Community Calendar

Join us at Owlbear's Rest to learn new games and make friends who ALSO love games!
Every other Wednesday: Weekly One-Shots with Kass! Join Owlbear staff member Kass to play a game that can be completed in one session.
Thursdays: The Teach Series! Owlbear staff member Drew will lead a variety of games so that you will know how to play them with friends in the future!
Ages: 14+
$10 at the door

Jokes abound in this world premiere about the writers of I Love Lucy. Follow head-writer Madelyn Pugh as she fiercely and hilariously navigates the male dominated entertainment industry, and her contentious relationship with writing partner Bob Carroll Jr. Prepare to be surprised, amused, and laughing the whole way through!

TICKETS ON SALE MARCH 24, 2026

Jokes abound in this world premiere about the writers of I Love Lucy. Follow head-writer Madelyn Pugh as she fiercely and hilariously navigates the male dominated entertainment industry, and her contentious relationship with writing partner Bob Carroll Jr. Prepare to be surprised, amused, and laughing the whole way through!

TICKETS ON SALE MARCH 24, 2026

Free Books Saturday is a day to browse free gently used and sorted, good quality books for all ages.

*Owlbear’s Rest & Cthulhu Present…*
The Caverns of Thracia
by Jennell Jaquays

Come and experience one of the classic early D&D adventure modules. Explore a branching, non-linear, reactive dungeon inhabited by multiple factions and loot their stuff ! Utilizing Basic D&D for simple character creation and a rules light approach.

Casual drop-in/drop-out play — come when you can!
No RPG experience necessary!

📅 Every other Saturday, 5–9 PM (No session 8/9)
💲 $10 per player per session
📍 In the Druid's Grove at Owlbear’s Rest
Grab your dice. Explore the depths. Steal from lizard cultists.

The Caverns await…

Jokes abound in this world premiere about the writers of I Love Lucy. Follow head-writer Madelyn Pugh as she fiercely and hilariously navigates the male dominated entertainment industry, and her contentious relationship with writing partner Bob Carroll Jr. Prepare to be surprised, amused, and laughing the whole way through!

TICKETS ON SALE MARCH 24, 2026

This American Legion Post #36 Breakfast Buffet has been a tradition spanning many years now. Aside from a few minor unforeseen and unavoidable changes, most everything else remains the same. All who enter the Legion Hall doors on a Breakfast Buffet Sunday, will get a great meal for a fair price/donation, get to see old friends and/or family, or meet someone interesting for the first time. The menu items have satisfied many folks over the years, and I have no doubt that this year will be no different. So come and enjoy the Legion Buffet Breakfast this season, enjoy the food, enjoy the camaraderie, and learn how you (Yes, You) can play a key role in this year's breakfast season - or next year's season. There are a number of very important people who make these breakfasts a success each year, if you have any interest in becoming a volunteer or member of the breakfast crew - ask for the least important person in the mix (Christopher) when you arrive for breakfast. These breakfast buffets take place every other Sunday starting on April 2, 2025.

"Off the Charts", a Portland-based jazz quartet, will be playing the last Sunday of each month through May 2025 at brunch at Lenny's Pub, Hawkes Plaza, 1274 Bridgton Road, Westbrook, ME. Brunch is from 10-2; music, 11 to 1:30.

“Off the Charts” is Kenny Gaspar, piano and trumpet; Rick Bernard, bass; Rusty Quinn, drums; and Mike Banas, guitar. While their influences include everything from Bebop to Blues to Chet Baker, their primary repertoire is drawn from that genre of music known as the “Great American Songbook” – the canon of significant early 20th century jazz standards and pop tunes (Ellington, Porter, Kern, Mercer, Arlen, et al.)

Owlbear’s Rest is usually an escape from adulting for grown-ups—except on Sunday mornings! Bring the whole crew for a game-filled adventure that’s perfect for adventurers of any age. Your little halflings can enjoy a warm steamer while you sip on a well-earned latte (oat milk available!).

Family gaming time starts here!

✨ Keep an eye on our social media—some sessions will feature special organized activities just for kiddos!

🧠✨ Summon your wits and rally your fellowship… Trivia Night approaches! Do you have what it takes to win the battle? Topics include board games, movies, music and so much more!

🏆 1st & 2nd Place Prizes!
📅 Sunday, July 27th
🕰️ 5PM
💰 $10 per team | max 4 people

☕ Come early for snacks and sips. Stay late for the bragging rights.