Top Guest Houses in Dutchess County in 2026

A lake surrounded by hills with autumn foliage, a small island with a historic building, and a cloudy sky.

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Our top choices for Dutchess County guest houses

A two-story house with a porch, white railings, and a blue door.

1. Station Inn Pawling

Pawling

Fang

NT$5,763 total

includes taxes & fees

Nov 2 - Nov 3

A blue door with a white frame, a small table with a chair, a rug, and potted plants on the porch.

2. The Wiltwyck

Kingston

ALEJANDRO

NT$11,313 total

includes taxes & fees

Oct 18 - Oct 19

A living room with a stone fireplace, blue sofas, a wooden coffee table, and a ceiling fan.

3. Moondance Ridge Bed & Breakfast

New Paltz

Anthony

NT$10,036 total

includes taxes & fees

Nov 1 - Nov 2

A dining area with wooden tables and chairs, large windows with white frames, and wall-mounted light fixtures.

4. Cornwall Inn and Lodge

Cornwall Bridge

NT$7,826 total

includes taxes & fees

Nov 1 - Nov 2

A modern bedroom with a large bed, a red sofa, a fireplace, and a television.

5. The Harlow House

Rhinebeck

Lauren

NT$7,303 total

includes taxes & fees

Nov 2 - Nov 3

A kitchen with wooden cabinets, a black refrigerator, and a stainless steel kettle on the counter.

6. The Woodbine Inn

Palenville

Allyson

A modern house with a wooden deck, a fire pit, and a covered outdoor seating area.

7. The Herwood Inn

Woodstock

Diana

NT$9,361 total

includes taxes & fees

Oct 22 - Oct 23

A house with a porch, a garden with ferns and flowering plants, and a red flowering tree.

8. The Gables of Rhinebeck Inn

Rhinebeck Village

maryeliza

NT$9,379 total

includes taxes & fees

Nov 2 - Nov 3

A long, narrow hallway with wooden beams and a polished floor, leading to a door at the end.

9. The Old Catskill Game Farm Inn

Catskill

Gustavo

A modern kitchen with a dining area, a large window, and a view of the garden.

10. 9 Academy

Salisbury

Kyle

NT$21,798 total

includes taxes & fees

Oct 19 - Oct 20

A wooden deck with a railing, potted plants, and a view of a green landscape.

11. The 1850 House Inn and Tavern

Rosendale

Seth

A lakeside cabin with a large deck and multiple windows, surrounded by dense forest.

12. 1805 House Bed and Breakfast

Craryville

Anonymous traveler

A historic building with a large arched window and ivy-covered walls, surrounded by outdoor seating and lanterns.

13. Church Des Artistes Guest House

Rondout

"This was a very overpriced bed and breakfast! The owners were quite pleasant, but there were several things about this establishment that raised a flag. For one, we had to go down the hall and down a full flight of stairs to the bathroom. At the bottom of the stairs (where our "private bathroom" was) was also the door to the entrance of the house. Althugh there was not much traffic, it was still rather uncomfortable to walk up the stairs with my towel on! Our beds were never made on...

Carole

14. Bohemian Inn

Saugerties

15. Vanderbilt Lakeside

Philmont

Shannon

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Top Dutchess County Hotel Reviews

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent

"Quiet clean and nice. We enjoyed our 3 night stay"

Hampton Inn & Suites Poughkeepsie

8/10 Good

"There was some initial confusion at check in as the front desk thought the room was serviced and available. The room was cleaned in a timely fashion. The staff was excellent , responding to all our requests. The price for the room with two double beds was outrageous. With fees and taxes the room was over 725.00 for one night. It is extremely difficult to book a hotel room directly and we are at the mercy of third party reservationists."

Courtyard by Marriott Poughkeepsie

8/10 Good

"There was several mixups about this reservation. I was charged $10 a day for parking which I never knew of $30 total. Also bottles of water in the room with five dollar tags marked on them.Then breakfast was not complementary you had to pay for that as well. Staff did not know how to split the charge for two people. Said they did it but I have a full charge on my credit card which was reserved through Expedia. ever since Bonvoy took over apparently things have changed from the old Marriott. I’ve used for 50 years and loved. Hampton Inn in Albany gave us a bottle of water upon registration, had a wonderful buffet breakfast complementary and did not charge for parking lots that you drive in and out of yourself"

Find out more about Dutchess County

Dutchess County Guest Houses information

Number of reviews	1,055
Accommodation	15 Guest Houses
Lowest Price	NT$5,763
Highest Price	NT$21,798

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Book Guest Houses in Dutchess County on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Dutchess County guest houses

1. Station Inn Pawling

2. The Wiltwyck

3. Moondance Ridge Bed & Breakfast

4. Cornwall Inn and Lodge

5. The Harlow House

6. The Woodbine Inn

7. The Herwood Inn

8. The Gables of Rhinebeck Inn

9. The Old Catskill Game Farm Inn

10. 9 Academy

11. The 1850 House Inn and Tavern

12. 1805 House Bed and Breakfast

13. Church Des Artistes Guest House

14. Bohemian Inn

15. Vanderbilt Lakeside

Top Dutchess County Hotel Reviews

Hyatt Place Poughkeepsie / Hudson Valley

Quality Inn Hyde Park Poughkeepsie North

Spark by Hilton Fishkill

Comfort Suites Fishkill near Interstate 84

Home2 Suites By Hilton Poughkeepsie

Hampton Inn & Suites Poughkeepsie

Beekman Arms and Delamater Inn

Courtyard by Marriott Poughkeepsie

Holiday Inn Express Poughkeepsie by IHG

Find out more about Dutchess County

Dutchess County Guest Houses information

Explore a world of travel with Expedia