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5 Dec - 6 Dec
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Top hotels and accommodation 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 AU$138
includes taxes & fees
4 Jan - 5 Jan 2026
William Watson 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 AU$98
includes taxes & fees
14 Dec - 15 Dec
Rodeway Inn
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 AU$198
includes taxes & fees
7 Dec - 8 Dec
Green Acres Hotel
Comfort Room
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 AU$144
includes taxes & fees
1 Jan - 2 Jan 2026
Monroe Street Suites
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 AU$164
includes taxes & fees
7 Dec - 8 Dec
The Eagles Nest Inn
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 AU$137
includes taxes & fees
20 Dec - 21 Dec
River's Edge Motel
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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Stay near popular Pittsfield attractions

Old Orchard Country Club

Enjoy a round of golf in Pittsfield at Old Orchard Country Club. Experience the area's entertainment choices and theatre scene.
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John Greene Shastid House

You can browse the exhibits at John Greene Shastid House, a museum with a storied past, during your travels to Pittsfield. Experience the area's entertainment choices and theatre scene.
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Learn more about Pittsfield

Nestled among rolling hills, Pittsfield invites history buffs to explore the John Greene Shastid House and Pike County Historic Museum. After delving into local heritage, visitors can unwind with a peaceful afternoon at King Park or tee off at nearby Old Orchard Country Club.

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Court House in Pittsfield

Top Pittsfield Hotel Reviews

Recent Reviews in Pittsfield

The Eagles Nest Inn

The Eagles Nest Inn

10/10 Excellent
"We are on the road often & Eagles Nest is still our favorite. Been there twice. Will go again."
John 1-night trip
Posted 13 days ago
The Eagles Nest Inn

More cheap accommodation in Pittsfield

River's Edge Motel

River's Edge Motel

201 Mansion St Louisiana MO
The price is AU$137 per night from 20 Dec to 21 Dec
AU$137
20 Dec - 21 Dec
includes taxes & fees
8.8/10 Excellent! (354 reviews)

Frequently asked questions

Where is the best place for a stay in Pittsfield?
Monroe Street Suites is a favourite property for Expedia customers. This hotel offers free parking and free WiFi. Rodeway Inn is another favourite option for your trip based on traveller reviews. See all available top hotels, or vacation rentals in Pittsfield.
What are some of the best holiday rentals that Pittsfield has to offer?
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!: This highly rated holiday home rental in Pittsfield is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday. See all vacation rentals in Pittsfield.
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 LGBTQ-friendly accommodation in Pittsfield?
William Watson Hotel is a top LGBTQ-friendly hotel that features free parking and a fitness centre. See all available hotels listed as LGBTQ-friendly in Pittsfield.
What's the best dog-friendly place to stay in Pittsfield?
Rodeway Inn is a top hotel for people travelling with their pets and offers free WiFi for its human guests. See more pet-friendly hotel accommodations in Pittsfield.
What are some accommodation options with pools in Pittsfield?
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!: Features sunloungers, a pool and complimentary wireless Internet access. View all hotels with pools 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.

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