Find hotels in Hillsdale, WI from CA $100

The best area to stay in Hillsdale is downtown, particularly around Main Street and its immediate surroundings.This central area is the heart of Hillsdale, offering a convenient and pleasant base for visitors. Main Street is lined with historic buildings, housing local shops, independent eateries, and cafes. It's a very walkable area, making it easy to explore on foot. You'll find the Hillsdale County Courthouse prominently located here, adding to the historic feel.Couples will find downtown particularly appealing for its selection of quality restaurants and the opportunity for leisurely strolls. Many of the boutique hotels and guesthouses are situated within walking distance of the local theatre and art galleries, great for an evening out.For those looking for a slightly quieter experience but still wanting easy access to downtown amenities, the residential streets just a block or two off Main Street offer a nice alternative.

The best time to go to Hillsdale is during the summer months, from June to August, when the weather is warm and conducive to outdoor activities.During this period, the average daily temperatures range from 20°C to 28°C, with plenty of sunshine. This makes it ideal for exploring Hillsdale Lake and its surrounding parks, which offer opportunities for boating, fishing, and hiking. The lake area is particularly popular for those looking to enjoy nature and water sports.Couples looking for a relaxing getaway will appreciate the summer for its pleasant evenings, superb for dining al fresco at local eateries or enjoying a quiet stroll by the lake. Many local farms and orchards are also open for picking fresh produce, providing a charming daytime activity.Families will find the summer months offer the most options for activities that cater to all ages. The Hillsdale State Park often hosts family-friendly events, and the warm weather means children can fully enjoy swimming and playing outdoors without concern.