Caldwell House Bed and Breakfast

Historic and Romantic Inn, located in the heart of the Hudson Valley just one hour outside NYC.


Historic and Romantic Inn, located in the heart of the Hudson Valley just one hour outside NYC.

exterior front of inn
caldwell house exterior
Guest room
innkeeper in kitchen
Exterior front of inn
view of barn and fence
view of pond
guest room with fireplace





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The Basics


The Caldwell House Bed and Breakfast is an award-winning romantic destination located in the Lower Hudson Valley. The inn is located just an hour outside of New York City. Enjoy hiking, art, history, wineries, and, most important, relaxation when you stay! Enjoy a gourmet breakfast each day, along with plenty of snacks that are provided in your room. 

At a Glance

  • Free WiFi
  • Free Parking
  • Adult Only
  • Eco-Friendly
  • Fireplaces
  • Private Ent Avail.
  • Jetted Tubs Avail.
  • Full House Rental

In the Know

  • Visit The National Purple Heart Hall of Honor for military history and reminders of human sacrifice and the cost of freedom

  • Visit Brotherhood Winery, it is the oldest winery in the country
  • Fourth of July at West Point Military Academy is not to be missed
  • Visit the Museum Village -The largest living history museum in New York State

Stay for the Story

Found in the picturesque Hudson Valley, this property is a haven of serenity and timeless beauty. The elegantly appointed rooms offer tranquility, while the delectable homemade breakfast showcases the inn's commitment to culinary excellence.

Sip & Savor

Here are a few things to sip & savor when you visit…

Enjoy modern, upscale dining at Blu Pointe
Enjoy a chef inspired menu at Bulls Head Inn
Experience the Orchard First-Hand at Angry Orchard

See & Do

Here are a few things to see & do when you visit…

Travel the Shawangunk Hudson Valley Wine Trail for a tast of 14 wineries in the area
Shop at the Hyde park Antiques Center for amazing antiques and uniqe finds
Visit Storm King Art Center, a 500 acre outdoor sculpture park

Guest Reviews

Dena was an amazing host, her homemade breakfasts were wonderful and we had great conversations with her during meals! She let us know about all the tourist spots and attractions nearby too! Her warm, caring personality made our visit all the more pleasant! The rooms were cozy and the town has so many lovely stores and restaurants to visit. I definitely would like to return during the summer and...See More

- shin kim

Wife and I loved staying here. An early anniversary trip mixed with a little work. Dena was just great...she made us an amazing breakfast each morning even though we were the only guests there at the time. The house is just super cool, and the location was perfect at the center of almost a triangle of places we were visiting. I would not hesitate to recommend you stay here...See More

- Ben Ledbetter

Second time staying here and it was just as good as the first! The place is lovely, clean and in a perfect Hudson Valley location. Dena is a wonderful host and the breakfasts are delicious! As a bonus, we met some lovely other guests at breakfast. Will definitely be back and highly recommend to everyone!

- Adam Ganik

We just spent a wonderful 4 days at this beautiful property. We had two rooms in the main house while we attended a family wedding and found them comfortable and packed with amenities. The public areas within the main house were a big bonus and a wonderful place to meet and talk as was the big wrap around front porch and other outside seating areas. The breakfasts were an...See More

- Cathy Murray

We had a wonderful two nights here for my daughter's wedding at nearby Brotherhood Winery. The rooms were charming, the property was lovely, and the breakfasts were delicious. We had use of the Connemara House Bridal suite for the bridesmaids and bride to get ready with hair and makeup artists. It was so lovely.

- Joanne Yurso

Rooms & Suites

# of Rooms: 14

Room Amenities: Air Conditioning, Bathrobes, Hair Dryer, Rollaway Available, Telephones, Alarm Clocks, Antique Furnishings

Explore Rooms & Suites
For information on ADA accessibility for the facility or its rooms, please contact the property directly.


Smoking Policy: Outside Only

Family Friendly: No

Food & Wine

Meals Offered: Breakfast

Special Diets Accommodated: Yes

Restaurant on Premises: No

Dining Amenities: Complimentary Beverages, Complimentary Early Coffee Tea, Complimentary Snacks, Special Diets Accommodated

Explore Food & Wine

Guest Services

Internet Service: Wireless

Front Desk/Security: Business Hours, Onsite

Corporate Rates: No

Inn Amenities: Hot Breakfast, Cabins/Cottages Available, Concierge Services, Free Onsite Parking, Full House Rental Available, Gardens on Property, Green Environmentally Friendly, LGBTQI+ Friendly, Spa Service, Weddings & Events Available

The Journal

Friends Wine Tasting during a weekend getaway from New York City holding a wine glass and laughing

Small Trips from The Big Apple: NYC Weekend Getaways

Even though it can feel like New York City stretches...


Location Type: Rural, Small Town/Village