Title: Book the Best HISTORIC Hotels in Poughkeepsie in 2026 | Expedia.ca

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![Poughkeepsie featuring ballooning, a river or creek and a bridge](https://images.trvl-media.com/place/6056317/384b4456-8bab-484c-a1c5-c278668016de.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by © City of Chicago

# Find Historic Hotels in Poughkeepsie, NY from CA $129

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## Check availability on Poughkeepsie Historic Hotels

Tonight

[Dec 26 - Dec 27](https://www.expedia.ca/Hotel-Search?regionId=6056317&startDate=2025-12-26&endDate=2025-12-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6056317&startDate=2025-12-27&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6056317&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6056317&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Poughkeepsie historic hotels

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/2b66e26d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/1765b81e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/a90c96fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Poughkeepsie

[](https://www.expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information)

Poughkeepsie

8.8/10

Excellent

(1001)

"A nice, clean hotel perfect for a quick business/recreational trip"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sharonda

CA $129

CA $146 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/f57ee72e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/w3831h2553x9y7-9c25ee45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/f3387c76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/8529e0e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Fishkill

[](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Fishkill.h119273.Hotel-Information)

Fishkill

8.6/10

Excellent

(1000)

"Excellent stay, personnel and breakfast!! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Wilma L

CA $114

CA $129 total

includes taxes & fees

Jan 18 - Jan 19, 2026

[](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Fishkill.h119273.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/31000000/30530000/30528700/30528653/1d436988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/31000000/30530000/30528700/30528653/41817d7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Suite, Non Smoking](https://images.trvl-media.com/lodging/31000000/30530000/30528700/30528653/93e32325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/31000000/30530000/30528700/30528653/8e6a9ec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn the Woods Bed and Breakfast

[](https://www.expedia.ca/Poughkeepsie-Hotels-Inn-The-Woods-Bed-And-Breakfast.h30528653.Hotel-Information)

Hyde Park

9.8/10

Exceptional

(136)

"Harry was great, room clean and fresh, breakfast amazing "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Frank

CA $250

CA $283 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Poughkeepsie-Hotels-Inn-The-Woods-Bed-And-Breakfast.h30528653.Hotel-Information)

![Hiking](https://images.trvl-media.com/lodging/18000000/17910000/17902100/17902038/c194d854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/18000000/17910000/17902100/17902038/6ae0b5c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/18000000/17910000/17902100/17902038/e86f8756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/18000000/17910000/17902100/17902038/22500822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Journey Inn Bed & Breakfast

[](https://www.expedia.ca/Poughkeepsie-Hotels-Journey-Inn-Bed-Breakfast.h17902038.Hotel-Information)

Hyde Park

9.6/10

Exceptional

(338)

"Great staff, the breakfast was amazing, location to surrounding attractions was great! I would stay again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shawn

CA $306

CA $347 total

includes taxes & fees

Jan 18 - Jan 19, 2026

[](https://www.expedia.ca/Poughkeepsie-Hotels-Journey-Inn-Bed-Breakfast.h17902038.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/679bdd4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 Queen Bed, Non Smoking (Stone Cottages at Bear Mountain)](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/42067525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/383ffb6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Overlook Lodge at Bear Mountain

[](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information)

Bear Mountain

8.4/10

Very good

(1003)

"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ryan

CA $140

CA $159 total

includes taxes & fees

Dec 27 - Dec 28

[](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information)

![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/34000000/33260000/33256300/33256205/fee31f78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33260000/33256300/33256205/67abf3c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33260000/33256300/33256205/a153e8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33260000/33256300/33256205/3f254184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food

[](https://www.expedia.ca/White-Plains-Hotels-Luxury-2bd-Comfortstyle-45min-To-Nyc.h33256205.Hotel-Information)

CROTON HDSN

9.8/10

Exceptional

(90)

"I had a great stay at this extremely comfortable home in a quiet neighborhood. Maria was very welcoming and helpful. I hope to visit and stay here again soon."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jill D.

CA $154

CA $378 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/White-Plains-Hotels-Luxury-2bd-Comfortstyle-45min-To-Nyc.h33256205.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/3a9ea66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/5ed95c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/e56d490f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/dfec5e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

[](https://www.expedia.ca/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information)

Fort Montgomery

9.8/10

Exceptional

(129)

"It has an incredible mountain and water view. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

MIHYUN

CA $257

CA $416 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69250000/69240100/69240003/ab271dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69250000/69240100/69240003/97dee96b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/70000000/69250000/69240100/69240003/04adf8dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69250000/69240100/69240003/c6f43c54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

[](https://www.expedia.ca/Beacon-Hotels-Luxe-Studio-4-On-Main-Street-Luxury-Steam-Shower.h69240003.Hotel-Information)

Beacon

10/10

Exceptional

(49)

"Great room and location. A nice home base for exploring the area. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bob G.

CA $157

CA $340 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Beacon-Hotels-Luxe-Studio-4-On-Main-Street-Luxury-Steam-Shower.h69240003.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/68000000/67270000/67268600/67268558/b528caee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/68000000/67270000/67268600/67268558/a55bcd48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/68000000/67270000/67268600/67268558/677d2235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/68000000/67270000/67268600/67268558/bd8601b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away, 

[](https://www.expedia.ca/Poughkeepsie-Hotels-Private-Bed-Bath-On-Secluded-30-Acre-Farm.h67268558.Hotel-Information)

Clinton Corners

8.2/10

Very good

(11)

"The propert my, grounds and location is just charming. Hosts were stellar and welcoming. Accomodations warm and inviting."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dawn B.

CA $191

CA $263 total

includes taxes & fees

Dec 27 - Dec 28

[](https://www.expedia.ca/Poughkeepsie-Hotels-Private-Bed-Bath-On-Secluded-30-Acre-Farm.h67268558.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71560000/71554400/71554330/d66159f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71560000/71554400/71554330/8f636fec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71560000/71554400/71554330/cd455941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/72000000/71560000/71554400/71554330/f2a122ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hot Tub - Fire Pit - BBQ - Hammock - Colonial

[](https://www.expedia.ca/Kingston-Hotels-Charming-Hudson-Valley-Luxury-Getaway.h71554330.Hotel-Information)

Kingston

9.4/10

Exceptional

(22)

"This was a great stay away, just for a couple of quiet days. Inside the house was excellent. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dennis M.

CA $142

CA $348 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Kingston-Hotels-Charming-Hudson-Valley-Luxury-Getaway.h71554330.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-09&endDate=2026-01-10&regionId=6056317&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true)

## Top Poughkeepsie Hotel Reviews

![Overlook Lodge at Bear Mountain](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg)

### Overlook Lodge at Bear Mountain

10/10 Excellent

"The staff were wonderful. Everyone (maintenance, front desk, restaurant, spa) was very helpful and welcoming. I throughly enjoyed my staff and look forward to visiting again."

[](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information)

![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg)

### Courtyard by Marriott Poughkeepsie

10/10 Excellent

"A nice, clean hotel perfect for a quick business/recreational trip"

[](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information)

![Residence Inn by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101862/40f37484_y.jpg)

### Residence Inn by Marriott Poughkeepsie

10/10 Excellent

"Great staff"

[](https://expedia.ca/Poughkeepsie-Hotels-Residence-Inn-By-Marriott-Poughkeepsie.h1101862.Hotel-Information)

![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg)

### Hampton Inn & Suites Poughkeepsie

10/10 Excellent

"Very clean. Friendly staff. Breakfast was excellent. Room was great. What a surprise that Santa was there for breakfast. Would definitely go back."

[](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information)

![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg)

### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

10/10 Excellent

"Great staff, comfy room "

[](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information)

![Holiday Inn Express Poughkeepsie by IHG](https://images.trvl-media.com/lodging/1000000/20000/12200/12157/9d729415_y.jpg)

### Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent

"Clean room, nice amenities, great service, amazing staff"

[](https://expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Poughkeepsie.h12157.Hotel-Information)

![DoubleTree by Hilton Poughkeepsie Convention Center](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/acc87956_y.jpg)

### DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent

"Clean rooms, very nice staff"

[](https://expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information)

![Best Western Plus The Inn & Suites At The Falls](https://images.trvl-media.com/lodging/1000000/220000/216900/216870/d6a17faf_y.jpg)

### Best Western Plus The Inn & Suites At The Falls

10/10 Excellent

"Good "

[](https://expedia.ca/Poughkeepsie-Hotels-Best-Western-Plus-The-Inn-Suites-At-The-Falls.h216870.Hotel-Information)

![Quality Inn Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/a647c710_y.jpg)

### Quality Inn Poughkeepsie

10/10 Excellent

"Best stay!"

[](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Poughkeepsie.h6465.Hotel-Information)

## Frequently asked questions

### What should a history enthusiast expect from a trip to Poughkeepsie?

### How many historically relevant hotels are there in Poughkeepsie?

### What are the most important historical places and other sights to visit in Poughkeepsie?

### What is a historic hotel like in Poughkeepsie?

### What is the difference between a historic hotel and a heritage hotel?

### Do historic hotels in Poughkeepsie have modern facilities?

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