Pittsfield hotels from HK$531

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27 Dec - 28 Dec
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28 Dec - 29 Dec
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Our top choices for Pittsfield hotels

Free daily on-the-go breakfast
Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
2.0 star property
Pittsfield
6.8 out of 10, (126)
Conveniently situated in Pittsfield near King Park and John Greene Shastid House, this hotel offers free WiFi, parking, and daily on-the-go breakfast. Guests enjoy comfortable rooms with easy access to local attractions.
"Air conditioning | Pet-friendly | Clean room | Staf"
United States
Anonymous traveller
The price is HK$483
HK$531 total
includes taxes & fees
4 Jan - 5 Jan 2026
Rodeway Inn Pittsfield
Breakfast meal
William Watson Hotel

William Watson Hotel

William Watson Hotel
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (348)
William Watson Hotel welcomes guests with a fitness centre and convenient snack bar. Enjoy nearby John Greene Shastid House and Pike County Historic Museum, plus 24-hour front desk service. Quincy Regional Airport is just an hour's drive away.
"Great location, restaurant downstairs, friendly staff, microwaves and refrigerator in room, historic significance "
United States
Druann
The price is HK$661
HK$726 total
includes taxes & fees
4 Jan - 5 Jan 2026
William Watson Hotel
Lobby sitting area
Green Acres Hotel

Green Acres Hotel

Green Acres Hotel
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (141)
Green Acres Hotel offers a relaxing stay near King Park and John Greene Shastid House. Enjoy the complimentary continental breakfast served daily, plus free WiFi and parking. This comfortable hotel provides the perfect base for exploring Pittsfield attractions.
"Great stay"
United States
Jeramy
The price is HK$832
HK$915 total
includes taxes & fees
4 Jan - 5 Jan 2026
Green Acres Hotel
Premium bedding, desk, iron/ironing board, free cots/infant beds
Monroe Street Suites

Monroe Street Suites

Monroe Street Suites
2.5 star property
Pittsfield
9.6 out of 10, Exceptional, (57)
Cosy accommodation in Pittsfield with convenient access to John Greene Shastid House and Pike County Historic Museum. This hotel offers complimentary WiFi, free parking, and daily housekeeping for a comfortable, hassle-free stay.
"We had a great stay and would recommend others to stay here!"
United States
Brady
The price is HK$670
HK$737 total
includes taxes & fees
2 Jan - 3 Jan 2026
Monroe Street Suites
Interior
The Eagles Nest Inn

The Eagles Nest Inn

The Eagles Nest Inn
3.0 star property
Louisiana
9.4 out of 10, Exceptional, (19)
Italian cuisine awaits at Gambino's Eatery in this cosy Louisiana inn. After exploring the nearby Mississippi River, unwind in a plush dressing gown. Free WiFi and parking enhance your stay.
"It was very clean and very nice place to stay, has a very home and cozy feeling walking into the room."
United States
Bryan
The price is HK$812
HK$922 total
includes taxes & fees
28 Dec - 29 Dec
The Eagles Nest Inn
Balcony
River's Edge Motel

River's Edge Motel

River's Edge Motel
2.0 star property
Louisiana
9.0 out of 10, Wonderful, (358)
Enjoy Southern hospitality at this welcoming Louisiana establishment. The 24-hour front desk ensures round-the-clock service, while complimentary WiFi keeps you connected. Guests consistently praise the helpful staff and convenient amenities.
"Excellent stay !!! Quite "
United States
Bradley
The price is HK$622
HK$706 total
includes taxes & fees
28 Dec - 29 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

This private 9-hole course challenges golfers with narrow fairways and water hazards across rolling terrain. Members enjoy practice facilities and a welcoming clubhouse restaurant after their round.
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Pike County Historic Museum

Housed in the historic East Ward School, this museum showcases Pike County's heritage through artefacts including wedding dresses, furniture, and a vintage printing press. Open weekend afternoons.
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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.

See all hotels in Pittsfield
Court House in Pittsfield

Top Pittsfield Hotel Reviews

William Watson Hotel

William Watson Hotel

10/10 Excellent
"Love this hotel! Very comfortable & clean. I was graciously upgraded to a suite for my stay and the room was amazing. This may not be the place for children but for a cozy, restful stay in a place with historic charm, it’s top notch and my absolute favorite stop."
Lynne 1-night trip
Posted 10 days ago
William Watson Hotel

More cheap stays in Pittsfield

Rodeway Inn

Rodeway Inn

1238 W Washington St Pittsfield IL
The price is HK$483 per night from 4 Jan to 5 Jan
HK$483
HK$531 total
4 Jan - 5 Jan 2026
includes taxes & fees
6.6/10 (126 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. Traveller reviews also recommend Green Acres Hotel and Rodeway Inn Pittsfield as top choices for your stay. 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 Pittsfield 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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