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 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.
4.8 on April 10, 2016
Our organization had a couples retreat here. Dena has proven she knows how to execute to perfection for large groups; and even for groups like our small church. She has obviously taken customer feedback to heart; and has incorporated thoughtful elements that brings a quaint and comfortable feeling.....she has thought of virtually everything. My wife, who is very particular, absolutely loves the place! I will definitely keep this place in mind for corporate gatherings.
We thoroughly enjoyed hosting your group. Everyone was so nice and easy to deal with. Hope to see you all back here again soon.
3.8 on April 04, 2016
Caldwell House is super close to NYC and is really close to fun places like Dia Beacon, Brotherhood winery and Storm King... We had a quiet and incredibly relaxed weekend in a beautiful room (with an awesome bathroom!!). I would absolutely recommend this place
5 on March 21, 2016
We have stayed at the Caldwell House several times and each visit is always lovely! Dena and John are so warm and welcoming and the Inn is beautiful. We look forward to our next visit!
We are so happy that you've chosen the Caldwell House as a "home away from home"! Repeat guests are so special to us - you become great friends and it is so comfortable to chat and be with you. Can't wait to see you again!
5 on February 29, 2016
This is just an outstanding...beautiful...bed and breakfast! Dena and John go to great lengths to make you feel at home, and Dena is an amazing cook¿¿ We have been going back for three years and counting!!
Your comments are so kind! We look forward to seeing you again soon.
5 on February 21, 2016
We have stayed at the Caldwell House twice and each time it was perfect. John and Dena are so accommodating and the rooms are lovely. Very relaxing.
Thank you so much!
4.4 on February 19, 2016
With two young children and puppy at home, my husband and I needed some alone time. We really enjoyed our time at the Caldwell House. The room was comfy, cozy and clean. We loved the warm fire and amazing breakfast as well. The Caldwell House is the perfect place for a romantic getaway. We can't wait to go back!
Having 5 grown children and lots of pets over the years, we sure can relate to getting some quality alone time together. We're so happy you were able to get it here and we hope to see you again soon.
5 on February 15, 2016
This beautiful B and B is nestled in the heart of the Hudson Valley, surrounded by the best wine, food, and attractions the area has to offer. Its staff makes you feel like part of the family and the accomadations are second to none.
We are so happy you enjoyed your stay with us and thank you for mentioning our staff. You made their day!
5 on January 25, 2016
My fiance and I had our engagement party here this weekend, and everything was lovely! We were supposed to come up on Saturday, but due to the blizzard hitting NYC we came up Friday night. The owners John and Dena were so accommodating, making it easy for us to enjoy an extra night. Even though the party had less people than expected because of the weather, our group still had a blast and everything was perfect. We stayed in the Connemara House--where the party was held in the ballroom-- and everything from the fireplace to the jacuzzi tub made for an extra-relaxing weekend. Can't wait to escape the city again soon!
We are so happy that your Engagement Party turned out so well - despite Mother Nature's ill timed blizzard!!! Your group was so much fun to host and we hope to see you here often in the future to celebrate all of life's memorable events. All the best,
5 on January 03, 2016
Kay Hughes, Oklahoma City
Than you Kay! We really enjoy your visits with us and can't wait to see you back here again soon. Until then, take good care of yourself!
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