Compare Winchester Guest House Rentals

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Featured Guest Houses in Winchester

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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 Winchester

    The Colonial Hotel

    The Colonial Hotel

    625 Betty Spring Road Gardner MA
    $160 nightly
    The price is $179 total per night from May 25 to May 26
    $179 total
    May 25 - May 26
    Total with taxes and fees
    8.8/10 Excellent! (1,004 reviews)
    Hampton Inn Brattleboro

    Hampton Inn Brattleboro

    1378 Putney Road Brattleboro VT
    $122 nightly
    The price is $134 total per night from Jun 7 to Jun 8
    $134 total
    Jun 7 - Jun 8
    Total with taxes and fees
    8.2/10 Very Good! (978 reviews)
    Latchis Hotel

    Latchis Hotel

    50 Main Street Brattleboro VT
    $116 nightly
    The price is $128 total per night from May 26 to May 27
    $128 total
    May 26 - May 27
    Total with taxes and fees
    8.6/10 Excellent! (883 reviews)

Winchester Guest Houses essential information

Accommodation
7 Guest Houses
Lowest Price
$128
Highest Price
$334
Popular accommodation
The Burrell House, Blooming Inn, In town, newly remodeled studio with private balcony , The Inn At Quail Run, Handcrafted NH Treehouse · 2hr Boston · Fire Pit, Lake, Stargazing, Pristine Magical Retreat Cottage - 55% off monthly, 15% off weekly till June 20., Angels Rest Retreat

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