Caldwell House Bed and Breakfast

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

4.9

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

4.9
exterior front of inn
caldwell house exterior
Guest room
innkeeper in kitchen
Exterior front of inn
deer
view of barn and fence
view of pond
guest room with fireplace

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BOOK NOW

Adults

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Children

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The Basics

SELECT REGISTRY MEMBER SINCE 2014

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

My husband and I hosted our wedding party and immediate families at the Caldwell House during our wedding weekend this October. We had a wonderful experience working with Dena and staying at the Caldwell House! Dena was extremely accommodating and so kind to us and our guests. The main house is absolutely gorgeous and historical, a perfect photoshoot location! And where we stayed in the Connemara House was spacious,...See More

- Nicole H

We had a fabulous long weekend! We were in town to celebrate a wedding - the Caldwell house was clean, spacious and extremely comfortable. We had wonderful breakfasts served by Dena and her terrific team. We will surely be back! After 35 years in the hotel business, I can confidently offer the Caldwell house my highest rating! Thank you for making our stay a memorable one!

- Mike English

Another great stay at the Caldwell House. It is our go to place when we have events at West Point. Rooms are inviting, and amenities abound. Gas fireplace is a comfortable feature for cool nights. Breakfasts are excellent, tasty, and plenty of food. Dena is attentive to all of your needs.

- Thomas Jewell

Stayed in the Trophy Point room. Accommodations were clean, bed was very comfortable. The decor was quaint. The shower was huge! We used the fireplace, very cozy! Enjoyed having the common area downstairs to make tea and coffee, and the available refrigerator for drinks. Breakfast was very well made and served in a bright, airy dining space. Parking was convenient. The grounds are well maintained. Very quiet location. All...See More

- jeannine muthig

It was more like an Airbnb, because we didn’t see another person there except for the people working at breakfast (we were told where to find the key ourselves for check in and where to put it for check out). We didn’t love the breakfast, but there wasn’t anything wrong with it. We thought both rooms we got were in the same building, but they weren’t. One of the...See More

- Joanna Cohen

Rooms & Suites

# of Rooms: 14

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

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

Policies

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...

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Location Type: Rural, Small Town/Village