BedandBreakfast.com Diamond Collection
Professionally Inspected & Certified
BedandBreakfast.com Diamond Collection
The Caldwell House Bed and Breakfast is a multi-award winning member of the prestigious Select Registry and Diamond Collection groups of Inns. We are located in the heart of the Hudson Valley's Orange County – close to the USMA at West Point, the Storm King Arts Center, Brotherhood Winery (and many of the Shawangunk Wine Trail Wineries), and the Woodbury Premium Outlet Mall. Some of the Hudson Valley's most beautiful hiking/biking trails are within walking or easy driving distance. After returning from a full day of fun, guests can lounge in front of wood fire in the Parlor Room with a hot beverage, or sit on the front porch with a glass of wine while the Moodna Creek wanders its way toward the Hudson River across the street from the Inn. Built in 1802, this historic home is full of many original features original wood plank flooring, high ceilings and crown molding, a lovely wrap around porch, antiques and original paintings. Each guest room includes its own private full bath (in some instances a Jacuzzi tub for 2), King/Queen sized beds with luxurious bedding, wall-mounted large "Smart" TVs with DirecTV, Netflix/Hulu+/Internet access, individual room temperature controls, an iPad filled with information about local attractions and popular newspapers/magazines, and much more.
4.6 on September 11, 2016
I surprised my wife with an overnight getaway to Caldwell House and she loved it. It's beautiful, rustic, elegant, and the hosts were wonderful, very warm and hospitable. I liked how quiet it was, and it's a short drive to both Storm King and Dia if you're interested in sculpture.
4.6 on September 10, 2016
Wonderful bed and breakfast and very charming hosts! They really made a wonderful effort to put their guests at ease
5 on September 08, 2016
The owners are beyond friendly and helpful; our room in the main house was charming, historic and "modern" in all the right places; the breakfast was delicious and the dining room beautiful. We cannot wait to return!
5 on September 04, 2016
This B & B is a gem situated in the Hudson Valley near West Point and Hyde Park, NY. The owners, Dena and John, were so accommodating and our rooms were exceptional. Dena is a great chef and prepared very delicious breakfasts that gave us a great start to our day. There was also early morning coffee/tea and breakfast snacks available before scheduled breakfast time of 9 am. The property is really impressive with three buildings, original house, carriage house, and the converted barn, for a total of 14 rooms. Don't miss out staying here if you plan to be in the area.
4.6 on September 04, 2016
The Caldwell House is comfortable, clean, and charming. Dena is a pro and we felt welcomed from the moment we arrived. We'll be back and recommend this B&B with 5 stars!
5 on August 29, 2016
My honey and I had an amazing stay at Caldwell House this weekend. Dena made the reservation process a breeze and we had such a lovely time talking to John over breakfast. The food was delicious; way better than anything you'd get at a local restaurant. We stayed in the Antrim room and loved it. It was intimate and cozy. Just beautiful. Caldwell house was ideally located for us to spend time at some local wineries and even go kayaking. We are already talking about our next trip here. ~ Lisa + Jason
5 on August 29, 2016
The place was perfect in every way that matters: neat, clean, stylish, comfortable and more. The hosts were terrific, friendly and helpful but giving us as much privacy and quiet as we wanted. The breakfast was tasty and varied, and the proximity to FDR, Val-Kill, and Vanderbilt Estate (a very pleasant upstate drive about 30 minutes away) very convenient. A special treat that surprised us was the Storm King outdoor sculpture garden, a huge area of fields and wooded paths filled with unusual sculptures both small and large, that was only 5 minutes from the House. All and all, you couldn't do any better.
5 on August 28, 2016
We have a been coming to West Point for our nephew's events over the last 5 years. I only wish we had known about this before now. Can't wait for our next stay. Great location, super quiet and comfortable, great people and very friendly. Chuck and Janet
4.4 on August 24, 2016
We were visiting the brotherhood winery and wanted a place to stay for the evening, so ended up staying at the Caldwell House. Dena met us when we arrived, gave us a tour, and was incredibly friendly throughout our stay. She is a wonderful host, and cooks a fantastic breakfast! We highly recommend the Caldwell House!
4.2 on August 23, 2016
Dena (the owner) was very helpful & friendly. The room had every amenity you could think of.
The ideal accommodations for an unforgettable honeymoon, the Harmony Hill Room offers complete privacy from all other rooms and is furnished with a stately cherry wood king-sized bed, raised cathedral-style ceiling with soothing ceiling fan, a desk for working and a separate couch, a large natural gas-fired fireplace that can be viewed from the bed or snuggled up to on the floor. This suite contains a private bath with a state of the art two person Jacuzzi bathtub with a two sided fireplace and TV. The room also has its own porch/balcony accessible to room guests only that overlooks the grounds. In the morning enjoy a piping hot cup of coffee or tea as the sunrises and end the day with a glass of wine watching the sky turn beautiful colors as the sun sets.
Inspired by Dutch colonists’ original name for Storm King Mountain, the Butter Hill Room evokes the region’s history with beautiful 19th century details. This charming room offers a lovely queen-size sleigh bed, two Queen Anne chairs, antique English armoire, Empire-style bureau, historic engravings hanging on the walls painted with colors that remind you of the buttercups that line the local fields, and a roomy private en-suite bathroom with a shower.
Named for the historic Moodna Creek, which adjoins our property and meanders its way throughout Orange County before finally finding its way into the Hudson River, this sun-filled room with its soft green walls offers you a cozy and romantic atmosphere. The Moodna Room was recently refurnished and a new white wrought iron queen-sized bed, an antique armoire and dresser, and a loveseat were added. There is also a cute, elevated electric fireplace that provides warmth and ambiance. The private en-suite bathroom has a shower.
Catherine Caldwell was the oldest Caldwell daughter and reigned as the matriarch of the house for nearly a half century. Named in her honor, this large, impressive room features soothing lavender-colored walls. The room is tastefully furnished with an antique queen-size poster bed and Empire-style bureau, elegant easy chairs, mirrored armoire, and mahogany-framed electric fireplace.
The Trestle Room is furnished with a lovely queen-size maple bed, lush bedding, a stately antique maple bureau and a lovely elevated electric fireplace. The room’s private en-suite bath comes with a shower. Charming, comfortable, and evoking days gone by, this room is perfect for celebrating special occasions or simply enjoying some time away
Once the Owner’s Quarters, the Antrim Room is the only first-floor guestroom in the Main House. Tucked away in the back corner, the Antrim Room offers tranquility and quiet that allows you to leave the hustle and bustle of everyday life behind. A beautiful gas fireplace provides an added level of romance not found in any hotel room. If the lovely aroma of Dena’s breakfast hasn’t woken you, the sweet sound of nearby birds singing in the morning just might.
The Freedom Trail Room (named after the nearby famous "Freedom Road") is one of the two rooms on the ground floor level and comes with its own private entrance from the outside. Each Carriage House room has its own individual HVAC settings, a ceiling fan, lovely hard wood floors, and stately, yet comfortable, furnishings. Among its amenities include a beautiful queen-sized sleigh bed, a fireplace, large flat-screened "smart TV" (complete with Netflix, Hulu+, and other internet accessible applications), an iPad for your use and an iHome clock/radio/charger. Freedom Trail's bathroom comes complete with a Jacuzzi tub and a separate shower. Gilchrist and Soames soaps, shampoo, and conditioner are available for your use as are our comfy Caldwell House bathrobes.
The Trophy Point Room (named after the famous Trophy Point site on the grounds of the USMA at West Point) is located on the front half of the second floor. Lots of sunshine will greet our guests from the windows overlooking the property facing the main B&B House. Each Carriage House room has its own individual HVAC settings, a ceiling fan, lovely hard wood floors, and stately, yet comfortable, furnishings. Among its amenities include a handsome King-sized bed, luxurious bedding and sheets, a fireplace, large flat-screened "smart TV" (complete with Netflix, Hulu+, and other internet accessible applications), an iPad for your use and an iHome clock/radio/charger. You will find lots of sitting/reading space and room to cozy up to the fire. Trophy Point's bathroom comes complete with a huge, multiple headed shower. Gilchrist and Soames soaps, shampoo, and conditioner are available for your use as are our comfy Caldwell House bathrobes.
The Vineyard Room (named after local wineries such as Brotherhood, America's Oldest Winery, and others on the Shawangunk Wine Trail) is located in the secluded back half of the second floor providing our guests with a “peaceful, easy feeling.” Each Carriage House room has its own individual HVAC settings, a ceiling fan, lovely hard wood floors, and stately, yet comfortable, furnishings. Among its amenities include a lovely King-sized bed, luxurious bedding and sheets, a fireplace, large flat-screened "smart TV" (complete with Netflix, Hulu+, and other internet accessible applications), an iPad for your use and an iHome clock/radio/charger. You will find lots of sitting/reading space and room to cozy up to the fire. Vineyard's bathroom comes complete with a huge, multiple headed shower. Gilchrist and Soames soaps, shampoo, and conditioner are available for your use as our comfortable Caldwell House bathrobes.
The Storm King Room (named after the nearby Storm King Art Center) is located on the ground floor level. We were able to keep much of the original wood and stonework in place, giving the room a feel of a bygone era. Among its amenities include a stately queen-sized, a fireplace, large flat-screened "smart TV" (complete with Netflix, Hulu+, and other internet accessible applications), an iPad for your use and an iHome clock/radio/charger. You will find lots of sitting/reading space and room to cozy up to the fire. Storm King's bathroom comes complete with a Jacuzzi tub and a separate shower. Gilchrist and Soames soaps, shampoo, and conditioner are available for your use as are our comfy Caldwell House bathrobes.
The Athenry Room, just like all the rooms in the Connemara House, has a private entrance and a porch outside your door along with lovely sitting area.Quite large, the Athenry Room is painted a soft peach color that accents the lovely afternoon sun. Take in the beautiful sunsets on the comfortable window seat. Light a fire, sip a great glass of wine, or let the large Jacuzzi tub help release all the day’s stresses. There is also a large rain shower for your comfort and convenience. An in-room refrigerator and Keurig let you enjoy your favorite snacks and Coffees/Teas/Soft Drinks without ever leaving the room.The room comes equipped with a King sized cherry wood sleigh bed, gas fireplace, large “Smart” HDTV with DirecTV, Netflix, Hulu+, and many other streaming services. Forgot your iPad? Don’t worry, we provide one for you in each room complete with a Concierge App that provides lots of great info about local attractions and restaurants
Painted a soothing Winter Solstice Grey befitting its royal name, the Cashel Room has its own private entrance and patio space where you can relax in your very own Adirondack Chair thrones! A regal King sized wrought iron bed ensures you will sleep in peaceful bliss. A lovely gas fireplace, large “Smart” HDTV with DirecTV, Netflix, Hulu+, and many other streaming services, makes getting out of bed that much tougher.A classic claw footed soaker tub will entice you out of bed and call for you to soak in a warm bubble bath, washing away all of life’s worries.
Anyone who has ever seen the “sun go down on Galway Bay” will Concierge Appreciate the charm of this elegantly decorated soothing blue toned room. Your front door opens to a personal ground floor patio area where you can relax on Adirondack rocking chairs while sipping wine or coffee/tea from your in-room Keurig. Enjoy watching the sun go down on the Caldwell grounds while munching on the goodies you kept in the room’s refrigerator.Keeping with the Bay theme, let the warm, bubbly waters of the oversized old-fashioned claw foot soaking tub wash away all your cares. There is also a large separate rain shower should you be in a hurry.The Galway Bay Room comes equipped with a stately King sized wrought iron bed, gas fireplace, large “Smart” HDTV with DirecTV, Netflix, Hulu+, lots of other streaming services and an iPad that includes a Concierge App that provides lots of great info about local attractions and restaurants like Vinum Café on the grounds of Brotherhood Winery.
Like all the rooms in the Connemara House, the Cliffs of Moher Room comes furnished with a King sized wrought iron bed, gas fireplace, large “Smart” HDTV with DirecTV, Netflix, Hulu+, lots of other streaming services. There is also an iPad that has a Concierge App that provides lots of great info about local attractions and restaurants like Bella Luna – a great Italian restaurant just 4 miles down the road.
Stewart Airport, USMA at West Point, Bear Mountain, Brotherhood Winery, Woodbury Common Outlets, Shawangunk Wine Trail, Airport, Countryside, Mountains, Small town, Wine country
Antique Shopping, Art Galleries, Concert venue, Gourmet/Fine Dining, Historical interests, Lake, Live Music, Movie Theater, Museum, National/State parks, Nature area, Night life, USMA at West Point, Storm King Art Center, Culinary Institute of America, Hiking Trails, Fishing, Outlet Stores, Performing Theater, Picnic area, Religious Services, River, Ski area, Sports venue, Tours, University, Vineyard, Winery
Historic Inn, Spa, Boutique Hotel
Bike rental, Conference Rooms, Copier, Fax Machine, Kitchenette, Library, Outdoor grilling, Parking, Spa, TV Video games, Telephone, Videos, Walk to mass transit, Washer/dryer, Wedding Facilities, Wet bar , Caldwell House Recipes Cookbook, Caldwell House Coffee Mugs, iPad/iHome in each room, Gilchrist and Soames soaps, shampoo, and condition, Luxurious bedding and linens, Netflix, Hulu+, cable
Air conditioning, Alarm clock, Amenities Basket, Bath robes, Board games, CD player, Ceiling fans, Coffee/Tea facilities, Computer, DVD Player, Desk, Fireplace, Fridge, Hairdryer, Hot tub/whirlpool tub, Ironing Board, Microwave, Movie library, Private entrance, Radio, Satellite/Cable TV, TV, Wi-Fi, Wired internet, iPhone docking station
Bicycle riding trails, Bicycles, Bird watching, Boating, Canoeing, Cross-country ski trails, Fishing, Golfing, Hiking trails, Horseback riding, Kayaking, Mountain Bike trails, Health Spa / Massage, Wine Tasting, Skydiving, Shopping, Sight-seeing, Snow shoe trails, Swimming
Low fat , Restrictive , Vegetarian