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

Pittsfield hotels from HK$491

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Check prices for these dates

Tonight
19 Aug - 20 Aug
Tomorrow
20 Aug - 21 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

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Our top choices for Pittsfield hotels

1. William Watson Hotel

William Watson Hotel
Pittsfield
United States
Beth
HK$667
HK$733 total
includes taxes & fees
20 Aug - 21 Aug
William Watson Hotel

2. Monroe Street Suites

Monroe Street Suites
Pittsfield
United States
Bruce
HK$652
HK$717 total
includes taxes & fees
20 Aug - 21 Aug
Monroe Street Suites

3. Green Acres Hotel

Green Acres Hotel
Pittsfield
United States
Riley
HK$924
HK$1,016 total
includes taxes & fees
23 Aug - 24 Aug
Green Acres Hotel

4. Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
Pittsfield
United States
Thor
HK$447
HK$491 total
includes taxes & fees
13 Sept - 14 Sept
Rodeway Inn Pittsfield

5. River's Edge Motel

River's Edge Motel
Louisiana
United States
Payton
HK$627
HK$712 total
includes taxes & fees
22 Aug - 23 Aug
River's Edge Motel

6. The Eagles Nest Inn

The Eagles Nest Inn
Louisiana
United States
Gary
HK$882
HK$1,002 total
includes taxes & fees
25 Aug - 26 Aug
The Eagles Nest Inn
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Stay near popular Pittsfield attractions

Old Orchard Country Club

8.8/10 (8 reviews)
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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John Greene Shastid House

10.0/10 (2 reviews)
Step inside this 1838 home where Abraham Lincoln visited his close friend, John Greene Shastid. Guided tours reveal intimate stories of their friendship through original architectural details and personal anecdotes.
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Pike County Historic Museum

10.0/10 (1 review)
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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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.
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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
A historic building with a prominent tower and an American flag.

Top Pittsfield Hotel Reviews

Monroe Street Suites

Monroe Street Suites

10/10 Excellent
"I travel for work and have stayed in a lot of different hotels / lodges I give this place 10 out of 10. Staff were welcoming, dad was extra comfortable, place was clean, quiet, great neighborhood in all of attractions were close by. This was by far the best stay yet. I highly recommend"
Bruce 1-night trip
Posted 6 days ago
Monroe Street Suites
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

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

10/10 Excellent
"This is an expensive property and home, very well maintained, easily able to accommodate a large family group. The large inground pool with slide and a diving platform was fantastic. The young children in our group spent the majority of their time in the pool! The adults enjoyed the pool just as much. Just as great was the tennis court with Pickleball area and basketball court. Our group also made good use of the game room with billiards, ping-pong, foosball. This is a very fine oasis with something for everyone to do!"
John Z. 6-night trip
Posted 6 days ago
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
William Watson Hotel

William Watson Hotel

10/10 Excellent
"Perfect location to travel everywhere I needed."
Holly 1-night trip
Posted 2 weeks ago
William Watson Hotel
Green Acres Hotel

Green Acres Hotel

8/10 Good
"Clean hotel. Free popcorn. Breakfast was very basic. Staff was a bit over the top about towel usage. A bit pricey for what you get but not much available in the area."
Lesi 1-night trip
Posted 2 months ago
Green Acres Hotel
Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

10/10 Excellent
"Communication"
Sabrina 7-night trip
Posted 2 months ago
Rodeway Inn Pittsfield

More cheap stays in Pittsfield

Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

1238 W Washington St Pittsfield IL
HK$447
HK$491 total
13 Sept - 14 Sept
includes taxes & fees
6.8/10 (141 reviews)
Rodeway Inn Pittsfield
River's Edge Motel

River's Edge Motel

201 Mansion St Louisiana MO
HK$627
HK$712 total
22 Aug - 23 Aug
includes taxes & fees
9/10 Wonderful! (384 reviews)
River's Edge Motel
Monroe Street Suites

Monroe Street Suites

221 S Monroe St Pittsfield IL
HK$652
HK$717 total
20 Aug - 21 Aug
includes taxes & fees
9.6/10 Exceptional! (66 reviews)
Monroe Street Suites
Green Acres Hotel

Green Acres Hotel

625 W. Washington Pittsfield IL
HK$924
HK$1,016 total
23 Aug - 24 Aug
includes taxes & fees
Green Acres Hotel
Idyllic Mt Sterling Retreat w/ Private Lake!

Idyllic Mt Sterling Retreat w/ Private Lake!

Mount Sterling IL
Get ratesIdyllic Mt Sterling Retreat w/ Private Lake!
West Central Lodging

West Central Lodging

20545 County Hwy 11 Pittsfield IL
Get rates
10/10 Exceptional! (1 review)
West Central Lodging

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 Monroe Street Suites. 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 Waterfront Cottage | Steps from Pine Lake & Resort Amenities | Ideal Family Stay. 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!: Provides sunloungers, a pool and complimentary wireless Internet access. Another option that features an on-site pool is Stay Steps from Pine Lake | Family Cabin & Scenic Grounds | Pool & Kid's Area. 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 40 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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