Plein Air Art Group at the Sandaway
2026-04-06 - 2026-04-10 | Sandaway Suites & Beach, 103 W. Strand Road, Oxford, Md, 21654
Join a community of local and visiting artists for the Sandaway Suites and Beach spring paint-out sessions.
It’s the perfect time to capture the awakening Eastern Shore landscape. (Booking 4-Night Min Stay April 6 – 10)
Text Ben at 410-829-4204 (to find out about our special Spring Artist Discount)

Community Breakfast at Oxford Firehouse
2026-04-12 08:00 - 11:00, 2026-05-10 08:00 - 11:00, 2026-06-14 08:00 - 11:00, 2026-07-12 08:00 - 11:00 (America/New_York) | Oxford Fire House, 300 Oxford Rd., Oxford, MD, 21654, United States
Bring your family, friends, and appetite to the Oxford Firehouse Community Breakfast and make it part of your monthly plans.
You’ll enjoy a freshly made breakfast with Pancakes. Waffles, Eggs, Eggs w/ Cheese, Potatoes, Bacon, Scrapple, Sausage, Biscuits, Fresh Fruit, Fresh Baked Breads, Creamed Chipped Beef, Sausage Gravy, Coffee, and Juices.
Come for the delicious breakfast at a great price, enjoy socializing with friends or meeting new people, and help raise money for the great works of the Oxford Fire Co.
$12/adult, and kids under 12 eat free!
Please check for event updates at https://www.facebook.com/OxfordFireCo
Breakfasts take place on the 2nd Sunday of the Month, from 8 – 11 am, or until it’s all gone!

Tred Avon Players present Don't Dress For Dinner
2026-04-16 - 2026-04-26 | Oxford Community Center, 200 Oxford Road, OXFORD, MD, 21654
By Marc Camoletti, adapted by Robin Hawdon
Directed by Angel Perez
Comedy
Classic French farce that ran in Paris for two years, in London for six years and on Broadway in 2012. Bernard is planning a romantic weekend with his mistress Suzanne at his French farmhouse, expecting his wife Jacqueline to be away. He has hired a cook to prepare dinner and invited his friend Robert to provide an alibi. What could possibly go wrong? Suppose Robert arrives not understanding why he has been invited. Suppose Robert and Jacqueline are secret lovers and Jacqueline decides to stay home. Suppose the cook and Suzanne have to change places. And suppose everyone’s alibi gets confused with everyone else’s.

Showtimes: Thursday-Saturday 7:30pm, Sundays at 2:00pm

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Oxford Day
2026-04-25 07:00 - 17:00 | Town of Oxford, Oxford, MD, 21654
fwerry rMark your calendar and plan to join us for Oxford Day, April 25, 2026.
We are already busy designing an amazing day for you and your family to enjoy. All the events is FREE and all are welcome. You may purchase food, drinks, and shop with our many merchants.
For a taste of the day, please take a look tour 2025 Event Schedule. Many of our activities and offerings are treasured traditions that happen every year, including our parade, our Flower Sale, Family Hour of fun activities for children of all ages, our Blessing of the Animals, Dog Walk and Dog Show, Library Book Sale, Opening Day of the Oxford Museum, and free walk-on Ferry Rides on the Oxford-Bellevue Ferry.
Check back closer to April for our 2026 Schedule and information.

Linger for Lunchat OCC during Oxford Da
2026-04-25 11:00 - 15:00 | Oxford Community Center, 200 Oxford Road, OXFORD, MD, 21654
Enjoy Oxford Day and Plan to ‘Linger for Lunch’ at the OCC with Eternal Life Ministries Grilln’ Crab Cakes and Singing on the Patio with OCC’s Jam Band from noon and beyond. FREE entertainment, crab cakes will be for sale.

OCC Annual Open House
2026-04-30 17:00 - 19:00 | Oxford Community Center, 200 Oxford Road, OXFORD, MD, 21654
Join us for the Oxford Community Center’s 2026 Annual Open. Come learn more about what the OCC has to offer and hear all the excitement brewing at the OCC. We thank departing board members and welcome our new ones too. Nibbles and refreshments available. FREE. Please RSVP online so we can plan accordingly. It’s a fun, social evening for making new friends!

The 42nd Oxford Fine Arts Fair Returns May 15–17, 2026
2026-05-15 - 2026-05-17 | Oxford Community Center, 200 Oxford Road, OXFORD, MD, 21654
Celebrating art, community, and culture at the Oxford Community Center, Oxford, MD.
The Oxford Community Center Board of Trustees is proud to present the 42nd Oxford Fine Arts Fair, returning May 15–17, 2026, at the Oxford Community Center (200 Oxford Rd., Oxford, MD). This beloved three-day exhibition and sales event highlights outstanding local and regional artists while supporting the year-round cultural programming of the Community Center.
This year’s Fair welcomes Erika Long as the new Chair of the signature event, bringing fresh leadership and vision to the long-standing tradition.
“The Oxford Fine Arts Fair is more than an art show—it’s a celebration of creativity, community, and connection,” said Erika Long, Chair of the 2026 Fine Arts Fair. “We’re excited to welcome both new and returning artists, and to provide visitors with a chance to experience exceptional art in such a vibrant setting.”
In addition, the 2026 juror will be renowned artist Gavin Glakas, whose expertise and artistic eye will help shape a premier exhibition of fine art. Glakas’ paintings hang in the permanent collections of the United States Capitol, the Virginia State Capitol, the CIA, universities, museums and numerous other collections both public and private. He has won numerous honors for his artwork, including awards from the Portrait Society of America, the Art Renewal Center, the Plein Air Salon and the Butler Institute of American Art. His paintings have been featured on NBC News and in The Washington Post, as well as Fine Art Connoisseur, American Art Collector, Plein Air, International Artist, The American Scholar, Art Business News, The Strand and Elan magazines, and exhibited at museums and galleries throughout the country. Glakas teaches painting and drawing at Georgetown University Medical School and the Yellow Barn Studio.
“I’m always drawn to work that shows strong technical ability, but when judging the Oxford Fine Arts Fair it will be more important for me to see an artist pushing themself – trying to exceed their reach in terms of execution and idea,” said juror Gavin Glakas. “And, of course, idea beats execution every time, so I’ll also be looking for an artist to communicate something interesting visually or psychologically that goes beyond mere subject matter.”
The Fine Arts Fair kicks off on Friday, May 15th, 6:00–8:00 PM, with an elegant Preview Party Gala, offering patrons an exclusive first look at the artwork while enjoying live entertainment, hors d’oeuvres, and wine. The elegant atmosphere will be enhanced by live music from Julie Parson’s Band. Gala tickets are $90 and available by reservation at oxfordcc.org.
The exhibition continues on Saturday, May 16 (10 AM–5 PM) and Sunday, May 17 (10 AM–4 PM) with a vibrant weekend of art, music, and community. Visitors can browse and purchase works from juried artists, enjoy live demonstrations, and take part in raffles. Delicious local fare available for purchase—including the Oxford Community Center’s famous Strawberry Shortcake. With 30% of art sales directly benefiting the Oxford Community Center’s year- round programs, every purchase supports arts, education, and cultural activities that enrich the local community.
Admission: $5 at the door. Gala reservations are $90 per guest. Open to the public—families, art lovers, students, and collectors are all welcome.

Jazz on the Stage at OCC: Joe Alterman
2026-06-05 19:30 - 21:00 | Oxford Community Center, 200 Oxford Road, OXFORD, MD, 21654
Joe Alterman with Guest Vocalist Lena Seikaly
Friday, June 5th 7:30PM
General Admission: $65
VIP Experience: $150
Join us for a special jazz concert live on the Stage @ OCC with Joe Alterman and Guest Vocalist Lena Seikaly, two dynamic artists known for their expressive style and deep musical chemistry. Expect swinging rhythms and lyrical melodies that will leave you in awe.
More about Joe Alterman: https://www.joealtermanmusic.com/
More about Lena Seikaly: https://lenaseikaly.com/home

Plein Air Event: Gary Tucker Watercolor Workshop
2026-06-14 - 2026-06-19 | Sandaway Suites & Beach, 103 W. Strand Road, Oxford, Md, 21654
Gary Tucker Watercolor Workshop: Elevate your Plein Air art with acclaimed artist Gary Tucker returns to Sandaway. This immersive workshop focuses on “Harbors and Villages along the Eastern Shore,” using Sandaway’s waterfront as your base.

Be sure to book your workshop first with Gary! Check out his website https://www.garytuckerartist.com/workshop/37892/harbors-and-villages-along-the-eastern-shore.

(Booking 5-Night Min Stay – June 14 -19 – Use Code SAVE10 to Save 10% on your stay at Sandaway Suites & Beach and Get the included Breakfast Catering)

Plein Air Easton
2026-07-10 - 2026-07-19 | Throughout Talbot County
Plein Air Easton is the largest and most prestigious juried plein air painting competition in the United States, held annually in July in Easton, Maryland.
Artists from across the country and around the world apply for the chance to be among the 58 juried artists selected by a distinguished juror each year. Those chosen travel to Talbot County to create art from life—capturing the beauty of the outdoors rather than working in a studio.
Many of the world’s most accomplished plein air painters have this competition at the top of their wish list, and the event continues to set the standard for excellence year after year.
Plan to be in Oxford on Monday, July 13, for Paint Oxford – we have a full day of immersive art, waterfront, ice cream, and fun in store for you!
Plein Air Easton is just one of many programs operated by the Avalon Foundation. Visit avalonfoundation.org to learn more about our other important work.

Paint Oxford - Paint Out, Exhibition, & Sale
2026-07-12 05:51 - 18:30 | Oxford Community Center, 200 Oxford Road, OXFORD, MD, 21654
Plein Air Easton: Paint Oxford Day
Just a short trip from Easton, the historic town of Oxford offers a picture-perfect setting for a full day of creativity and coastal charm. Surrounded by sparkling water and rich in colonial history, the entire town transforms into an open-air studio as artists gather to capture its beauty.
Start your morning with a hearty Firehouse Breakfast before diving into the day’s festivities. Families can head over to the Oxford Community Center for fun Kids’ Art Activities and a Lemonade Stand, while music lovers can enjoy a performance of live music featuring the Sounds of Americana at St. Paul’s Church.
Between events, don’t miss a stop at the beloved Scottish Highland Creamery, often ranked among the best in the country.
The celebration culminates back at the Oxford Community Center for the highly anticipated Exhibition and Sale of the juried artists’ work from the day—be sure to stay until the end to see who takes home the prestigious Artists’ Choice Award!
Learn more about Plein Air Easton here.
Timeline for Sunday, July 12, 2026
Sunrise – 3:00 PM | Competition Painters in Action
Explore the peaceful streets and stunning views of the Tred Avon River and look for juried artists painting throughout town
7:00 AM – 3:00 PM | Information & Inspiration
Stop by Sandaway Suites & Beach to get info, stay hydrated, and relax by the water
8:00 AM – 11:00 AM | Firehouse Breakfast
Grab a hearty morning meal at the Oxford Firehouse
10:00 AM | Live Art Demo
Catch a special live painting demonstration with PBS Star “Eric en Plein Air” at Sandaway Suites & Beach
12:00 PM (Noon) | Kids’ Art Activity & Lemonade Stand
Family-friendly fun at the Oxford Community Center
2:30 PM | Live Music (Sounds of Americana)
Enjoy live musical performances at St. Paul’s Church
5:00 PM – 6:30 PM | Exhibition & Sale
Head to the Oxford Community Center to see the day’s completed works and see who wins the Artists’ Choice Award!
Featured Local Treats & Businesses
The Scottish Highland Creamery
Don’t forget to stop by for a sweet treat! They will be scooping a special, exclusive Plein Air flavor just for the day.
Special thanks to our participating Oxford partners and local businesses supporting the event:
Cutts & Case Shipyard
Campbell’s Boatyards
Doc’s Sunset Grille
Oxford Community Center
Ray Stevens, Realtor
Sandaway Suites & Beach
Tidewater Times

Oxford Regatta, including Log Canoes
2026-08-07 - 2026-08-09 | Tred Avon Yacht Club, 102 Strand, Oxford, MD, 21654
Watch the races along the Tred Avon River from one of our numerous waterfront areas in Oxford, Maryland!
Oxford Regatta – Log Canoes, Opti’s, Stars & Shields, Penguins & Adult ILCA, Jr. C420, JR. ILCA & Jr. 29er

Tred Avon Players presents Dirty Rotten Scoundrels
2026-08-13 - 2026-08-23 | Oxford Community Center, 200 Oxford Road, OXFORD, MD, 21654
Music and Lyrics by David Yazbek, Book by Jeffrey Lane
Directed by JW Ruth
Musical Comedy
Two con men, a beautiful woman and the elite of the French Riviera collide in a “sexy and irreverent farce.” After meeting on a train, two swindlers attempt to work together, only to find that a small French town isn’t big enough for the two of them. They agree on a wager: the first one to extract $50,000 from a young female target, heiress Christine Colgate, wins, and the other must leave town. Based on the 1988 film starring Michael Caine and Steve Martin.
Showtimes: Thursday-Saturday 7:30pm, Sundays at 2:00pm

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Heritage Regatta
2026-08-22 - 2026-08-23 | Tred Avon Yacht Club, 102 Strand, Oxford, MD, 21654
Watch the races from our numerous waterfront spaces!
Heritage Regatta – Penguins, Comets, Shields & Stars, Log Canoes

Tred Avon Players presents Ravenscroft
2026-10-22 - 2026-11-01 | Oxford Community Center, 200 Oxford Road, OXFORD, MD, 21654
By Don Nigro

Directed by Rob Sanchez

Mystery/Dark Comedy

On a snowy night, Inspector Ruffing is called to a remote mansion to investigate the death of Patrick Roarke, who plunged down the main staircase. As his investigation proceeds, Ruffing becomes involved in the lives of the five women who live there: Marcy, a Viennese governess with a past; Mrs. Ravenscroft, the flirtatious first lady of the manor; Gillian, her charming but possibly crazy daughter; Mrs. French, the formidable cook; and Dolly, a terrified maid. They lead him through a bewildering labyrinth of contradictory versions of Roarke’s death and the earlier death of Mr. Ravenscroft. It is all much more than Inspector Ruffing bargained for.
Showtimes: Thursday-Saturday 7:30pm, Sundays at 2:00pm
Click on Time to open ticketing. After selecting date, Season Subscribers can log in using “Log in for Member Benefits”.

Waterfowl Festival - Fun for the Whole Family
2026-11-13 - 2026-11-15 | Easton, Maryland, Easton, MD, 21601
Shop from the world-renowned painters, sculptors, carvers and photographers to find that perfect piece for the Waterfowl Festival in Easton, Maryland, a lovely, short ride from Oxford, Md.
Join family and friends to celebrate the traditions, music, art and food that makes this area of the world so special.
