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Featured Bed and Breakfast in Middletown

Tin Brook Bed & Breakfast AU$166
Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast

2 Berea Rd, Walden, NY
     
    0.0 out of 5.0 Stars

    Tin Brook Bed & Breakfast: Bed & breakfast with free breakfast and free WiFi. Guests give the room cleanliness a thumbs up.

    Cromwell Manor Historic Inn AU$315
    Cromwell Manor Historic Inn

    Cromwell Manor Historic Inn

    174 Angola Road, Cornwall, NY
       
      3.5 out of 5.0 Stars

      Cromwell Manor Historic Inn: Business-friendly bed & breakfast with free breakfast and free Internet. Guests give the pool a thumbs up.

      Borland House Inn AU$164
      Borland House Inn

      Borland House Inn

      130 Clinton Street, Montgomery, NY
         
        3.0 out of 5.0 Stars

        Borland House Inn: Pet-friendly bed & breakfast with free breakfast and free WiFi. Guests give the pool a thumbs up.

        The Dominion House Bed & Breakfast AU$249
        The Dominion House Bed & Breakfast

        The Dominion House Bed & Breakfast

        50 Old Dominion Road, Chester, NY
           
          3.5 out of 5.0 Stars

          The Dominion House Bed & Breakfast: Bed & breakfast with free breakfast and free WiFi. Guests give the location a thumbs up.

          Danskammer House AU$298
          Danskammer House

          Danskammer House

          5 West Street, Marlboro, NY
             
            3.0 out of 5.0 Stars

            Danskammer House: Business-friendly bed & breakfast with free breakfast and free WiFi. Located in the historical district.

            Alpine Haus Bed & Breakfast Inn AU$210
            Alpine Haus Bed & Breakfast Inn

            Alpine Haus Bed & Breakfast Inn

            217 Rte 94, Vernon, NJ
               
              3.0 out of 5.0 Stars

              Alpine Haus Bed & Breakfast Inn: Business-friendly bed & breakfast with free breakfast and free WiFi. Guests give the location a thumbs up.

              Caldwell House Bed & Breakfast AU$290
              Caldwell House Bed & Breakfast

              Caldwell House Bed & Breakfast

              25 Orrs Mills Road, Salisbury Mills, NY
                 
                3.0 out of 5.0 Stars

                Caldwell House Bed & Breakfast: Business-friendly bed & breakfast with free breakfast and free WiFi. Located near the airport.

                Stagecoach Inn AU$280
                Stagecoach Inn

                Stagecoach Inn

                268 Main Street, Goshen, NY
                   
                  3.5 out of 5.0 Stars

                  Stagecoach Inn: Bed & breakfast with free breakfast and free WiFi. Guests give the bar a thumbs up.

                  Inn at Stony Creek AU$257
                  Inn at Stony Creek

                  Inn at Stony Creek

                  34 Spanktown Rd, Warwick, NY
                     
                    3.0 out of 5.0 Stars

                    Inn at Stony Creek: Bed & breakfast with free breakfast and free WiFi. Guests love the overall condition!

                    Saint Huberts Lodge Get Rates
                    Saint Huberts Lodge

                    Saint Huberts Lodge

                    626 Lattintown Road, Marlboro, NY
                       
                      3.5 out of 5.0 Stars

                      Saint Huberts Lodge: Pet-friendly bed & breakfast with free breakfast and free WiFi. Guests give the location a thumbs up.

                      Harrington House AU$314
                      Harrington House

                      Harrington House

                      208 W Harford St, Milford, PA
                         
                        3.0 out of 5.0 Stars

                        Harrington House: Bed & breakfast with free breakfast and free WiFi.

                        Inn at Lake Joseph Get Rates
                        Inn at Lake Joseph

                        Inn at Lake Joseph

                        162 St Josephs Rd, Forestburgh, NY
                           
                          4.0 out of 5.0 Stars

                          Inn at Lake Joseph: Pet-friendly bed & breakfast with free breakfast and free WiFi. Guests give the overall condition a thumbs up.

                          Middletown B&B Accommodation

                          It’s time for a getaway—one that involves just you, your special someone, and a bottle of wine. You’ve done the resort thing, and the big, sprawling hotel thing. You’ve even gone boutique, and while that was much more your style, it didn’t quite nail it. We know what you’re looking for: a cosy experience from start to finish, personalised service, and plenty of private time. You need to book a bed & breakfast in Middletown, stat.

                          Middletown B&Bs are the opposite of a cookie-cutter experience. After all, you’re an individual (an awesome one, we might add) and you want to be treated like it. Good news: You don’t have to choose between the ample amenities of the luxury chain hotels and the sweet seclusion of a smaller place to stay. In a bed & breakfast, you can have both. What’s more romantic than that?

                          Your B and B stay will be especially sweet in Middletown. You’ll have a knowledgeable host who can give you all the insider tips on tours, restaurants, and local watering holes, and a great location that allows you to experience it all like a local. Not to mention waking up to the smells of a delicious, homemade breakfast—the most classic of B and B experiences. They might even bring it to your room, if you ask nicely.

                          You don’t have to ask us nicely in order to get the best deals on Middletown B&B accommodation, though. They’re already right in front of you; all you have to do is point and click your way to a dreamy holiday. We’ve got pet-friendly B&Bs, luxurious B&Bs, and more. All that’s missing is you.

                          Top Trending Hotels in Middletown

                          See all 314 properties in Middletown
                          Tru by Hilton Middletown AU$154
                          Tru by Hilton Middletown

                          Tru by Hilton Middletown

                          41 Dunning Road, Middletown, NY
                             
                            2.5 out of 5.0 Stars

                            Situated in Middletown, this hotel is within 2 mi (3 km) of Galleria at Crystal Run, Orange County Fairgrounds and Orange County Fair Speedway. Soons Orchards and Goshen Historic Track are also within 9 mi (15 km).

                            Microtel Inn & Suites by Wyndham Middletown AU$126
                            Microtel Inn & Suites by Wyndham Middletown

                            Microtel Inn & Suites by Wyndham Middletown

                            19 Crystal Run Crossing, Middletown, NY
                               
                              2.0 out of 5.0 Stars

                              Located in the heart of Middletown, this hotel is 1.8 mi (3 km) from Galleria at Crystal Run and 2.8 mi (4.5 km) from Orange County Fair Speedway. Orange County Fairgrounds and Paramount Theatre are also within 6 miles (10 km).

                              Super 8 by Wyndham Middletown AU$110
                              Super 8 by Wyndham Middletown

                              Super 8 by Wyndham Middletown

                              563 Route 211 E, I-84 Exit 4W Rt 17 Exit 120, Middletown, NY
                                 
                                2.0 out of 5.0 Stars

                                Situated in Middletown, this motel is within 3 mi (5 km) of Orange County Fairgrounds, Orange County Fair Speedway and Paramount Theatre. Soons Orchards and Goshen Historic Track are also within 9 mi (15 km).

                                Hampton Inn by Hilton Middletown AU$186
                                Hampton Inn by Hilton Middletown

                                Hampton Inn by Hilton Middletown

                                20 Crystal Run Crossing, Middletown, NY
                                   
                                  2.5 out of 5.0 Stars

                                  Situated in the suburbs, this hotel is 1.8 mi (2.9 km) from Galleria at Crystal Run and 2.7 mi (4.4 km) from Orange County Fair Speedway. Orange County Fairgrounds and Paramount Theatre are also within 6 miles (10 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.