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Cheap Hotels in Chester

October 2026
8
November 2026

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This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Cheap Hotels in Chester

A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.
A two-story white house with a front porch and a garage, surrounded by lush greenery.
A grassy field with a playground and trees in the background.
A hotel room with two beds, a desk, and a TV.

1. The Putney Inn

The Putney Inn
Putney
$84
$93 total
includes taxes & fees
Oct 25 - Oct 26
The Putney Inn
A cozy living room with a fireplace, a coffee station, and a view of the outside.
A motel with multiple floors, each with balconies and windows.
A hotel room with a sofa, a coffee table, a desk with a telephone, a mirror, and a television.
A hotel room with two beds, a desk, a chair, a television, a dresser, and a door leading to a bathroom.

2. Colonial Motel

Colonial Motel
Brattleboro
$84
$93 total
includes taxes & fees
Nov 1 - Nov 2
Colonial Motel
A dining area with a table and four chairs, a painting of a covered bridge, and a painting of a red building.
A reception area with a stone counter, wooden reception desk, and a red carpet.
A multi-story motel with a parking lot, several vehicles parked, and a tree in the foreground.
A sign for The Covered Bridge Inn with a welcome message.

3. The Covered Bridge Inn

The Covered Bridge Inn
Brattleboro
$125
$138 total
includes taxes & fees
Oct 11 - Oct 12
The Covered Bridge Inn
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Top neighborhoods in Chester

A forest with autumn foliage in various colors.

Chester Depot

The Chester Depot neighborhood has lots to see including Bonnie's Bundles Dolls and DaVallia Art & Accents.

Top landmarks in Chester

Bonnie's Bundles Dolls

7.6/10 (4 reviews)
Chester Depot is home to Bonnie's Bundles Dolls, so why not stop by during your stay in Chester. If you have fun at Bonnie's Bundles Dolls, you'll love DaVallia Art & Accents, located nearby.
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DaVallia Art & Accents

10.0/10 (2 reviews)
Chester Depot is home to DaVallia Art & Accents, so why not stop by during your stay in Chester. If you have fun at DaVallia Art & Accents, you'll love Bonnie's Bundles Dolls, located nearby.
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