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.
4.4 on August 07, 2016
The owners of this establishment are extremely friendly and make you truly feel at home. We would strongly consider staying here again!
5 on July 12, 2016
Dena and John are gracious hosts. Our room was beautifully decorated, comfortable and had state of the art technology. Dena served a delicious breakfast. We regretted that our stay was for only one night. We will be sure to visit for a longer stay in the future. Great destination for a weekend escape from the city.
One thing that continues to amaze and please us enormously is the graciousness and kindness of guest like you! We hope that you will come visit us often and make us your "home away from home" for years to come. Until we see you again, all the best,
5 on July 05, 2016
We had a tremendous stay at the Caldwell House. John and Dena went out of their way to treat our family like friends on a visit rather than guests at an inn. We stayed in the Trophy Point Room. It had all that we could have asked for where modern technology was concerned, but remained true to the feeling of being in a historic inn. The bed was so comfortable we are actually considering the same one for our home. We have already booked for a number of future dates that will bring us back to the area.
We are so happy you enjoyed your stay with us and are so looking forward to seeing you back here again. We'll do our best to make each stay even better than the last!
4.4 on June 28, 2016
Lovely people who care about making your stay great. Clean, bright, COMFORTABLE room (Rock of Cashel), very pretty grounds where you can relax in peace, tasty breakfast and even free treats like chocolate, drinks and granola bars!
Thanks for taking the time to write about your stay with us! We are so happy you enjoyed your stay and hope you will come see us again soon!
3.8 on June 25, 2016
Caldwell House was a lovely retreat for weary travelers like us!
4.8 on June 24, 2016
I had a wonderful weekend at Caldwell House with my husband and my parents. The house is beautiful and the rooms incredibly cosy. This was a nice relaxing escape from the city and we loved sitting out on the porch, reading, chatting and drinking wine. (Brotherwood Winery is very close and a must-visit!) Dena & John are such fantastic, welcoming hosts and the breakfast each day was so delicious. We also enjoyed dinner at the Irish pub at the back of the garden. I very much hope to return to this enchanting place!
We love that - enchanting! We would love to be able to repeat the experience for you again - real soon. You are lovely guests who are always welcome here. All the best.
4.8 on June 10, 2016
I stayed in the Caldwell House for two nights, and wish it were longer. Just an awesome place with the friendliest owners ever. One should give this a hard look to book.
How kind of you! Please know that you are always welcome here and we hope to see you again real soon.
4.6 on June 09, 2016
Stayed here for two night when visiting West Point. It was quiet, relaxing and peaceful. Our room was very clean and comfortable and the grounds were beautiful. Dena was very helpful and always cheerful and welcoming. Highly recommended.
Thank you for the vote of confidence! As they say in Ireland, "Please plan to darken our door's entrance frequently!" You are most welcome here and we'd love to see you again soon.
4.0 on June 07, 2016
we celebrated our anniversary here -and were most pleased with the Caldwell House. the accommodations and the innkeepers ensured a very pleasant stay. we have told our friends about this beautiful inn! hope to return......
We are so happy that we were able to play a part in making your Anniversary weekend a special and memorable one. Please come back and celebrate with us again!
4.6 on April 11, 2016
Wow! What an amazing experience. We were greeted by Dena and automatically felt right at home. Our room was clean and cozy. Great location for wine tasting, dining on the Hudson, or just taking a break! We can't wait to come back!!
Thank you! We are so pleased that you enjoyed your stay with us. Please come see us again soon.
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