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Festivals in Annapolis, MD.
Craft Shows, Festivals.

Rahsaan Patterson+Friends Perform at Wine & Music

August 29, 2020

facebook.com/TheWomensChallenge

(410) 417-6668
Liriodendron Mansion - Bel Air, MD

If Gathering restrictions are lifted...Rahsaan Patterson requests your presence to join him and his π…π«π’πžπ§ππ¬ for an unforgettable experience: Saxophonist, Brian Lenair, Vocalist, Mαrc Avon Evans, Vocalist, April Sampe, Vocalist, Mel Roberts. Will YOU be there? πŽππ‹π˜ πŸ’πŸŽ 𝐦𝐒π₯𝐞𝐬 outside of α—·α—©α’ͺTIα—°Oα–‡E. Come spend the day on the picturesque grounds of the Liriodendron Mansion.

The Town Fair

September 5, 2020

thetownfair.net

(410) 493-4984
Perry Hall High School - Nottingham, MD

Join our community for an early summer event. Celebrating our 24th year, The Town Fair is held home in the neighborhood where it started in 1996. The fair includes Live Music, Children's Area including favorite character visits and ponies, shows / demonstrations, a variety of Food and Drink, over 150 craft & commercial vendors, and a Beer Garden.

Piney Orchard Street Festival

September 19, 2020

pineyorchard.com

(410) 672-4273
Anne Arundel County - Odenton, MD

We are excited to announce the 11th Annual Piney Orchard Street Festival. This annual event has grown each year and typically attended by over 9,000 people. We are looking for the following: 1. Crafters 2. Pickle Vendor 3. Olive Oil Vendor 4. Maryland Route 1 Apparel Vendor 5. Honey Vendor Please email with any questions. We would love to have you at our festival this year.

Savor Bowie

October 10 - 11, 2020

concertsforcausesinc.org

(301) 332-8318
Bowie Towne Center - Bowie, MD

Concerts for Causes Inc. Presents Savor Bowie 2020 Food, Wine and Music festival, Now 2 days! featuring Free admission (You heard right, Free Admission) and Complimentary Food and Wine tastings from the top wineries in the area. Vendors and Artisans, Antique and New Car display Two Stages & many areas of music and other entertainment! Great kids area! A non-profit organization raising funds to give musical instruments to students.

Urbana Indoor Art & Craft Show

October 31, 2020

(301) 662-5769
Urbana Vol. Fire & Rescue Company Hall - Frederick, MD

The 18th Annual Urbana Indoor Art & Craft Show will be held Saturday, October 31, 2020 at the Urbana Vol. Fire & Rescue Hall. Vendors will sell their original crafts including jewelry, stained glass, woodworking, skin care, primitives, knitted and crochet, candles, fabric & textiles, floral, pottery, and seasonal crafts, artwork in several mediums and photography. Breakfast, lunch and bake table provided by the Church ladies of Wesley Chapel.

Kris Kringle

December 10 - 12, 2021

charlescountyfair.com

(301) 643-9158
Charles County Fair Grounds - Laplata, MD

Christmas market with 150 crafters. We light up the fairgrounds with thousands of lights. Santa comes to town on a fire truck. There is a live nativity, Live Entertainment a kids area and Fireworks on Saturday Limited commercial space available, please call for details. At this time all outside food spaces are full. Inside all spaces for Bakers, Candy makers and Soap makers are full.

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Events in Annapolis, MD β€” upcoming

Maryland Renaissance Festival
August - October 2020 (dates not updated) ?

Maryland Renaissance Festival

Crownsville Road, Annapolis, MD

Status: Updated 4/10/2019

A Renaissance/Medieval/Pirate Fair organized by Maryland Renaissance Festival, Ltd..
This Maryland Renaissance/Medieval/Pirate Fair will have fine art, fine craft and crafts exhibitors, and 42 food booths. There will be 10 stages with International, National and Regional talent and the hours will be Every Sat 10am-7pm, Every Sun 10am-7pm, Labor Day Monday 10am-7pm. Admission tickets are $8 - $150. This event will also include: children's area, games.
Outlaw Jam
August 29, 2020

Outlaw Jam

Anne Arundel County Fairgrounds, Annapolis, MD

Status: Updated 7/10/2020

A Country Music Festival organized by Pennington Entertainment LLC.
This Maryland Country Music Festival will have fine art, fine craft, crafts, film, commercial/retail, homegrown products, corp./information and antique/collectibles exhibitors, and 20 food booths. There will be 1 stage with National talent and the hours will be Sun 11am-10:30pm. Admission tickets are $37 - $260. This event will also include contests and special performances.
First Sunday Arts Festival - September
September 6, 2020

First Sunday Arts Festival - September

Downtown Annapolis, Annapolis, MD

Status: Updated 2/12/2020

A Craft Show organized by Inner West Street Association.
This Maryland Craft Show will have fine art, fine craft and crafts exhibitors, and 8 food booths. There will be 4 stages with Local talent and the hours will be Sun 11am-5pm. This event will also include demonstrations.
Annapolis Fall Home and Remodeling Expo
September 2020 (dates not updated) ?

Annapolis Fall Home and Remodeling Expo

The Byzantium Conference and Event Center, Annapolis, MD

Status: Updated 8/14/2019

A Home and Garden Show organized by Mid Atlantic Expositions and Entertainment.
This Maryland Home and Garden Show will have commercial/retail and corp./information exhibitors, and no food booths. Admission tickets are $3 - $5.
Kunta Kinte Heritage Festival
September 26, 2020

Kunta Kinte Heritage Festival

Annapolis City Dock - Susan Campbell Park, Annapolis, MD

Status: Updated 4/5/2020

A Festival organized by Kunta Kinte Celebrations, Inc..
This Maryland Festival will have fine art, fine craft, crafts, film, commercial/retail, homegrown products, corp./information and antique/collectibles exhibitors, and 15 food booths. There will be 3 stages with National, Regional and Local talent and the hours will be Sat 10am-7pm. This event will also include children's tent and education booths.
Maryland Seafood Festival
September 26 - 27, 2020

Maryland Seafood Festival

Sandy Point State Park, Annapolis, MD

Status: Updated 12/10/2019

A Food Festival organized by ABC Events Inc..
This Maryland Food Festival will have fine art, fine craft, crafts and commercial/retail exhibitors, and 18 food booths. There will be 2 stages with Regional and Local talent and the hours will be Sat 11am-9pm, Sun 11am-7pm. Admission tickets are $15 - $60. This event will also include: crab picking contest, wine tasting tent.
Chesapeake Childrens' Museum
September 2020 (dates not updated) ?

Kunte Kinte Festival

Annapolis City Dock, Annapolis, MD

Status: Updated 9/9/2019

A Family & Kids Festival organized by Chesapeake Childrens' Museum.
This Maryland Family & Kids Festival will have fine art and crafts exhibitors, and 20 food booths. There will be 2 stages with International, National, Regional and Local talent and the hours will be Sat 10am-7pm. This event will also include kids' area.
West Annapolis Oktoberfest
September 2020 (dates not updated) ?

West Annapolis Oktoberfest

Downtown, Annapolis, MD

Status: Updated 9/11/2019

A Festival organized by West Annapolis Business Affiliation, Inc.
This Maryland Festival will have fine art, fine craft, crafts, homegrown products, corp./information and antique/collectibles exhibitors, and 6 food booths. There will be 1 stage with Regional talent and the hours will be Sun 10am-5pm.
United States Powerboat Show
October 2020 (dates not updated) ?

United States Powerboat Show

Annapolis City Dock & Harbor, Annapolis, MD

Status: Updated 8/12/2019

A Boat Auto Camping Show organized by Annapolis Boat Shows.
This Maryland Boat Auto Camping Show will have commercial/retail and corp./information exhibitors, and no food booths. Admission tickets are $5 - $48.
First Sunday Arts Festival - October
October 4, 2020

First Sunday Arts Festival - October

Downtown Annapolis, Annapolis, MD

Status: Updated 2/12/2020

A Craft Show organized by Inner West Street Association.
This Maryland Craft Show will have fine art, fine craft and crafts exhibitors, and 8 food booths. There will be 5 stages with Local talent and the hours will be Sun 11am-5pm. This event will also include demonstrations.
United States Sailboat Show
October 8 - 12, 2020

United States Sailboat Show

Annapolis City Dock & Harbor, Annapolis, MD

Status: Updated 12/19/2019

A Boat Auto Camping Show organized by Annapolis Boat Shows.
This Maryland Boat Auto Camping Show will have commercial/retail and corp./information exhibitors, and no food booths. Admission tickets are $5 - $48.
Harvest Hootenanny
October 2020 (dates not updated) ?

Harvest Hootenanny

Chesapeake Children's Museum, Annapolis, MD

Status: Updated 10/14/2019

A Family & Kids Festival organized by Chesapeake Childrens' Museum.
This Maryland Family & Kids Festival will have crafts, flea market and homegrown products exhibitors, and 4 food booths. There will be 1 stage with Local talent and the hours will be Sat 10am-1pm. Admission tickets are $5. This event will also include: petting zoo of farm animals, pumpkin painting, scarecrow stuffing, mini-hayrides.
Art @ the Park
October 2020 (dates not updated) ?

Art @ the Park

Quiet Waters Park, Annapolis, MD

Status: Updated 9/26/2019

A Music Festival organized by Friends of Quiet Waters Park Annapolis MD.
This Maryland Music Festival will have fine art and fine craft exhibitors, and 4 food booths. There will be 1 stage with Regional talent and the hours will be Sat 10am-5pm, Sun 10am-5pm. Admission tickets are $1 - $6. This event will also include demostrations.
Fall Festival Halloween on the Avenue
October 2020 (dates not updated) ?

Fall Festival Halloween on the Avenue

Downtown, Annapolis, MD

Status: Updated 9/27/2019

A Holiday Celebration organized by Maryland Ave & State Circle Assocation.
This Maryland Holiday Celebration will have fine art, fine craft, crafts, homegrown products and antique/collectibles exhibitors, and 6 food booths.
First Sunday Arts Festival - November
November 1, 2020

First Sunday Arts Festival - November

Downtown Annapolis, Annapolis, MD

Status: Updated 2/12/2020

A Craft Show organized by Inner West Street Association.
This Maryland Craft Show will have fine art, fine craft and crafts exhibitors, and 8 food booths. There will be 4 stages with Local talent and the hours will be Sun 11am-5pm. This event will also include demonstrations.
Annapolis Chocolate Binge Festival
December 6, 2020

Annapolis Chocolate Binge Festival

Downtown Annapolis, Annapolis, MD

Status: Updated 2/12/2020

A Festival organized by Inner West Street Association.
This Maryland Festival will have fine art, fine craft and crafts exhibitors, and 40 food booths. There will be 2 stages with Local talent and the hours will be Sun 12pm-5pm. This event will also include demonstrations.
Annapolis Spring Home Expo
February 2021 (dates not updated) ?

Annapolis Spring Home Expo

The Byzantium Event Center, Annapolis, MD

Status: Updated 1/20/2020

A Home and Garden Show organized by Mid Atlantic Expositions and Entertainment.
This Maryland Home and Garden Show will have commercial/retail and corp./information exhibitors, and no food booths. There will be 1 stage with International talent and the hours will be Sat 10am-6pm, Sun 12pm-5pm. Admission tickets are $3 - $5.
Inner West Street Association
May 2, 2021

First Sunday Arts Festival - May

Downtown Annapolis, Annapolis, MD

Status: Updated 4/20/2020

A Festival organized by Inner West Street Association.
This Maryland Festival will have fine art, fine craft and crafts exhibitors, and 8 food booths. There will be 4 stages with Local talent and the hours will be Sun 11am-5pm. This event will also include demonstrations.
Bay Bridge Paddle
June 2021 (dates not updated) ?

Bay Bridge Paddle

Sandy Point State Park, Annapolis, MD

Status: Updated 11/26/2019

A Sports Event organized by ABC Events Inc..
This Maryland Sports Event will have commercial/retail exhibitors and 5 food booths. There will be 1 stage with Local talent and the hours will be Sat 8am-2:30pm. Admission tickets are $45 - $110.
First Sunday Arts Festival - June
June 6, 2021

First Sunday Arts Festival - June

Downtown Annapolis, Annapolis, MD

Status: Updated 6/12/2020

A Craft Show organized by Inner West Street Association.
This Maryland Craft Show will have fine art, fine craft, crafts and antique/collectibles exhibitors, and 8 food booths. There will be 4 stages with Local talent and the hours will be Sun 11am-5pm. This event will also include demonstrations.
Virtual First Sunday Arts Festival - July
July 2021 (dates not updated) ?

Virtual First Sunday Arts Festival - July

Online only at

Status: Updated 6/29/2020

A Craft Show organized by Inner West Street Association.
This Maryland Craft Show will have fine art, fine craft, crafts and antique/collectibles exhibitors, and 8 food booths. There will be 4 stages with Local talent and the hours will be Sun 11am-5pm. This event will also include demonstrations.
First Sunday Arts Festival - August
August 2021 (dates not updated) ?

First Sunday Arts Festival - August

Downtown Annapolis, Annapolis, MD

Status: Updated 2/12/2020

A Craft Show organized by Inner West Street Association.
This Maryland Craft Show will have fine art, fine craft and crafts exhibitors, and 8 food booths. There will be 4 stages with Local talent and the hours will be Sun 11am-5pm. This event will also include demonstrations.