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Top hotels and accommodation in Pittsfield

Fridge, microwave, oven, stovetop
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
10.0 out of 10, Exceptional, (43)
"Our family had a great stay in IL. The house was excellent and the llamas were an added entertainment . Would definitely come back to stay!!"
The price is NZ$365
per night
7 Jun - 8 Jun
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
Interior
Idyllic Mt Sterling Retreat w/ Private Lake!
10.0 out of 10, Exceptional, (3)
"Comfortable and well-equipped home, with more than enough towels. Under-advertised as has 2 1/2 baths, and use of the boathouse. Loved swimming and jumping off the dock, fishing, and just trolling around the lake with the two boats with trolling motors, and the peddle boat. Very wide mowed path around the lake and other trails. Also had marshmallow forks for the s’mores around the campfire. Enjoyed the rocking bench at the end of the dock, especially in the early morning and for watching...
Idyllic Mt Sterling Retreat w/ Private Lake!
Lobby sitting area
Monroe Street Suites
2.5 star property
9.6 out of 10, Exceptional, (45)
"Very satisfying experience."
The price is NZ$137
per night
19 May - 20 May
Monroe Street Suites
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Exterior
William Watson Hotel
3.0 star property
9.0 out of 10, Wonderful, (298)
"This is the most quaint and precious little boutique hotel. It is located right on the square. My room had a perfect view of the local city hall. Both the lobby and my room were decorated with original time-oriented pieces. I absolutely LOVED this place and will definitely stay here again!!"
The price is NZ$169
per night
20 May - 21 May
William Watson Hotel
Lobby sitting area
Green Acres Hotel
2.5 star property
8.6 out of 10, Excellent, (111)
"Room was excellent and very comfortable! Couldn’t ask for more! Fran"
The price is NZ$217
per night
16 May - 17 May
Green Acres Hotel
Exterior
Rodeway Inn
2.0 star property
6.8 out of 10, (96)
"The owners were great,very nice!!"
The price is NZ$110
per night
19 May - 20 May
Rodeway Inn
Fridge, microwave, oven, stovetop
Buckhorn Barndo &Nature Retreat-near SiloamSprings
Buckhorn Barndo &Nature Retreat-near SiloamSprings
Interior
Idyllic Mt Sterling Retreat w/ Private Lake!
2.0 star property
Idyllic Mt Sterling Retreat w/ Private Lake!
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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.

Frequently asked questions

If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?

Yes, the majority of room reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.

What's the best budget-friendly hotel in Pittsfield?

Based on reviews, William Watson Hotel is a popular 3-star property for our travellers looking for an economical choice, and features free on-the-go breakfast and free WiFi. View all budget hotels in Pittsfield.

What's the best place to stay when travelling with children to Pittsfield?

Rodeway Inn is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families. Other choices for your family trip include Monroe Street Suites and Green Acres Hotel. Find more child-friendly accommodations in Pittsfield.

What's the best boutique-style hotel in Pittsfield?

William Watson Hotel is a favourite 3-star hotel with our travellers looking for stylish accommodation, and features 14 guestrooms, free parking and free WiFi. See all boutique hotels in Pittsfield.

What's it like to stay in Pittsfield?

Visitors can enjoy all that Pittsfield has to offer, including the cafés, entertainment choices and breweries. Tourists can also enjoy so much more including its theatres. In Pittsfield, there are 10 hotels and other accommodation options to choose from. Find out more about Pittsfield.

What is there to see in Pittsfield?

Cultural venues include John Greene Shastid House and Pike County Historic Museum. A couple of additional sights to add to your itinerary are Old Orchard Country Club and King Park. Take a look at what more there is to see and do in Expedia's Pittsfield guide.

What's the weather like in Pittsfield?

The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Pittsfield is 1158 mm.