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Featured Guest Houses in Lenox

Yankee Suites Extended Stay AU$130
Yankee Suites Extended Stay

Yankee Suites Extended Stay

20 W Housatonic St., Pittsfield, MA
     
    4.0 out of 5.0 Stars

    Yankee Suites Extended Stay: Pet-friendly guesthouse with free WiFi and free parking. Located near skiing.

    Jacob's Tanglewood Ranch Get Rates
    Jacob's Tanglewood Ranch

    Jacob's Tanglewood Ranch

    560 Stockbridge Rd, Lee, MA
       
      3.0 out of 5.0 Stars

      Jacob's Tanglewood Ranch: Guesthouse with free WiFi and free parking.

      Vanderbilt Lakeside Get Rates
      Vanderbilt Lakeside

      Vanderbilt Lakeside

      161 Main St, Philmont, NY
         
        3.5 out of 5.0 Stars

        Vanderbilt Lakeside: Guesthouse with free breakfast and free WiFi. Guests give the restaurant a thumbs up.

        Chestnut Lodge Get Rates
        Chestnut Lodge

        Chestnut Lodge

        75 Chestnut Street, Lee, MA
           
          3.5 out of 5.0 Stars

          Chestnut Lodge: Business-friendly guesthouse with free WiFi and free parking.

          Guest Houses in Lenox

          When it comes to holidays, we know you like to keep it interesting. You’ve done the fancy 5-star hotel stay, and you’ve hostel-hopped along the coast. Cosy cabin? Darling B&B? Check and check. You even camped in the wilderness for two weeks without running water, but we know you don’t like to talk about that trip. Think you’ve seen it all? Not so fast. If you haven’t stayed at a guest house in Lenox, you’re seriously missing out.

          Guesthouses in Lenox take it up a notch. Forget being a tourist. When you stay at a guest house, you’ll earn your local stripes in no time. Get to know the neighbours, whip up some breakfast in your private kitchen, and stake out the local pub. No doubt you’ll fool everyone into thinking you’re a native. Once you step into your guest house, it’ll feel like your own. Go on, make yourself at home. Turn on the telly and put up your feet. Have a question or need recommendations? No worries; the property owner is usually just a stone’s throw away. Being an honorary local never felt so good!

          To make it easier on you, Wotif has a whole selection of guest houses in Lenox and awesome deals. Score a guest house with us today, and get ready to live like a local, at least until you head back home.

          Top Trending Hotels in Lenox

          See all 367 properties in Lenox
          Hampton Inn & Suites Berkshires Lenox AU$156
          Hampton Inn & Suites Berkshires Lenox

          Hampton Inn & Suites Berkshires Lenox

          445 Pittsfield Rd, Lenox, MA
             
            2.5 out of 5.0 Stars

            Conveniently located near to the ski slopes, this Lenox hotel is within 2 miles (3 km) of Arrowhead Museum, Bousquet Ski Area and Kennedy Park. Pleasant Valley Wilderness Sanctuary and Canoe Meadows Wildlife Sanctuary are also within 3 miles (5 km).

            Courtyard by Marriott Lenox Berkshires AU$203
            Courtyard by Marriott Lenox Berkshires

            Courtyard by Marriott Lenox Berkshires

            70 Pittsfield Rd, Lenox, MA
               
              3.0 out of 5.0 Stars

              Situated in Lenox, this hotel is 0.1 mi (0.2 km) from Kennedy Park and 3 mi (4.8 km) from Tanglewood Music Center. Lenox Library and Pleasant Valley Wilderness Sanctuary are also within 2 miles (3 km).

              Yankee Inn AU$124
              Yankee Inn

              Yankee Inn

              461 Pittsfield Rd, Lenox, MA
                 
                2.5 out of 5.0 Stars

                Conveniently near to skiing facilities, this Lenox hotel is located in the city centre within 3 miles (5 km) of Kennedy Park, Bousquet Ski Area and Pleasant Valley Wilderness Sanctuary. Arrowhead Museum and Lenox Library are also within 3 miles (5 km).

                Cranwell Spa and Golf Resort AU$210
                Cranwell Spa and Golf Resort

                Cranwell Spa and Golf Resort

                55 Lee Road, Lenox, MA
                   
                  3.5 out of 5.0 Stars

                  Conveniently located near to the ski slopes, this resort in Lenox is within 3 miles (5 km) of The Mount, Greenock Country Club and Wood's Pond. Tanglewood Music Center is 2.7 mi (4.4 km) away.

                  *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.