Hotels in Pittsfield

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Where to stay in Pittsfield?

A kitchen with a dining table set for a meal, various kitchen appliances, and a refrigerator.

A white house with a black door and a porch.

A modern kitchen with white cabinets, stainless steel appliances, and a central island.

A cozy living room with a fireplace, a television, and a Christmas tree.

1. Pine Tree Trail Lodge

Pittsfield

$267

$435 total

includes taxes & fees

Nov 3 - Nov 4

A hotel room with a wooden desk, two beds with orange bedding, a TV on the wall, and a mirror.

A bathroom with a toilet, a shower with a curtain, and a shelf with towels and a mug.

A hotel room with two beds, a television, a desk, and a window with curtains.

A hotel room with two beds, a desk, a dresser, a TV, and a window with curtains.

2. Canaan Motel

Canaan

$118

$129 total

includes taxes & fees

Nov 1 - Nov 2

A rectangular swimming pool with a brick deck, surrounded by lounge chairs and umbrellas, with a building in the background.

A fenced outdoor area with a pool, lounge chairs, and a picnic table.

A breakfast setup with a fruit basket, a pitcher of orange juice, and a bowl of cereal on a wooden table.

3. The Towne Motel

Skowhegan

$105

$114 total

includes taxes & fees

Oct 5 - Oct 6

4. Belmont Motel

Skowhegan

$109

$119 total

includes taxes & fees

Oct 7 - Oct 8

A hotel room with a bed, a sofa, a desk, and a chair.

A pool area with a hot tub, deck chairs, and a fenced deck.

A bakery display case with various baked goods.

A living room with a sofa, armchair, TV, fireplace, and a lamp.

5. Fireside Inn & Suites Waterville

Waterville

$112

$122 total

includes taxes & fees

Nov 1 - Nov 2

A modern kitchen with a central island, bar stools, and a dining table.

A modern bathroom with a large mirror, a white sink, and a glass shower enclosure.

A modern hotel room with a desk, chair, and a flat-screen TV mounted on the wall.

A motel with a modern design, featuring a large signboard and a parking lot with several cars.

6. The Elmwood

Waterville

$108

$118 total

includes taxes & fees

Oct 25 - Oct 26

A multi-story brick building with a central entrance labeled "The Skowhegan."

A modern kitchen with dark blue cabinets, a wooden countertop, and a built-in shelf with various kitchenware and a small potted plant.

A modern room with a brick wall, large windows, a sofa, a table, and a TV.

A room with exposed brick walls, a large window with curtains, a wooden floor, a sofa, a television, and a desk with a chair.

7. The Skowhegan By Kasa

Skowhegan

$189

$206 total

includes taxes & fees

Oct 6 - Oct 7

An outdoor seating area with tables and umbrellas at a hotel.

A modern kitchen with a central island, bar stools, and a stone wall.

A modern hotel with a glass facade, outdoor seating area, and a well-lit entrance.

A modern living room with a stone fireplace, leather sofa, and a blue armchair.

8. Lockwood Hotel

Waterville

$189

$206 total

includes taxes & fees

Nov 1 - Nov 2

A reception area with two illuminated reception desks, a wall-mounted digital display, and a shelf with various items.

A gym with treadmills, elliptical machines, and a weight bench.

A coffee station with two coffee machines and a variety of coffee pods and cups.

A hotel room with a large bed, a desk with a chair, a small couch, and a lamp.

9. Holiday Inn Express & Suites Waterville - North by IHG

Waterville

$95

$104 total

includes taxes & fees

Nov 1 - Nov 2

A hotel lobby with a fireplace, two armchairs, a coffee table, and a wooden shelf above the fireplace.

A hotel room with a large bed, a sofa, two bedside lamps, and a framed picture on the wall.

An indoor swimming pool with clear lane markings, a lifeguard chair, and a view of the outdoors through large windows.

A two-story building with a covered entrance and a lighthouse sculpture.

10. Hampton Inn Waterville

Waterville

$130

$142 total

includes taxes & fees

Oct 25 - Oct 26

A restaurant with red walls, multiple tables, and chairs. There are potted plants and a large window with curtains.

A hotel room with two beds, a nightstand, a lamp, and a window with curtains.

A long, narrow hotel hallway with carpeted floors and doors on both sides.

A brick building with a window and a flower bed with various plants and flowers.

11. Budget Host Airport Inn

Waterville

$90

$98 total

includes taxes & fees

Nov 1 - Nov 2

A large, two-story house with a covered front porch and a chimney.

A covered stone pathway leading to a white building with columns, surrounded by lush greenery.

A spacious living room with a fireplace, multiple seating areas, and a large mirror reflecting the room.

A cozy log cabin room with a fireplace, a television, a bed, a rocking chair, and a bookshelf.

12. Brewster Inn

Dexter

$179

$195 total

includes taxes & fees

Oct 7 - Oct 8

A spacious dining area with wooden tables and chairs, large windows, and hanging light fixtures.

A hotel room with a wooden desk, a flat-screen TV, a painting of a beach scene, a lamp, and a heater.

A swimming pool with clear water, surrounded by lounge chairs and a reception area.

A lobby with leather sofas, a reception desk, and patterned flooring.

13. Best Western Plus Waterville Grand Hotel

Waterville

$114

$124 total

includes taxes & fees

Nov 1 - Nov 2

A lakeside property with a small dock, outdoor seating, and a gazebo.

A rustic interior with a fireplace, wooden dining table, and chairs.

A compact kitchen with a refrigerator, stove, and a small dining area.

A cozy attic bedroom with a bed, two bedside lamps, a window with curtains, a fan, and a mirror.

14. Pressey House Lakeside Bed & Breakfast

Oakland

$291

$317 total

includes taxes & fees

Oct 5 - Oct 6

View all properties

Go beyond your typical stay in Pittsfield

Pet friendly

Pool

Family friendly

Top landmarks in Pittsfield

JW Parks Golf Course

You might want to practice your swing at JW Parks Golf Course, a golf course located 0.8 mi (1.4 km) from central Pittsfield.

See properties

Learn more about Pittsfield

The region around Pittsfield is home to attractions such as JW Parks Golf Course and Sebasticook Lake.

See all hotels in Pittsfield

A grassy field with a white house and trees with autumn foliage.

Check out reviews of Pittsfield hotels guests love

The Elmwood

8/10 Good

"Room is clean, continental breakfast and easy parking."

Holiday Inn Express & Suites Waterville - North by IHG

10/10 Excellent

"The room was clean. The bathroom updated. Breakfast was amazing. Everything was there that you could possibly want. The attendant for breakfast kept all foods well stocked and the counters were clean. Air conditioning was perfect."

The Skowhegan By Kasa

10/10 Excellent

"Clean, spacious, and well appointed"

Best Western Plus Waterville Grand Hotel

10/10 Excellent

"I would stay again. Very pleased"

Hampton Inn Waterville

10/10 Excellent

"provided us with a bath transfer bench when we needed it"

The Towne Motel

10/10 Excellent

"Clean room. You can hear traffic noise early in the morning. Breakfast was enjoyable. Easy parking. Very good restaurant right next door."

Budget Host Airport Inn

10/10 Excellent

"It was a typical hotel"

Canaan Motel

10/10 Excellent

"My wife and I stayed here while attending the Common Ground Fair. As far as we could tell, Neal alone orchestrated and performed all duties. He was very friendly and helpful. Our room was nice & clean and well kept. Comfortable bed! It’s a motel, so don’t expect frills. Nice grounds in back, with a seasonal pool. Trails into the woods. Quiet. Great stay. Will stay again. Thanks Neal!"

Belmont Motel

10/10 Excellent

"3 day stay was quite nice and enjoyable!"

Frequently asked questions

What hotels do travelers recommend in Pittsfield?

Guests like Canaan Motel.

Can I book refundable accommodations in Pittsfield?

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

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 64°F. January and February are the coldest months when the average temperature is 24°F. December and October are the months with the most rain.

Why should I book my Pittsfield accommodation with 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.

Keep exploring

More ways to book

Book Hotels in Pittsfield on Hotels.com