Montgomery New York Accommodations

Only hotels in Montgomery are listed below. Search for the cheapest discounted hotel and motel rates in or near Montgomery, NY for your upcoming personal or group trip. Discover the best Montgomery New York hotel rooms. Review the Montgomery hotel list below to find the perfect lodging. We also have a map of the Montgomery hotels. Group booking? Search Montgomery Group Hotel Deals

The Montgomery center point is approximately 7 miles west of Stewart International Airport and 8 miles northwest of Brotherhood Winery.

Montgomery is a town within Orange County that was named after Richard Montgomery, a general killed in 1775 during the American Revolutionary War. There are three villages within the town, which began forming in 1710 with the arrival of the very first European settlers. The town was initially called Hanover but later became Montgomery in 1782. More from this guide...

Montgomery Hotels/Motels & Accommodations

Holiday Inn Express & Suites Montgomery by IHG - Montgomery
+1-888-389-4121
2105 State Route 208, Montgomery, NY 12549 +1-888-389-4121
  • Three Star Highway hotel
  • 3 floors in property
From£71
Very good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Montgomery, an IHG Hotel - Montgomery
+1-888-675-2083
2105 Ny 208, Montgomery, NY 12549 +1-888-675-2083
  • 3 star property
From£59
Average 3.0 /5 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Montgomery Maybrook
+1-800-716-8490
207 Montgomery Rd., Montgomery, NY 12549 +1-800-716-8490
  • Low-priced Airport property
From£44
Average 3.0 /5 Review Score Call BookMore Details
The Crossroads Hotel, Newburgh
+1-800-805-5223
5 Lakeside Rd., Newburgh, NY 12550 +1-800-805-5223 ~7.42 miles east of Montgomery
  • Midscale Airport property
  • Hotel has 3 suites
From£80
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport
+1-888-965-1860
4 Governor Dr., Newburgh, NY 12550 +1-888-965-1860 ~7.56 miles east of Montgomery
  • Affordable Rural property
  • Check in time: 3:00pm
From£84
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn Middletown Goshen
+1-888-788-5576
57 Tower Dr., Middletown, NY 10941 +1-888-788-5576 ~7.67 miles southwest of Montgomery
  • 3-star Suburban property
  • 4 floors in property
From£59
Average 3.0 /5 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Middletown in Middletown
+1-888-897-9207
600 Route 211 East, Middletown, NY 10941 +1-888-897-9207 ~7.72 miles southwest of Montgomery
  • Midscale Suburban property
  • Hotel has 5 floors
From£80
Very good 4.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Middletown
+1-888-311-4278
563 Route 211 East, Middletown, NY 10940 +1-888-311-4278 ~7.87 miles southwest of Montgomery
  • Economy Highway property
  • 2 floors in property
From£44
Average 3.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Middletown
+1-888-469-4795
551 Route 211 East, Middletown, NY 10941 +1-888-469-4795 ~7.94 miles southwest of Montgomery
  • 2-star Suburban hotel
  • Hotel has 2 floors
From£35
Very good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott in Middletown
+1-888-734-9421
24 Crystal Run Crossing, Middletown, NY 10941 +1-888-734-9421 ~8.27 miles southwest of Montgomery
  • 3-star Suburban hotel
  • Check-in: 3:00
From£77
Very good 4.5 /5 Latest Reviews Call BookMore Details
Hampton Inn Middletown Ny - Middletown
+1-888-841-5292
20 Crystal Run Crossing, Middletown, NY 10941 +1-888-841-5292 ~8.29 miles southwest of Montgomery
  • Two star Suburban property
  • 3 meeting rooms in hotel
From£44
Very good 4.0 /5 Recent Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Middletown
+1-888-455-5160
19 Crystal Run Crossing, Middletown, NY 10941 +1-888-455-5160 ~8.30 miles southwest of Montgomery
  • Economy Highway hotel
  • Free comp. breakfast
From£53
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Newburgh Stewart Airport - New Windsor
+1-888-965-8297
180 Breunig Rd., New Windsor, NY 12553 Website +1-888-965-8297 ~8.53 miles east of Montgomery
  • Four star Rural property
  • Hotel has 125 rooms
From£58
Average 3.0 /5 Reviews Call BookMore Details
TRU by Hilton Middletown - Middletown
+1-888-906-6358
41 Dunning Rd., Middletown, NY 10940 +1-888-906-6358 ~8.87 miles southwest of Montgomery
  • Low-priced hotel
  • Gym is available on property
From£76
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Middletown Goshen - Middletown
+1-888-749-6785
20 Med Parc Rd., Middletown, NY 10940 +1-888-749-6785 ~8.88 miles southwest of Montgomery
  • 3 star Downtown hotel
  • Check-in: 3:00pm
From£59
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Newburgh Stewart Airport - Newburgh
+1-888-878-9982
1 Crossroads Court, Newburgh, NY 12550 +1-888-878-9982 ~9.30 miles east of Montgomery
  • Midscale Suburban property
  • 139 sleeping rooms in hotel
From£102
Very good 4.0 /5 Read Reviews Call BookMore Details
Hudson Valley Hotel and Conference Center by Fairbridge
+1-888-389-4485
90 Rt. 17k, Newburgh, NY 12550 +1-888-389-4485 ~9.48 miles east of Montgomery
  • Economy Highway property
  • Free complimentary breakfast
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point - New Windsor
+1-888-389-4121
915 Union Ave. I 84, New Windsor, NY 12553 +1-888-389-4121 ~9.53 miles east of Montgomery
  • Inexpensive Airport property
  • Free comp. breakfast
From£73
Very good 4.0 /5 Recent Reviews Call BookMore Details
Howard Johnson by Wyndham Newburgh / West Point
+1-888-675-2083
95 State Route 17k, Newburgh, NY 12550 +1-888-675-2083 ~9.56 miles east of Montgomery
  • Economical Highway hotel
  • Complimentary breakfast is offered
Ramada by Wyndham Newburgh / West Point : 1289 Route 300
+1-800-716-8490
1289 Route 300, Newburgh, NY 12550 +1-800-716-8490 ~9.59 miles east of Montgomery
  • 2-star Airport hotel
  • Check in time: 15:00
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
+1-800-805-5223
1287 Route 300, Newburgh, NY 12550 +1-800-805-5223 ~9.64 miles east of Montgomery
  • Low-priced Airport hotel
  • Shuttle to airport available
Fairfield Inn & Suites by Marriott Goshen Middletown - Goshen
+1-888-965-1860
20 Hatfield Lane, Goshen, NY 10924 +1-888-965-1860 ~10.47 miles southwest of Montgomery
  • 3-star Suburban hotel
  • Free comp. breakfast
From£55
Very good 4.0 /5 Reviews Call BookMore Details
Countryside Inn & Suites
+1-888-788-5576
310 Windsor Highway, New Windsor, NY 12553 +1-888-788-5576 ~11.44 miles east of Montgomery
  • Two-star Rural property
  • 7 suites in hotel
Days Inn by Wyndham Middletown
+1-888-897-9207
4939 Route 17 M, New Hampton, NY 10958 +1-888-897-9207 ~11.89 miles southwest of Montgomery
  • Cheap Suburban property
  • Hotel has 39 rooms
Sleep Inn & Suites Middletown Goshen
+1-888-311-4278
3491 Route 6, Middletown, NY 10940 +1-888-311-4278 ~11.99 miles southwest of Montgomery
  • Economical Highway property
  • 4 floors in hotel
From£65
Very good 4.5 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Chester by IHG in Chester
+1-888-469-4795
2 Bryle Pl, Chester, NY 10918 +1-888-469-4795 ~12.32 miles south of Montgomery
  • Three Star Rural property
  • Free complimentary breakfast
From£80
Very good 4.0 /5 Guest Reviews Call BookMore Details
Sleep Inn & Suites Monroe - Woodbury
+1-888-734-9421
1 Sleep Way, Monroe, NY 10950 +1-888-734-9421 ~12.35 miles south of Montgomery
  • Three Star Suburban hotel
  • Free comp. breakfast
From£65
Very good 4.0 /5 Read Reviews Call BookMore Details
Days Inn by Wyndham Wurtsboro
+1-888-841-5292
21 Perron Dr., Wurtsboro, NY 12790 +1-888-841-5292 ~12.89 miles west of Montgomery
  • Low Cost property
  • 32 rooms in hotel
From£42
Average 3.5 /5 Guest Reviews Call BookMore Details
Windsor Motel
+1-888-455-5160
2976 Us Route 9w, New Windsor, NY 12553 +1-888-455-5160 ~13.00 miles east of Montgomery
  • Two-star property
  • Check-in time: 2:00 P.M
From£44
Poor 2.5 /5 Reviews Call BookMore Details
Minnewaska Lodge
+1-888-965-8297
3116 State Rte 55, Gardiner, NY 12525 +1-888-965-8297 ~13.77 miles north of Montgomery
  • Affordable property
  • Check-in time: 03:00PM
From£117
Average 3.0 /5 Guest Reviews Call BookMore Details
Honor’s Haven Retreat & Conference - Ellenville
+1-888-906-6358
1195 Arrowhead Rd., Ellenville, NY 12428 +1-888-906-6358 ~13.93 miles northwest of Montgomery
  • Affordable Mountain property
  • Hotel has 4 floors
From£96
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Roundhouse in Beacon
+1-888-749-6785
2 East Main St., Beacon, NY 12508 +1-888-749-6785 ~15.19 miles east of Montgomery
  • 3 star hotel
  • 41 rooms in property
From£66
Very good 4.0 /5 Recent Reviews Call BookMore Details
Americas Best Value Inn at Central Valley-Woodbury
+1-888-878-9982
139 Route 32, Central Valley, NY 10917 +1-888-878-9982 ~15.93 miles southeast of Montgomery
  • Two star Suburban property
  • Hotel has 2 floors
From£50
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Suites in Woodbury
+1-888-389-4485
100 Estrada Rd., Woodbury, NY 10917 +1-888-389-4485 ~16.02 miles southeast of Montgomery
  • Affordable Suburban property
  • Access to gym on-site
From£107
Average 3.0 /5 Reviews Call BookMore Details
Rocking Horse Ranch Resort - Highland
+1-888-389-4121
600 State Route 44 / 55, Highland, NY 12528 +1-888-389-4121 ~16.39 miles northeast of Montgomery
  • Four-star Resort hotel
  • Fitness center on property
From£280
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Harriman Woodbury
+1-888-675-2083
60 Centre Dr., Central Valley, NY 10917 +1-888-675-2083 ~16.63 miles southeast of Montgomery
  • 3-star Mountain hotel
  • 136 rooms in hotel
From£59
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn by Hilton New Paltz in New Paltz
+1-800-716-8490
4 South Putt Corners Rd., New Paltz, NY 12561 +1-800-716-8490 ~17.24 miles northeast of Montgomery
  • 3-star property
  • Fitness center on property
From£59
Very good 4.0 /5 Reviews Call BookMore Details
Comfort Suites
+1-800-805-5223
835 Route 52, Fishkill, NY 12524 +1-800-805-5223 ~17.28 miles east of Montgomery
  • 3-star Highway property
  • Has environment-friendly policy See policy
From£60
Very good 4.5 /5 Latest Reviews Call BookMore Details
Americas Best Value Inn New Paltz : 7 Terwilliger Lane
+1-888-965-1860
7 Terwilliger Lane, New Paltz, NY 12561 +1-888-965-1860 ~17.30 miles northeast of Montgomery
  • Two-star hotel
  • Check-in time: 3:00 PM
From£36
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn & Suites Fishkill South near I-84
+1-888-788-5576
849 Route 52, Fishkill, NY 12524 +1-888-788-5576 ~17.30 miles east of Montgomery
  • Economical Highway hotel
  • Free comp. breakfast
From£54
Very good 4.0 /5 Recent Reviews Call BookMore Details
Mohonk Mountain House
+1-888-897-9207
1000 Mountain Rest Rd., New Paltz, NY 12561 +1-888-897-9207 ~17.32 miles northeast of Montgomery
  • High end Resort hotel
  • 262 sleeping rooms in hotel
From£206
Very good 4.0 /5 Recent Reviews Call BookMore Details
Arrow Park in Monroe
+1-888-311-4278
1061 Orange Turnpike, Monroe, NY 10950 +1-888-311-4278 ~17.43 miles south of Montgomery
  • Low-priced Lake property
  • 4 meeting rooms in hotel
From£277
Average 3.0 /5 Review Score Call BookMore Details
Econo Lodge New Paltz
+1-888-469-4795
530 Main St., New Paltz, NY 12561 +1-888-469-4795 ~17.66 miles northeast of Montgomery
  • Economy hotel
  • 2 floors in property
Rodeway Inn & Suites New Paltz - Hudson Valley
+1-888-734-9421
601 Main St., New Paltz, NY 12561 +1-888-734-9421 ~17.71 miles northeast of Montgomery
  • Cheap Highway property
  • 19 suites in hotel
From£32
Average 3.0 /5 Guest Reviews Call BookMore Details
Pine Ridge Dude Ranch in Kerhonkson
+1-888-841-5292
30 Cherrytown Rd., Kerhonkson, NY 12446 +1-888-841-5292 ~18.23 miles north of Montgomery
  • Affordable Mountain hotel
  • Free breakfast
From£59
Very good 4.0 /5 Guest Reviews Call BookMore Details
Extended Stay America Suites Fishkill Westage Center - Fishkill
+1-888-455-5160
55 West Merritt Blvd., Fishkill, NY 12524 +1-888-455-5160 ~18.32 miles east of Montgomery
  • Economical Highway hotel
  • 3 floors in property
From£51
Average 3.0 /5 Hotel Reviews Call BookMore Details
Inness
+1-888-965-8297
10 Bank St., Accord, NY 12404 +1-888-965-8297 ~18.46 miles north of Montgomery
  • Expensive hotel
From£443
Average 3.0 /5 Hotel Reviews Call BookMore Details
HYATT house Fishkill/Poughkeepsie : 100 Westage Business Center Dr.
+1-888-906-6358
100 Westage Business Center Dr., Fishkill, NY 12524 +1-888-906-6358 ~18.49 miles east of Montgomery
  • Mid-scale Suburban property
  • Gym is available on property
From£77
Very good 4.0 /5 Recent Reviews Call BookMore Details
Ramada by Wyndham Rock Hill at Sullivan Center
+1-888-749-6785
283 Rock Hill Dr., Rock Hill, NY 12775 +1-888-749-6785 ~18.50 miles west of Montgomery
  • 3-star Mountain property
  • Free breakfast
From£82
Very good 4.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Fishkill
+1-888-878-9982
500 B Westage Business Center Dr., Fishkill, NY 12524 +1-888-878-9982 ~18.52 miles east of Montgomery
  • 3 star Downtown hotel
  • Hotel has 75 suites
From£73
Excellent 5.0 /5 Review Score Call BookMore Details

Next: See My Montgomery Hotels with Pricing

When is the the Best Time to Visit Montgomery, NY?

When looking at weather forecasts for this area of the country, it is easy to see that the average temperatures can vary quite a bit. Temperatures are cold for about half of the year, and there is a chance of rain or even snow through much of the year. The region is warmest in July when temperatures regularly hit 85 degrees and rarely drop below 63.

Dry weather is common in September and January, and rain often comes in the middle of June as well as during the month of February. There are muggy months in July and September when the humidity hits hard and the wind is calm.

Safety is not much of a concern in this region, but it is most crowded in May, July, and December. During those months it becomes harder to find good hotel prices unless you plan well in advance or have good discounts. Fewer tourists come in November, so that is a good month for scoring great prices on accommodations.

Spring can feel moderately chilly, and rain is common. In the summer, it can be rather hot and the tourist season is at its peak. The fall brings chilly weather again, but tourism slows due to rain and cold. In the winter, it's far too cold for some, but those who appreciate snow can still enjoy their time in the area.

What are the Best Discount Options in Montgomery, NY?

It's always nice to make use of that AAA membership, and you can do just that at the Super 8 by Wyndham Montgomery Maybrook. If you want to see the Orange County Farmers Museum while you are in the area, it's just a 10-minute drive away, and the Thomas Bull Memorial Park is close by as well. You get the accommodations you need at a lower price because of your membership.

The Four Points by Sheraton Newburgh Stewart Airport is just 7 miles east of Montgomery. You'll be close to the airport and just minutes from the Ice Time Sports Complex. You can see the Orange County Choppers while you visit and enjoy your AAA discount at this hotel at the same time.

The Courtyard by Marriott Newburgh Stewart Airport also has prime discounts and a great location near the airport. It's close to Chadwick Lake Park and Algonquin Park, and you can get group rates and senior discounts here, as well.

What are the Best Value Hotels in Montgomery, NY?

There are plenty of hotels in the area that offer you the value you need at a price you can afford, and the Holiday Inn Express & Suites Montgomery is one of them. This charming hotel is just half a mile off Route 84, making it a convenient stop. It's a completely non-smoking hotel, so it works well for health-conscious travelers and those who have asthma that is easily aggravated. With a full hot breakfast buffet every morning for 3 hours and a 24-hour fitness center, business travelers and families can all get what they need here. The indoor pool is also a nice break from whatever the temperatures might be outside.

The Courtyard by Marriott Middletown offers great value in its accommodations and location. If you are coming to the area for the Orange County Fair, you are just minutes away. The hotel also offers AAA discounts and is in a convenient location for getting to the Galleria at Crystal Run and the Paramount Theatre. There are 134 rooms, so it's easy to get a spot, even last-minute.

The Days Inn by Wyndham Newburgh West Point is close to the Steward International Airport, so you can fly in with ease from anywhere and fly back out again when you are ready. You can visit the National Purple Heart Hall of Honor while you are there, as well as Algonquin Park, all while getting everything you need from your accommodations at a great value.

How do you plan for family travels in Montgomery, NY?

When you travel for business, you often don't have a choice about where you will go or what you will do while you are there. You will still need the right accommodations for your stay, but you have fewer entertainment options to consider based on your allotted time. When you are taking a family vacation, that's all much different. There are plenty of things for families to enjoy in Montgomery, New York.

The Thomas Bull Memorial Park is a great place to make memories with the family. In the winter, travelers enjoy snow tubing and ice skating, and in the summer, the arboretum is a great place to enjoy a picnic lunch while taking in the beauty of the park. With a playground available for kids and plenty of wildlife wandering around for the adults to watch, there's something for everyone.

For the artistic at heart, there's the Storm King Art Center. Visitors rave about the peace and serenity in the art center as they surround themselves with huge and spectacular sculptures. Go on a nice day and enjoy nature and the beauty of the art at the same time.

These are just a few of the things that families can enjoy in the area when they visit. Plan your visit around your preferred accommodations, and go from there.

What did travelers think of the city of Montgomery?

Below are reviews of the city of Montgomery, NY from an actual visitor's perspective.

"Beautiful area"
Score 5.0 / 5

Beautiful area and a Dunkin Donuts, a few fast food restaurants, and local eatery a few steps from the hotel.

Michele M., from 28-Sep-2025
"New York Air Show"
Score 4.0 / 5

New York air show

Trish G., from 25-Aug-2025
"Friendly"
Score 5.0 / 5

Friendly people

Charles C., from 21-Aug-2025
"Beautiful Area"
Score 4.0 / 5

It is a beautiful area and most people I encountered were nice.

Dina K., from 12-Jul-2025
"Lots of Food Choices"
Score 5.0 / 5

I liked that there were a lot of choices for food.

Tammy P., from 25-Aug-2024
"GREAT Hotel!"
Score 5.0 / 5

Everything is so right there! Convenient!

Debbie M., from 14-Sep-2023
"Just a great place!"
Score 5.0 / 5

Just a great place!

Linn B., from 11-Aug-2023
"Great Local Diner"
Score 5.0 / 5

We stopped in for dinner at a local diner. The service and food was great! It seems like a nice town.

Shiryl K., from 13-May-2023
"Amazing Restaurant!"
Score 4.0 / 5

The restaurant Oak & Reed in Middletown is amazing. 5/5 Chicken and waffles and beet and citrus salad were delicious. They also had a fabulous chocolate-caramel tarte !

Grace R., from 28-Feb-2023
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