There’s never a shortage of things to do in Orlando during the fall season. We’ve discovered plenty of events and festivals that are fun and relatively inexpensive…most are FREE or no more than $25 per person. Make sure to also check out our stories on: Orlando pumpkin patches, Halloween events and best places to trick-or-treat.
Photo courtesy of City of Orlando
October
- Oct. 6 First Friday Octoberfest Baldwin Park sidewalk festival with artisans and vendors, family friendly and pet friendly, first Fridays 5:30 p.m. to 9:30 p.m., 4990 New Broad Street, Orlando 32814, 407-442-2666, free
- Oct. 7-8 Museums on Us free entry to participating museums for Bank of America & Merrill Lynch credit card and debit card holders. First full weekend of most months.
- Oct. 7-8 Oktoberfest Downtown Orlando, 4 p.m. to 1 a.m., festivities at different venues, some offering food & drink deals & $3 Sam Adams Oktoberfest beer.
- Oct. 12 Thornton 2nd Thursday Wine & Art Walk, 6:30 p.m. to 9:30 p.m. second Thursdays, live entertainment and art vendors in the Thornton Park District, 617 E. Central Blvd., Orlando 32801. $15 cash for glass & map of business offering tastings, 407-701-9382
- Oct. 14-15 Autumn Art Festival 9 a.m. to 5 p.m., Central Park in Downtown Winter Park,
251 S. Park Avenue, Winter Park 32789, free - Oct. 19 Taste of Thornton Park, 6:30 p.m. to 9:30 p.m., The Veranda at Thornton Park, 707 E Washington Street, $30 before the event, $40 at the door
- Oct. 19-26 Orlando Film Festival
- Oct. 21 Rootstock Festival, Bok Tower Gardens, 8 a.m. to 6 p.m., live entertainment, plant and food vendors, 1151 Tower Blvd., Lake Wales 33853, 863-676-1408, free entry, fee for parking
- Oct. 21 Sanford Art Walk, third Saturday of the month, 6 p.m. to 9 p.m., 230 E. First St., Sanford 32771, 407-302-2586, free
- Oct. 24 Artway To Haven at Haven Orlando, live jazz and local artists, fourth Tuesdays, free entry, food and beverages for purchase, 6651 S. Semoran Blvd., Orlando, free
- Oct. 28-29 Craft Fair, Mount Dora, downtown Mount Dora, 9 a.m. to 5 p.m., free
November
- Nov. 1 WineArt Wednesdays at Downtown Lake Mary, 101 N. Fourth St., Lake Mary, includes food trucks, live entertainment, beer and wine garden, 407-486-8478, 5 p.m. to 9 p.m. first Wednesdays, free entry
- Nov. 2 1st Thursdays at Orlando Museum of Art, 2416 N. Mills Ave., Orlando, $15, free for members, 407-896-4231 ext. 221
- Nov. 3 First Friday Festival Baldwin Park sidewalk festival with artisans and vendors, family friendly and pet friendly, first Fridays 5:30 p.m. to 9:30 p.m., 4990 New Broad Street, Orlando 32814, 407-442-2666, free
- Nov. 3-5 Harvest Festival & Fair, Sanford, 407-688-5000
- Nov. 4 & 5 Museums on Us, free entry to participating museums for Bank of America & Merrill Lynch credit card and debit card holders. First full weekend of most months.
- Nov. 9 Thornton 2nd Thursday Wine & Art Walk, 6:30 p.m. to 9:30 p.m. second Thursdays, live entertainment and art vendors in the Thornton Park District, 617 E. Central Blvd., Orlando 32801. $15 cash for glass & map of business offering tastings, 407-701-9382
- Nov. 11 & 12 Mount Dora Plant & Garden Fair, Donnelly Park, 530 N. Donnelly St., 9 a.m. to 5 p.m. November 11 and 9 a.m. to 4 p.m. November 12, 352-729-2170, free
- Nov. 16 Sip, Shop & Stroll, Park Avenue in downtown Winter Park, $25 includes food & wine, 407-644-8281
- Nov. 17-18 Mount Dora Scottish Festival, 7 p.m. to 9:30 p.m. November 17 at Evans Park, 100 N. Donnelly St. and 10 a.m. to 5 p.m. November 18 at Gilbert Park, 310 S. Tremain St., Free. 352-735-7183
- Nov. 18 Sanford Art Walk, third Saturday of the month, 6 p.m. to 9 p.m., 230 E. First St., Sanford 32771, 407-302-2586, free
- Nov. 25 Light Up Mount Dora, 5 p.m. to 9 p.m., Downtown Mount Doral, 352-735-7183, free
- Nov. 28 Artway To Haven at Haven Orlando, live jazz and local artists, fourth Tuesdays, free entry, food and beverages for purchase, 6651 S. Semoran Blvd., Orlando, free
December
- Dec. 1 First Friday Festival Baldwin Park Sidewalk festival with artisans and vendors, family friendly and pet friendly, first Fridays 5:30 p.m. to 9:30 p.m., 4990 New Broad Street, Orlando 32814, 407-442-2666, free
- Dec. 1 Christmas in the Square Annual Tree Lighting, 6 p.m. to 8 p.m., Magnolia Square, Sanford
- Dec. 2 & 3 Museums on Us, free entry to participating museums for Bank of America & Merrill Lynch credit card and debit card holders. First full weekend of most months.
- Dec. 6 WineArt Wednesdays at Downtown Lake Mary, 101 N. Fourth St., Lake Mary, includes food trucks, live entertainment, beer and wine garden, 407-486-8478, 5 p.m. to 9 p.m. first Wednesdays, free entry
- Dec. 7 1st Thursdays at Orlando Museum of Art, 2416 N. Mills Ave., Orlando, $15, free for members, 407-896-4231 ext. 221
- Dec. 2 Sunset & Symphony, Bok Tower Gardens, 1151 Tower Blvd., Lake Wales 33853, 863-676-1408
- Dec. 9 Winter Spark Parade & Festival, parade on New Broad Street, at 6 p.m., festival in Harbor Park, 4990 New Broad St., Orlando, 3 p.m. to 9 p.m., with artists, vendors and food trucks. Free entry with fee for some activities such as train rides for $1, free
- Dec. 9 Sanford Illuminated Boat Parade
- Dec. 14 Thornton 2nd Thursday Wine & Art Walk, 6:30 p.m. to 9:30 p.m. second Thursdays, live entertainment and art vendors in the Thornton Park District, 617 E. Central Blvd., Orlando 32801. $15 cash for glass & map of business offering tastings, 407-701-9382
- Dec. 16 Sanford Art Walk, third Saturday of the month, 6 p.m. to 9 p.m., 230 E. First St., Sanford 32771, 407-302-2586, free
- Dec. 28 Artway To Haven , live jazz and local artists, fourth Thursdays, free entry, food and beverages for purchase, 5463 Gateway Village Circle, Orlando 32812
