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Nov 2 - Nov 3
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Nov 3 - Nov 4
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Check prices in Pittsfield for this weekend, Nov 6 - Nov 8
Nov 6 - Nov 8
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Nov 13 - Nov 15

Most frequently booked Pittsfield hotels

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 $101 per night
CA $101
CA $111 total
Nov 25 - Nov 26
includes taxes & fees
Stay at this 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 Pittsfield

Rodeway Inn Pittsfield

2 out of 5
1238 W Washington St Pittsfield IL
1.86 km from city centre
The price is CA $96 per night
CA $96
CA $106 total
Nov 30 - Dec 1
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
Green Acres Hotel

Green Acres Hotel

2.5 out of 5
625 W. Washington Pittsfield IL
0.83 km from city centre
The price is CA $206 per night
CA $206
CA $227 total
Nov 9 - Nov 10
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
Parking included
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

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

Griggsville IL
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 $154 per night
CA $154
CA $170 total
Nov 9 - Nov 10
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
Pine Lakes Adventure Stay | Waterpark, Fishing & Lakefront Fun | Lake Views

Pine Lakes Adventure Stay | Waterpark, Fishing & Lakefront Fun | Lake Views

Pike County IL
1.57 km from city centre
Get rates
Stay at this cabin in Pittsfield. Enjoy free WiFi, a water park, and a garden. Popular attractions King Park and John Greene Shastid House are located nearby.
Pool
Pet-friendly
Family Escape | 2 Units | Lakefront Cabin, Seasonal Pool & Water Activities

Family Escape | 2 Units | Lakefront Cabin, Seasonal Pool & Water Activities

Pike County IL
1.57 km from city centre
Get rates
Stay at this cabin in Pittsfield. Enjoy free WiFi, a water park, and a garden. Popular attractions King Park and John Greene Shastid House are located nearby.
Pool
Kitchen
2 Units | Pine Lakes Retreat | Close to Lake, Pool & Family Attractions

2 Units | Pine Lakes Retreat | Close to Lake, Pool & Family Attractions

Pike County IL
1.57 km from city centre
Get rates
Stay at this cabin in Pittsfield. Enjoy free WiFi, a water park, and a garden. Popular attractions King Park and John Greene Shastid House are located nearby.
Pool
Kitchen
Pine Lakes Adventure Base | Swim, Fish & Explore the Great Outdoors

Pine Lakes Adventure Base | Swim, Fish & Explore the Great Outdoors

Pike County IL
1.57 km from city centre
Get rates
Stay at this cabin in Pittsfield. Enjoy free WiFi, a water park, and a garden. Popular attractions King Park and John Greene Shastid House are located nearby.
Pool
Kitchen
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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 Pittsfield

Rodeway Inn Pittsfield

1238 W Washington St Pittsfield IL
The price is CA $96 per night from Nov 30 to Dec 1
CA $96
CA $106 total
Nov 30 - Dec 1
includes taxes & fees
6.8/10 (145 reviews)

Pittsfield hotels essential information

Accommodation
71 hotels
Lowest Price
CA $106
Highest Price
CA $227
Popular hotels
William Watson Hotel, Rodeway Inn Pittsfield, Green Acres Hotel, PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!, Monroe Street Suites, Pine Lakes Adventure Stay | Waterpark, Fishing & Lakefront Fun | Lake Views, Family Escape | 2 Units | Lakefront Cabin, Seasonal Pool & Water Activities, 2 Units | Pine Lakes Retreat | Close to Lake, Pool & Family Attractions, Pine Lakes Adventure Base | Swim, Fish & Explore the Great Outdoors

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 $106 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 71 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

William Watson Hotel

William Watson Hotel

5 out of 5
Posted 14 hours ago
Travelocity Verified Review
"Great place"
A verified traveller stayed at William Watson Hotel
William Watson Hotel