9 Boutique hotels near Windsor, MA, US

9 Boutique hotels near Windsor, MA, US

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    • 53

      The Black Swan Lee - Lenox, an Ascend Collection Hotel

      27.25 km from destination

      4.35 stars rating. Excellent. 1661 reviews
      Save 10%
      Strikethrough Rate:$130Discounted rate:$117USD/night
      Member Rate
    • 64

      NEW TO CHOICE

      Hotel Downstreet, an Ascend Collection Hotel

      21.82 km from destination

      4.32 stars rating. Excellent. 252 reviews
      Save 10%
      Strikethrough Rate:$164Discounted rate:$147USD/night
      Member Rate
    • 30

      Quality Inn Lee - Lenox South

      28.26 km from destination

      4.26 stars rating. Excellent. 380 reviews
      Save 10%
      Strikethrough Rate:$119Discounted rate:$107USD/night
      Member Rate
    • 40

      Comfort Inn & Suites Hadley - Amherst

      44.13 km from destination

      4.51 stars rating. Excellent. 602 reviews
      Save 12%
      Strikethrough Rate:$149Discounted rate:$132USD/night
      Member Rate
    • 30

      AWARD WINNER

      Quality Inn Great Barrington

      43.87 km from destination

      4.36 stars rating. Excellent. 447 reviews
      Save 10%
      Strikethrough Rate:$89Discounted rate:$80USD/night
      Member Rate
    • 2

      NEW TO CHOICE

      Rodeway Inn

      16.54 km from destination

      3.33 stars rating. Good. 6 reviews
      Save 10%
      Strikethrough Rate:$79Discounted rate:$71USD/night
      Member Rate
    • 35

      Econo Lodge Lee - Great Barrington

      31.13 km from destination

      3.18 stars rating. Good. 508 reviews
      Save 7%
      Strikethrough Rate:$75Discounted rate:$70USD/night
      Member Rate
    • 40

      Quality Inn & Suites Northampton- Amherst

      40.86 km from destination

      3.52 stars rating. Good. 1109 reviews
      Save 10%
      Strikethrough Rate:$144Discounted rate:$130USD/night
      Member Rate
    • 2

      NEW TO CHOICE

      New Englander Inn Bennington

      45.57 km from destination

      No Reviews Yet
      Coming soonStart booking 05 jun 2026

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    Boutique hotels

    8 of 9 hotels in Windsor

    Highest Price

    $147

    Lowest Price

    $70

    Avg. rating

    4.0 (4965 reviews)