Downtown Pittsfield, Illinois

Hotels

Hotel Tips

Call ahead to make sure your reservation is still active and rebook if there are any price drops or changes in number of people staying with you. Another cost saving tips is to bundle the stay with airport parking and shuttle to avoid hefty fees.

Policies vary on the availability of pet friendly rooms to it is wise to be open, honest and upfront during the booking process. You may find yourself kicked out or even paying a large deposit if you are not in a pet-friendly hotel and bring one anyway. New ADA laws are fuzzy though as service animals are not required to be documented and proprietors are legally not allowed to ask if the animal is a pet vs. a service animal.

Always tip staff when you feel the service was great and don't forget the housekeeping staff which you may never see. You should tip every day if you are staying multiple days as the staff may rotate out and miss the bounty at the end.

Things To Do

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.

Pittsfield is a great place to rent a bike and take it for a ride around downtown. There are many bike shops that sell bike and accessories as well as provide service and tuning on your ride. Don't forget your helmet and other protective gear such as reflective gear, headlight and horn.

Pittsfield brings the farming community under one marketplace to offer an assortment of locally grown fruit and vegetables. Traditionally, markets are restricted to anything grown so you can expect to see natural whole foods that are sure to please those working on their plant-based diets!

Why Do You Love Downtown?

Sharon Skipton
Will be there in a week. Looks like a great town!

Kimberly Turner
We love to vacation and visit downtown.

Kathy Burchett
I've never been and I would like to visit the downtown area, during my visit. During our last visit, we were not aware of a downtown area. Thank You!!!

Randy Swansen
We haven't been before, but we're looking forward to coming down next week!

Molly MacTaggart
Always love quaint, historic downtown areas, late April will be our first visit to Dillon.

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