Find Hotels with Air Conditioning in Montgomery, NY

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Our top choices for Montgomery hotels with air conditioning

Exterior
Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.8 out of 10, Excellent, (795)
"Good stay"
United States
Fatima
$90 nightly
The price is $102
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Express & Suites Montgomery by IHG
Exterior detail
Borland House Inn

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (144)
"Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast"
United States
Deborah
$114 nightly
The price is $129
Dec 14 - Dec 15
Total with taxes and fees
Borland House Inn
In-room safe, desk, iron/ironing board, free cribs/infant beds
Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1004)
"Nice place"
United States
Jason
$80 nightly
The price is $90
Jan 1 - Jan 2, 2026
Total with taxes and fees
Super 8 by Wyndham Montgomery Maybrook
1 bedroom, desk, iron/ironing board, free WiFi
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
Montgomery
10.0 out of 10, Exceptional, (2)
"Spacey, clean, best location"
United States
Assaf B.
$235 nightly
The price is $268
Dec 14 - Dec 15
Total with taxes and fees
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
Exterior
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
Montgomery
10.0 out of 10, Exceptional, (2)
"This little cabin was exactly what we needed for our stay in NY. It looks just as described, was clean, and the location was perfect for all of the places we wanted to visit. Overall it was very cozy and relaxing and we can't wait to stay again! "
United States
Sarah A.
$190 nightly
The price is $214
Jan 8 - Jan 9, 2026
Total with taxes and fees
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
Fridge, microwave, oven, stovetop
New Farmhouse-Hot Tub, King Beds, Game Room & View

New Farmhouse-Hot Tub, King Beds, Game Room & View

New Farmhouse-Hot Tub, King Beds, Game Room & View
Montgomery
10.0 out of 10, Exceptional, (15)
"We loved our stay here! The property is gorgeous and the hosts were helpful and communicative. The house was clean and had everything we needed."
United States
Emily B.
$1,094 nightly
The price is $1,248
Dec 15 - Dec 16
Total with taxes and fees
New Farmhouse-Hot Tub, King Beds, Game Room & View
Microwave, oven, stovetop, dishwasher
Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
9.8 out of 10, Exceptional, (15)
"Such a cute apartment and very clean. Everything is new and the town is very quaint!! Close to other things like shopping and restaurants. Definitely would stay again and recommend to anyone looking for a clean, quiet and safe area to stay."
United States
Michael V.
$237 nightly
The price is $270
Dec 14 - Dec 15
Total with taxes and fees
Modern Hudson Valley Apt 202 - King/Queen/Twin
Lobby
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1003)
"Room was clean and staff was great!"
United States
Annemarie
$81 nightly
The price is $95
Dec 23 - Dec 24
Total with taxes and fees
Hampton Inn by Hilton Middletown
Restaurant
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1007)
"Great place for a stay on the way! "
Canada
Linh
$85 nightly
The price is $96
Dec 22 - Dec 23
Total with taxes and fees
Americas Best Value Inn New Paltz
Restaurant
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1001)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
$107 nightly
The price is $122
Jan 11 - Jan 12, 2026
Total with taxes and fees
Overlook Lodge at Bear Mountain
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.
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Top Montgomery Hotel Reviews

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"The staff was excellent "
Kelley 1-night trip
Posted 3 days ago
Holiday Inn Express Hotel & Suites Chester by IHG

Frequently asked questions

How much do hotels with air conditioning in Montgomery cost?
You can expect to pay between $90 and $1,248 per night for hotels with air conditioning in Montgomery. Whatever your travel plans and budget, your dream stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with air conditioning in Montgomery?
Travelers recommend Residence Inn by Marriott Middletown Goshen. Get comfortable at this 3-stars escape which offers a firepit and a barbecue grill. Hampton Inn & Suites Newburgh Stewart Airport is another highly rated option where you can unwind in an air-conditioned room after a hectic day. A swimming pool and proposal/romance packages are two of the amenities at this 2.5-stars property. You can pick from multiple hotels with air conditioning in Montgomery that have a total average guest review rating of 8.8.
How many hotels with air conditioning are there in Montgomery?
Montgomery has 3 hotels with in-room AC. To help you locate the perfect digs, make use of our filters to search for other perks or amenities you need.
What are the best cheap hotels with air conditioning in Montgomery?
Hotels with air conditioning start at just $90 per night, so your Montgomery escape doesn't have to stretch your finances! Hampton Inn & Suites Newburgh Stewart Airport is a pocket-friendly option that has plenty of amenities, including a swimming pool and complimentary breakfast. Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel is another of our favorite economical hotels with AC. Amenities here include pillow top mattresses and individually decorated rooms. Visiting free attractions in Montgomery will stretch your travel budget even further. Highland Lakes State Park and Resorts World Hudson Valley are on the itineraries of many tourists. With the dollars you save, explore some more! This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the top motels with air conditioning in Montgomery?
Super 8 by Wyndham Montgomery Maybrook is a popular option, located around 2 miles southeast of downtown Montgomery. Offering complimentary breakfast and WiFi, this motel with air conditioning is a great budget-friendly place to rest and recharge when you're not out seeing the sights. Also check out Super 8 by Wyndham Middletown, around 8 miles southwest of the city center. In addition to air-conditioned rooms, it includes front desk services and complimentary breakfast.You'll find plenty of attractions to keep you on the go in Montgomery when it's time to start exploring. Brotherhood Winery and Angry Orchard are a couple of terrific options to include on your itinerary.
Are there any family-friendly hotels with air conditioning in Montgomery?
Traveling with your group in Montgomery is easy at Home2 Suites by Hilton Middletown. Chill out in air-conditioned comfort and enjoy amenities including a nearby theme park and complimentary breakfast at this 3-stars stay. Courtyard by Marriott Middletown Goshen is another family-friendly hotel with air conditioning. It has a 3-stars rating and conveniences including WiFi and a kids' menu. After checking in and kicking back together in your comfy new digs, it's time to head out and discover some of the local sights. Orange County Farmers Museum and Orange County Arboretum are popular family-friendly attractions in Montgomery.
Why book your hotel with air conditioning in Montgomery with Expedia?
Getting away should be hassle-free, so if you're looking for hotels with air conditioning at an affordable rate, Expedia is here to help. Keep the budget in check and opt for a low-cost stay with AC, or splurge and book a deluxe hotel to spoil the ones you love most.
How can I find cheap hotels with air conditioning in Montgomery?
With Expedia's filter tool, locating cheap hotels with air conditioning in Montgomery is a breeze. To find properties with AC that'll make your wallet happy, refine your search by budget and star rating.
What is there to do in Montgomery near my hotel with air conditioning?
Montgomery has enough experiences and activities to keep you going for weeks (or months!), starting with Brotherhood Winery. Angry Orchard, Highland Lakes State Park and Orange County Farmers Museum are other renowned attractions. If you're sticking around a while, Resorts World Hudson Valley and Algonquin Park will cap off your itinerary nicely.

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