Hotels logo

Hotels in Pittsfield

September 2026
12
October 2026

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Where to stay in Pittsfield?

A cozy living area with a leather sofa, a wooden coffee table, and a patterned armchair. A brick wall and wooden shelves with various items are visible.
A cozy interior with a round dining table, chairs, a chandelier, and a view through large windows.
A cozy interior with a brick wall, wooden shelves, and a leather chair.
A cozy indoor space with a round table and chairs, a bookshelf with books, and a ceiling fan.

1. William Watson Hotel

William Watson Hotel
Pittsfield
$85
$93 total
includes taxes & fees
Sep 13 - Sep 14
William Watson Hotel
A hallway with a light blue wall, wooden shelves, and a door marked with the number 2.
A cozy living room with a wooden coffee table, a sofa, and a chair. There are potted plants and a television on the wall.
A cozy living room with a wooden dresser, a sofa, and a dining area with a table and chairs.
A bedroom with a large bed, a wooden floor, a ceiling with intricate patterns, and a hanging macrame wall decoration.

2. Monroe Street Suites

Monroe Street Suites
Pittsfield
$83
$91 total
includes taxes & fees
Sep 13 - Sep 14
Monroe Street Suites
A hallway with wooden doors leading to a dining area with a table and chairs.
A neatly made bed with a headboard, two bedside tables with lamps, a waste bin, and a window with curtains.
A kitchen with wooden cabinets, a granite countertop, and a built-in sink.
A hotel corridor with a wooden railing, a ceiling fan, and a lamp.

3. Green Acres Hotel

Green Acres Hotel
Pittsfield
$131
$144 total
includes taxes & fees
Sep 13 - Sep 14
Green Acres Hotel
A bakery display with various baked goods and packaged snacks.
A hotel room with two beds, a bedside table with a lamp, a window with curtains, and a mirror on the wall.
A sign for Rodeway Inn against a clear sky.
A two-story building with a brick facade, large windows, and a flat roof.

4. Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
Pittsfield
$57
$63 total
includes taxes & fees
Oct 4 - Oct 5
Rodeway Inn Pittsfield
A gazebo with a table and benches, surrounded by trees and a body of water.
A hotel room with a bed, two sofas, a small table, a desk with a chair, a TV, and a potted plant.
A two-story building with a flat roof and a covered entrance. There are two cars parked in front, and a truck is visible on the left.
A hotel room with a desk, a television, a chair, a small refrigerator, a lamp, and a plant.

5. River's Edge Motel

River's Edge Motel
Louisiana
$83
$94 total
includes taxes & fees
Sep 13 - Sep 14
River's Edge Motel
A restaurant with a bar area, wooden flooring, checkered tablecloths, and a brick wall.
A row of multi-story buildings with a variety of storefronts, including a coffee shop and a restaurant.
A downtown area with a mix of historic and modern buildings, a prominent Mercantile Bank, and a view of a lake.
A bedroom with a brick wall, a wooden bed, two bedside tables with lamps, and a ceiling fan.

6. The Eagles Nest Inn

The Eagles Nest Inn
Louisiana
$113
$128 total
includes taxes & fees
Sep 19 - Sep 20
The Eagles Nest Inn
View all properties

Go beyond your typical stay in Pittsfield

pet friendly image
Pet friendly
Pet friendly
Family friendly image
Family friendly
Family friendly
Cottage image
Cottage
Cottage
Our prices for hotels in Pittsfield are cheapest in May

Price trends for hotels in Pittsfield

Pricing is based on two traveler single night rates
View properties in September

September

High 26°C / low 15°C. Sunny most days.
26°
15°
18°
9°
11°
2°
5°
-2°
2°
-6°
4°
-5°
11°
2°
17°
7°
22°
13°
28°
18°
29°
20°
29°
19°
Monthly weather averages (˚C)

Top landmarks in Pittsfield

Old Orchard Country Club

8.8/10 (8 reviews)
You might want to practice your swing at Old Orchard Country Club, a golf course located 1.9 mi (3.1 km) from central Pittsfield.
See properties

John Greene Shastid House

10.0/10 (2 reviews)
If you're planning a bit of sightseeing during your trip, head to John Greene Shastid House— just one of the monuments in central Pittsfield.
See properties

King Park

7.4/10 (3 reviews)
King Park is 0.4 mi (0.7 km) from central Pittsfield, why not stop by during your stay.
See properties

Pike County Historic Museum

10.0/10 (1 review)
The center of Pittsfield is home to cultural attractions like Pike County Historic Museum, so you might want to stop by during your stay. If you want to experience more of the culture Pittsfield has to offer, head to Old Orchard Country Club and John Greene Shastid House.
See properties

Learn more about Pittsfield

Pittsfield is applauded for its cultural attractions such as John Greene Shastid House and Pike County Historic Museum.

See all hotels in Pittsfield
A historic building with a prominent tower and an American flag.

Frequently Asked Questions

What accommodations do travelers recommend in Pittsfield?

Guests like William Watson Hotel, Rodeway Inn Pittsfield and Monroe Street Suites.

Where can I get free parking at my hotel in Pittsfield?

William Watson Hotel offers the perk of free parking.

Can I book a refundable hotel in Pittsfield?

If you want the flexibility to change your travel plans to Pittsfield, most hotels offer refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.

Where should I consider staying in Pittsfield if I want a budget-friendly accommodation?

A few inexpensive options worth considering are Rodeway Inn Pittsfield, Monroe Street Suites and Green Acres Hotel.

Where can I stay in Pittsfield if I want a vacation rental instead of a traditional hotel?

If you want to find a good alternative to a hotel, browse our selection of 7 vacation homes. You can also book one of the 22 cabins for your stay.

What will the weather in Pittsfield be like during my trip?

July and August are typically the warmest months in Pittsfield when the average temp is 73°F. January and February are the coldest months when the average temperature is 34°F. May and April are the months with the most rain.

Why should I book my Pittsfield hotel through Hotels.com?

There are lots of reasons to book your Pittsfield trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.