Find Hotels with a Pool in Pittsfield, IL

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Check availability on Pittsfield Hotels with a Pool

Check prices for these dates

Tonight
Aug 7 - Aug 8
Tomorrow
Aug 8 - Aug 9
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top Pittsfield Hotels with a Pool

We don't have any properties that match your exact search

Recommended hotels in Pittsfield

Green Acres Hotel
Welcome to our hotel lobby, featuring a reception desk, comfortable seating area, and a cozy fireplace.

Green Acres Hotel

2.5 star property
8.6 out of 10, Excellent, (134)
"Wonderful stay - was staying with a number of family members and it all worked out"
$99 nightly
The price is $109
Sep 5 - Sep 6
Total includes taxes and fees
Green Acres Hotel
William Watson Hotel
Cozy space with a rustic brick wall, fireplace, and leather armchair.

William Watson Hotel

3.0 star property
9.0 out of 10, Wonderful, (330)
"Always my Go-to place to stay in Pittsfield! Great staff, clean, comfortable, and location. Some rooms do not have windows so are really dark inside. But overall great place to stay!!"
$76 nightly
The price is $84
Sep 7 - Sep 8
Total includes taxes and fees
William Watson Hotel
Rodeway Inn
Snacks and baked goods are displayed in a welcoming corridor with a glass case and festive decorations.

Rodeway Inn

2.0 star property
7.0 out of 10, Good, (118)
"They really should attach the drain cover to the shower drain. Somebody could get seriously injured. Being a tile guy, looking around really had me laughing at the workmanship. The manager was a pretty cool guy, the room was fine, air conditioner worked great. Never went to the continental breakfast, i did see some little Debbie items"
$58 nightly
The price is $64
Sep 2 - Sep 3
Total includes taxes and fees
Rodeway Inn
Lovers’ Lakeside Love Nest Cozy Retreat on Pittsfields Serene Lake.
Guest house with a cozy porch and simple design, set amidst a wooded area.

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

$319 nightly
The price is $338
Aug 12 - Aug 13
Total includes taxes and fees
Lovers’ Lakeside Love Nest Cozy Retreat on Pittsfields Serene Lake.
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland
Relax on the porch with two comfortable chairs, surrounded by a deck and beautiful flower beds.

Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland

2.0 star property
$331 nightly
The price is $351
Aug 9 - Aug 10
Total includes taxes and fees
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Cozy dining area with a wooden table and chairs, a patterned rug, and a refrigerator.

Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

10.0 out of 10, Exceptional, (9)
"Very nice and cozy cabin in the middle of a cornfield. This place is close to town but completely isolated. We sat on the front porch and enjoyed our morning coffee in almost complete silence. Not sure if this is the place for everyone, but it was perfect for us."
$119 nightly
The price is $126
Aug 12 - Aug 13
Total includes taxes and fees
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
Staircase leads to an upper level in a rustic cabin setting.

Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville

10.0 out of 10, Exceptional, (6)
"The cabin is perfect for creating a relaxing atmosphere. We always like our stay there."
$149 nightly
The price is $158
Aug 11 - Aug 12
Total includes taxes and fees
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
Enjoy meals in this stylish dining area with a wooden table and matching chairs, surrounded by large windows and a decorative rug.

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

10.0 out of 10, Exceptional, (55)
"We enjoyed our stay at this beautiful country home. "
$205 nightly
The price is $217
Aug 8 - Aug 9
Total includes taxes and fees
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
Charming 4-bedroom Sleeps 10 lodge with AC and WiFi in welcoming Nebo
Enjoy cooking in this well-equipped kitchen with a central island, refrigerator, stove, and dishwasher.

Charming 4-bedroom Sleeps 10 lodge with AC and WiFi in welcoming Nebo

10.0 out of 10, Exceptional, (1)
"A beautiful setting for some time away!"
$400 nightly
The price is $424
Aug 10 - Aug 11
Total includes taxes and fees
Charming 4-bedroom Sleeps 10 lodge with AC and WiFi in welcoming Nebo
The Eagles Nest Inn
Staircase leads to an upper level with a brick wall and polished wood handrail.

The Eagles Nest Inn

3.0 star property
9.4 out of 10, Exceptional, (8)
"It was very clean and very nice place to stay, has a very home and cozy feeling walking into the room."
$91 nightly
The price is $104
Aug 19 - Aug 20
Total includes taxes and fees
The Eagles Nest Inn
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 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.
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 Old Orchard Country Club, John Greene Shastid House, and Pike County Historic Museum.
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.