Title: Book the Best Montgomery LUXURY Hotels - Upscale Hotels in Montgomery, NY | Expedia.ca

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![Autumn foliage in the Mohawk Valley, Montgomery County, New York State, USA.](https://images.trvl-media.com/place/8728/e92a028d-f2c6-4a41-a280-7692010fed7a.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/8728/e92a028d-f2c6-4a41-a280-7692010fed7a.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Montgomery Luxury Hotels

Tonight

[Feb 3 - Feb 4](https://www.expedia.ca/Hotel-Search?regionId=8728&startDate=2026-02-03&endDate=2026-02-04&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

Tomorrow

[Feb 4 - Feb 5](https://www.expedia.ca/Hotel-Search?regionId=8728&startDate=2026-02-04&endDate=2026-02-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

This weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=8728&startDate=2026-02-06&endDate=2026-02-08&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

Next weekend

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=8728&startDate=2026-02-13&endDate=2026-02-15&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

## Our top choices for Montgomery luxury hotels

![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/860000/855600/855538/e93b454c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/860000/855600/855538/c21f4b9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/860000/855600/855538/78c409cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/860000/855600/855538/2c45805f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Super 8 by Wyndham Montgomery Maybrook

[](https://www.expedia.ca/Newburgh-Hotels-Super-8-By-Wyndham-Montgomery-Maybrook.h855538.Hotel-Information)

Montgomery

6.4/10

(1,000 reviews)

"Nice place"

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

Jason

CA $94

CA $106 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Newburgh-Hotels-Super-8-By-Wyndham-Montgomery-Maybrook.h855538.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=2026-02-18&endDate=2026-02-19&regionId=8728&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true)

## Top Montgomery Hotel Reviews

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

### Hampton Inn & Suites Poughkeepsie

10/10 Excellent

"Best staff ever great location."

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

![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg)

### Hampton Inn Harriman Woodbury

10/10 Excellent

"Room was clean- "

[](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information)

![The Thayer Hotel at West Point](https://images.trvl-media.com/lodging/6000000/5800000/5792300/5792279/c0c1b35f_y.jpg)

### The Thayer Hotel at West Point

10/10 Excellent

"Everything about the Thayer is amazing. From the food to the people to the room to the views. Love love love!!"

[](https://expedia.ca/Newburgh-Hotels-Thayer-Hotel.h5792279.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Middletown-Goshen](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a_y.jpg)

### La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent

"We stayed during the recent snow service was great"

[](https://expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.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

"Everything was great but need to look at why i was charged 140.00 when It was supposed to be 110.00 Thank you."

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

![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

"yup"

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

![Super 8 by Wyndham Montgomery Maybrook](https://images.trvl-media.com/lodging/1000000/860000/855600/855538/7ac7ec53_y.jpg)

### Super 8 by Wyndham Montgomery Maybrook

10/10 Excellent

"Nice place"

[](https://expedia.ca/Newburgh-Hotels-Super-8-By-Wyndham-Montgomery-Maybrook.h855538.Hotel-Information)

## Frequently asked questions

### Which area of Montgomery is best to stay in for luxury hotels?

> This area is characterised by its picturesque setting, featuring well-preserved historic buildings and a charming main street. You'll find boutique shops, local eateries, and a relaxed pace, with the Wallkill River flowing nearby. It's a pleasant place for a stroll, with many buildings dating back to the 18th and 19th centuries.
> 
>   
> For couples seeking a refined and relaxed getaway, the village centre is an excellent choice. The luxury hotels here often offer a more intimate experience, with amenities like fine dining restaurants on-site, spa services, and premium rooms that provide comfort and privacy.

### How much does a luxury hotel in Montgomery cost?

### How can I save on a luxury hotel in Montgomery with Expedia?

### Is it cheaper to book a luxury Montgomery hotel and flights as a package?

### Can I cancel my luxury hotel reservation on Expedia?

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