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Our top choices for Montgomery chalets




1. Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside saunaGardiner
9.8 out of 10, Exceptional, (30 reviews)
9.8/10
Exceptional
(30 reviews)
"Wonderful stay!"
"Wonderful stay!"Bernice
The price is CA $245
CA $245
CA $371 total
includes taxes & fees
Nov 19 - Nov 20




2. Mountain View Retreat w/ Hot Tub, Theater, and Gym
Mountain View Retreat w/ Hot Tub, Theater, and GymWarwick
10.0 out of 10, Exceptional, (6 reviews)
10/10
Exceptional
(6 reviews)
"Amazing stay on a beautiful place!"
"Amazing stay on a beautiful place!"Dorian G.
The price is CA $998
CA $998
CA $1,932 total
includes taxes & fees
Nov 10 - Nov 11
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.
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.
Learn more about Montgomery
Stroll through charming streets lined with historic buildings, soaking in the small-town atmosphere of this Hudson Valley gem. Explore nearby wineries and parks, or catch a show at the City Winery for a perfect blend of culture and nature.

Top reviews in Montgomery




Borland House Inn
Borland House InnMontgomery
10/10 Excellent
Fantastic! Great hosts, excellent omelet, charging for our ev and long history. We hope to return.
Fantastic! Great hosts, excellent omelet, charging for our ev and long history. We hope to return.
Gerald




Holiday Inn Express & Suites Montgomery by IHG
Holiday Inn Express & Suites Montgomery by IHGMontgomery
10/10 Excellent
The staff was great! The room was clean and the breakfast was excellent.
The staff was great! The room was clean and the breakfast was excellent.
Joey




Super 8 by Wyndham Montgomery Maybrook
Super 8 by Wyndham Montgomery MaybrookMontgomery
10/10 Excellent
Great
Great
Paula




Harvest Inn
Harvest InnPine Bush
10/10 Excellent
Very good
Very good
Francois




La Quinta Inn & Suites by Wyndham Middletown-Goshen
La Quinta Inn & Suites by Wyndham Middletown-GoshenMiddletown
10/10 Excellent
great!
great!
Sumaya




The Dominion House Bed & Breakfast
The Dominion House Bed & BreakfastChester
10/10 Excellent
I’m torn between telling everyone about Dominion House and keeping it to myself. What a glorious B&B, with a swimming pool too. Only 3 rooms so you never feel crowded. Kathy was a welcome host and Liane’s breakfasts were amazing. It was really hot over the weekend, but the house was cool so even though it has A/C, I was still able to sleep with the windows open. So quiet and still. A family of deer wandered the lawn. The bed was comfortable, the water pressure was great, the library had tons of...
I’m torn between telling everyone about Dominion House and keeping it to myself. What a glorious B&B, with a swimming pool too. Only 3 rooms so you never feel crowded. Kathy was a welcome host and Liane’s breakfasts were amazing. It was really hot over the weekend, but the house was cool so even though it has A/C, I was still able to sleep with the windows open. So quiet and still. A family of deer wandered the lawn. The bed was comfortable, the water pressure was great, the library had tons of...
Susan




Candlewood Suites Middletown Goshen by IHG
Candlewood Suites Middletown Goshen by IHGMiddletown
8/10 Good
We stayed for 1 night at this hotel and loved it! It’s clean, the beds and pillows are comfy, the room size is good. Large fridge and freezer as well in the room. The only thing missing, in my opinion, is a restaurant for breakfast at the hotel!
We stayed for 1 night at this hotel and loved it! It’s clean, the beds and pillows are comfy, the room size is good. Large fridge and freezer as well in the room. The only thing missing, in my opinion, is a restaurant for breakfast at the hotel!
Stamatia




Residence Inn by Marriott Middletown Goshen
Residence Inn by Marriott Middletown GoshenMiddletown
10/10 Excellent
Clean and modern
Clean and modern
arlene




Sleep Inn & Suites Monroe - Woodbury
Sleep Inn & Suites Monroe - WoodburyMonroe
10/10 Excellent
Excellent rapport qualité prix. Le meilleur ds le coin. Rien à redire.
Excellent rapport qualité prix. Le meilleur ds le coin. Rien à redire.
Helene




Homewood Suites Stewart Airport
Homewood Suites Stewart AirportNew Windsor
10/10 Excellent
All around great place to stay . We were on our way to NYC. Would strongly recommend. Txs
All around great place to stay . We were on our way to NYC. Would strongly recommend. Txs
Anonymous traveller




The Heartwood
The HeartwoodArlington
10/10 Excellent
We’re currently on a road trip and had one night booked at the Heartwood. If we didn’t have prior commitments elsewhere, we would have stayed here longer. The room was great, beds comfortable , the staff were helpful and friendly & the food at the restaurant was delicious. Would definitely stay here again.
We’re currently on a road trip and had one night booked at the Heartwood. If we didn’t have prior commitments elsewhere, we would have stayed here longer. The room was great, beds comfortable , the staff were helpful and friendly & the food at the restaurant was delicious. Would definitely stay here again.
Denise
