The Best Hotels Closest to Winneshiek Playhouse in Freeport - 2026 Updated Prices

Our top choices for Winneshiek Playhouse hotels

Super 8 by Wyndham Freeport

2.4 km from Winneshiek Playhouse

Chris

₹9,594 total

includes taxes & fees

31 May - 1 Jun

West Motel

2.5 km from Winneshiek Playhouse

Megan

₹7,118 total

includes taxes & fees

31 May - 1 Jun

View all properties

Top Winneshiek Playhouse Hotel Reviews

Embassy Suites by Hilton Rockford Riverfront

10/10 Excellent

"Good 👍"

Super 8 by Wyndham Monroe WI

8/10 Good

"Nice clean hotel on a main road very close to the Chalet Cheese Chop - great place! Ask for Tony and see if he will yodel for you! Delightful. There arecalso multiple restaurants from fast to sit down, a Dunkin (yay) and other things nearby. Good place to stay if in the area or going to New Glarus. The woman at the desk was so nice to open up the conference center for us so we could play cards/games. There is not an elevator, so if evrn a couple rounds of stairs are difficult for you, ask for first floor. We appreciated the microwave and fridge, but wish we had a coffee maker in the room. The breakfast was just meh."

Hotel Weston RFD

6/10 Okay

"Okay, so I really wanted to like this hotel. It's a midcentury building, and there are still some midcentury details that are honestly so cute and charming--like the ceiling in my room was just gorgeous. The orange and beige vinyl space-age couches in the lobby are stunning if a bit worn. My room had a patio and shared a fenced-in yard with the other rooms on my side/floor, and it was nice because my very active toddler was able to run around a little without running off. The beds were very comfortable, the sheets were clean and soft, and the staff were very nice. Aside from the beds, though, this place is dirty. If you wear bare feet in the rooms, your feet will be black with dirt. I didn't trust the bathtub enough to bathe my son in it, and we actually ended up not even showering there and just waiting until the next place. The first room they gave us had a patio door that didn't unlock, but nor did it really close securely, so it was unusable as a patio door AND kinda felt like someone might break in through it if they didn't mind damaging it (they did move us to another room). The floorboards were very dirty, the fridge smelled, everything but the beds just looked gross. There are sketchy people hanging around who seem drugged out. We booked two nights. We didn't really need two nights, we needed one night and a very late checkout, but we considered staying a second night initially since we booked it. We ended up not feeling comfortable staying a second night and left."

Country Inn & Suites by Radisson, Freeport, IL

2/10 Terrible

"Upon check-in, I informed the front desk staff that I was sorry in advance and that there was a baseball team coming to stay for the weekend. I was greeted with a less than warm response, saying they’re better not be any loud noise and she doesn’t want to deal with any complaints. The pool chlorine was so strong that we needed to prop the door open because the boys eyes were burning and again the front desk woman with was not very friendly. when we left for the day for baseball the housekeeping would not clean one of my beds because there was a towel on it. This is ridiculous. Not to mention the room smelled like weed. will not stay here again. There was one staff member who was extremely friendly but the woman with the dark hair was terrible. Clearly this tournament happens every year and the staff should be prepared and welcoming. Also the place had zero lighting. Could barely see down the hallways."

Hotels near other Winneshiek Playhouse attractions

Krape Park

4.8/5 (45 reviews)

Explore the great outdoors at Krape Park, a lovely green space in Freeport. Discover the area's sunrises and countryside.

See properties

Frequently asked questions

What's the area like around Winneshiek Playhouse?

Winneshiek Playhouse is located in Freeport. You'll find 7 hotels and other accommodations within a few miles for a convenient home base.

What's the best place to stay near Winneshiek Playhouse?

Adjacent to Winneshiek Playhouse, Hampton Inn Freeport is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and an indoor pool. Other good options within 5 miles include Country Inn & Suites by Radisson, Freeport, IL and Super 8 by Wyndham Freeport.

How many hotels will I be able to find close to Winneshiek Playhouse?

Expedia has 7 hotels and other accommodation options a few miles from Winneshiek Playhouse.

If I need to cancel the hotel reservation for my stay near Winneshiek Playhouse, will I receive a refund?

Yes, the majority of hotel room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a non-refundable reservation, you might still have the option to cancel and receive a refund within 24 hours of your booking. Enter dates in and click on "Search", then use the filter option "fully refundable" to view the top deals on offer near Winneshiek Playhouse.

What can I see and do near Winneshiek Playhouse?

Freeport Art Museum, Oscar Taylor Home and Stephenson County Historical Museum feature a variety of fascinating exhibits to see while you're in town. You might spend a leisurely day outdoors at Krape Park and Oakdale Nature Preserve. Create some family memories at Little Cubs Field and Krape Park Carousel.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Our top choices for Winneshiek Playhouse hotels

Super 8 by Wyndham Freeport

West Motel

Top Winneshiek Playhouse Hotel Reviews

Embassy Suites by Hilton Rockford Riverfront

Riverview Inn & Suites, an Ascend Collection Hotel

Baymont by Wyndham Freeport

Super 8 by Wyndham Monroe WI

Hotel Weston RFD

Country Inn & Suites by Radisson, Freeport, IL

Savanna Inn & Suites

Alpine Inn Rockford

Paddle Wheel Inn

Hotels near other Winneshiek Playhouse attractions

Krape Park

Lincoln-Douglas Debate Square

Freeport Art Museum

Oscar Taylor Home

Stephenson County Historical Museum

Little Cubs Field

Krape Park Carousel

Silver Creek Museum

Frequently asked questions

Search Hotels Near Winneshiek Playhouse, Freeport

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Our top choices for Winneshiek Playhouse hotels

Super 8 by Wyndham Freeport

West Motel

Top Winneshiek Playhouse Hotel Reviews

Embassy Suites by Hilton Rockford Riverfront

Hotels near other Winneshiek Playhouse attractions

Krape Park

Frequently asked questions