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Check prices for these dates

Next weekend
14 Feb - 16 Feb
In two weeks
21 Feb - 23 Feb
In one month
7 Mar - 9 Mar
In two months
4 Apr - 6 Apr

Compare 3 B&B in Pittsfield with updated reviews, rates, and availability.

William Watson Hotel
Lobby

William Watson Hotel

3.0 star property
9.0 out of 10, Wonderful, (316)
"Nice stay"
The price is AED 290
AED 319 total
includes taxes & fees
16 Feb - 17 Feb
William Watson Hotel
Green Acres Hotel
Front of property

Green Acres Hotel

2.5 star property
8.6 out of 10, Excellent, (122)
" very clean , friendly staff , convenient to restaurants ."
The price is AED 437
AED 481 total
includes taxes & fees
9 Feb - 10 Feb
Green Acres Hotel
Rodeway Inn
Room

Rodeway Inn

2.0 star property
6.8 out of 10, (113)
"This motel is more than 70 years old. The owners have made significant upgrades to a very old motel. Room looks nice upon entry and it was impeccably clean. The bed was possibly the best i have encountered in years. What you cant change are 2 foot by 2 foot showers, and a lack of heating controls during the cold months. It's an old central baseboard heating system for the whole operation. Staff was helpful and pleasant. This motel is a good budget option, but its still very old."
The price is AED 228
AED 251 total
includes taxes & fees
10 Feb - 11 Feb
Rodeway Inn
Monroe Street Suites
Room

Monroe Street Suites

2.5 star property
9.6 out of 10, Exceptional, (53)
"Loved the place! Super cute! Will stay there again! "
The price is AED 359
AED 395 total
includes taxes & fees
9 Feb - 10 Feb
Monroe Street Suites
Lovers’ Lakeside Love Nest Cozy Retreat on Pittsfields Serene Lake.
Exterior

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

The price is AED 984
AED 1,357 total
includes taxes & fees
13 Feb - 14 Feb
Lovers’ Lakeside Love Nest Cozy Retreat on Pittsfields Serene Lake.
Upgraded farmhouse between Springfield Illinois and St.Lous Missouri
Interior

Upgraded farmhouse between Springfield Illinois and St.Lous Missouri

4.0 out of 10, (1)
"Host double booked over me for his “private” hunting business. Couldn’t use living room or kitchen because his other guests had all their hunting gear in them. My bed collapsed the second day. Real nightmare. I would never recommend this property to anyone. "
Upgraded farmhouse between Springfield Illinois and St.Lous Missouri
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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Other property types in Pittsfield

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
Blue Creek's pool in the heart of the summer!

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

9.8 out of 10, Exceptional, (71)
"Thanks for having us"
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland
Exterior

Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland

2.0 star property
The price is AED 1,025
AED 1,422 total
includes taxes & fees
10 Feb - 11 Feb
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland
West Central Lodging
Exterior

West Central Lodging

2.5 star property
10.0 out of 10, Exceptional, (1)
"We had a wonderful time - very quiet country location, the manager is friendly but not invasive. First time I have heard a whippoorwill sing in many years. "
West Central Lodging
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.

Frequently asked questions

Searching for B&Bs in Pittsfield?
If you want to find an accommodation with a small number of rooms and a more personalized environment, a B&B might be just the right fit for your getaway to Pittsfield. If you want to lose yourself exploring fascinating exhibits, you might consider stopping by John Greene Shastid House and Pike County Historic Museum while you’re in town.
Why choose B&Bs instead of traditional hotels?
With attentive service, opportunities to mingle with other guests, and of course a scrumptious breakfast, B&Bs all have a truly one-of-a-kind setting.
What are the best B&Bs in Pittsfield?
Though there aren’t any B&Bs in town, you might be interested in one of these choices if you’re looking for an accommodation with free breakfast: William Watson HotelGreen Acres HotelRodeway Inn
When is the best time to book my B&B in Pittsfield?
When you’re planning your trip to Pittsfield, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 34°F. Average annual precipitation for Pittsfield is 46 inches.
What is there to do in Pittsfield?
If cultural attractions are high on your list, John Greene Shastid House and Pike County Historic Museum are spots to check out. You might put Old Orchard Country Club and King Park on your list if you want to see more of the area.
How can I get to and around Pittsfield?
You can plan your excursions in and around Pittsfield ahead of time with these transportation options. Fly into Quincy, IL (UIN-Quincy Regional-Baldwin Field), which is located 30.6 mi (49.3 km) away from the heart of the city. If you’d like to explore around the area, consider renting a car to take in more sights.