Hotels in Pittsfield

Discover Pittsfield: Where Nature Meets Culture in the Heart of the Berkshires

Nestled in the heart of Illinois, Pittsfield is a charming small town that invites travelers to explore its rich history and warm community spirit. Known for its scenic landscapes, the picturesque countryside offers opportunities for hiking and fishing. Key attractions include the historic Pike County Courthouse and the quaint downtown area, where local shops and eateries showcase regional flavors. The annual Pike County Fair brings a lively atmosphere, perfect for families and visitors seeking authentic experiences. With its blend of culture and nature, Pittsfield is an off-the-beaten-path gem for those looking to savor the simple joys of Midwestern life. For the best hotel rates in Pittsfield, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Where to stay in Pittsfield

Some of the best places to stay in Pittsfield are Carrollton, Barry and Elsberry. Carrollton, Barry, and Elsberry each offer unique experiences for travelers. Carrollton is great for first-time visitors with its charming downtown and welcoming atmosphere. Barry provides a quaint small-town feel, while Elsberry boasts beautiful parks and outdoor activities. Accommodations in these towns typically range from budget-friendly motels to cozy inns. Expect central lodging options that prioritize comfort and convenience, making your stay enjoyable in this picturesque region. Here are some of our travelers' favorite hotels in Pittsfield:

1. CarrolltonOpens in a new window: Carrollton is a charming destination for outdoor enthusiasts and families, featuring attractions like the American Legion Fairgrounds and the historic Cheney Mansion. It offers a blend of adventure and cultural experiences, making it a great spot for both relaxation and exploration. For your stay, consider Beall Mansion An Elegant Bed & Breakfast InnOpens in a new window, a 4.0-star Bed & Breakfast styled in Victorian design, perfect for adventure seekers with amenities such as meeting rooms and various water sports nearby. Another option is Blessings on State Bed & BreakfastOpens in a new window, also a 4.0-star Bed & Breakfast, ideal for those looking to unwind with a full-service spa and pool services. For a more budget-friendly choice, The Green Tree InnOpens in a new window offers a 3.0-star Inn experience with business amenities and adventure activities nearby.
2. BarryOpens in a new window: Barry is a scenic area perfect for outdoor adventures, featuring the Mississippi River and the thrilling Mark Twain Cave. It's ideal for nature lovers and those seeking relaxation. For accommodations, Garth Woodside Mansion B&BOpens in a new window is a 3.5-star Bed & Breakfast located in the city center, offering romance packages and outdoor amenities like a picnic area. Alternatively, The Atrium Hotel on ThirdOpens in a new window is a 3.5-star hotel providing a restaurant and various recreational activities, while Main Street Bed & BreakfastOpens in a new window, another 3.5-star Bed & Breakfast, focuses on adventure sports like kayaking and fishing.
3. ElsberryOpens in a new window: Elsberry is an outdoor haven with attractions like Cuivre River State Park, perfect for adventure and scenic experiences. The area is well-suited for travelers who appreciate nature and wellness. For your stay, Drury Inn & Suites St. Louis St. PetersOpens in a new window is a 3.0-star hotel that welcomes pets and offers business amenities, making it convenient for both leisure and work. Another option is Pere Marquette Lodge & Conference Ctr.Opens in a new window, a 3.0-star hotel with dining options and a relaxed atmosphere. Lastly, Ramada by Wyndham WentzvilleOpens in a new window is a 3.0-star hotel that also caters to pet lovers, providing essential business facilities.

What to do in Pittsfield

Pittsfield offers a delightful mix of outdoor adventures and cultural experiences, making it a perfect getaway. Visitors can enjoy hiking through scenic trails, engaging in birdwatching, and soaking up vibrant theater and opera performances. With its rich wildlife and lively entertainment scene, Pittsfield promises an unforgettable trip. Here's a quick itinerary to make the most of your trip to Pittsfield:

• Visit the Mississippi River: Experience the majestic beauty of the Mississippi River, a vital waterway rich in history and natural scenery. Enjoy activities like fishing, boating, or simply taking a leisurely walk along the riverside trails while soaking in the picturesque views.
• Explore Clarksville State Game Refuge: This refuge is a haven for wildlife enthusiasts and outdoor adventurers. With opportunities for birdwatching, hiking, and photography, you can immerse yourself in nature and witness the diverse ecosystems that thrive in this protected area.
• Relax at Clarksville Riverfront Park: A perfect spot for a family picnic or a peaceful stroll, this park offers stunning river views, walking trails, and recreational facilities. It's an ideal place to unwind and connect with nature while enjoying the serene atmosphere.
• Discover the Center for American Archeology Visitor's Center & Museum: Delve into the rich history of the region at this fascinating museum. It features exhibits on Native American culture and archaeology, providing valuable insights into the area's past and the people who shaped it.

5 tips to find a great Pittsfield hotel deal

1. Book for the cheapest times: The best time to visit Pittsfield on a budget is during January, August, and December, when hotel rates are more affordable. To make the most of your trip and fully appreciate the area’s attractions, plan to stay for at least 2-3 days. Key highlights include the beautiful national park and the fascinating history museum, both of which offer great value for money.
2. Look for last-minute deals on Hotels.com: If you're searching for last-minute deals to Pittsfield, you might find some excellent offers on Hotels.com. To explore these options, head to the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections, where you could discover discounted hotel rates as your travel date approaches. To ensure you stay in the loop about flash sales and exclusive promotions, consider enabling email alerts or push notifications from Hotels.com, making it easier for you to snag the best hotel deals in Pittsfield.
3. Be flexible with dates: Hotel prices can fluctuate due to factors like the location, star rating, and time of year. Consequently, if you remain flexible with your travel dates, you may save on hotel expenses in Pittsfield.
4. Consider your location: When booking on Hotels.com for your vacation, think about your location. Staying near major attractions or city centers can offer convenience, but it usually tends to come with a higher price tag. For more affordable options, consider looking for hotels in less central areas or neighborhoods, striking a balance between cost and accessibility to the sights you plan to visit.
5. Upgrade with One Key: Book your next stay in Pittsfield and join Hotels.com’s One Key programme which allows members to earn and redeem rewards points for hotel bookings. Move through blue, silver, gold and platinum tiers and unlock benefits such as earning free nights, room upgrades, special discounts, and exclusive deals for members. Sign up now.

Best time to go to Pittsfield

Pittsfield experiences its lowest average temperature in January, at 28.0°F (-2.2°C), while July is the hottest month, with an average temperature of 76.1°F (24.5°C). May is typically the wettest month. If you’re looking to soak up the lively atmosphere in Pittsfield, June, July, and September are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, accompanied by light rainfall. However, if you prefer a more relaxed experience, January, February, and December are perfect for a quieter getaway, marked by light rainfall and mostly sunny to mostly cloudy conditions.