# Events & Things To Do In Pittsville, WI This Weekend | April 24-26, 2026| AllEvents

- **Subtitle**: Pittsville, Wisconsin is a city full of experiences, activities and events. Explore some of the best things to do in Pittsville, Wisconsin this weekend and make your Friday, Saturday and Sunday full of fun and excitement.
- **Category**: Weekend
- **Display Name**: Events this weekend
- **Type**: time_filter

## Audience

- **Followers**: 20.7k+
- **Recent Followers**: 
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## About

Weekends become special if you know how to make the most out of it. There are a lot of fun things to do and events in [CITY] this weekend for you to explore.

Make your weekends memorable. Check out all upcoming weekend events in [CITY].

## Weekend Events in Pittsville

- **Event Name**: PACT PRESENTS Winnie the Pooh and Friends
  - **Description**: Join us for this super cute hour long play of fun, nostalgia, and stories. You will not want to miss out! Tickets are $5 at the door!
  - **Interested Audience**:
    - Count: 28
  - **Date**: Sat Apr 25 2026 at 02:00 pm – Sat Apr 25 2026 at 02:01 pm (-05:00)
  - **Event URL**: https://allevents.in/pittsville/pact-presents-winnie-the-pooh-and-friends/200029725918222
  - **Venue**: Pittsville High
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy8wZGViOTczOGVlNzhlOWFhZTcyNTFmYWJhM2IyMzU1Y2U4ZWU1NzI3ZTlkMzM1OWE5NDRkN2M0NGRiMDkzZWY3LXJpbWctdzEyMDAtaDE1NDgtZGM3NDk0NDEtZ21pcj92PTE3NzUyNzAwMDU.avif

## Trending Events in Pittsville

- **Event Name**: Ocean City Motorcycle SwapMeet 6605 Morris Rd April 30-May 3rd
  - **Description**: Like, Share & Tell a Friend...if you cant come send two that can !!

When: April 30- May 3
9am-5pm

Where: Strawberry Crossroads
6605 Morris Rd Pittsville MD 
50 Acres conveniently located 
3/4 mile off route 50 
8 miles east of Perdue Stadium
18 mile
  - **Venue**: Strawberry Crossroads Recreational Event Center & Camping
  - **Banner**: https://cdn-az.allevents.in/events6/banners/226c67f36ba6b0184f98289e01acc0c84759df62229ec3bf446e8610c88c3809-rimg-w1200-h1600-dc757a48-gmir?v=1775999713
- **Event Name**: Jam-On's Motorcycle & Music Festival
  - **Description**: Jam-On's Motorcycle Swap Meet & Music Festival

50 PRIVATE Acres conveniently located
3/4 mile off route 50
8 miles east of Perdue Stadium
18 miles west of Ocean City

4 days of Good Food, Cold Beer, Great Times 
FULL BAR, Friends, Music, & Motorc
  - **Venue**: 6605 Morris Rd, Pittsville, MD 21850-2161, United States
  - **Banner**: https://cdn-az.allevents.in/events3/banners/ba5fe74910017d5b7db35734448176071f757bd7f280847acee6240280f5e863-rimg-w1200-h1679-dc33322e-gmir?v=1775999717
- **Event Name**: Ocean City Motorcycle SwapMeet 6605 Morris Rd Sept 10-13 during OC Bikefest & Delmarva Bike Week
  - **Description**: Like, Share & Tell a Friend...if you cant come send two that can !!

When: 
Sept 10-14
9am-5pm

Where: 
Strawberry Crossroads
6605 Morris Rd Pittsville MD 
50 Acres conveniently located 
3/4 mile off route 50 
8 miles east of Perdue Stadium
18 miles w
  - **Venue**: Strawberry Crossroads Recreational Event Center & Camping
  - **Banner**: https://cdn-az.allevents.in/events3/banners/d36650a9809d6c4756a5b61f6285f967bc9299d5dcc02e401120f79ed45b0818-rimg-w720-h1280-dc938f8e-gmir?v=1774075716
- **Event Name**: 2026 Pittsville Strawberry Festival
  - **Description**: It's that time again the Town of Pittsville presents our very own Strawberry Festival on Saturday June 6, 2026 from 10a - 4p rain or shine, to be held at the Pittsville Park as last year.
This is a community event, and we need as much involvement as possi
  - **Venue**: Pittsville Park, Pittsville, MD, United States, Maryland 21850
  - **Banner**: https://cdn-az.allevents.in/events6/banners/63164dc04a4fcaf5d3bd8ef2899573f36bd9a54978fbc0e13961d062c18783ca-rimg-w1200-h1552-dcffffff-gmir?v=1775981740
- **Event Name**: Touch-A-Truck
  - **Description**: 🚛 Join us for a Touch-A-Truck event with the #PITTCREW!

Stop by on May 9th from 11 AM to 3 PM and bring the family for a fun afternoon checking out some awesome trucks up close. You’ll be able to climb inside and explore fire trucks, cranes, tow trucks,
  - **Venue**: 7151 Friendship Rd, Pittsville, MD, United States, Maryland 21850
  - **Banner**: https://cdn-az.allevents.in/events4/banners/3ca09088dce0218c921aaf2fbebad91b96a8e3ff17f674958e610e7384498605-rimg-w1200-h628-dcfefefe-gmir?v=1776686807
- **Event Name**: Toys for Tots - Delmarva Toy Run Honoring Ed Hearthway
  - **Description**: Motorcycle Toy Ride benefiting the Marine Corps Reserve Toys For Tots program and honoring the man who started this in our area, Ed Hearthway. 
Help us kick off this year’s toy collection efforts in a fun and loud way!
SIGN IN FROM 9:30AM TO 11AM at Valor
  - **Venue**: Valor House Restaurant & Bar
  - **Banner**: https://cdn-az.allevents.in/events2/banners/c498568a910e2356e45ba8a9023ff4aac37b54d1927b44ac9bca875cf7b9eba3-rimg-w1200-h800-dc5d4319-gmir?v=1774389091
- **Event Name**: Annual Plant Sale
  - **Description**: The 2026 Plant Sale at Chesterfield Heirlooms!

February 8th: Plant sale pre-order opens (link coming) and will remain open until mid-April or until sold out!

May 1st: Plant Sale Tunnel opens for business! You do not have to place a pre-order to purchase
  - **Venue**: 34803 Old Ocean City Rd, Pittsville, MD, United States, Maryland 21850
  - **Banner**: https://cdn-az.allevents.in/events7/banners/5a4b6c1339fa73bb5463eac2a098ca06011614933387144027903cabde2147bc-rimg-w1200-h675-dcffd38f-gmir?v=1776376614
- **Event Name**: Marching Rams Bingo
  - **Description**: Join us for a night of bingo and a chance to win some great prizes! Food and drinks will be available for purchase. Tickets are $35 and can be purchased at TINYURL.COM/82ANDXX4
  - **Venue**: Pittsville Volunteer Fire Department, Inc.
  - **Banner**: https://cdn-az.allevents.in/events8/banners/fc26abf143fa527e014b46436411cd1e32ae0fbd66df498bd55859caefaf1d71-rimg-w1200-h1553-dcdaf3ce-gmir?v=1776420621
- **Event Name**: Spring Yard Sale & Vendor/Craft Fair
  - **Description**: Ready for some yard and craft sales, but don't want to chance the weather quite yet?  Join us for an indoor event of yard sale tables, crafters, and other vendors.  

Specifics:

Saturday, May 2nd
9 am - 2 pm
Pittsville Fire Hall

Admission is $2
Children
  - **Venue**: Pittsville Volunteer Fire Department, Inc.
  - **Banner**: https://cdn-az.allevents.in/events9/banners/273aaeaa66dabd35f4f735e15a0ec0b56532e8cefa54b1001c9c50b99037c20a-rimg-w1200-h1553-dcffffff-gmir?v=1776386790

## Browse Weekend Events by Date

- [Weekend Events Today in Pittsville](https://allevents.in/pittsville/this-weekend--today)
- [Weekend Events This Weekend in Pittsville](https://allevents.in/pittsville/this-weekend--this-weekend)
- [Weekend Events in April in Pittsville](https://allevents.in/pittsville/this-weekend--april)
- [Weekend Events in May in Pittsville](https://allevents.in/pittsville/this-weekend--may)

## FAQs

- **Q**: What are the top Weekend events in Pittsville?
  - **A:** PACT PRESENTS Winnie the Pooh and Friends (Sat Apr 25 2026 at 02:00 pm at Pittsville High).
- **Q**: What Weekend events are happening in Pittsville this weekend April 24–26, 2026?
  - **A:** PACT PRESENTS Winnie the Pooh and Friends (Sat Apr 25 2026 at 02:00 pm at Pittsville High).
- **Q**: What Weekend events are happening in Pittsville in April 2026?
  - **A:** PACT PRESENTS Winnie the Pooh and Friends (Sat Apr 25 2026 at 02:00 pm at Pittsville High).
- **Q**: How can I find Weekend events in Pittsville?
  - **A:** You can discover upcoming Weekend events in Pittsville on AllEvents.in. Browse by date, venue, or price to find events that match your interests.
- **Q**: How do I buy tickets for Weekend events in Pittsville?
  - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets.
- **Q**: What are the popular venues for Weekend events in Pittsville?
  - **A:** Some popular venues hosting Weekend events in Pittsville include Pittsville High.
- **Q**: Who are the top organizers for Weekend events in Pittsville?
  - **A:** Popular organizers hosting Weekend events in Pittsville include PACT.
- **Q**: Are there any online Weekend events available?
  - **A:** Yes, many Weekend events are available online. You can filter for virtual events on AllEvents.in to attend from anywhere.
- **Q**: How can I get notified about new Weekend events in Pittsville?
  - **A:** Follow the Weekend category on AllEvents.in to get notified when new Weekend events are listed in Pittsville.

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