Compare Chester Guest House Rentals

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Featured Guest Houses in Chester

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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.

Hotel Options in Chester

    D. Hotel Suites & Spa

    D. Hotel Suites & Spa

    1 Country Club Rd Holyoke MA
    $134 nightly
    The price is $149 total per night from Jan 4 to Jan 5
    $149 total
    Jan 4 - Jan 5
    Total with taxes and fees
    9.2/10 Wonderful! (2,235 reviews)
    The Red Lion Inn

    The Red Lion Inn

    30 Main Street Stockbridge MA
    $176 nightly
    The price is $197 total per night from Jan 20 to Jan 21
    $197 total
    Jan 20 - Jan 21
    Total with taxes and fees
    8.6/10 Excellent! (1,002 reviews)
    Holiday Inn & Suites Pittsfield-Berkshires by IHG

    Holiday Inn & Suites Pittsfield-Berkshires by IHG

    One West Street Pittsfield MA
    $88 nightly
    The price is $99 total per night from Jan 3 to Jan 4
    $99 total
    Jan 3 - Jan 4
    Total with taxes and fees
    8/10 Very Good! (998 reviews)

Chester Guest Houses essential information

Accommodation
7 Guest Houses
Lowest Price
$99
Highest Price
$269
Popular accommodation
The Central Downtown Inn & Suites, Berkshire Village Carriage House - Super Private!!, The Dewey, A European Country Getaway ~ 1930s Stone Cottage In Connecticut!, Jacob's Tanglewood Ranch, Chestnut Lodge, Cliffwood Cottage by Evergreen Home