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Wheatleigh
Orbitz.com
View Deal
Hawthorne Road, Lenox, MA 01240
3.1 km from Olivia's Overlook
  • Free Wifi
  • Free Parking
Pleasant Valley Motel West Stockbridge
SAVE US$8
US$55
Expedia.com
US$47
View Deal
42 Stockbridge Rd, West Stockbridge, MA 01266-9746
3.6 km from Olivia's Overlook
  • Free Wifi
  • Free Parking
Garden Gables Inn
Official Site
US$227
View Deal
135 Main St, Lenox, MA 01240-2396
4.6 km from Olivia's Overlook
  • Free Wifi
  • Free Parking
Hampton Terrace Bed and Breakfast Inn
Official Site
US$222
View Deal
91 Walker St, Lenox, MA 01240-2719
4.7 km from Olivia's Overlook
  • Free Wifi
  • Free Parking
Canyon Ranch in Lenox
165 Kemble St, Lenox, MA 01240-2817
4.9 km from Olivia's Overlook
  • Free Wifi
  • Free Parking
No photo provided
Rt. 102, Alford, MA 01266
5.4 km from Olivia's Overlook
    The Ponds at Foxhollow
    TripAdvisor
    View Deal
    3 Fox Hollow Rd, Lenox, MA 01240-2827
    5.5 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Courtyard Marriott Lenox Berkshires
    Hotels.com
    US$132
    View Deal
    70 Pittsfield Road, Lenox, MA 01240
    5.8 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Savings alert: 12% below average rate

    The price you found is 12% lower than this hotel's average rate of US$150/night.

    We analyze rates over a 60 day period, and compare your selection to the average rate of comparable stays to ensure you're getting the best possible deal.

    Cranwell Spa & Golf Resort
    Expedia.com
    US$198
    View Deal
    55 Lee Rd, Lenox, MA 01240-2703
    6.1 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Magnuson Hotel Lenox
    No availability for your dates from these sites
    130 Pittsfield Rd, Lenox, MA 01240-2390
    6.1 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Days Inn - Lenox MA
    Expedia.com
    US$66
    View Deal
    194 Pittsfield Rd, Routes 7 & 20, Lenox, MA 01240-2131
    6.5 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Blantyre
    No availability for your dates from these sites
    16 Blantyre Rd, Lenox, MA 01240-2776
    6.7 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    LakeHouse Inn
    SAVE US$32
    US$200
    Travelocity
    US$168
    View Deal
    615 Laurel St, Lee, MA 01238-9180
    6.8 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Black Swan Inn Berkshires, an Ascend Collection Hotel
    Booking.com
    US$90
    View Deal
    435 Laurel St, Lee, MA 01238-9510
    7.2 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Rodeway Inn Lee
    Booking.com
    US$58
    View Deal
    200 Laurel St, Lee, MA 01238-9508
    7.8 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Hampton Inn & Suites Berkshires-Lenox
    SAVE US$20
    US$133
    Booking.com
    US$113
    View Deal
    445 Pittsfield Rd, Lenox, MA 01240-2132
    8.0 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Savings alert: 13% below average rate

    The price you found is 13% lower than this hotel's average rate of US$130/night.

    We analyze rates over a 60 day period, and compare your selection to the average rate of comparable stays to ensure you're getting the best possible deal.

    The Red Lion Inn
    Booking.com
    US$186
    View Deal
    30 Main St, Box 954, Stockbridge, MA 01262-9701
    8.1 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Yankee Inn
    Expedia.com
    US$89
    View Deal
    461 Pittsfield Rd, Lenox, MA 01240-2132
    8.2 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Howard Johnson Express Inn - Lenox
    Hotels.com
    US$65
    View Deal
    462 Pittsfield Rd, Lenox, MA 01240-2902
    8.2 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Wagon Wheel Motel
    Booking.com
    US$56
    View Deal
    484 Pittsfield Rd, Lenox, MA 01240-2902
    8.3 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Knights Inn Lenox
    Booking.com
    US$56
    View Deal
    474 Pittsfield Rd, Route 7 & Route 20, Lenox, MA 01240-2902
    8.3 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Chambery Inn
    SAVE US$17
    US$168
    Expedia.com
    US$151
    View Deal
    199 Main St, Lee, MA 01238-1660
    8.6 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Lenox Inn
    SAVE US$1
    US$48
    Booking.com
    US$47
    View Deal
    525 Pittsfield Rd, Lenox, MA 01240-2186
    8.6 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Hilton Garden Inn Lenox Pittsfield
    SAVE US$17
    US$144
    GardenInn.com
    US$127
    View Deal
    1032 South St, Pittsfield, MA 01201-8225
    8.7 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Savings alert: 10% below average rate

    The price you found is 10% lower than this hotel's average rate of US$141/night.

    We analyze rates over a 60 day period, and compare your selection to the average rate of comparable stays to ensure you're getting the best possible deal.

    Best Western Plus Berkshire Hills Inn & Suites
    SAVE US$14
    US$106
    Booking.com
    US$92
    View Deal
    1350 W Housatonic St, Pittsfield, MA 01201-7514
    9.4 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Savings alert: 12% below average rate

    The price you found is 12% lower than this hotel's average rate of US$104/night.

    We analyze rates over a 60 day period, and compare your selection to the average rate of comparable stays to ensure you're getting the best possible deal.

    Sunset Inn
    SAVE US$4
    US$62
    Booking.com
    US$58
    View Deal
    150 Housatonic St, Route 29, Lee, MA 01238-1328
    9.6 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Super 8 Lee/Berkshires/Outlet Area
    Priceline
    US$70
    View Deal
    I-170 Housatonic Street, Lee, MA 01238
    9.7 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Pilgrim Inn
    SAVE US$2
    US$84
    Priceline
    US$82
    View Deal
    165 Housatonic St, Route 20, Lee, MA 01238-1327
    9.7 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Econo Lodge
    Booking.com
    US$46
    View Deal
    980 Pleasant St, Lee, MA 01238-9326
    10.2 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Heart of the Berkshires Motel
    Hotels.com
    US$67
    View Deal
    970 W Housatonic St, Pittsfield, MA 01201-7504
    10.3 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    Still looking for a place to stay?
    West Stockbridge has 1 B&Bs/inns with 269 reviews
    Shaker Mill Inn
    7 Albany Rd, Oak Street, West Stockbridge, MA 01266-9505
    3.2 km from Olivia's Overlook
    • Free Wifi
    • Free Parking
    See all 1 West Stockbridge B&Bs/inns
    See all hotels in or near West Stockbridge
    No photo provided
    Rt. 102, Alford, MA 01266
    5.4 km from Olivia's Overlook
      Wheatleigh
      Orbitz.com
      View Deal
      Hawthorne Road, Lenox, MA 01240
      3.1 km from Olivia's Overlook
      • Free Wifi
      • Free Parking
      The Ponds at Foxhollow
      TripAdvisor
      View Deal
      3 Fox Hollow Rd, Lenox, MA 01240-2827
      5.5 km from Olivia's Overlook
      • Free Wifi
      • Free Parking
      Canyon Ranch in Lenox
      165 Kemble St, Lenox, MA 01240-2817
      4.9 km from Olivia's Overlook
      • Free Wifi
      • Free Parking
      The Red Lion Inn
      Booking.com
      US$186
      View Deal
      30 Main St, Box 954, Stockbridge, MA 01262-9701
      8.1 km from Olivia's Overlook
      • Free Wifi
      • Free Parking
      *Prices are provided by our partners, and reflect average nightly room rates, including taxes and fees that are fixed, known to our partners, and due at time of booking. Please see our partners for more details.