A historic building with a prominent tower and an American flag.

Search Pittsfield hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
17 Jul - 19 Jul
Next weekend
24 Jul - 26 Jul

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Pittsfield hotels

Breakfast meal

William Watson Hotel

William Watson Hotel
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (365 reviews)
"Staff was great. Food in the restaurant is very good and drinks."
United States
Beth
The price is NZ$162
includes taxes & fees
16 July - 17 July
William Watson Hotel
Hallway

Monroe Street Suites

Monroe Street Suites
2.5 star property
Pittsfield
9.6 out of 10, Exceptional, (65 reviews)
"A unique luxurious find for rest and respite on a long trip home. Would stay here again, without any hesitation!"
United States
Donna
The price is NZ$187
includes taxes & fees
16 July - 17 July
Monroe Street Suites
Free daily continental breakfast

Green Acres Hotel

Green Acres Hotel
2.5 star property
Pittsfield
8.8 out of 10, Excellent, (148 reviews)
"Good place to stay!"
United States
Riley
The price is NZ$225
includes taxes & fees
15 July - 16 July
Green Acres Hotel
Free daily on-the-go breakfast

Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
2.0 star property
Pittsfield
6.8 out of 10, (140 reviews)
"Staff is great and id stay again "
United States
Thor
The price is NZ$113
includes taxes & fees
9 Aug - 10 Aug
Rodeway Inn Pittsfield
Property grounds

River's Edge Motel

River's Edge Motel
2.0 star property
Louisiana
9.0 out of 10, Wonderful, (376 reviews)
"Hotel was in a great location overlooking the Mississippi River and right next to the bridge entrance. Parking lot was tight for larger vehicles and not trailer friendly but the staff was wonderful! This hotel worked out great for our 2 night stay. Thank you!!"
United States
Michael
The price is NZ$158
includes taxes & fees
19 July - 20 July
River's Edge Motel
Lunch and dinner served

The Eagles Nest Inn

The Eagles Nest Inn
3.0 star property
Louisiana
9.4 out of 10, Exceptional, (25 reviews)
The price is NZ$209
includes taxes & fees
23 July - 24 July
The Eagles Nest Inn
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Pittsfield attractions

King Park

7.4/10 (3 reviews)
This 7.6-acre community hub offers Pittsfield's main swimming pool, skate park, tennis courts, and a lighted fountain. Relax at one of three picnic shelters while the kids enjoy recreational activities.
See properties

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
A historic building with a prominent tower and an American flag.

Top Pittsfield Hotel Reviews

Recent Reviews in Pittsfield

William Watson Hotel

William Watson Hotel

10/10 Excellent
"A must stop for any history lover. Beautiful building! AC was sufficient, parking was easy even though the hotel is on a main road. Our room was in the middle of the building so we didnā€™t hear much road noise. And yes itā€™s on a main road, but this is a small town so the traffic isnā€™t anything major. Plus the rooms in the front get lovely views of the old historic courthouse just steps away. Would definitely stay again."
Angela 1-night trip
Posted 7 days ago
William Watson Hotel

More cheap accommodation in Pittsfield

Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

1238 W Washington St Pittsfield IL
The price is NZ$113 per night from 9 Aug to 10 Aug
NZ$113
9 Aug - 10 Aug
includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Pittsfield?
William Watson Hotel is one of the top choices for your stay based on our traveller data. This hotel offers free parking and a fitness centre. Other good options for your trip include Rodeway Inn Pittsfield and Green Acres Hotel. 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. Some other top choices in Pittsfield are Family-Friendly Lakefront Cabin | Water Fun, Fire Rings & Open Lawns and Ultimate Family Getaway at Pine Lakes | Waterpark, Pool & Lakefront Cabins. 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!: Offers sunloungers, a pool and complimentary wireless Internet access. Another option that features an on-site pool is Pine Lakes Adventure Stay | Waterpark, Fishing & Lakefront Fun | Lake Views. 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 cafƩs, entertainment choices and breweries. Tourists can also enjoy so much more including its theatres. In Pittsfield, there are 41 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 King Park and Old Orchard Country Club. 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 23Ā°C, while the coldest months are January and February, with an average of 1Ā°C. Average annual precipitation for Pittsfield is 1158 mm.

Explore a world of travel with Expedia