9 Boutique hotels near Windsor, MA, US

9 Boutique hotels near Windsor, MA, US

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    • 30

      AWARD WINNER

      Quality Inn Great Barrington

      27.26 mi from destination

      4.35 stars rating. Excellent. 446 reviews
      Save 10%
      Strikethrough Rate:$109Discounted rate:$98USD/night
      Member Rate
    • 53

      The Black Swan Lee - Lenox, an Ascend Collection Hotel

      16.93 mi from destination

      4.35 stars rating. Excellent. 1661 reviews
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      Strikethrough Rate:$155Discounted rate:$140USD/night
      Member Rate
    • 30

      Quality Inn Lee - Lenox South

      17.56 mi from destination

      4.26 stars rating. Excellent. 380 reviews
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      Strikethrough Rate:$139Discounted rate:$125USD/night
      Member Rate
    • 64

      NEW TO CHOICE

      Hotel Downstreet, an Ascend Collection Hotel

      13.56 mi from destination

      4.32 stars rating. Excellent. 252 reviews
      Save 10%
      Strikethrough Rate:$229Discounted rate:$206USD/night
      Member Rate
    • 2

      NEW TO CHOICE

      Rodeway Inn

      10.28 mi from destination

      3.33 stars rating. Good. 6 reviews
      Save 10%
      Strikethrough Rate:$115Discounted rate:$104USD/night
      Member Rate
    • 40

      Comfort Inn & Suites Hadley - Amherst

      27.42 mi from destination

      4.51 stars rating. Excellent. 602 reviews
      Save 5%
      Strikethrough Rate:$249Discounted rate:$237USD/night
      Member Rate
    • 35

      Econo Lodge Lee - Great Barrington

      19.34 mi from destination

      3.18 stars rating. Good. 508 reviews
      Save 5%
      Strikethrough Rate:$89Discounted rate:$85USD/night
      Member Rate
    • 40

      Quality Inn & Suites Northampton- Amherst

      25.39 mi from destination

      3.52 stars rating. Good. 1109 reviews
      Save 5%
      Strikethrough Rate:$249Discounted rate:$237USD/night
      Member Rate
    • 2

      NEW TO CHOICE

      New Englander Inn Bennington

      28.32 mi from destination

      No Reviews Yet
      Coming soonStart booking Jun 05, 2026

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    Boutique hotels

    8 of 9 hotels in Windsor

    Highest Price

    $237

    Lowest Price

    $85

    Avg. rating

    4.0 (4964 reviews)