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Old School Museum
The now renovated Old School Museum offers visitors a view of the history of Scott County and Winchester. This museum preserves and displays artifacts related to local history, agriculture, transportation, communication and public education. Also included is a collection of interesting/unique artifacts from the businesses and society of early Scott County. The Romanesque style building was Winchester’s public elementary school from 1901 through 1958.
Clark 54 Drive-In Theatre
Outdoor Big-Screen theatre offering double features every weekend from April to September, complete with full concessions.
CITY: Summer Hill
Hopewell Winery opened its doors in 2007 in Pike County. The winery sits on an acre yard and has a banquet hall. Hosting corporate events, weddings, and other private events. At Hopewell Winery, we boast wine, draft beer and bottled beer and make sure to try our Candy Bar Chocolate Wine. Open weekends and located a half mile outside of Summer Hill, IL on Hwy 54 near Pittsfield, IL.
Shrimp & Crawfish Boil
Hopewell Winery near Pittsfield, IL hosts the annual Shrimp & Crawfish boil from noon-5pm at the winery. This event is a tradition to locals and visitors alike. Enjoy wine tastings from Hopewell Winery partnered with all of the shrimp and crawfish you can eat.
Hammitt's Lakeview Cottages
Two-bedroom cottages with kitchens, living rooms, bath and shower, AC, TV, and microwave.
Sue Cox Guesthouse
Guest house in a quiet, comfortable, rural setting. Two bedrooms sleep 4 comfortably. House furnished with all new items.
Unique rural setting in Pike County, Illinois.
Bert's Westside Flat
Located in a scenic rural setting, these accomodations in Pittsfield, are the perfects starting point to explore Western Illinois.
Old Florence Hotel Guest House & Camping
Built in 1850 and retored in 2003, this three story brick building overlooks the Illinois river.
Pine Lakes Resort
2 bedroom, 1 bath cottages are set along our beautiful 45 acre lake. Enjoy free fishing (no license required), beach swimming, hiking, boat rentals, golf cart rentals, hayrides, playgrounds, planned activites, and more.
Abe Lincoln's Talking House Driving Tour
Tune your vehicle's radio to 1650 AM or 1620 AM and listen to the history behind 14 homes in Pittsfield that have a connection to Abe Lincoln. Front yard signs also explain each home's historical significance.
Red Dome Inn
Casual dining in the heart of Pittsfield, with daily specials. Banquet room and wine shop.
Pike County Fall Color Drive
Join in the country fall fun with scenic drives, local attractions, Lincoln and Civil War history, regional food specialties, crafts, and beautiful colors signifying the changing season.
Yogi Bear's Jellystone Park at Pine Lakes
A beautiful 105-acre campground, with a 45-acre stocked lake. Enjoy free fishing, beach swimming, hiking, boat rentals, hayrides and more. Cottages and cabins are also available.
llinois River Wine Trail
Located two hours south of Chicagoland, this central Illinois wine trail features wineries dotted along the Illinois River Road Scenic Byway.
Lincoln Days Civil War Re-Enactment
Civil War Re-Enactment held at the Pittsfield City Lake. Featuring a parade, military drills, soldier camps, Living History Lectures, music, period food, vendors and artisans. Step back in time to historic Pittsfield as Union and Confederate forces prepare for battle.
Country Fixins Primitive Craft & Antique Mall is located in the heart of the deer capital of the US, as the county hosts thousands of enthusiasts year round. Over 40 dealers included, offering a wide variety of vintage, home decor, jewelry, and one-of-a-kind specialty foods for sale.
Market on the Green
Pittsfield's Main Street Farmer's Market, featuring fresh, local products and produce, is a true summer treat! Enjoy this farmer's market June through September.
The Hen House
Discover unique antiques and treasures at the Hen House in Pittsfield. Also shop for vintage finds and furniture along with home furnishings.
Cherry's Guest House
Cherry's Guest House offers quiet and quaint accommodations, as a locally owned Bed & Breakfast with a small town charm, located in Pittsfield, in Western Illinois.
Butler Farms Outdoor Adventures
Butler Farms Outdoor Adventures is located just outside the town of Pittsfield in Pike County. Lodging is always included with your hunt and open all year long for weddings, reunions and Church activities!
Monroe Street Suites
Monroe Street Suites is the first place to call when you need a place to stay in Pike County, IL. Their beautiful building is located in Pittsfield, the heart of Pike County. Just a block and a quarter southeast of the city square, they are within walking distance of many Pittsfield attractions. Guests enjoy luxurious hotel rooms, at affordable prices.
William Watson Hotel
Our hotel was built in 1838 by William Watson. It was frequented by Abraham Lincoln and his contemporaries when practicing law in the old Pike County courthouse. We renovated for over two years and reopened in December 2008. All of us here at WWH are passionate about Pike County, and want to share that passion with you. Our hotel has turned into a great meeting place and a secluded getaway all in one. Give us a call and we will be happy to help you plan your visit.
The William Watson Hotel
Located on the square in Pittsfield, this newly renovated historic hotel features 14 rooms which include 5 suites. Built in 1833 for William Watson, the first probate judge in Pike County. Located within walking distance of shopping, dining and the historical court house.