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.
5 on November 06, 2017
We booked the Moodna Room at the last minute: 4-5 days in advance. Cant believe there was any availability! The main operator & otherwise Queen Bee, Dena ac accommodated our lateness gracefully: We were expecting to check in after official last check it at 7pm...then were another 90minutes late to a gorgeous but time-consuming google GPS freak-out. The brunch which powered our day at Storm King was exquisite; with the center piece a petite (almost filet-like) poached egg, on top of a little polenta disc, rounded with a strip of bacon, and then amazing muffins, breads - all kicked off with a heated mango starter. Given that we are kind of low impact & only stayed 2 nights, the service was amazing & the house & grounds are a perfect blend of 1800s charm & modern upgrades & amentites. We also had a couples massage, which was top notch. As a recipient of ALOT ALOT of physical therapy due to a life-altering injury, I can more than assert that the massage therapists are somewhere between top-tier healers & majick. We will be back, we should have left more time for Storm King...which needs to be seen multiple times anyhow. We came We saw We were pampered
Thank you for such a kind review. We're so happy you enjoyed your stay with us and look forward to your return visits!!!
- John and Dena (innkeeper)
5 on November 04, 2017
I had a wonderful time at the Caldwell House. The setting is beautiful, the historic buildings have so much character, but the modern renovations make it very comfortable. The staff was amazing, everyone was polite, helpful and friendly. The food was outstanding, just delicious! The rooms and the grounds were all very well maintained and kept up. Overall, I would say that everything was just perfect.
5 on October 04, 2017
This is an historic property lovingly preserved a tastefully updated with modern amenities. The Caldwell House is a gem in the Hudson Valley and is centrally located for hiking, winery visits, and enjoying the beauty of the region. John and Dena Finneran are the most convivial and considerate innkeepers you'll encounter!
Wow, how nice of you to share such thoughts! We are so happy you enjoyed your stay with us and hope to see you back here again soon.
- John and Dena (innkeeper)
5 on September 19, 2017
My partner and I needed a cozy B&B approximately 30-45 minutes from home. Why? To escape from the routine of our daily lives and spend some quality time together. Caldwell House Bed and Breakfast fit the bill perfectly. The Innkeepers were an absolute delight, the rooms were both gorgeous and immaculate, and there were some fabulous amenities including the usual stuff (Wi-Fi, fancy schmancy gigantor flat screen TV, cable, etc) plus some sweet little extras like bath robes, slippers, a fire place, and both a clawfoot tub and walk-in shower. We felt like royalty for 24 hours. Location, location, location. Caldwell House B&B is not far from Storm King Art Center, West Point, Cold Spring, and Beacon. We hit Cold Spring on our way. Next time we're visiting Storm King Art Center.
Thanks for taking the time to write such a nice review! We are so happy we were able to provide you with the weekend escape you were looking for. Please come see us again real soon!
- John and Dena (innkeeper)
5 on September 13, 2017
We just spent a lovely weekend at Caldwell House, and stayed in their beautiful Fields of Athenry room. It was a large, comfortable room, spotlessly clean and well appointed, with many nice extra touches. Dena Finneran is warm and welcoming, and very accommodating. Plus, she's a master baker- as evidenced by the homemade pie in the room at night, and the scrumptious baked goods at breakfast.
Your review is very kind and much appreciated. We hope to see you back at the Caldwell House soon!
- John and Dena (innkeeper)
4.8 on September 11, 2017
We highly recommend this inn. Dena is very attentive to details and she goes out of her way to ensure that your stay is special and personal.
We are so happy you enjoyed your stay with us. Thank you for the kind review!
- John and Dena (innkeeper)
5 on September 11, 2017
My wife and I were visiting the area for work and we selected Caldwell House after getting recommendations from local people. We found the B&B a very attractive combination of historical style and contemporary amenities. Dena and John went our of their way to make us feel at home and the breakfasts are delicious. Highly recommend.
4.4 on September 10, 2017
This was the perfect spot for the three tours we were doing in the area. It was a relaxing place to come back to with beautiful grounds. John and Dena were very warm and hospitable. We enjoyed our visit with them. We would definitely come back to this B&B again, we highly recommend this beautiful, historical place to any of our friends! Thank you again for the yummy breakfasts to kickstart our days!
5 on August 23, 2017
We very much enjoyed our stay at the Caldwell House. Breakfast was excellent and always something interesting. The host were warm and friendly. We're already planning our next visit.
We're so happy you enjoyed your stay with us and that you are already planning on coming back! Thank you for taking the time to leave such kind remarks.
- John and Dena (innkeeper)
5 on August 21, 2017
We stayed two nights in this wonderful place! It fulfilled my fantasy of a perfect b&b stay! The room was charmingly decorated, and the hostess had thought of everything--even slippers and wine glasses! She was very friendly and helpful when we arrived too. Breakfast was lovely (with lots of delicious food!) and the host joined us and other vacationers for a pleasant discussion. There's lots to do in the area, and we want to go back!
Thank you for taking the time to write such a kind and thoughtful review. We are so happy that your experience lived up to your expectations. Please come see us again soon!
- John and Dena (innkeeper)
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, Rural, Secluded, Small town, Waterview, Wine country
Newburgh, NY (SWF-Stewart) 10 miles
**FROM MANHATTAN West over George Washington Bridge Route 4 West to Route 17 North Route 87 West to Exit #16 Harriman Take first exit just after toll; Central Valley, Route #32 Right at Route 32, Follow for about 10 miles Left after Traffic Light and Bridge on to Orrs Mills Road follow for 3.8 miles OR Palisades Parkway North to End Routes 6/202 East 9W North for about 12 Miles Exit at Blue/White Storm King Arts Center Sign (Follow next 3 Storm King Arts Center Signs) At end of Exit, Bear Left Toward Storm King Art Center onto County Road #107 Go 1/2 Mile down Hill At Light Make Right onto Route #32 North Twoard Storm King Art Center After Bridge Turn Left onto Orrs Mills Road, Follow for 3.8 Miles #25, White Pillared Colonial on Right. WELCOME HOME! **FROM THE BRONX AND LOWER WESTCHESTER AND LONG ISLAND Route 95 North to IS 287 West to IS 87 North OR Saw Mill River Parkway to IS 87 North OR Bronx River Parkway to Sprain Brook Parkway to IS 287 West to IS 87 North Cross Tappan Zee Bridge Exit at #16 Harriman Take the first Exit just after the toll: Central Valley Route #32 Follow Route 32 for about 10 Miles Just after the Traffic Light and Bridge Turn Left on to Our Street, Orrs Mills Road Follow Orrs Mills Road for 3.8 MIles #25 White Pillared Colonial on RIght. WELCOME HOME! **FROM NEW JERSEY Garden State Parkway or Route 17 to IS 87 NOrth Exit at #16 Harriman Take the First Exit after the toll: Central Valley Route #32 Follow Route 32 for about 10 Miles Just after the Traffic Light and Bridge Turn Left onto Our Street, Orrs Mills Road Follow Orrs Mills Road for 3.8 Miles #25 White Pillared Colonail on Right.
Antique Shopping, Art Galleries, Concert venue, Eco-tourism, 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, Mansion
Bike rental, Conference Rooms, Copier, Fax Machine, Kitchenette, Library, Outdoor grilling, Secretarial services, Spa, TV Video games, Videos, Walk to mass transit, Washer/dryer, Wedding Facilities , 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, Parking, Private entrance, Radio, Satellite/Cable TV, TV, Telephone, Wet bar, Wheelchair access, 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
Dena Finneran, Innkeeper; Meagan Finneran, Asst Inkeeper
Hi, I'm Dena Finneran and, with my husband John, we love hosting our guests. We both come from big families and have raised 5 children, so we love having people visit with us. We do our best to make your stay as pleasant, relaxing, and romantic as possible!