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, an IHG Hotel in Montgomery
+1-888-389-4121
2105 State Route 208, Montgomery, NY 12549 +1-888-389-4121
  • Midscale Highway hotel
  • Hotel has 3 floors
From$96
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Montgomery, an IHG Hotel
+1-888-675-2083
2105 Ny 208, Montgomery, NY 12549 +1-888-675-2083
  • Mid-scale hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Montgomery Maybrook : 207 Montgomery Rd.
+1-800-716-8490
207 Montgomery Rd., Montgomery, NY 12549 +1-800-716-8490
  • Cheap Airport hotel
  • Free comp. breakfast
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
The Crossroads Hotel - Newburgh, Ascend Hotel Collection
+1-800-805-5223
5 Lakeside Rd., Newburgh, NY 12550 +1-800-805-5223 ~7.43 miles east of Montgomery
  • 3-star Airport hotel
  • Check in time: 3:00 PM
From$109
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport : 4 Governor Dr.
+1-888-965-1860
4 Governor Dr., Newburgh, NY 12550 +1-888-965-1860 ~7.58 miles east of Montgomery
  • Mid-scale Rural property
  • Check-in: 3:00pm
From$114
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn Middletown Goshen : 57 Tower Dr.
+1-888-788-5576
57 Tower Dr., Middletown, NY 10941 +1-888-788-5576 ~7.69 miles southwest of Montgomery
  • Three Star Suburban property
  • 125 suites in property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Home2 Suites by Hilton Middletown - Middletown
+1-888-897-9207
600 Route 211 East, Middletown, NY 10941 +1-888-897-9207 ~7.73 miles southwest of Montgomery
  • Mid-scale Suburban property
  • Hotel has 95 rooms
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Super 8 by Wyndham Middletown
+1-888-311-4278
563 Route 211 East, Middletown, NY 10940 +1-888-311-4278 ~7.89 miles southwest of Montgomery
  • Low-priced Highway hotel
  • Check-in time: 3:00pm
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Middletown - Middletown
+1-888-469-4795
551 Route 211 East, Middletown, NY 10941 +1-888-469-4795 ~7.95 miles southwest of Montgomery
  • Two star Suburban property
  • Check in time: 4:00 PM
From$48
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott
+1-888-734-9421
24 Crystal Run Crossing, Middletown, NY 10941 +1-888-734-9421 ~8.28 miles southwest of Montgomery
  • Three Star Suburban hotel
  • Gym is available on property
From$105
Very Good 4.5 /5 Review Score Call BookMore Details
Hampton Inn Middletown Ny - Middletown
+1-888-841-5292
20 Crystal Run Crossing, Middletown, NY 10941 Website +1-888-841-5292 ~8.31 miles southwest of Montgomery
  • Economical Suburban property
  • 6 suites in property
From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Middletown - Middletown
+1-888-455-5160
19 Crystal Run Crossing, Middletown, NY 10941 +1-888-455-5160 ~8.32 miles southwest of Montgomery
  • Low-priced Highway property
  • Hotel has 3 floors
From$72
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites Stewart Airport in New Windsor
+1-888-965-8297
180 Breunig Rd., New Windsor, NY 12553 Website +1-888-965-8297 ~8.54 miles east of Montgomery
  • 4-star Rural hotel
  • Comp. Breakfast
From$79
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Newburgh Stewart Airport
+1-888-906-6358
Homewood Suites 180, New Windsor, NY 12553 +1-888-906-6358 ~8.58 miles east of Montgomery
  • Midscale Rural property
  • Check-in time: 3:00pm
From$79
Average 3.0 /5 Review Score Call BookMore Details
TRU by Hilton Middletown
+1-888-749-6785
41 Dunning Rd., Middletown, NY 10940 +1-888-749-6785 ~8.88 miles southwest of Montgomery
  • Economy hotel
  • Check in: 15:00
From$104
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Middletown Goshen - Middletown
+1-888-878-9982
20 Med Parc Rd., Middletown, NY 10940 +1-888-878-9982 ~8.90 miles southwest of Montgomery
  • Midscale Downtown hotel
  • 4 floors in hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Newburgh Stewart Airport
+1-888-389-4485
1 Crossroads Court, Newburgh, NY 12550 +1-888-389-4485 ~9.32 miles east of Montgomery
  • 3 star Suburban property
  • 5 floors in property
From$139
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hudson Valley Hotel and Conference Center by Fairbridge
+1-888-389-4121
90 Rt. 17k, Newburgh, NY 12550 +1-888-389-4121 ~9.49 miles east of Montgomery
  • Low priced Highway property
  • 5 conference rooms in property
From$85
Poor 2.0 /5 Reviews Call BookMore Details
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
+1-888-675-2083
915 Union Ave. I 84, New Windsor, NY 12553 +1-888-675-2083 ~9.54 miles east of Montgomery
  • Low priced Airport property
  • Free complimentary breakfast
From$100
Very Good 4.0 /5 Read Reviews Call BookMore Details
Howard Johnson by Wyndham Newburgh / West Point : 95 State Route 17k
+1-800-716-8490
95 State Route 17k, Newburgh, NY 12550 +1-800-716-8490 ~9.57 miles east of Montgomery
  • 2 star Highway property
  • 74 rooms in property
Ramada by Wyndham Newburgh/West Point
+1-800-805-5223
1289 Route 300, Newburgh, NY 12550 +1-800-805-5223 ~9.61 miles east of Montgomery
  • Inexpensive Airport property
  • Has environment-friendly policy See policy
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport in Newburgh
+1-888-965-1860
1287 Route 300, Newburgh, NY 12550 +1-888-965-1860 ~9.65 miles east of Montgomery
  • Low priced Airport property
  • Check in: 3:00PM
Fairfield Inn & Suites by Marriott Goshen Middletown
+1-888-788-5576
20 Hatfield Lane, Goshen, NY 10924 +1-888-788-5576 ~10.48 miles southwest of Montgomery
  • 3 star Suburban property
  • 42 suites in hotel
From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge Near Stewart Inter
+1-888-897-9207
310 Windsor Highway, New Windsor, NY 12553 +1-888-897-9207 ~11.46 miles east of Montgomery
  • Cheap Rural property
  • 38 rooms in property
Econo Lodge Near Stewart Inter - New Windsor
+1-888-311-4278
310 Windsor Highway Sr 32, New Windsor, NY 12550 +1-888-311-4278 ~11.50 miles east of Montgomery
  • Cheap property
  • Hotel has 38 rooms
Days Inn by Wyndham Middletown
+1-888-469-4795
4939 Route 17 M, New Hampton, NY 10958 +1-888-469-4795 ~11.91 miles southwest of Montgomery
  • Two-star Suburban hotel
  • Free breakfast
Sleep Inn & Suites Middletown Goshen in Middletown
+1-888-734-9421
3491 Route 6, Middletown, NY 10940 +1-888-734-9421 ~12.02 miles southwest of Montgomery
  • Low priced Highway property
  • Free breakfast available
From$89
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites : 2 Bryle Pl
+1-888-841-5292
2 Bryle Pl, Chester, NY 10918 +1-888-841-5292 ~12.34 miles south of Montgomery
  • Midscale Rural property
  • 3 floors in property
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Sleep Inn & Suites Monroe - Woodbury in Monroe
+1-888-455-5160
1 Sleep Way, Monroe, NY 10950 +1-888-455-5160 ~12.37 miles south of Montgomery
  • 3-star Suburban property
  • Hotel has 64 rooms
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Wurtsboro : 21 Perron Dr.
+1-888-965-8297
21 Perron Dr., Wurtsboro, NY 12790 +1-888-965-8297 ~12.90 miles west of Montgomery
  • Two-star hotel
  • Hotel has 32 rooms
From$57
Average 3.5 /5 Guest Reviews Call BookMore Details
Windsor Motel in New Windsor
+1-888-906-6358
2976 Us Route 9w, New Windsor, NY 12553 +1-888-906-6358 ~13.03 miles east of Montgomery
  • Two star hotel
  • Check in: 2:00 P.M
Minnewaska Lodge in Gardiner
+1-888-749-6785
3116 Rte 44 55, Gardiner, NY 12525 +1-888-749-6785 ~13.78 miles north of Montgomery
  • Midscale property
From$179
Very Good 4.0 /5 Reviews Call BookMore Details
Honor’s Haven Retreat & Conference in Ellenville
+1-888-878-9982
1195 Arrowhead Rd., Ellenville, NY 12428 +1-888-878-9982 ~13.94 miles northwest of Montgomery
  • Affordable Mountain property
  • 16 suites in hotel
From$131
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Roundhouse
+1-888-389-4485
2 East Main St., Beacon, NY 12508 +1-888-389-4485 ~15.21 miles east of Montgomery
  • Three Star hotel
  • 3 suites in property
From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Americas Best Value Inn Central Valley in Central Valley
+1-888-389-4121
139 Route 32, Central Valley, NY 10917 +1-888-389-4121 ~15.96 miles southeast of Montgomery
  • Low priced Suburban property
  • Complimentary breakfast is offered
From$68
Average 3.0 /5 Reviews Call BookMore Details
Rocking Horse Ranch Resort : 600 State Route 44 / 55
+1-888-675-2083
600 State Route 44 / 55, Highland, NY 12528 +1-888-675-2083 ~16.41 miles northeast of Montgomery
  • High end Resort property
  • 2 floors in property
From$379
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Harriman Woodbury - Central Valley
+1-800-716-8490
60 Centre Dr., Central Valley, NY 10917 +1-800-716-8490 ~16.66 miles southeast of Montgomery
  • Three Star Mountain property
  • Fitness / Gym is on-site
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn by Hilton New Paltz : 4 South Putt Corners Rd.
+1-800-805-5223
4 South Putt Corners Rd., New Paltz, NY 12561 +1-800-805-5223 ~17.25 miles northeast of Montgomery
  • Midscale property
  • Check in: 16:00
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Suites : 835 Route 52
+1-888-965-1860
835 Route 52, Fishkill, NY 12524 +1-888-965-1860 ~17.31 miles east of Montgomery
  • Three Star Highway property
  • 3 floors in property
From$82
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Americas Best Value Inn New Paltz in New Paltz
+1-888-788-5576
7 Terwilliger Lane, New Paltz, NY 12561 +1-888-788-5576 ~17.32 miles northeast of Montgomery
  • Two-star property
  • Fitness / Gym is on-site
From$50
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn & Suites Fishkill South near I-84 - Fishkill
+1-888-897-9207
849 Route 52, Fishkill, NY 12524 +1-888-897-9207 ~17.33 miles east of Montgomery
  • Inexpensive Highway property
  • Gym / Fitness Center Available
From$73
Very Good 4.0 /5 Read Reviews Call BookMore Details
Mohonk Mountain House - New Paltz
+1-888-311-4278
1000 Mountain Rest Rd., New Paltz, NY 12561 +1-888-311-4278 ~17.34 miles northeast of Montgomery
  • 4-star Resort hotel
  • Fitness / Gym is on-site
From$279
Very Good 4.0 /5 Read Reviews Call BookMore Details
Arrow Park in Monroe
+1-888-469-4795
1061 Orange Turnpike, Monroe, NY 10950 +1-888-469-4795 ~17.46 miles south of Montgomery
  • Low-priced Lake hotel
  • 11 rooms in property
From$375
Average 3.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge New Paltz : 530 Main St.
+1-888-734-9421
530 Main St., New Paltz, NY 12561 +1-888-734-9421 ~17.67 miles northeast of Montgomery
  • Economy property
  • Check-in: 15:00
From$60
Poor 2.0 /5 Reviews Call BookMore Details
Rodeway Inn & Suites New Paltz - Hudson Valley : 601 Main St.
+1-888-841-5292
601 Main St., New Paltz, NY 12561 +1-888-841-5292 ~17.72 miles northeast of Montgomery
  • Cheap Highway hotel
  • 39 sleeping rooms in hotel
From$44
Average 3.0 /5 Latest Reviews Call BookMore Details
Pine Ridge Dude Ranch
+1-888-455-5160
30 Cherrytown Rd., Kerhonkson, NY 12446 +1-888-455-5160 ~18.25 miles north of Montgomery
  • Mid-scale Mountain property
  • 104 rooms in property
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Extended Stay America Suites Fishkill Westage Center - Fishkill
+1-888-965-8297
55 West Merritt Blvd., Fishkill, NY 12524 +1-888-965-8297 ~18.35 miles east of Montgomery
  • Low-priced Highway property
  • 3 suites in property
From$69
Average 3.0 /5 Recent Reviews Call BookMore Details
The Thayer Hotel - West Point
+1-888-906-6358
674 Thayer Rd., West Point, NY 10996 +1-888-906-6358 ~18.36 miles southeast of Montgomery
  • 3 star Suburban property
  • Check-in: 4:00 PM
From$108
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Inness
+1-888-749-6785
10 Bank St., Accord, NY 12404 +1-888-749-6785 ~18.49 miles north of Montgomery
  • High end hotel
From$600
Average 3.0 /5 Hotel Reviews Call BookMore Details
Ramada by Wyndham Rock Hill at Sullivan Center in Rock Hill
+1-888-878-9982
283 Rock Hill Dr., Rock Hill, NY 12775 +1-888-878-9982 ~18.51 miles west of Montgomery
  • Three Star Mountain property
  • Gym / Fitness Center Available
From$111
Very Good 4.0 /5 Reviews 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.

"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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