A historic building with a prominent tower and an American flag.

Pittsfield Hotels

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Check prices for these dates

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

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Our top choices for Pittsfield hotels

Pet-friendly
Breakfast included
Hotel
Reserve now, pay later
Pool

1. William Watson Hotel

William Watson Hotel
Pittsfield
United States
Beth
€80
includes taxes & fees
30 Aug - 31 Aug
William Watson Hotel

2. Monroe Street Suites

Monroe Street Suites
Pittsfield
United States
Bruce
€78
includes taxes & fees
27 Aug - 28 Aug
Monroe Street Suites

3. Green Acres Hotel

Green Acres Hotel
Pittsfield
United States
Riley
€111
includes taxes & fees
27 Aug - 28 Aug
Green Acres Hotel

4. Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
Pittsfield
United States
Teresa
€62
includes taxes & fees
20 Sept - 21 Sept
Rodeway Inn Pittsfield

5. River's Edge Motel

River's Edge Motel
Louisiana
United States
Payton
€81
includes taxes & fees
27 Aug - 28 Aug
River's Edge Motel

6. The Eagles Nest Inn

The Eagles Nest Inn
Louisiana
United States
Gary
€109
includes taxes & fees
30 Aug - 31 Aug
The Eagles Nest Inn
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Stay near popular Pittsfield attractions

Old Orchard Country Club

8.8/10 (8 reviews)
This private 9-hole course challenges golfers with narrow fairways and water hazards across rolling terrain. Members enjoy practice facilities and a welcoming clubhouse restaurant after their round.
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John Greene Shastid House

10.0/10 (2 reviews)
Step inside this 1838 home where Abraham Lincoln visited his close friend, John Greene Shastid. Guided tours reveal intimate stories of their friendship through original architectural details and personal anecdotes.
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Pike County Historic Museum

10.0/10 (1 review)
Housed in the historic East Ward School, this museum showcases Pike County's heritage through artefacts including wedding dresses, furniture, and a vintage printing press. Open weekend afternoons.
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King Park

7.4/10 (3 reviews)
This 7.6-acre community hub offers Pittsfield's main swimming pool, skate park, tennis courts, and a lighted fountain. Relax at one of three picnic shelters while the kids enjoy recreational activities.
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Learn more about Pittsfield

Nestled among rolling hills, Pittsfield invites history buffs to explore the John Greene Shastid House and Pike County Historic Museum. After delving into local heritage, visitors can unwind with a peaceful afternoon at King Park or tee off at nearby Old Orchard Country Club.

See all hotels in Pittsfield
A historic building with a prominent tower and an American flag.

Top Pittsfield Hotel Reviews

Green Acres Hotel

Green Acres Hotel

10/10 Excellent
"Enjoyed our stay at Green Acres! When we return we will definitely stay there again"
Kimberly 4-night trip
Posted 10 hours ago
Green Acres Hotel
Monroe Street Suites

Monroe Street Suites

10/10 Excellent
"I travel for work and have stayed in a lot of different hotels / lodges I give this place 10 out of 10. Staff were welcoming, dad was extra comfortable, place was clean, quiet, great neighborhood in all of attractions were close by. This was by far the best stay yet. I highly recommend"
Bruce 1-night trip
Posted 13 days ago
Monroe Street Suites
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

10/10 Excellent
"This is an expensive property and home, very well maintained, easily able to accommodate a large family group. The large inground pool with slide and a diving platform was fantastic. The young children in our group spent the majority of their time in the pool! The adults enjoyed the pool just as much. Just as great was the tennis court with Pickleball area and basketball court. Our group also made good use of the game room with billiards, ping-pong, foosball. This is a very fine oasis with something for everyone to do!"
John Z. 6-night trip
Posted 13 days ago
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
William Watson Hotel

William Watson Hotel

10/10 Excellent
"Perfect location to travel everywhere I needed."
Holly 1-night trip
Posted 3 weeks ago
William Watson Hotel
Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

10/10 Excellent
"Communication"
Sabrina 7-night trip
Posted 3 months ago
Rodeway Inn Pittsfield

More cheap stays in Pittsfield

Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

1238 W Washington St Pittsfield IL
€62
20 Sept - 21 Sept
includes taxes & fees
6.8/10 (141 reviews)
Rodeway Inn Pittsfield
Monroe Street Suites

Monroe Street Suites

221 S Monroe St Pittsfield IL
€78
27 Aug - 28 Aug
includes taxes & fees
9.6/10 Exceptional! (66 reviews)
Monroe Street Suites
River's Edge Motel

River's Edge Motel

201 Mansion St Louisiana MO
€81
27 Aug - 28 Aug
includes taxes & fees
9/10 Wonderful! (384 reviews)
River's Edge Motel
Green Acres Hotel

Green Acres Hotel

625 W. Washington Pittsfield IL
€111
27 Aug - 28 Aug
includes taxes & fees
8.6/10 Excellent! (150 reviews)
Green Acres Hotel
Idyllic Mt Sterling Retreat w/ Private Lake!

Idyllic Mt Sterling Retreat w/ Private Lake!

Mount Sterling IL
Get ratesIdyllic Mt Sterling Retreat w/ Private Lake!
West Central Lodging

West Central Lodging

20545 County Hwy 11 Pittsfield IL
Get rates
10/10 Exceptional! (1 review)
West Central Lodging

Find out more about Pittsfield

Top reasons to visit Pittsfield

  • Scenic Natural Beauty: Pittsfield boasts picturesque rivers, lush landscapes, and serene nature reserves ideal for outdoor adventures.
  • Family-Friendly Activities: Enjoy a variety of attractions including an amusement park, art exhibitions, and engaging daily tours.
  • Vibrant Local Culture: Explore the charming urban parks and uncover the vibrant stories of the local community.
  • Diverse Accommodation Options: Choose from welcoming guesthouses to pet-friendly hotels tailored for all types of travellers.
  • Ideal Autumn Destination: Experience the stunning scenery of Berkshire County, perfect for a charming autumn getaway.

Find great hotels in and around Pittsfield

Discover a variety of accommodation options in Pittsfield, Illinois, perfect for every traveller. From welcoming guesthouses to pet-friendly hotels, you'll find a range of lodging types tailored to your needs. Enjoy an adventurous stay in an LGBTQIA-friendly environment, ensuring a comfortable and memorable experience. Whether you seek a quaint retreat or modern amenities, Pittsfield has the perfect accommodation waiting for you.

  • River's Edge Motel: Nestled 27.4km from Pittsfield, River's Edge Motel offers a serene retreat for pet-loving travellers. With its welcoming atmosphere, this motel is designed for those seeking a pet-friendly experience, allowing you to bring your furry companions along for the adventure. The property features essential amenities while adhering to a pet policy that includes restrictions to ensure a comfortable stay for all guests. Expect a relaxing environment where you can unwind after a day of exploring the picturesque landscapes of the region.
  • Rodeway Inn: Located conveniently in Pittsfield, Rodeway Inn is the ideal choice for adventurous souls who wish to immerse themselves in outdoor activities. This hotel caters to both adventure seekers and pet owners, providing opportunities for nearby hunting and other recreational activities. The pet-friendly policy allows dogs and cats, ensuring your beloved pets can join the fun. With a focus on adventure and comfort, this accommodation is perfect for those looking to blend excitement with relaxation in a welcoming setting.
  • Green Acres Hotel: Situated in the heart of Pittsfield, Green Acres Hotel is tailored for business travellers seeking a productive stay. This hotel provides a range of business amenities including a meeting room, business centre, and conference space, making it an excellent choice for corporate events or work-related trips. Guests can expect a professional atmosphere combined with comfortable accommodations, ensuring that both productivity and relaxation are catered for during your visit to this charming town.

Where to stay near Pittsfield

Pittsfield, nestled in the heart of the Berkshires, offers a delightful blend of outdoor adventures and family-friendly activities. Explore the stunning scenery of Berkshire County, where lush landscapes and cultural gems await. From hiking trails to local sports, there’s something for everyone. Venture into the surrounding neighbourhoods to uncover the untold stories and vibrant culture that make this central location a perfect base for your holiday exploration.

  • Griggsville: Located 12.9km from Pittsfield, Griggsville is a charming city that attracts visitors for its scenic outdoor experiences and family-friendly activities. The city witnesses a moderate influx of tourists, particularly in March, July, and September. Griggsville offers a variety of recreational areas, including a golf course and a recreation centre, making it ideal for those seeking relaxation and adventure. Nearby landmarks such as a national state park and a picturesque lake enhance the travel experience, while an event conference venue adds to the local charm.
  • Nebo: Situated 17.7km away from Pittsfield, Nebo is a city that thrives on adventure and natural beauty. With visitor numbers peaking from March to May, Nebo's highly seasonal atmosphere invites outdoor enthusiasts to explore its stunning landscapes. The recreational area and an entertainment arena provide ample opportunities for excitement and leisure. Notably, Nebo is close to a national state park, a peaceful river, and several historic sites, making it a perfect destination for those interested in both nature and history.
  • New Salem: Just 11.3km from Pittsfield, New Salem is a unique city that offers a blend of cultural, business, and wellness experiences. With a steady stream of visitors, particularly during the summer months and October, New Salem is ideal for those interested in historical exploration. The recreation centre serves as a hub for community activities, while nearby attractions include historic houses and event venues that showcase the area's rich heritage. A visit to New Salem is a great way to immerse yourself in the local culture and history.

Things to do in and around Pittsfield

Pittsfield offers a delightful blend of outdoor activities, family-friendly experiences, and scenic beauty. Visitors can enjoy a variety of attractions, including recreational areas, a theatre, and an entertainment arena. Key activities to explore include daily tours, art exhibitions, and a visit to an amusement park, making it an ideal destination for a charming autumn day.

Shopping

Pittsfield offers a charming shopping experience with local boutiques and shops. For unique gifts, explore the quaint stores downtown. If you're up for a drive, visit the nearby Quincy Mall for a range of retail options or the charming markets in Jacksonville for more local finds.

Recreation

At Old Orchard Country Club, enjoy a round of golf amidst beautiful landscapes and invigorating outdoor vibes. For a serene experience, visit McCully Heritage Project, located 38.6km away, where you can indulge in wellness activities and relaxation in a tranquil setting.

Adventure

Explore the scenic trails of the scenic Pike County State Fish and Wildlife Area, perfect for hiking and wildlife watching. For an adrenaline rush, try kayaking on the nearby Mississippi River, where you can enjoy the stunning river views and the thrill of navigating the waters.

Nightlife

Pittsfield boasts a charming nightlife with venues like the historic Liberty Theatre, offering film screenings and live performances. The local pubs provide a friendly atmosphere for enjoying craft beers and live music, making it a delightful spot for a relaxed evening out with friends.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Pittsfield

To save money on your trip to Pittsfield, consider visiting in September or between December and January when prices are lower. Sunday is the cheapest day to stay, while Saturday tends to be pricier. Use Expedia to find budget-friendly accommodation by filtering for Eco-certified hotels and sorting prices from lowest to highest. Additionally, consider booking a package that combines your hotel, flights, and activities for better deals. Exploring local parks and historical sites can also provide free entertainment during your visit.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Pittsfield are September and December to January, where the prices are slightly lower. This is in comparison to May and October to November, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Pittsfield is Sunday. The most expensive day to stay in Pittsfield is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your options based on your budget, preferred location, and desired type of accommodation. For instance, selecting the Eco-certified filter will present you with sustainable and environmentally-friendly hotels currently available. To discover the most affordable prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by combining your hotel reservation in Pittsfield with your flights and activities through an Expedia package.

Find the best attractions in and around Pittsfield

Pittsfield, Illinois, is an ideal destination for outdoor and family vacations, offering a delightful blend of natural beauty and cultural experiences. Visitors can explore picturesque rivers, charming urban parks, and serene nature reserves, making it perfect for those seeking scenic adventures. The local attractions cater to a variety of interests, ensuring a memorable experience for all travellers.

  • Mississippi River: Experience the breathtaking scenery and vibrant outdoor atmosphere of the iconic Mississippi River, located 30.6km from Pittsfield. Enjoy activities such as fishing, boating, or simply taking in the natural beauty along its banks.
  • Clarksville State Game Refuge: Just 27.4km away, this friendly preserve offers relaxing excursions for families and nature enthusiasts alike. Enjoy birdwatching, hiking, and the chance to connect with local wildlife in a serene environment.
  • Pike County Historic Museum: Situated within Pittsfield, this museum immerses you in the rich culture and history of the area. Explore fascinating exhibits that showcase the heritage and stories of Pike County.

Best time to go to Pittsfield

The best time to visit Pittsfield can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Pittsfield falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Pittsfield falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.0°F (-2.2°C)Light RainMostly CloudySlightly LowSlightly Low
February31.1°F (-0.5°C)Light RainMostly SunnySlightly LowAverage
March43.5°F (6.4°C)Light RainMostly SunnyAverageAverage
April53.4°F (11.9°C)Light RainMostly SunnyAverageAverage
May63.9°F (17.7°C)Light RainMostly SunnyAverageSlightly High
June73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
July76.1°F (24.5°C)Light RainMostly SunnySlightly HighAverage
August74.7°F (23.7°C)Light RainMostly SunnyAverageAverage
September68.7°F (20.4°C)Light RainMostly SunnySlightly HighSlightly Low
October56.1°F (13.4°C)Light RainMostly SunnyAverageSlightly High
November43.7°F (6.5°C)Light RainMostly SunnyAverageSlightly High
December34.7°F (1.5°C)Light RainMostly SunnySlightly LowSlightly Low

The nearest major airports for your trip to Pittsfield

For your visit to Pittsfield, Illinois, the nearest major airport is Quincy Regional-Baldwin Field (UIN), situated 49.9km away. You can find several good hotel options in Quincy, such as the 3-star Holiday Inn Quincy East, located 12.9km from the airport, and the Town & Country Inn and Suites, just 11.3km away. Fairfield Inn & Suites Quincy is another option, also 12.9km from UIN. These hotels provide convenient access to the airport, ensuring a smooth transition for your travels. Consider these accommodations for a comfortable stay while exploring the charming town of Pittsfield.

Frequently asked questions

Where is the best place for a stay in Pittsfield?
William Watson Hotel is one of the top choices for your stay based on our traveller data. This hotel offers free parking and a fitness centre. Other good options for your trip include Rodeway Inn Pittsfield and Monroe Street Suites. See all available top hotels, or vacation rentals in Pittsfield.
What are some of the best holiday rentals that Pittsfield has to offer?
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!: This highly rated holiday home rental in Pittsfield is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday. Some other top choices in Pittsfield are Family-Friendly Lakefront Cabin | Water Fun, Fire Rings & Open Lawns and Waterfront Cottage | Steps from Pine Lake & Resort Amenities | Ideal Family Stay. See all vacation rentals in Pittsfield.
If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?
Yes, the majority of room reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.
What's the best LGBTQ-friendly accommodation in Pittsfield?
William Watson Hotel is a top LGBTQ-friendly hotel that features free parking and a fitness centre. See all available hotels listed as LGBTQ-friendly in Pittsfield.
What's the best dog-friendly place to stay in Pittsfield?
Rodeway Inn Pittsfield is a top hotel for people travelling with their pets and offers free WiFi for its human guests. See more pet-friendly hotel accommodations in Pittsfield.
What are some accommodation options with pools in Pittsfield?
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!: Provides sunloungers, a pool and complimentary wireless Internet access. Another option that features an on-site pool is Stay Steps from Pine Lake | Family Cabin & Scenic Grounds | Pool & Kid's Area. View all hotels with pools in Pittsfield.
What's it like to stay in Pittsfield?
Visitors can enjoy all that Pittsfield has to offer, including the cafés, entertainment choices and breweries. Tourists can also enjoy so much more including its theatres. In Pittsfield, there are 40 hotels and other accommodation options to choose from. Find out more about Pittsfield.
What is there to see in Pittsfield?
Cultural venues include John Greene Shastid House and Pike County Historic Museum. A couple of additional sights to add to your itinerary are Old Orchard Country Club and King Park. Take a look at what more there is to see and do in Expedia's Pittsfield guide.
What's the weather like in Pittsfield?
The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Pittsfield is 1158 mm.

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