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Cheap Hotels in Pittsfield

October 2026
4
November 2026

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Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Cheap Hotels in Pittsfield

A dining area with a wooden table and chairs, a fireplace, and a cozy seating area with a couch and a TV.
A wooden cabin with a white door labeled "Outer Limits," a covered porch, and a snow-covered deck.
A modern kitchen with a granite countertop, a built-in oven, and a bar area with stools.
A spacious living room with a wooden dining table, a sofa, and a coffee table. There is a large rug on the floor and a fireplace in the background.

1. Mountain Sports Inn

Mountain Sports Inn
Killington
$139
$153 total
includes taxes & fees
Oct 5 - Oct 6
Mountain Sports Inn
A cozy living room with a stone fireplace, a television, and a coffee table with a vase of flowers.
A grassy area with two red Adirondack chairs and a white truck parked in front of a wooden building with a mountain backdrop.
A cozy, warmly lit room with wooden walls, a wooden reception desk, a floral sofa, and a Christmas tree.
A cozy, rustic room with a wooden dining table, benches, and a sofa.

2. Turn of River Lodge

Turn of River Lodge
Killington
$120
$132 total
includes taxes & fees
Oct 14 - Oct 15
Turn of River Lodge
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Top landmarks in Pittsfield

Pittsfield Town Hall

Pittsfield Town Hall is worth a visit when in central Pittsfield.
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Roger Clark Memorial Central Library

Roger Clark Memorial Central Library is worth a visit when in central Pittsfield.
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Frequently Asked Questions

What are the best cheap things to do in Pittsfield?

Sightseeing doesn't have to break the bank. For some things to do in Pittsfield, you can get outdoors at Green Mountain National Forest.