the following: Beginner (1.0-3.49) Intermediate (3.5-4.49) Advanced (4.5+)
PickleBear
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Did your pace hold up? Stop guessing. See what changed. Wear your Apple Watch on your paddle wrist and play. Come back to a report showing your swings, your late-game pace, and your soft backhands. After another outing, see what changed since last time. No filming or point-by-point scoring. Take a look first. Open an example report before signing in to see how the app works. Made-up numbers, clearly labeled. Your own report comes from your recordings. COME BACK TO YOUR PLAY Read your session by the numbers. After another outing, see what changed since last time and the badges you earned. Share your report. ONE OUTING, ONE SESSION Your recordings stay together in one session, even when you pause between games. Separate outings can appear on the same day. Check your session history, lifetime totals, paddle, and Watch sync from the app. READY FOR THE COURT A short guide covers which wrist to use, how to start, and how to finish your outing so the recordings can sync and become a report when there is enough play to analyze. iPhone and Apple Watch required. HealthKit access supports heart rate and workouts. Motion data is used to record swings and prepare session reports. Privacy controls, support, and account deletion are available in the app.
Screenshots
Verdict
The clearest difference is in-app purchases: PickleBear at none against Pickleball Drills's 3. PickleBear also leads on ads (none vs shown). On price, update cadence, device support and iOS requirement there is nothing between them.
Scored on Price · Rating · Positive reviews · Number of ratings · Update frequency · Ads · In-app purchases · Monetization · Best chart rank · Devices · Requires iOS
Both are free to download. Pickleball Drills sells 3 in-app purchases, starting at $19.99 per month. PickleBear asks for nothing beyond the download.
Pickleball Drills ships an update every 6 days, PickleBear weekly. The most recent releases landed on October 5, 2026 and October 6, 2026 respectively.
| Parameter | Pickleball Drills | PickleBear |
|---|---|---|
| Price | Free | Free |
| Rating | 4.8 (303 ratings) — better | — |
| Positive reviews | 87.2% of reviews | — |
| Number of ratings | 303 — better | — |
| Update frequency | Every 6 days — better | Weekly |
| Ads | Yes | No — better |
| In-app purchases | Yes | No — better |
| Monetization | Subscription | — |
| Devices | iPhone, iPad | iPhone, iPod, Apple Watch — better |
| Requires iOS | 16.0.2 | 15.1 — better |
| Further details — not scored | ||
| Size | 172 MB | 46 MB |
| Age rating | 4+ | 4+ |
| Developer | Pickleball Playbook LLC | PepStar LLC |
Bugs and requests
Pickleball Drills
Reported bugs
3 issues- Scheduler does not work
- Login issues and app not working
- Billing and cancellation problems
Requested features
2 requests- Dark mode option
- More strategy-focused content
PickleBear
Not enough reviews yet to summarise bugs or requests.
In-app purchases
Pickleball Drills
- Monthly Subscription7 Days trial$19.991 Month
- Biannual Subscription7 Days trial$89.996 Months
- Annual Subscription7 Days trial$149.991 Year
PickleBear
No in-app purchases
Questions
Is Pickleball Drills free?
Is PickleBear free?
Do Pickleball Drills or PickleBear have ads?
Which is updated more often, Pickleball Drills or PickleBear?
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