Advertisement
Luxury Bed and Breakfast Chicago

THE BEST Luxury Bed and Breakfast Chicago

Luxury Bed and Breakfast Chicago

World-class amenities and thoughtful touches for the discerning traveller.

Popular


Awards
Travellers’ Choice Awards winners (including the “Best of the Best” title) are among the top 10% of listings on Tripadvisor, according to the reviews and opinions of travellers across the globe.


Property types


Amenities


Distance from

25 km

Neighbourhoods


Traveller rating


Hotel class


Style


Brands

Searching hundreds of travel sites to find you the best price
Sort by:
  • Best Value
    Properties ranked using exclusive Tripadvisor data, including traveller ratings, confirmed availability from our partners, prices, booking popularity and location, as well as personal user preferences and recently viewed hotels.
  • Traveller Ranked
    Highest rated hotels on Tripadvisor, based on traveller reviews.
  • Distance to city centre
    See properties located closest to the centre first with confirmed availability for your dates from our partners
Payments made by partners impact the order of prices displayed. Room types may vary, learn more.
Showing results 1-30 of 1,262

Popular destinations for Luxury Bed and Breakfast

  • Long Island

    New York welcomes huge numbers of visitors every year who are attracted to this iconic American city for its shopping, Broadway musicals, cuisine and breadth of visitor attractions. Long Island is situated to the south east of the city and includes the well known metropolitan boroughs of Queens and Brookyln. However, it also contains the more rural counties of Suffolk and Nassau which offer stunning beaches and an insight into the lives of the super rich.

    Greenport is a little harbour village in Suffolk County and exudes charm with its bustling marina, tall ships, and 1920s carousel. Kids will love checking out all the boats at Mitchell Park, as well as taking a spin on the historic carousel, and you can also hop onto a ferry for a quick trip across to Shelter Island, which is a safe haven for wildlife due to its large wetlands.

    Back in Greenport, make sure you check out the Railroad and Maritime museums which give an insight into the region’s historic past as a centre of whaling and ship building. Suffolk County is also famed for its wineries and there are several within close proximity to Greenport that offer wine tasting and tours. You can also sample the county’s fine wines in one of the local eateries which will be a perfect way to end the day as the sun sets over the harbour.

    The area known as The Hamptons is one of the most wealthy in the United States and is comprised of a series of picturesque seaside villages. It’s renowned for its popularity with A-list celebrities and the attraction of the area will become apparent when you see those blue skies and golden beaches and consider its convenient proximity to the Big Apple. If sunbathing and other beach-related activities are your thing, then you’ll be in paradise and, as you’d expect, there’s plenty of great restaurants and drinking establishments to choose from.

    Across in Nassau County you’ll find the spacious and hugely impressive Planting Fields Arboretum State Historic Park, which covers over 400 acres and features a stunning collection of greenhouses, gardens, and offers guaranteed colour and pleasant walks.

    Also within the boundaries of Nassau you’ll also find Sagamore Hill, which was the home of Theodore Roosevelt the 26th President of the United States. Built in 1884, it’s now listed on the National Register of Historic Places and tours are open to the public. Included within the premises is the Theodore Roosevelt Museum.

    Read more
  • Chesterfield
    Read more
  • New Forest National Park Hampshire
    If you need a word to perfectly describe New Forest, “welcoming” would be it. The lowland (i.e. no mountains) park is filled with scenic views and wide trails that beg to be explored as they wind through centuries-old woodlands. Visit Bolderwood, a protected forest and deer sanctuary that was once the hunting grounds of the Norman kings. Fish at Moors Valley before heading skyward for a treetops walk. Prefer the country-house life? Head to Beaulieu, where you can get lost in the Victorian-era at the Palace House before following in the footsteps of medieval monks at the property’s abbey.
    Read more
  • Gers
    Read more
  • Ruhr Area
    Read more
  • West Coast
    Read more
  • Majorca
    Attracting visitors from all parts of the world, Majorca is a dreamy island destination in the Mediterranean Sea, just off the southeast coast of Spain. There's something for every taste—beaches and coves, a spectacular mountain range, romantic fishing villages and a rustic countryside dotted with almond and olive groves.
    Read more
All Chicago HotelsChicago Hotel DealsLast Minute Hotels in Chicago
Things to DoRestaurantsFlightsHoliday HomesTravel StoriesCruisesCar Hire