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Guest Houses in Chester

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (321)
"Nice place "
$104 nightly
The price is $116
Oct 31 - Nov 1
Total with taxes and fees
The Central Downtown Inn & Suites

The Dewey

3.5 star property
8.8 out of 10, Excellent, (325)
"Great spot. Lots of history. "
$185 nightly
The price is $207
Oct 29 - Oct 30
Total with taxes and fees
The Dewey

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (259)
"We enjoyed our stay. Excellent location to explore Western Mass!"
$205 nightly
The price is $229
Oct 28 - Oct 29
Total with taxes and fees
Berkshire Village Carriage House - Super Private!!

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

10.0 out of 10, Exceptional, (90)
"Just stayed one night for our wedding. Beautiful and very quiet. Easy check in/check out process."
$233 nightly
The price is $265
Oct 22 - Oct 23
Total with taxes and fees
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

Jacob's Tanglewood Ranch

3.0 star property
Jacob's Tanglewood Ranch

Chestnut Lodge

3.5 star property
2.0 out of 10, (2)
"An absolutely horrible experience! My family (2 adults and my 6 year old son) had reserved this so-called hotel for $284 in June for a 13th Aug stay. After a full day at the Berkshires, we checked-in at 6 pm. This place is in a terrible location (unpaved roads, still-in construction steps). To our horror we found that the room had No Air-Conditioning. It was 90 degrees outside and all they had in the room was a ceiling fan. There were bugs in the room due to the heat. On top of it all the...
Chestnut Lodge

Cliffwood Cottage by Evergreen Home

Cliffwood Cottage by Evergreen Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chester Hotel Reviews

Find out more about Chester

Find out more about Chester

Chester Guest Houses information

Number of reviews
861
Accommodation
7 Guest Houses
Lowest Price
$116
Highest Price
$265

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