Downtown Pittsfield, Illinois

Discover shopping, dining, and accommodation in downtown Pittsfield.

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Shop Downtown Discount Card

ShopDowntown.org Discount Card Program

The ShopDowntown.org Discount Card Program encourages local shopping by offering exclusive savings at participating downtown businesses. Shoppers can obtain a discount card by donating $20 or more to the American Cancer Society, unlocking deals of up to 15% off at local stores. The program supports small businesses, funds community health initiatives, and helps strengthen the local economy, making it a win-win for both merchants and consumers.

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Hotels

Knights Inn Pittsfield

1238 W Washington St

Pittsfield, Illinois

William Watson Hotel

105 E Washington St

Pittsfield, Illinois

Hotel Tips

Avoid booking poolside for kids playing during the day and gatherings at night. Sound bounces off of the water and voices carry so ask for a room away from the pool either on the opposite side of the hotel or in higher floors.

Upon check-in, slip the desk agent a tip and ask for the best room they can find at your current booked rate. Often times a quick $10 or $20 bill can go a long way towards the mood of the person who directly decides where you lay your head for the night.

Ask to be shown a room before you check-in which signals the front desk agent to show the best room available to sell it right away. This can put you in the best room available at that time and gives you the ability to check for cleanliness, smells and sounds before transacting with the hotel.

Things To Do

Pittsfield is the place to go when you want to freshen up or replace your nails. Call ahead to schedule an appointment, pick your colors and style and let the transformation begin. Some salons offer hair styling and coloring as well as lashes and eyebrow coloring.

Pittsfield brings a custom fit every time a shoe is bought locally. Nothing beats the hands on experience of shoe shopping to add to your collection of Men's, Women's and Children's shoes. Try them on, walk around and make sure you have the best fit as every manufacturer is a bit different on sizing.

Pittsfield makes shopping for wine and other spirits easy by bringing an incredible collection sourced from local, regional well-known producers from around the World. Hit the wine tasting events and stock up on your favorite choice to be shipped home for your convenience.

Why Do You Love Downtown?

Susan Sunday

Adorable - been 1x and going back tomorrow with my friends

Cathrine Sutton

Cute shops

Friday Nelson

Just moved to Jacksonville. What an adorable little town!

HILDA SMITH

It has some unique stores.

Roberta Gomes

it's so quaint!

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