Plan your trip

Search Guest Houses in Winston from CA $150

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Sign in

  • Be picky

    Search almost a million properties worldwide

  • Check prices for these dates

    Check prices for these dates, December 14–15, 2026

    View in a map

    Our top choices for Winston guest houses

    1. Helena Forest Nest Studio, Near Downtown

    A wooden cabin with a slide, surrounded by rocks and trees.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

    View all properties

    Top reviews in Winston

    Holiday Inn Express Hotel & Suites Helena by IHG

    A Holiday Inn Express & Suites building with a covered entrance, stone pillars, and a well-lit facade.

    Comfort Suites Helena Airport

    A pool area with a clear view of the sky through large windows, a pool with a safety ladder, and several lounge chairs.

    Residence Inn by Marriott Helena

    An outdoor patio with a stone fireplace, wicker furniture, and large windows.

    Best Western Premier Helena Great Northern Hotel

    A bar area with a long counter, multiple stools, and a ceiling fan.

    Home2 Suites by Hilton Helena

    An outdoor seating area with fire pits and modern furniture, a covered patio with string lights, and a building with large windows and a brick facade.

    DoubleTree by Hilton Helena Downtown

    A multi-story building with a mix of brick and stone facades, large windows, and a staircase leading to an upper level.

    Fairfield Inn & Suites by Marriott Helena

    A dining area with a long wooden table, multiple chairs, and a colorful striped carpet.

    Fairfield by Marriott Inn & Suites Helena North

    A spacious lobby with a reception desk, a modern chandelier, and a stone fireplace.

    Lamplighter Cabins & Suites

    A cozy, rustic cabin with two bedrooms, a kitchenette, and a dining area.

    Best Western Helena/Capitol Hotel

    A restaurant setting with round tables, chairs, and empty wine glasses.

    La Quinta Inn & Suites by Wyndham Helena

    A modern building with a covered entrance, a car parked in front, and a clear sky.

    Baymont by Wyndham Helena

    A hotel room with two beds, a desk, a chair, a TV, and artwork on the walls.

    Budget Inn Express Downtown Helena

    A reception desk with a banner indicating "No Unregistered Guests or Visitors Allowed."

    HELENA INN AIRPORT

    A spacious living area with a fireplace, seating, and a kitchen area.

    Americas Best Value Inn & Suites Helena

    A neatly made bed with a white comforter and pillows, a bedside table with a lamp and a phone, and a window with curtains.

    Explore a world of travel with Expedia