Pittsfield Hotel with Pool

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Check availability on Pittsfield Hotel with Pool

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Pittsfield Hotel with Pool

No exact matches found, but these alternatives could be just right

Recommended hotels in Pittsfield

Breakfast meal
William Watson Hotel

William Watson Hotel

3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (345)
"Great location, restaurant downstairs, friendly staff, microwaves and refrigerator in room, historic significance "
United States
Druann
The price is HK$648
HK$713 total
includes taxes & fees
7 Dec - 8 Dec
William Watson Hotel
Premium bedding, desk, iron/ironing board, free cots/infant beds
Monroe Street Suites

Monroe Street Suites

2.5 star property
Pittsfield
9.6 out of 10, Exceptional, (57)
"We had a great stay and would recommend others to stay here!"
United States
Brady
The price is HK$671
HK$738 total
includes taxes & fees
2 Jan - 3 Jan 2026
Monroe Street Suites
Lobby sitting area
Green Acres Hotel

Green Acres Hotel

2.5 star property
Pittsfield
8.6 out of 10, Excellent, (141)
"Great stay"
United States
Jeramy
The price is HK$926
HK$1,019 total
includes taxes & fees
4 Jan - 5 Jan 2026
Green Acres Hotel
Free daily on-the-go breakfast
Rodeway Inn

Rodeway Inn

2.0 star property
Pittsfield
6.8 out of 10, (125)
"Air conditioning | Pet-friendly | Clean room | Staf"
United States
Anonymous traveller
The price is HK$457
HK$502 total
includes taxes & fees
14 Dec - 15 Dec
Rodeway Inn
Exterior
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland

Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland

2.0 star property
Pittsfield
The price is HK$1,954
HK$2,739 total
includes taxes & fees
7 Dec - 8 Dec
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland
Balcony
River's Edge Motel

River's Edge Motel

2.0 star property
Louisiana
9.0 out of 10, Wonderful, (354)
"Staff was really nice and helpful."
United States
rhonda
The price is HK$623
HK$707 total
includes taxes & fees
14 Dec - 15 Dec
River's Edge Motel
Interior
The Eagles Nest Inn

The Eagles Nest Inn

3.0 star property
Louisiana
9.4 out of 10, Exceptional, (19)
"The room was great. Large and attractive!! Nice bathroom. Had all the convenience you need from TV to mini frig. "
United States
Judith
The price is HK$744
HK$845 total
includes taxes & fees
6 Dec - 7 Dec
The Eagles Nest Inn
1 bedroom, WiFi, bed sheets
Cozy room located in historic downtown with a 5 minute walk to the riverfront!

Cozy room located in historic downtown with a 5 minute walk to the riverfront!

Louisiana
10.0 out of 10, Exceptional, (1)
"Great property. Highly recommend"
United States
Susan A.
The price is HK$875
HK$1,091 total
includes taxes & fees
6 Dec - 7 Dec
Cozy room located in historic downtown with a 5 minute walk to the riverfront!
Dining
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

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

Jacksonville
10.0 out of 10, Exceptional, (15)
"This was the cutest and most relaxing a place I have ever stayed. We've so enjoyed our stay."
United States
Linda B.
The price is HK$770
HK$981 total
includes taxes & fees
8 Dec - 9 Dec
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Dining
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

Bluffs
10.0 out of 10, Exceptional, (58)
"Very nice property!! Loved being around the llamas. Will book again next time I’m in the area. "
United States
Michelle G.
The price is HK$1,394
HK$1,692 total
includes taxes & fees
7 Dec - 8 Dec
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
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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Top Pittsfield Hotel Reviews

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Frequently asked questions

What are some hotels with pools in Pittsfield?
William Watson Hotel: Features sunloungers, 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, visit 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 offers an outdoor pool if you'll be visiting Pittsfield in the hottest months of July, August or June, when the average temperature is 23°C. Accommodation with an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temp is 1°C.