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

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

Caldwell is a wonderful place to stay with such helpful staff! Dena made our stay even better with her flexibility and thoughtful suggestions for first look locations on the property. The outdoor spaces as well as the indoor were all gorgeous. The rooms were all very charming and spacious. Breakfast was delicious and a highlight of our mornings. We could not have asked for better lodging for our wedding...See More

- Jake Hard

Clean, spacious and the food is amazing! Dena and staff are wonderful! Top notch service and best place to stay. Highly recommend Caldwell to everyone.

- Eduardo Ortiz

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

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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