Blues & Jazz Bash
February 6, 2010
Best Western Orangeville Inn & Suites
http://www.orangevillebluesandjazz.ca
1-888-792-5837

Maple Syrup Festival
March 27, 2010 9 a.m. - 3 p.m.
March 28, 2010 10 a.m. - 3 p.m. 
Organized by Orangeville Optimist Club
Island Lake Conservation Area

Market on Broadway
May 8 to October 23, 2010
Saturdays 8 a.m. to 1 p.m.
Outside the historic Town Hall in Downtown Orangeville
Orangeville BIA 519-942-0087

http://www.marketonbroadway.ca/

Orangeville Blues & Jazz Festival
June 3-6, 2010
Downtown Orangeville
http://www.orangevillebluesandjazz.ca/
The annual Blues & Jazz Festival runs in June. Dozens of blues and jazz musicians play area restaurants and bars. There is a free outdoor concert in Alexandra Park on the weekend.

Dufferin Children & Youth Festival
 June 12, 2010
10 a.m. to 3 p.m.
Fairgrounds Shopping Centre (Wal-Mart Parking Lot)
Helen Sherrard 519-940-8678

An event for children of all ages including face painting, sand play, activities and more!
Admission: Free. Some activities have costs

Canada Day
July 1, 2010
Orangeville Fairgrounds, 5 Sideroad
Canada Day celebrations will be held July 1 at the Orangeville Fairgrounds, organized by the Rotary Club of Orangeville Highlands. Local talent performs onstage leading up to a fireworks display.

Orangeville's Annual Founders' Fair
July 9, 2010 from 6-10 p.m. and July 10 from 10 a.m. to 10 p.m.
Downtown Orangeville
519-942-0087

http://www.discoverbroadway.ca/
Every year the Orangeville BIA organizes a festival in July. The attractions usually include buskers, art and craft kiosks, sidewalk sales, food and free attractions for the entire family! The main street (Broadway) is the focal point for the celebration

Doors Open
July 10 2010 from 10 a.m. to 4 p.m.
Heritage comes alive as visitors and residents are invited to explore the unique history found in the Hills of Headwaters region.
http://www.thehillsofheadwaters.com/experience/index.php?ep=9

Rotary Club Ribfest
July 23, 24 and 25, 2010
Alder Street Recreation Centre site
http://www.orangeville-rotary.easyfocus.com/
http://www.orangevilleribfest.com/

Music in the Park Series
Every Saturday in August the BIA offers free musical entertainment in Alexandra Park beside Orangeville's Town Hall. Come picnic and enjoy the sounds of summer.

http://www.discoverbroadway.ca/

Orangeville Agricultural Fall Fair
September 3-6, 2010
Orangeville Fairgrounds
519-942-9597
Orangeville & District Agricultural Society

Headwaters Arts Festival
Sept. 24 to Oct. 11,  2010
17-Day Extravaganza that Celebrates the Very Best Creative Talent
http://www.thehillsofheadwaters.com/headwatersartsfestival/mem-welcome.php

Downtown Orangeville Harvest Celebration
October 23, 2010 -- Final day of the farmers' market offers free family fun, including tots trick or treating, crafts, pony rides, draws, face painting, and more!

http://www.discoverbroadway.ca/

Home & Lifestyle Show
October 1-3, 2010
Orangeville Fairgrounds
519-941-0490
http://www.gdacc.ca/
The Greater Dufferin Area Chamber of Commerce holds this popular show every fall.  

Hallowe'en Party
October 31, 2010, 1-3:30 p.m.
The Town of Orangeville's Hallowe'en Party will be on Sunday, October 31, 2010 at the Alder Street Recreation Centre. There will be free skating from 1-2 p.m. and free swimming from 2 to 3:30 p.m. Children's recreation programmer Tracy Kelly will be organizing children's activities in the meeting rooms at the recreation centre.

Santa Claus Parade
November 20, 2010 (evening parade)
Downtown Orangeville
Contact: Kinsmen Wes Fellows 519-939-1440 or Carmen Plester 519-942-0099, cell 416-436-8436
http://www.orangevillekinsmen.ca/ Christmas Moonlight Magic & Tree Lighting
November  19, 2010
Downtown Orangeville
519-942-0087
Join in the festivities and take a traditional horse and wagon ride around the downtown, have your photo taken with Santa or drop a letter in his mail box. Listen to the holiday sounds throughout the streets. Merchants will offer extended shopping hours (until 10 p.m.), and many will have special activities, products and pricing, for this holiday family evening! 

http://www.discoverbroadway.ca/

Christmas in the Park
December, daily from 7-10 p.m.
KayCee Gardens
http://www.micomm.ca/optimists/
The Orangeville Optimist Club presents the popular “Christmas In The Park” in KayCee Gardens for most of December, during the evening hours, generally 7-10 p.m. The illuminated displays create a beautiful spectacle in the park, just off Bythia Street.

First Night
December 31, 2010
Tony Rose Memorial Sports Centre