Favorite Fall Events

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Waterfowl painting
Waterfowl Festival's “The Long Stretch” by Julia Rogers
This festival held over 4 days in fall has tons of family-friendly things to do.
Marching band performing during the Autumn Glory Festival in Oakland.
Renn Fest Character Photo By: Michael Leubecker

1 Maryland Renaissance Festival, Crownsville

August 24 - October 20,  2019 (weekends)
Maryland Renaissance Festival re-creates a 16th-century English Tudor village in the era of William Shakespeare and Henry VIII. Renn Fest pays homage to the era with live performances,  jousting, and meandering street acts which include a fire-eater, jugglers, magicians and enchanting Renaissance music.

Enjoy a variety of food (must try the turkey leg) and explore a unique world of crafts and artistry featuring glass-blown creations, stained glass, jewelry, pottery, wood-works, leatherwork and clothing.


More about Maryland Renaissance Festival


Type:
Events


Location:
1821 Crownsville Road
Annapolis, MD 21401
800-296-7304


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Kids making art Photo By: Baltimore Museum of Art

2 Free Fall Baltimore

October 1-31, 2019
Free Fall Baltimore is a citywide arts celebration offering hundreds of free arts and cultural activities at participating venues throughout Baltimore.


More about Free Fall Baltimore


Type:
Events


Location:
401 W Pratt St
Baltimore, MD 21202
410-752-8632


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Fall Foliage Experience in Allegany County Photo By: Western Maryland Scenic Railroad

3 The Fall Foliage Experience, Cumberland to Frostburg

October  2019, except Mondays
Climb aboard the restored diesel locomotive on the Western Maryland Scenic Railroad and climb through the beautiful Allegheny Mountains.  A narrator on-board provides "color" about the history and cultural locations along the way.  Autumnal colors, vintage railroad experience, what could be better in the Fall.


More about Western Maryland Scenic Railroad


Type:
Attraction


Location:
13 Canal St
Cumberland, MD 21502
301-759-4400


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Ghost Tours of Frederick Photo By: Ghost Tours of Frederick

4 Ghost Tours & Haunted Attractions

Fall 2019
If you enjoy being creeped-out ... you will love the alleyways of old Annapolis and the  frontier graves of Frederick. The Old Line State has spent nearly 400 years collecting her ghosts. Those restless spirits are out there, waiting for YOU.
More info.... 

Baskets of Darlington Apples at the Darlington Apple Festival

5 Darlington Apple Festival

October 5, 2019
Darlington Apple Festival is a popular annual one-day event in the quaint village of Darlington, featuring apples, pumpkins, mums, crafts, entertainment, art, country market, refreshments and more!


More about Darlington Apple Festival


Type:
Events


Location:
2110 Main Street
Darlington, MD 21034
410-457-4189


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Taste of Bethesda

6 Taste of Bethesda

October 5, 2019
Bethesda's famous food and music festival brings 60 restaurants and five stages of entertainment to Bethesda's Woodmont Triangle. Each year, more than 40,000 attendees sample the delicious restaurants, enjoy the live entertainment and visit the kid's corner for face painting and arts & crafts.


More about Taste of Bethesda


Type:
Events


Location:
Woodmont Triangle
Bethesda, MD 20814
301-215-6660


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This festival held over 4 days in fall has tons of family-friendly things to do.

7 52nd Annual Autumn Glory Festival, Oakland

October 9-13, 2019
Travel & Leisure named Oakland America’s Best Town for Fall Colors, and with good reason. Celebrate Mother Nature’s gorgeous foliage surrounding Deep Creek Lake with parades, a farmers market, concerts, antiques and crafts shows, and even a car show! 


More about Autumn Glory Festival


Type:
Events


Location:
Garrett County, Maryland
McHenry, MD 21541
888-387-5237


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Maryland Wine Festival

8 Maryland Wine Festival, Westminster

This event at the Carroll County Farm Museum has grown from an informal gathering on a local farm to a hub for local wineries to showcase their products to nearly 25,000 attendees. Enjoy food, music, artisan vendors and winemaking demonstrations. Take an educational seminar and learn the ins and outs of wine tasting. Feeling adventurous? Participate in the Amateur Wine Judging.


More about The Maryland Wine Festival - NEW DATES


Type:
Events


Location:
500 S Center St
Westminster, MD 21157
800-654-4645


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Catoctin Colorfest

9 Catoctin Colorfest, Thurmont

October 12-13, 2019
Local art, jewlery, crafts, and a variety of delicious food are just a few of the fun things you will find at this annual event that began in 1963! Catoctin Colorfest, in Thurmont, is one of the largest outdoor craft shows on the East Coast and is held as the area's leaves are crescendoing in vibrant colors.
See more Fall Festivals in Frederick!


More about Catoctin Colorfest


Type:
Events


Location:
Community Park
Thurmont, MD 21788
301-271-7533


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Autumn Wine Festival at Pemberton poster

10 Autumn Wine Festival at Pemberton, Salisbury

October 19-20, 2019
Do you love wine, the great outdoors, delicious food and live entertainment? If so, Autumn Wine Festival at Pemberton Historical Park in Salisbury is for you! Produced in partnership with the Maryland Wineries Association.


More about Autumn Wine Festival


Type:
Events


Location:
5561 Plantation Ln
Salisbury, MD 21804
410-548-4911


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11 10K Across the Bay, Annapolis

November TBD
The Across the Bay 10k is one of the largest, most exciting mid-distance events anywhere. 4.35 miles of the 10K course takes place over water, on the Chesapeake Bay Bridge. The Navy-Marine Corp Stadium is  one of several 10K parking lots (additional fee/pre-registration required)
More info...

painting of swans in water Photo By: Julia Rogers

12 Waterfowl Festival, Easton

November 8-10, 2019
A wildlife art and sportmans expo, providing the ultimate experience for sporting and outdoor enthusiasts. Join in the celebration of Maryland's sporting heritage and Eastern Shore food, drink and fun! 


More about Waterfowl Festival


Type:
Events


Location:
40 South Harrison Street
Easton, MD 21601
410-822-4567


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Bill Miles displaying his rockfish Photo By: Bill Miles

13 Chesapeake Bay Fall Classic Rockfish Tournament, Annapolis

November TBD
Thousands of recreational and professional anglers from Maine to North Carolina will be making their way to Maryland to compete for top honors and a chance at some big money in this year’s Chesapeake Bay Fall Classic, the Bay’s largest fall rockfish tournament. With over 250 boats and 1,500 anglers regularly competing, the prizes and competition is larger than ever.
Sandy Point State Park
Annapolis

Amish Quilt Auction Photo By: Visit St. Mary's County, Maryland

14 Amish Quilt Auction, Mechanicsville

November 16, 2019
St. Mary's is proud of its Amish heritage. Be part of the tradition at the annual quilt auction in Mechanicsville.  Bid on beautiful Amish-made quilts and other gorgeous hand-stitched items at this traditional Amish Auction.  The annual auction features smaller hand-sewn items plus wonderful baked goods and delicious home-made soup.


More about Amish Quilt Auction


Type:
Events


Location:
Grove Farm Lane
Mechanicsville, MD 20659
240-538-7408


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This forest in Western Maryland provides great opportunity for the turkey hunter.

15 Thanksgiving Events and Things to Do

Over the river and through the woods…  Let's make memories, and perhaps start a new family tradition, at these Thanksgiving oriented events in Maryland.
More info...

 National Oyster Shucking Championships Photo By: St Mary's County

16 Seafood Festival Season is Here!

Sample seafood all around the state. The 52nd annual U.S. Oyster Festival is in St. Mary’s. Don’t miss the crowning of King Oyster, or the heated competition in the National Oyster Shucking Championships, plus seafood, beer tastings and more. But that’s not all: Oysterfest 13 comes to Baltimore, the Chesapeake Bay Maritime Museum hosts its annual OysterFest in St. Michaels, Tilghman Island Day is just around the corner, and much more! Get all of the info at our Seafood Festivals page.

sailboat Photo By: United States Sailboat Show

17 Annapolis Boat Shows

United States Sailboat Show
October 10-14, 2019
Bring the family to this world-famous sailboat show where you will find something for everyone; seminars, clothing & accessories, and boats of all sizes. Enjoy the many shops and restaurants in historic Annapolis.

United States Powerboat Show
October 3-6, 2019
Miles of docks exhibit everything from luxurious motor and ocean-going yachts and “down east” trawlers to high-performance powerboats and offshore fishing machines. On display are boats of every style from 8’ to 80’ including water toys of all types, express cruisers, inflatables, paddle boards, ski boats, trailerable powerboats, pontoons, and an extensive collection of center console fishing boats.

Annapolis

Featured Places
Renaissance Festival
01
Location:
1821 Crownsville Road
Annapolis, MD 21401
girls making art
02
Location:
401 W Pratt St
Baltimore, MD 21202
Western Maryland Railroad
03
Location:
13 Canal St
Cumberland, MD 21502
Darlington Apple Festival logo
04
Location:
2110 Main Street
Darlington, MD 21034
Taste of Bethesda 2017
05
Location:
Woodmont Triangle
Bethesda, MD 20814
Fall foliage in Garrett County
06
Location:
Garrett County, Maryland
McHenry, MD 21541
painting of wine bottle on barrel
07
Location:
500 S Center St
Westminster, MD 21157
People Attending Catoctin Colorfest
08
Location:
Community Park
Thurmont, MD 21788
The Autumn Wine Festival will be held Oct. 19-20, 2019.
09
Location:
5561 Plantation Ln
Salisbury, MD 21804
A waterfowl artist carves in his studio
10
Location:
40 South Harrison Street
Easton, MD 21601
Photo of Amish Quilt Auction
11
Location:
Grove Farm Lane
Mechanicsville, MD 20659
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