Plan your trip
Check prices for these dates, December 14 – 15, 2026
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Visitors flock to the Square for local shops, restaurants, and the historic town clock that's been keeping time since 1885. Outdoor enthusiasts can explore Silver Lake's trails during the day and catch live music at the Pavilion on summer evenings.
There are 9 hotels and other accommodations in Highland. Though there aren't many apartments, we can help you find similar accommodations. When you search on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can also filter by similar properties such as condos, vacation homes, or cottages. Any visit to a new destination can be a culinary trip so why not visit the local restaurants?
Offering a kitchen for convenient meals, an apartment often has more space than a traditional hotel room. Apartments are a good option for couples who want to live like locals, and also for families wanting the conveniences of home.
The Loft on the Square: Includes Smart TVs. A fitness center and onsite laundry facilities are on site. The Swiss Post Apartment A: Amenities include Smart TVs. Access to onsite laundry facilities is available on site. The Swiss Post Apartment B: Amenities include Smart TVs. Access to onsite laundry facilities is available on site.
Weather is only one factor, but it can really affect your travel plans, especially when you're planning an extended stay in Highland. The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 37°F. Average annual precipitation for Highland is 48 inches.
Highland is known for its restaurants. While you're exploring the area, Silver Lake Park and O'Fallon Family Sports Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Korte Recreation Center and McKendree University.
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Belleville, IL (BLV-MidAmerica-St. Louis), which is located 15.4 mi (24.7 km) away from the city center. Otherwise, look for flights into St. Louis Lambert Intl. Airport (STL), which is 37.5 mi (60.3 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.