Discover hotels near Chicago for weekend escapes

  2. Photo of Drake Devonshire
    Offers available

    Prince Edward County, Canada

    Drake Devonshire

    Free Smith Extra

    A bottle of Prince Edward County sparkling wine in your room on arrival

    Price per night from (includes taxes and fees)$227.35

    View hotel
  4. Photo of The Drake Hotel
    Offers available

    Toronto, Canada

    The Drake Hotel

    Free Smith Extra

    A bottle of Prince Edward County sparkling wine in your room on arrival

    Price per night from (includes taxes and fees)$237.22

    View hotel
  5. Photo of The June Motel Prince Edward County

    Prince Edward County, Canada

    The June Motel Prince Edward County

    Free Smith Extra

    A bottle of local wine in your room on arrival

    Price per night from (includes taxes and fees)$237.68

    View hotel
  6. Photo of The June Motel Sauble Beach

    Sauble Beach, Canada

    The June Motel Sauble Beach

    Free Smith Extra

    A bottle of wine in your room on arrival

    Price per night from (includes taxes and fees)$246.88

    View hotel
  8. Photo of The Wilfrid
    Offers available

    Prince Edward County, Canada

    The Wilfrid

    Free Smith Extra

    A bottle of Riesling from the Wilfrid’s vineyard, plus a day pass to Sandbanks Provincial Park for summer stays

    Price per night from (includes taxes and fees)$280.98

    View hotel
  10. Photo of The Columns

    New Orleans, United States

    The Columns

    Free Smith Extra

    In-room cocktails for two and 15% off at Fives Bar

    Price per night from (includes taxes and fees)$335.25

    View hotel
  2. 1
  3. 2
  4. 3