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Featured Guest Houses in Westport

3 private bedrooms with Pool Holiday home 3 BestStayz.1 Get Rates
3 private bedrooms with Pool Holiday home 3 BestStayz.1

3 private bedrooms with Pool Holiday home 3 BestStayz.1

Centerport, Centerport, NY
    3.5 out of 5.0 Stars

    3 private bedrooms with Pool Holiday home 3 BestStayz.1: Guesthouse with free WiFi and free parking.

    US Bed and Dinner Get Rates
    US Bed and Dinner

    US Bed and Dinner

    Whitmore Lane, Stamford, CT
      3.0 out of 5.0 Stars

      US Bed and Dinner: Guesthouse with free breakfast and free WiFi.

      Guest Houses in Westport

      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 Westport, you’re seriously missing out.

      Guesthouses in Westport 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 Westport 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 Westport

      See all 309 properties in Westport
      The Westport Inn AU$174
      The Westport Inn

      The Westport Inn

      1595 Post Road East, Westport, CT
        2.5 out of 5.0 Stars

        Situated by the ocean, this motel is within 3 miles (5 km) of Burying Hill Beach, Sherwood Island State Park and Westport Country Playhouse. Country Club of Fairfield and Rolnick Observatory are also within 3 miles (5 km). Southport Station is 22 minutes by foot.

        Hilton Stamford Hotel & Executive Meeting Center AU$170
        Reviewed on 24 Aug. 2019
        See details
        Hilton Stamford Hotel & Executive Meeting Center

        Hilton Stamford Hotel & Executive Meeting Center

        1 First Stamford Pl, Stamford, CT
          1.0 of 5
          3.5 out of 5.0 Stars

          Was not clean both in room and in hallways. Gym and pool area needs a total clean out. Carpet in my room was filthy, crumbs everywhere along the corridor. Would not stay again.

          Motel 6 Milford AU$108
          Motel 6 Milford

          Motel 6 Milford

          111 Schoolhouse Road, Milford, CT
            2.5 out of 5.0 Stars

            Situated in the business district, this hotel is within 3 miles (5 km) of Silver Sands State Park, Walnut Beach and Port Milford. Perry House and Academy Hill are also within 6 miles (10 km).

            Hyatt Regency Greenwich AU$198
            Hyatt Regency Greenwich

            Hyatt Regency Greenwich

            1800 E Putnam Avenue, Old Greenwich, CT
              4.0 out of 5.0 Stars

              Situated near the airport, this hotel is within 2 miles (3 km) of E. Gaynor Brennan Golf Course, Museum of Black World War II History and Stamford Center for the Arts. Stamford Public Library - Ferguson Library and Fernando Luis Alvarez Gallery are also within 2 miles (3 km).

              *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.