Book Cheap Hotels in Pittsfield

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Check hotel availability in Pittsfield

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Check prices in Pittsfield for tonight, Oct 22 - Oct 23
Oct 22 - Oct 23
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Check prices in Pittsfield for tomorrow night, Oct 23 - Oct 24
Oct 23 - Oct 24
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Check prices in Pittsfield for this weekend, Oct 24 - Oct 26
Oct 24 - Oct 26
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Check prices in Pittsfield for next weekend, Oct 31 - Nov 2
Oct 31 - Nov 2

Most frequently booked Pittsfield hotels

Green Acres Hotel

Green Acres Hotel

2.5 out of 5
625 W. Washington, Pittsfield, IL
Free cancellation
Reserve now, pay when you stay
0.83 km from city centre
The price is CA $167 per night
CA $167
CA $184 total
Oct 26 - Oct 27
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions King Park and John Greene Shastid House are located nearby.
Breakfast included
Parking included
William Watson Hotel

William Watson Hotel

3 out of 5
105 East Washington Street, Pittsfield, IL
0.13 km from city centre
The price is CA $123 per night
CA $123
CA $136 total
Oct 24 - Oct 25
includes taxes & fees
Stay at this 3-star hotel in Pittsfield. Enjoy free parking, a fitness center, and a 24-hour front desk. Popular attractions John Greene Shastid House and Pike County Historic Museum are located nearby.
Parking included
Free WiFi
Rodeway Inn

Rodeway Inn

2 out of 5
1238 W Washington St, Pittsfield, IL
Free cancellation
Reserve now, pay when you stay
1.91 km from city centre
The price is CA $85 per night
CA $85
CA $93 total
Nov 19 - Nov 20
includes taxes & fees
Stay at this hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions King Park and John Greene Shastid House are located nearby.
Breakfast included
Pet-friendly
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

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

5.92 km from city centre
Get rates
Book a stay at this family-friendly vacation home in Pittsfield. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Old Orchard Country Club and King Park are located nearby.
Pool
Kitchen
Monroe Street Suites

Monroe Street Suites

2.5 out of 5
221 S Monroe St, Pittsfield, IL
Free cancellation
Reserve now, pay when you stay
0.3 km from city centre
The price is CA $164 per night
CA $164
CA $181 total
Oct 23 - Oct 24
includes taxes & fees
Stay at this hotel in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions John Greene Shastid House and Pike County Historic Museum are located nearby.
Parking included
Free WiFi
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland

Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland

2 out of 5
5.09 km from city centre
The price is CA $352 per night
CA $352
CA $493 total
Oct 24 - Oct 25
includes taxes & fees
Stay at this cabin in Pittsfield. Enjoy in-room fireplaces and air conditioning. Popular attractions Old Orchard Country Club and Pike County Historic Museum are located nearby.
Air conditioning
Outdoor space
Upgraded farmhouse between Springfield Illinois and St.Lous Missouri

Upgraded farmhouse between Springfield Illinois and St.Lous Missouri

8.51 km from city centre
Get rates
Stay at this farm stay in Pittsfield. Enjoy laundry facilities and air conditioning. Popular attractions King Park and John Greene Shastid House are located nearby.
Air conditioning
Laundry
Lovers’ Lakeside Love Nest Cozy Retreat on Pittsfields Serene Lake.

Lovers’ Lakeside Love Nest Cozy Retreat on Pittsfields Serene Lake.

5.09 km from city centre
The price is CA $376 per night
CA $376
CA $520 total
Nov 21 - Nov 22
includes taxes & fees
Stay at this lodge in Pittsfield. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Old Orchard Country Club and Pike County Historic Museum are located nearby.
Air conditioning
Parking available
West Central Lodging

West Central Lodging

2.5 out of 5
20545 County Hwy 11, Pittsfield, IL
4.22 km from city centre
Get rates
Stay at this cabin in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions John Greene Shastid House and Pike County Historic Museum are located nearby.
Kitchen
Parking included
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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.

Top family friendly Pittsfield hotel deals

Rodeway Inn

Rodeway Inn

1238 W Washington St, Pittsfield, IL
The price is CA $85 per night from Nov 19 to Nov 20
CA $85
CA $93 total
Nov 19 - Nov 20
includes taxes & fees
6.8/10 (121 reviews)

Pittsfield hotels essential information

Accommodation
31 hotels
Lowest Price
CA $93
Highest Price
CA $520
Popular hotels
Green Acres Hotel, William Watson Hotel, Rodeway Inn, PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!, Monroe Street Suites, Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland , Upgraded farmhouse between Springfield Illinois and St.Lous Missouri , Lovers’ Lakeside Love Nest Cozy Retreat on Pittsfields Serene Lake., West Central Lodging

Frequently asked questions

What are the top kid-friendly hotels in Pittsfield?
Take some of the hassles out of traveling with kids by staying in a family-friendly hotel in Pittsfield. From useful amenities to additional services, these stays feature perks that'll help make your trip smooth sailing: William Watson Hotel will help make your adventure the most memorable one yet. It features a variety of nice little touches, such as complimentary breakfast and a cafe. Also look up Monroe Street Suites. It comes with a picnic area, housekeeping services and lots of opportunities for family time.
Where can I find cheap hotels in Pittsfield?
At Travelocity you'll find really nice hotels in Pittsfield at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Pittsfield rather than in Pittsfield. We may find you even better rates, too.
How do I find the best Pittsfield hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Pittsfield then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Pittsfield?
The cheapest hotel in Pittsfield is CA $93 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Pittsfield?
There are 31 hotels in Pittsfield on Travelocity.
What are the best hotels in Pittsfield?
Pittsfield has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Pittsfield for you!
When is the best time to visit Pittsfield?
If you want the joy of a fun-filled trip in peak season, visit Pittsfield during June, August and October. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, February and April.
When is the cheapest time to stay in Pittsfield?
Based on historic data is usually the cheapest month to visit Pittsfield. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Pittsfield?
There are multiple hotels in Pittsfield that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Pittsfield. We have plenty of kid-friendly hotels in Pittsfield to choose from on Travelocity!
Why book a hotel in Pittsfield through Travelocity?
Because we have the top hotels in Pittsfield! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Pittsfield on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Pittsfield hotel reviews by fellow wanderers

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

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

5 out of 5
Posted 2 weeks ago
Travelocity Verified Review
"Becky and Dave are excellent hosts. We had the best time. The 3 six year olds brought their bikes and had the best time pretending the front driveway was a race track. If you want to make great memories with your family I would highly recommend this house. "
A verified traveller stayed at PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

Areas of Pittsfield