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

Find Hotels with a Pool in Pittsfield, IL

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Check availability on Pittsfield Hotels with a Pool

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Pittsfield hotels with a pool

Front of property

1. Monroe Street Suites

Monroe Street Suites
2.5 star property
Pittsfield
9.8 out of 10, Exceptional, (72 reviews)
"Best place Ive stayed period. 100 percent recommend"
United States
Isidro
The price is NT$3,602
NT$3,962 total
includes taxes & fees
Nov 3 - Nov 4
Monroe Street Suites
A cozy hotel lobby with a central bar area, a round table with chairs, a patterned rug, and a chandelier.

2. William Watson Hotel

William Watson Hotel
3.0 star property
Pittsfield
9.4 out of 10, Exceptional, (383 reviews)
"My room was immaculate and comfortable! The staff was super sweet!! 100/10! Will definitely stay again!"
United States
Mary
The price is NT$2,771
NT$3,047 total
includes taxes & fees
Nov 3 - Nov 4
William Watson Hotel
A hotel lobby with a wooden staircase, a ceiling fan, and a dining area in the background.

3. Green Acres Hotel

Green Acres Hotel
2.5 star property
Pittsfield
8.8 out of 10, Excellent, (153 reviews)
"Enjoyed our stay at Green Acres! When we return we will definitely stay there again"
United States
Kimberly
The price is NT$4,809
NT$5,288 total
includes taxes & fees
Nov 9 - Nov 10
Green Acres Hotel
A hotel room with two beds, a bedside table with a lamp, a window with curtains, and a mirror on the wall.

4. Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
2.0 star property
Pittsfield
6.8 out of 10, (145 reviews)
"We stay everytime we are in town"
United States
Stephanie
The price is NT$2,244
NT$2,468 total
includes taxes & fees
Nov 30 - Dec 1
Rodeway Inn Pittsfield
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.
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Choose what matters most at hotels with a pool in Pittsfield

Breakfast included
4 stars

Top Pittsfield Hotel Reviews

Frequently asked questions

What are some hotels with pools in Pittsfield?
William Watson Hotel: Offers sun loungers, a pool, and complimentary wireless internet access. Rodeway Inn Pittsfield: Provides a water park, a communal pool, and complimentary wireless internet access. Monroe Street Suites: Offers a water park, a communal pool, and complimentary wireless internet access. Green Acres Hotel: Features a water park, a communal pool, and complimentary wireless internet access.
What is there to see and do in Pittsfield?
The picturesque setting of King Park showcases the area's natural beauty. During your stay, check out sights such as John Greene Shastid House, Pike County Historic Museum, and Old Orchard Country Club.
When is the best time to book a hotel with a pool in Pittsfield?
You may want to consider a place to stay that has an outdoor pool if you're planning to visit Pittsfield in the hottest months of July, August, or June when the average temperature is 73°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temp is 34°F.

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