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Upcoming events in Maryland

210 listed. Page 8 of 9

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May 1–31, 2027 Arbutus, MD

Arbutus Arts Festival

Organizer Arbutus Arts Festival CommitteeUnclaimed

The 53rd Annual Arbutus Arts Festival takes place Sunday, May 17, 2026, from 10 am to 5 pm in Arbutus, Maryland. It is a one-day arts and crafts show serving the Baltimore-Washington area, with handmade crafts, food and drink, local live music and a beer garden, plus a Children's Corner for kids.

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May 1–31, 2027 Gaithersburg, MD

Gaithersburg Book Festival

Organizer Gaithersburg Book FestivalUnclaimed

Gaithersburg Book Festival - One of America's Premier Book Fairs & Author Events If you attended GBF, we really want to hear from you! Please take a few minute to fill out our survey . Thanks! Our Mission is to Foster an Interest in Reading, Writing & Literary Conversation. “ For an author to…have this kind of opportunity to talk to a group of avid readers about their project, it’s a great thing. “ When I was doing my book tour I met a lot of writers who knew about GBF and wanted to be here. “ Overall, this is one of the best book festivals I’ve done, and certainly the best organized. Kudos all around!

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Closed Feb 28, 2026

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May 1–2, 2027 Essex, MD

Baltimore County May Day Faerie Festival

Organizer Baltimore County ParksUnclaimed

Rocky Point Park jubilantly invites you to share in our May Day Faerie Festival in partnership with Spoutwood Farm. On May 2nd and May 3rd, 2026, we’ll capture the magic and wonder of the majestic Chesapeake Bay once again to celebrate the adjoining, intertwined spirit of Spoutwood Farm with The Greenman, Lady Lucy, and our family of fae. Please visit our Facebook page for further event updates. All are encouraged to join together again in 2026 at our fae-friendly picturesque home at Rocky Point. We will meet merrily, we will dance, and we will call out our Kubiandos from one to the other throughout the festivities. The festival will feature live music, dancing, bubbles, magicians, fairies, goblins, renowned craft vendors, storytellers, and more winged things than you can count! There will be activities for humans and fae of all ages! Marketplace Vendor applications close on January 2...

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Closed Jan 1, 2026

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May 1–2, 2027 West Friendship, MD

Maryland Sheep and Wool Festival

Organizer VendorsMapUnclaimed

The Maryland Sheep and Wool Festival, held at the Howard County Fairgrounds in West Friendship, brings together more than 250 vendors, 600 sheep and 40 workshops on fiber arts and shepherding. Visitors can watch sheepdog trials and shearing demonstrations, shop for wool and handmade textiles, and sample fair food such as lamb sandwiches and barbecue.

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Closed May 31, 2026

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May 1–31, 2027 Bethesda, MD

Bethesda Fine Arts Festival

Organizer Bethesda Urban PartnershipUnclaimed

The 2026 Bethesda Fine Arts Festival will be held May 9 & 10, 2026 and will feature fine art created by 120 of the nation’s best artists, live entertainment and Bethesda restaurants. Located in Bethesda’s Woodmont Triangle, along Norfolk, Auburn & Del Ray Avenues. Admission to the festival is FREE and parking is available in the public parking garage on Auburn Avenue. This event is held rain or shine. 2026 Event Map . More than 20,000 attendees will enjoy the festival and we need your support to make this event a great success. Help from volunteers is an essential part of Bethesda Urban Partnership’s exciting festivals. The set-up team assists with distributing artist signs, setting out table cloths, etc. We ask that booth volunteers mind artists’ tents while they take a brief bathroom or lunch break. This is important as many of the artists travel alone and have no one to watch their...

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May 2, 2027 College Park, MD

Hollywood Farmers Market College Park

Organizer City of College ParkUnclaimed

The Hollywood Farmers Market sets up every Saturday from 10 a.m. to 2 p.m. at the Hollywood Shopping Center on Rhode Island Avenue in College Park. Started in 2013 by local residents, the family friendly market offers fresh vegetables, meats and eggs alongside live music, kids activities and prepared foods.

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May 2, 2027 Havre de Grace, MD

Havre de Grace Decoy & Wildlife Art Festival

Organizer Havre de Grace Decoy MuseumUnclaimed

The Havre de Grace Decoy and Wildlife Art Festival runs May 2 and 3, 2026, at the Decoy Museum. The juried festival showcases wildlife art and decoy carving, including a decoy carving competition and the J. Evans McKinney Old Decoy Contest, with exhibitors from around the region.

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May 2–3, 2027 Bethesda, MD

Bethesda Spring Market

Organizer VendorsMapUnclaimed

URBNmarket is a curated marketplace celebrating the art of creating. Artisan vendors can connect with a like-minded community to sell their handmade and vintage creations to an engaged audience. Join us to showcase your talent; be part of a movement valuing inspiration and individuality. (well, not THAT many years), we were college roommates and never could have predicted where we'd be today. Although we pursued different career paths after graduating, we remained close friends. Eventually, we both found ourselves yearning for more creativity in our professional lives and decided to team up. After much brainstorming, URBNmarket was born! Our first market was held on May 18th, 2014, at the BCC Rescue Squad in Bethesda, Maryland. We were inspired by other handmade and vintage markets outside the DC area. Our curated markets showcase amazing makers, creators, collectors, and designers, g...

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May 2–3, 2027 Poolesville, MD

Mid Atlantic Antique and Garden Festival

Organizer VendorsMapUnclaimed

Tickets are available online for advance purchase or at the gate. Beyond the exceptional antiques and garden displays, discover curated events designed to elevate your visit. From a luxurious Royal Tea to an intimate Farm to Table Dinner, explore our special additions and reserve your seat today. Discover our lineup of increadible dealers and start planning your must-see stops. From pets to parking, find quick answers to your most common questions. Make it a weekend to remember—explore special hotel rates close to the farm. Purchase tickets to Mid Atlantic Antique & Garden Festival and Old Line Market.

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May 2–3, 2027 Downtown Towson, MD

Towson Spring Festival

Organizer Towson Chamber of CommerceUnclaimed

Visit 300+ vendors that offer unique jewelry, art, food, and more! Live music and performances featuring some of the best music in Baltimore. Have you visited the Towsontown Spring Festival in Towson, Maryland? 2026 marks the 57th year and the festival is one you won’t want to miss. If you are a thrill-seeker, cotton candy eater, music lover, or just a Baltimore explorer, this is your kind of festival . Visit us Saturday, May 2 and Sunday, May 3 . Come make a memory at the Towsontown Spring Festival! Located on Chesapeake, Pennsylvania, Washington, and Baltimore Avenues in Towson (400 Washington Avenue). Step right up to one of the largest festivals on the east coast!

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May 2–3, 2027 Towson, MD

Towsontown Spring Festival

Organizer Towson Chamber of CommerceUnclaimed

Visit 300+ vendors that offer unique jewelry, art, food, and more! Live music and performances featuring some of the best music in Baltimore. Have you visited the Towsontown Spring Festival in Towson, Maryland? 2026 marks the 57th year and the festival is one you won’t want to miss. If you are a thrill-seeker, cotton candy eater, music lover, or just a Baltimore explorer, this is your kind of festival . Visit us Saturday, May 2 and Sunday, May 3 . Come make a memory at the Towsontown Spring Festival! Located on Chesapeake, Pennsylvania, Washington, and Baltimore Avenues in Towson (400 Washington Avenue). Step right up to one of the largest festivals on the east coast!

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Deadline not listed

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May 9, 2027 Glen Burnie, MD

Glen Burnie Spring Fest

Organizer Glen Burnie Improvement Association (GBIA)Unclaimed

Join us for the GBIA Spring Fest 2026 on Saturday, May 9th, from 12–6 PM at the GBIA Carnival Grounds in Glen Burnie . Enjoy live music, over 100 local vendors, food trucks, beer & wine, and family-friendly fun. Free admission and parking. Join the Glen Burnie Improvement Association (GBIA) for another unforgettable day celebrating local businesses, live entertainment, great food, and community spirit. SpringFest is a family-friendly community event designed to kick off the season and bring people together in the heart of Glen Burnie. Seating is limited and available on a first come, first served basis Event details, schedules, and activities will be announced closer to the event date Vendor applications, sponsorship opportunities, and additional event details will be released in the coming months.

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May 16, 2027 Elkton, MD

Fair Hill Scottish Games

Organizer Fair Hill Scottish GamesUnclaimed

Join us for a day of athletics, music, dancing, food, and arts celebrating Scottish and Celtic culture. Events will be held rain or shine. Don’t miss the 2nd annual Fair Hill Workshop – a fun weekend of piping & drumming instruction plus a casual Saturday evening ceilidh – held the first weekend in February in Baltimore, MD Don’t miss the Tartan Parade of Clans and Bands! The massed bands will perform during the 5pm closing ceremony; for the mid-day ceremony the clans and pipe bands will parade through the Main Arena! Thank you in advance for your support. We will see you May 15th 2027! We have a very active Facebook group for the Games. The name of the group is Friends Of Fair Hill Scottish Games. Please join us today to make sure you get all the up to the minute details for the Games!

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May 16–17, 2027 Columbia, MD

Columbia Wine in the Woods

Organizer Howard County Recreation & ParksUnclaimed

Thank you for participating in this year's event! To view highlights, please visit our Wine in the Woods 2026 Flickr album . Exclusive access to a specially curated selection of Maryland-grown wines to sample or purchase Exclusive access to private section of the festival with additional seating and private bathrooms Receive four soft drinks or bottles of water (Vitamin Water and Gatorade also available) from the information tent. Enjoy the best red, white, sweet & dessert wines Maryland has to offer. Choose from about 20 different food vendors at the festival.

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May 16, 2027 Bowie, MD

Olde Towne Bowie Craft Fair

Organizer City of BowieUnclaimed

The Old Bowie Celebrates Festival, which featured arts and craft vendors, food, street entertainers, an art show, a kids corner and music, has been discontinued due to loss of funding. Organizers say they will keep bringing smaller events to Old Bowie as funding permits.

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