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.
20

Favorite Fall Events

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

1 51st Annual Autumn Glory Festival, Oakland

October 10-14, 2018
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! 


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Type:
Events


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


Chesapeake Film Festival logo

2 Chesapeake Film Festival - Easton

October 12-14, 2018
The only film festival on the eastern shore curated by industry insiders highlighting films and documentaries that inspire, enlighten and entertain. 11th Anniversary. Five venues including Avalon Theatre.


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Type:
Events


Location:
40 E Dover St
Easton, MD 21601
443-955-9144


Renn Fest Character Photo By: Michael Leubecker

3 Maryland Renaissance Festival, Crownsville

Through October 21, 2018 (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.


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Type:
Events


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


Kids making art Photo By: Baltimore Museum of Art

4 Free Fall Baltimore

October 1-31, 2018
Free Fall Baltimore is a citywide arts celebration offering hundreds of free arts and cultural activities at participating venues throughout Baltimore.


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Type:
Events


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


Catoctin Colorfest

5 Catoctin Colorfest, Thurmont

October 13-14, 2018
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!


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Type:
Events


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


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

6 The Fall Foliage Experience, Cumberland to Frostburg

Through October 31, 2018, 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 Fall Foliage Experience in Allegany County
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Type:
Events


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


sailboat Photo By: United States Sailboat Show

7 Annapolis Boat Shows

United States Sailboat Show
October 4-8, 2018
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 11-14, 2018
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

Maryland Wine Festival

8 Maryland Wine Festival, Westminster

October 13, 2018
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
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Type:
Events


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


Ghost Tours of Frederick Photo By: Ghost Tours of Frederick

9 Ghost Tours & Haunted Attractions

Fall 2018
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.... 

Poe's Last Stanza Photo By: Courtesy of Do or Die Mysteries

10 Poe's Last Stanza Dinner Theater, Elkridge

October 19, 2018
This time of year, Edgar Allan Poe's status as Baltimore's Bard and American Icon is top of mind having passed away in October 1849.  Known for his terrifying short stories, gothic horror, and poetry, his personal life is less well known.  This interactive experience changes that.  Get to know Poe the person while enjoying a three-course dinner in the historic Elkridge Furnace Inn.  


More about Poe's Last Stanza with Do or Die Mysteries - Dinner Style Theater
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Type:
Events


Location:
5745 Furnace Avenue
Elkridge, MD 21075
410-379-9336


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

11 Seafood Festival Season is Here!

Sample seafood all around the state. The 51st annual U.S. Oyster Festival is Oct. 21-22 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 12 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.

Autumn Wine Festival at Pemberton poster

12 Autumn Wine Festival at Pemberton, Salisbury

October 20-21, 2018
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.


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Type:
Events


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


13 10K Across the Bay, Annapolis

November 4, 2018
This could be the most exciting 10k in years. 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)


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Type:
Events


Location:
William Preston Lane Jr. Memorial Bridge
Annapolis, MD 21401
813-868-5940


Carroll County Ag Center's Corn Maze

14 Carroll County Corn Maze, Westminster

October 5 through November 11, 2018
Enjoy 18 acres of straw mazes, pumpkins and hayrides.  The Corn Maze is open Fridays, Saturdays and Sundays with varied hours.  Daylight hours include family activities as well. If you plan to come by 7pm, please bring your flashlight.


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Type:
Events


Location:
Carroll County Agriculture Center
Westminster, MD 21157
410-848-6704


painting of swans in water Photo By: Julia Rogers

15 Waterfowl Festival, Easton

November 9-11, 2018
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! 


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Type:
Events


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


Bill Miles displaying his rockfish Photo By: Bill Miles

16 Chesapeake Bay Fall Classic Rockfish Tournament, Annapolis

November 16-18, 2018
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


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Type:
Events


Location:
1100 E College Pkwy
Annapolis, MD 21409
410-255-5535


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

17 Amish Quilt Auction, Mechanicsville

November 17, 2018
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.


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Type:
Events


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


The Great Havre de Grace Oyster Feast

18 The Great Havre de Grace Oyster Feast, Havre de Grace

November 17, 2018
Attend an Oyster Feast with lots of twists.  Sample oysters on the half shell, fried oysters and oyster stew.  You can also enjoy crab soup, Old Bay wings, pit beef, turkey, ham, kielbasa cheeses, fruit, salads, sides, beer and wine, soda and dessert.


More about The Great Havre de Grace Oyster Feast
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Type:
Events


Location:
Havre de Grace Community Center
Havre de Grace, MD 21078
410-939-2100


Piscatawaydancers Photo By: PiscatawayIndians.com

19 American Indian Heritage Day, Edgewater

November 23, 2018
The Cedarville Band of Piscataway Indians returns to London Town for the annual celebration of native peoples. Join in a dance, talk with an elder, and enjoy the state holiday alongside the Piscataway.


More about American Indian Heritage Day - Historic London Town
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Type:
Events


Location:
839 Londontown Rd
Edgewater, MD 21037
410-222-1919


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

20 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...

Fall Photos & Videos

Shops on New Market Street, New Market
Enjoy the crisp fall air as you stroll through quaint shopping districts.
Take a fall foliage tour through Maryland's parks.
Take a fall foliage tour through Maryland's parks.
Photo By: Kevin Moore
Adkins Farm Market - Salisbury
Adkins Farm Market - Salisbury
Fall Colors Along Deer Creek
See the autumn leaves at their best along this Harford County river.
Photo By: Mitch Lebovic
Fall Festivals in Annapolis
In the Annapolis countryside, you'll find festivals full of fun things to do with the family.
Milburn Orchards Pumpkin Patch
Go pumpkin picking at this orchard and farm just north of Chesapeake City.
Photo By: Clark Vandergrift

Fall

Trip Ideas

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

Check out these vibrant fall festivals and events celebrating books, food & drink, and fall fun. 

More

Ghost Tours of Frederick
Ghost Tours & Haunted Attractions

Saying goodbye to Maryland is never easy, sometimes even for the dead. From the alleyways of old Annapolis to the frontier graves of Frederick and the battlefields of Antietam...

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Fall Fun on the Farm

These vibrant festivals celebrate fall fun, and if your taste run more to the macabre, you will love these Ghost Tours & Haunted Attractions . 

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Take a fall foliage tour through Maryland's parks.
Take a Maryland Fall Foliage Trip

This autumn, find the best spots to be dazzled by Maryland’s rainbow forests of green, amethyst, orange and scarlet.

More