#1.
Wirick-Simmons HouseNorth Jefferson and Pearl Streets, Monticello, FL 32344
The Chamber of Commerce offers guided tours of the historic district of Monticello and sites throughout the County. Tours leave the Chamber office, 420 West Washington Street, 2 blocks west of the Courthouse, Monticello, at 1:30, ... More on MuseumsUSA.org

#2.
748 Boston Hwy.Monticello, FL 32344
Jefferson Country Club is a 9-hole regulation length golf course in Monticello, Florida. This short layout will reward good shots and provide a fun golf outing for everyone. Online tee times may be... More on TheGolfCourses.net
Rates are very reasonable and staff is as friendly as a southerner would expect. More on golflink.com

#3.
420 W. Washington St.Monticello, FL 32344
The Chamber of Commerce is engaged in activities to advance and promote the general growth, prosperity and integrity and business development in the community. Due to the low population of Jefferson County, the Chamber is the central ... More on visitflorida

#4.
398 Willow Pond Rd.Monticello, FL 32344

#5.
835 Mamie Scott Dr, Monticello, FL 32344

#6.
1211 Waukeenah Hwy.Monticello, FL 32344
Open for wine sales Sat. - Mon. and by appointment. It is best to call in advance, especially during harvest season Aug. - Oct. This Florida Farm Winery features USDA certified organic Muscadine grapes and exclusive, limited quantity ... More on visitflorida

#7.
4500 Sunray Road South, Monticello, Florida 32344
Visitors to this archaeological site will see Florida's tallest Native American ceremonial mound-46 feet-built between 1100 and 1800 years ago. The people who built the mound are believed to have b... More on floridastateparks.org
This historical park offers a natural environment for trails, picnics, and wildlife viewing in one of Florida's most historic state parks. The 46 foot tall Letchworth-Love Mound, built between 100 ... More on Heritage

#8.
180 South Cherry St.Monticello, FL 32344

#9.
140 Pafford Rd.Lamont, FL 32336

#10.
44 Woodworth Dr.Lamont, FL 32336
