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Aug 21 - Aug 22
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Aug 22 - Aug 24
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Top 10 trending Montgomery hotels

Columbus Hotel
1 bedroom, individually decorated, individually furnished, desk

Columbus Hotel

3.0 star property
6.0 out of 10, (6)
"21 minutes ago on Google It's a family owned and operated hotel. Norman was kind, communicative and thorough. Keyless entry made checking in super easy. We had a business suite, which is basically a studio apartment. Kitchen , bathroom, bed/living space was clean and neat having a really nice modern clean aesthetic. There was even a candle left for us to enjoy. Overall was a very pleasant stay! Very grateful. "
Columbus Hotel
The Hamlet Inn at Warwick
1 bedroom, Select Comfort beds, desk, soundproofing

The Hamlet Inn at Warwick

2.5 star property
7.4 out of 10, Good, (119)
"Easy to locate and good access to roads. Restaurant across the street was very nice. "
The price is P5,413
P6,124 total
includes taxes & fees
Aug 24 - Aug 25
The Hamlet Inn at Warwick
Countryside Motel
Living area

Countryside Motel

2.0 star property
7.0 out of 10, Good, (244)
"My husband Randy stayed at the hotel for pleasure. The hotel was clean, staff were friendly. It was quiet during the evening hours and it was convenient to restaurants and shops. The price was very good compared to all the other hotels."
The price is P5,413
P5,867 total
includes taxes & fees
Aug 24 - Aug 25
Countryside Motel
Borland House Inn
Exterior detail

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (125)
"We loved our stay here! It was cozy, quiet, and the breakfast was amazing. The staff was wonderful at getting accomodations ready for our child before we arrived. Highly recommend for anyone who wants to enjoy a quiet and relaxing getaway within walking distance to shops and restaurants."
Borland House Inn
Super 8 by Wyndham Montgomery Maybrook
In-room safe, desk, iron/ironing board, free cribs/infant beds

Super 8 by Wyndham Montgomery Maybrook

2.5 star property
6.4 out of 10, (1002)
"Very nice clean and quit location. Staff was very accommodating and friendly."
The price is P4,553
P5,150 total
includes taxes & fees
Sep 7 - Sep 8
Super 8 by Wyndham Montgomery Maybrook
Holiday Inn Express & Suites Montgomery by IHG
Exterior

Holiday Inn Express & Suites Montgomery by IHG

2.5 star property
8.8 out of 10, Excellent, (754)
"Super clean and breakfast was amazing "
The price is P6,325
P7,155 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn Express & Suites Montgomery by IHG
Buttermilk Falls Inn
Land view from property

Buttermilk Falls Inn

3.0 star property
9.4 out of 10, Exceptional, (32)
"Amazing place with delicious breakfast!"
The price is P23,026
P28,368 total
includes taxes & fees
Aug 24 - Aug 25
Buttermilk Falls Inn
LEGOLAND Hotel NEW York
Outdoor pool

LEGOLAND Hotel NEW York

3.0 star property
7.0 out of 10, Good, (2)
The price is P13,283
P18,046 total
includes taxes & fees
Sep 12 - Sep 13
LEGOLAND Hotel NEW York
Hike & Fish: Outdoor Retreat Near Trails
Interior

Hike & Fish: Outdoor Retreat Near Trails

3.0 star property
The price is P10,428
P18,437 total
includes taxes & fees
Aug 24 - Aug 25
Hike & Fish: Outdoor Retreat Near Trails
Village Motel
Property entrance

Village Motel

2.0 star property
6.4 out of 10, (179)
"Needed a place to stay after the concert at Bethel woods Hotel room was clean and comfortable and cheap.. area was soso"
The price is P4,308
P4,824 total
includes taxes & fees
Aug 24 - Aug 25
Village Motel
Inn At Arbor Ridge Hotel & Conference Center
1 bedroom, iron/ironing board, free WiFi, bed sheets

Inn At Arbor Ridge Hotel & Conference Center

2.0 star property
6.0 out of 10, (262)
"Very spacious and comfortable rooms. Great common areas. I would definitely stay again."
The price is P6,923
P7,831 total
includes taxes & fees
Sep 7 - Sep 8
Inn At Arbor Ridge Hotel & Conference Center
Cromwell Manor Inn
Exterior

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (72)
"well kept B&B, comfortable, great breakfast, great amenities. Highly recommend!"
The price is P12,896
P15,234 total
includes taxes & fees
Aug 24 - Aug 25
Cromwell Manor Inn
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
Living area

1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4

2.0 star property
9.6 out of 10, Exceptional, (7)
"Gary is a great host and provides a wonderful experience. He is the best and it was a very nice stay. Best host I have had before."
The price is P9,926
P11,626 total
includes taxes & fees
Aug 24 - Aug 25
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
Cold Spring Hotel
Porch

Cold Spring Hotel

3.0 star property
8.8 out of 10, Excellent, (151)
"Location is great, close to shops and restaurants.Very friendly staff. Room is clean and quiet, bed comfortable"
The price is P10,531
P12,268 total
includes taxes & fees
Aug 26 - Aug 27
Cold Spring Hotel
Cadet Motel
Exterior

Cadet Motel

2.0 star property
6.4 out of 10, (291)
"It was a great little motel for a 2 day business trip. Affordable, clean, and safe. "
The price is P4,502
P5,318 total
includes taxes & fees
Aug 24 - Aug 25
Cadet Motel
Upstate Inn Monticello
Living area

Upstate Inn Monticello

3.0 star property
7.0 out of 10, Good, (73)
"Clean and simple in good location "
The price is P6,205
P7,012 total
includes taxes & fees
Aug 24 - Aug 25
Upstate Inn Monticello
The Orange Inn Boutique Hotel
Restaurant

The Orange Inn Boutique Hotel

2.0 star property
9.6 out of 10, Exceptional, (141)
"We love staying here, Everything is brand new, clean and beautiful, Amazing staff !"
The Orange Inn Boutique Hotel
Beacon Hotel
Shared kitchen

Beacon Hotel

2.0 star property
6.8 out of 10, (55)
"This was such a unique stay! I had never been to Beacon before, but I loved it and would recommend this hotel to anyone looking to go! The hotel can be a little hard to find at first, but I felt safe staying!"
The price is P6,838
P12,146 total
includes taxes & fees
Aug 25 - Aug 26
Beacon Hotel
Cottage Suites
Private kitchen

Cottage Suites

2.0 star property
4.8 out of 10, (3)
"NOT AS ADVERTISED!"
The price is P7,693
P8,702 total
includes taxes & fees
Aug 24 - Aug 25
Cottage Suites
Newburgh Inn
Front of property

Newburgh Inn

2.0 star property
5.4 out of 10, (102)
"Absolutely disgusting."
The price is P4,872
P6,024 total
includes taxes & fees
Sep 3 - Sep 4
Newburgh Inn
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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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.

See all hotels in Montgomery
Photo by ViajandoconAna Rustrian
Open Photo by ViajandoconAna Rustrian

Top Montgomery Hotel Reviews

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

10/10 Excellent
"I enjoyed the location. The place was clean and employees were very pleasant "
Marisol 2-night trip
Posted 11 hours ago
The Crossroads Hotel, Newburgh

Frequently asked questions

What's the best place for a stay in Montgomery?

Buck's Homestead B&B is a favorite property for Expedia customers. This B&B offers free breakfast and free parking. Reviews from our site also recommend Holiday Inn Express & Suites Montgomery by IHG and Borland House Inn as top choices for your trip. See all available top hotels, or vacation rentals in Montgomery.

If I need to cancel my hotel reservation in Montgomery, will I receive a refund?

Yes! You'll find that most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Montgomery.

Where can I learn more about changing or cancelling my trip to Montgomery?

To access more information about rescheduling or cancelling your trip to Montgomery, head over to our customer service page.

What is the top LGBTQ-friendly accommodation in Montgomery?

Holiday Inn Express & Suites Montgomery by IHG is a top LGBTQ-friendly hotel that features free breakfast and free WiFi. See all available hotels listed as LGBTQ-friendly in Montgomery.

What's the best pet-friendly hotel in Montgomery?

Borland House Inn is a top dog-friendly B&B, and offers a restaurant and concierge services for its human guests. See more pet-friendly hotel accommodations in Montgomery.

What are some accommodations with pools in Montgomery?

The Kartrite Resort & Indoor Waterpark: Hotel, 7-minute walk from Resorts World Catskills. Provides a children's pool, an indoor pool, and a water park. Resorts World Catskills Casino and Sleep Inn & Suites Middletown - Goshen are a couple of other choices that offer an onsite pool. View all hotels with pools in Montgomery.

What is the best spa hotel in Montgomery?

Borland House Inn is a highly recommended spa hotel with a restaurant. Spend an afternoon at the spa where you’ll find facials. See all spa hotels in Montgomery.

What is the best accommodation for staying close to Stewart International Airport (SWF)?

Howard Johnson by Wyndham Newburgh is a popular hotel, featuring free breakfast and free WiFi. It's located a short 0.8 mi (1.2 km) from Stewart Intl. Airport. Other options within close proximity to the airport include Days Inn by Wyndham Newburgh WestPoint/Stewart Intl Airport and Super 8 by Wyndham Newburgh/West Point Near Stewart Airport.

What is staying in Montgomery like?

Budget-minded travelers will find good deals in Montgomery, and many visitors are sure to appreciate the restaurants. Tourists can also enjoy the city's gardens, shopping, and coffeehouses. Top sights around the area include LEGOLAND® New York and Woodbury Common Premium Outlets. In Montgomery, there are 22 hotels and other accommodations to choose from. Find out more about Montgomery.

What should I do while I'm visiting Montgomery?

The picturesque setting of Orange County Arboretum and Thomas Bull Memorial Park exemplify the area's natural beauty. You'll also find LEGOLAND® New York and Woodbury Common Premium Outlets in the area. Check out what more to see and do in Expedia's Montgomery guide.

What's the seasonal weather like in Montgomery?

The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Montgomery are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.