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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 - Montgomery
+1-888-389-4121
2105 State Route 208, Montgomery, NY 12549
  • Midscale Highway property
  • 81 sleeping rooms in hotel
From£76
Very good 4.0 /5 Guest Reviews Call BookMore Details
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Holiday Inn Express & Suites Montgomery, an IHG Hotel in Montgomery
+1-888-675-2083
2105 Ny 208, Montgomery, NY 12549
  • 3 star hotel
From£63
Average 3.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Montgomery Maybrook in Montgomery
+1-800-716-8490
207 Montgomery Rd., Montgomery, NY 12549
  • Two star Airport property
  • Free comp. breakfast
From£47
Average 3.0 /5 Read Reviews Call BookMore Details
The Crossroads Hotel - Newburgh, Ascend Hotel Collection - Newburgh
+1-800-805-5223
5 Lakeside Rd., Newburgh, NY 12550 ~7.43 miles east of Montgomery
  • 3-star Airport hotel
  • Airport shuttle available
From£86
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport
+1-888-965-1860
4 Governor Dr., Newburgh, NY 12550 ~7.58 miles east of Montgomery
  • Mid-scale Rural hotel
  • 8 suites in hotel
From£90
Average 3.0 /5 Latest Reviews Call BookMore Details
Residence Inn Middletown Goshen in Middletown
+1-888-788-5576
57 Tower Dr., Middletown, NY 10941 ~7.69 miles southwest of Montgomery
  • Midscale Suburban hotel
  • Check in: 3:00PM
From£63
Average 3.0 /5 Read Reviews Call BookMore Details
Home2 Suites by Hilton Middletown - Middletown
+1-888-897-9207
600 Route 211 East, Middletown, NY 10941 ~7.73 miles southwest of Montgomery
  • 3-star Suburban property
  • Free breakfast
From£86
Very good 4.0 /5 Recent Reviews Call BookMore Details
Super 8 by Wyndham Middletown
+1-888-311-4278
563 Route 211 East, Middletown, NY 10940 ~7.89 miles southwest of Montgomery
  • 2-star Highway property
  • Free breakfast
From£47
Average 3.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Middletown : 551 Route 211 East
+1-888-469-4795
551 Route 211 East, Middletown, NY 10941 ~7.95 miles southwest of Montgomery
  • Economical Suburban property
  • Hotel has 2 floors
From£38
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 ~8.28 miles southwest of Montgomery
  • 3 star Suburban property
  • 134 rooms in hotel
From£83
Very good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn Middletown Ny
+1-888-841-5292
20 Crystal Run Crossing, Middletown, NY 10941 Website ~8.31 miles southwest of Montgomery
  • Two-star Suburban property
  • Gym / Fitness Center Available
From£47
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 ~8.32 miles southwest of Montgomery
  • Low Cost Highway property
  • Hotel has 80 rooms
From£57
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 ~8.54 miles east of Montgomery
  • High end Rural property
  • Fitness / Gym is on-site
From£63
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Newburgh Stewart Airport : Homewood Suites 180
+1-888-906-6358
Homewood Suites 180, New Windsor, NY 12553 ~8.58 miles east of Montgomery
  • Affordable Rural property
  • 125 sleeping rooms in hotel
From£63
Average 3.0 /5 Read Reviews Call BookMore Details
TRU by Hilton Middletown in Middletown
+1-888-749-6785
41 Dunning Rd., Middletown, NY 10940 ~8.88 miles southwest of Montgomery
  • Inexpensive hotel
  • Fitness + Health Center
From£83
Average 3.0 /5 Recent Reviews Call BookMore Details
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Holiday Inn Express & Suites Middletown Goshen
+1-888-878-9982
20 Med Parc Rd., Middletown, NY 10940 ~8.90 miles southwest of Montgomery
  • Affordable Downtown property
  • 19 suites in property
From£63
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Newburgh Stewart Airport
+1-888-389-4485
1 Crossroads Court, Newburgh, NY 12550 ~9.32 miles east of Montgomery
  • 3 star Suburban property
  • 5 floors in property
From£110
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hudson Valley Hotel and Conference Center by Fairbridge - Newburgh
+1-888-389-4121
90 Rt. 17k, Newburgh, NY 12550 ~9.49 miles east of Montgomery
  • Economy Highway hotel
  • Fitness / Gym is on-site
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
+1-888-675-2083
915 Union Ave. I 84, New Windsor, NY 12553 ~9.54 miles east of Montgomery
  • Economy Airport property
  • Check-in time: 3:00 PM
From£79
Very good 4.0 /5 Review Score Call BookMore Details
Howard Johnson by Wyndham Newburgh / West Point - Newburgh
+1-800-716-8490
95 State Route 17k, Newburgh, NY 12550 ~9.57 miles east of Montgomery
  • Low Cost Highway hotel
  • 2 floors in property
Ramada by Wyndham Newburgh/West Point - Newburgh
+1-800-805-5223
1289 Route 300, Newburgh, NY 12550 ~9.61 miles east of Montgomery
  • Cheap Airport hotel
  • Check in time: 15:00
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
+1-888-965-1860
1287 Route 300, Newburgh, NY 12550 ~9.65 miles east of Montgomery
  • 2 star Airport property
  • Shuttle from airport available
From£47
Poor 2.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Goshen Middletown
+1-888-788-5576
20 Hatfield Lane, Goshen, NY 10924 ~10.48 miles southwest of Montgomery
  • 3 star Suburban property
  • Check-in time: 3:00PM
From£59
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 ~11.46 miles east of Montgomery
  • Inexpensive Rural property
  • Hotel has 2 floors
Econo Lodge Near Stewart Inter - New Windsor
+1-888-311-4278
310 Windsor Highway Sr 32, New Windsor, NY 12550 ~11.50 miles east of Montgomery
  • 2-star property
  • Check in: 15:00
From£47
Poor 2.0 /5 Reviews Call BookMore Details
Days Inn by Wyndham Middletown in New Hampton
+1-888-469-4795
4939 Route 17 M, New Hampton, NY 10958 ~11.91 miles southwest of Montgomery
  • Two-star Suburban property
  • 39 sleeping rooms in hotel
Sleep Inn & Suites Middletown Goshen in Middletown
+1-888-734-9421
3491 Route 6, Middletown, NY 10940 ~12.02 miles southwest of Montgomery
  • Economical Highway hotel
  • 4 floors in property
From£71
Very good 4.5 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites - Chester
+1-888-841-5292
2 Bryle Pl, Chester, NY 10918 ~12.34 miles south of Montgomery
  • Three Star Rural hotel
  • Check in: 3:00pm
From£86
Very good 4.0 /5 Read Reviews Call BookMore Details
Sleep Inn & Suites Monroe - Woodbury in Monroe
+1-888-455-5160
1 Sleep Way, Monroe, NY 10950 ~12.37 miles south of Montgomery
  • Midscale Suburban hotel
  • Hotel has 6 suites
From£71
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 ~12.90 miles west of Montgomery
  • Low-priced hotel
  • Check-in: 14:00
From£45
Average 3.5 /5 Recent Reviews Call BookMore Details
Windsor Motel
+1-888-906-6358
2976 Us Route 9w, New Windsor, NY 12553 ~13.03 miles east of Montgomery
  • Economical property
  • Check in time: 2:00 P.M
Minnewaska Lodge
+1-888-749-6785
3116 Rte 44 55, Gardiner, NY 12525 ~13.78 miles north of Montgomery
  • 3-star property
From£142
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Honor’s Haven Retreat & Conference - Ellenville
+1-888-878-9982
1195 Arrowhead Rd., Ellenville, NY 12428 ~13.94 miles northwest of Montgomery
  • 3 star Mountain hotel
  • Hotel has 16 suites
From£104
Very good 4.0 /5 Guest Reviews Call BookMore Details
The Roundhouse - Beacon
+1-888-389-4485
2 East Main St., Beacon, NY 12508 ~15.21 miles east of Montgomery
  • Three Star property
  • Hotel has 41 rooms
From£71
Very good 4.0 /5 Read Reviews Call BookMore Details
Americas Best Value Inn Central Valley : 139 Route 32
+1-888-389-4121
139 Route 32, Central Valley, NY 10917 ~15.96 miles southeast of Montgomery
  • Low-priced Suburban hotel
  • Free breakfast
From£54
Average 3.0 /5 Read 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 ~16.41 miles northeast of Montgomery
  • Four-star Resort hotel
  • 2 floors in hotel
From£302
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Harriman Woodbury in Central Valley
+1-800-716-8490
60 Centre Dr., Central Valley, NY 10917 ~16.66 miles southeast of Montgomery
  • 3 star Mountain hotel
  • 136 rooms in property
From£63
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn by Hilton New Paltz
+1-800-805-5223
4 South Putt Corners Rd., New Paltz, NY 12561 ~17.25 miles northeast of Montgomery
  • 3-star hotel
  • Check in time: 16:00
From£63
Very good 4.0 /5 Reviews Call BookMore Details
Comfort Suites
+1-888-965-1860
835 Route 52, Fishkill, NY 12524 ~17.31 miles east of Montgomery
  • Three Star Highway property
  • Fitness / Gym is on-site
From£65
Very good 4.5 /5 Reviews Call BookMore Details
Americas Best Value Inn New Paltz in New Paltz
+1-888-788-5576
7 Terwilliger Lane, New Paltz, NY 12561 ~17.32 miles northeast of Montgomery
  • Cheap hotel
  • Fitness center on property
From£39
Very good 4.0 /5 Reviews Call BookMore Details
Quality Inn & Suites Fishkill South near I-84 : 849 Route 52
+1-888-897-9207
849 Route 52, Fishkill, NY 12524 ~17.33 miles east of Montgomery
  • 2-star Highway hotel
  • 18 suites in property
From£58
Very good 4.0 /5 Read Reviews Call BookMore Details
Mohonk Mountain House
+1-888-311-4278
1000 Mountain Rest Rd., New Paltz, NY 12561 ~17.34 miles northeast of Montgomery
  • High-end Resort property
  • 5 suites in property
From£222
Very good 4.0 /5 Review Score Call BookMore Details
Arrow Park in Monroe
+1-888-469-4795
1061 Orange Turnpike, Monroe, NY 10950 ~17.46 miles south of Montgomery
  • 2 star Lake hotel
  • 4 conference rooms in property
From£299
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 ~17.67 miles northeast of Montgomery
  • Two star property
  • Check-in time: 15:00
Rodeway Inn & Suites New Paltz - Hudson Valley
+1-888-841-5292
601 Main St., New Paltz, NY 12561 ~17.72 miles northeast of Montgomery
  • 2 star Highway property
  • Check in time: 2:00pm
From£35
Average 3.0 /5 Review Score Call BookMore Details
Pine Ridge Dude Ranch
+1-888-455-5160
30 Cherrytown Rd., Kerhonkson, NY 12446 ~18.25 miles north of Montgomery
  • Three Star Mountain property
  • Hotel has 10 suites
From£63
Very good 4.0 /5 Reviews Call BookMore Details
Extended Stay America Suites Fishkill Westage Center
+1-888-965-8297
55 West Merritt Blvd., Fishkill, NY 12524 ~18.35 miles east of Montgomery
  • Low Cost Highway property
  • Check-in: 3:00
From£55
Average 3.0 /5 Latest Reviews Call BookMore Details
The Thayer Hotel in West Point
+1-888-906-6358
674 Thayer Rd., West Point, NY 10996 ~18.36 miles southeast of Montgomery
  • Midscale Suburban hotel
  • Fitness center on property
From£86
Very good 4.0 /5 Review Score Call BookMore Details
Inness in Accord
+1-888-749-6785
10 Bank St., Accord, NY 12404 ~18.49 miles north of Montgomery
  • Four-star property
From£478
Average 3.0 /5 Guest Reviews Call BookMore Details
Ramada by Wyndham Rock Hill at Sullivan Center : 283 Rock Hill Dr.
+1-888-878-9982
283 Rock Hill Dr., Rock Hill, NY 12775 ~18.51 miles west of Montgomery
  • Mid-scale Mountain property
  • Check in time: 11:00am
From£88
Very good 4.0 /5 Hotel Reviews Call BookMore Details

Next: See My Montgomery Hotels with Pricing

Bar Chart: Upcoming 20 Days of Montgomery Hotel Rates

Rates shown are nightly rates before taxes and do not necessarily reflect all Montgomery, NY discounts available. The chart reflects the cheapest Montgomery hotel for each day and each star rating category.

There are two areas along rivers that are set aside as parks in Montgomery. The first is the Winding Hills Park, which is only partially located inside the city, and the other is the Stewart State Forest. The Wallkill River is the major watercourse in the town, and it flows from the south to the north past the villages in the region.

This town has over 51 square miles of space and calls itself the transportation hub of the Northeast. The region is crossed by several mainline railroads that helped the area to grow when they first appeared.

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.

Below is a chart of the current pricing seasonality of hotels and motels in Montgomery, NY:

seasonality of hotel rates in Montgomery

Montgomery, NY: Prices by Star Rating Class

Below are 3 charts illustrating avg. nightly cost trends by star rating class in Montgomery, NY. Browse these charts to determine the least expensive time to book a room in Montgomery for your upcoming travels.

What are the Luxury Hotels in Montgomery, NY?

4 Star Average Prices: £159.01

Ready for a true escape? It's easy to get away from everything you left back at home when you stay in the right hotel.

The Hampton Inn by Hilton Middleton might be just the hotel you are seeking. This hotel is in the suburbs, so it's nice and quiet but still close to the Orange County Fairgrounds and other popular locations. There are 127 rooms, all of which feature amenities to make the guests as comfortable as possible.

The Homewood Suites Steward Airport is a great location for airport access, and it's just 8 miles away from the Montgomery, NY, city center. You'll have easy access to the New Windsor Cantonment State Historic Site as well as the Kristi Babcock Memorial Park from this location. The comfortable rooms have everything you need, including a coffee maker, hairdryer, fluffy blankets, and more.

The Sleep Inn & Suites Monroe-Woodbury is 12 miles from the center of Montgomery, NY, but worth the extra drive. The wonderful amenities, such as a free hot daily breakfast, complimentary parking and free Wi-Fi, make it an ideal location for those who need access but want to get away from it all as well. This brand-new hotel is tucked away from the hustle and bustle, but it is still within a short drive of the area's attractions.

What are the Affordable Hotel Options in Montgomery, NY?

3 Star Average Prices: £135.42

Just because a hotel is lower in cost doesn't mean it won't have the features you want and need in your accommodations. The Super 7 by Wyndham Middletown is located just 8 miles away from the center of Montgomery and near the Orange County Fairgrounds. Travelers can get to the Orange Country Fair Speedway in just five minutes.

The Microtel Inn & Suites by Wyndham Middletown offers you close proximity at a nice, low cost. You can make yourself at home in one of 80 guest rooms and get the internet access you need plus a TV to keep you entertained at night for no extra charge.

The Hudson Valley Hotel and Conference Center by Fairbridge is great for traveling business people who need to set up meetings. This hotel is located in the historic district, just a 10-minute drive from Dia:Beacon. Business travelers love the conference access and business arrangements that can be made within the hotel.

2 Star Average Prices: £116.95

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.

FAQs about hotels in Montgomery

What are the most favored hotels in Montgomery?

Courtyard by Marriott, Sleep Inn & Suites Middletown Goshen and Comfort Suites are the best rated hotels based on customer reviews in the last 365 days.

What are the most luxurious hotels in Montgomery?

Homewood Suites Stewart Airport, Rocking Horse Ranch Resort and Mohonk Mountain House are the top 3 luxury hotels near Montgomery city center.

What hotels are closest to the city center of Montgomery?

Holiday Inn Express & Suites Montgomery, an IHG Hotel, Holiday Inn Express & Suites Montgomery, an IHG Hotel, and Super 8 by Wyndham Montgomery Maybrook are the properties closest to Montgomery city center.

What are the most popular independent hotels in Montgomery?

Minnewaska Lodge, Honor’s Haven Retreat & Conference and The Roundhouse are the best rated independent hotels (not part of a big brand).

What are the best Marriott hotels in Montgomery?

Courtyard by Marriott, Fairfield Inn & Suites by Marriott Goshen Middletown and Courtyard by Marriott Newburgh Stewart Airport are the best rated Marriott/Starwood branded hotels (based on customer reviews score).

What are the best Choice Hotels branded hotels in Montgomery?

Sleep Inn & Suites Middletown Goshen, Comfort Suites and Sleep Inn & Suites Monroe - Woodbury are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the most popular IHG hotels in Montgomery?

Holiday Inn Express & Suites Montgomery, an IHG Hotel, Holiday Inn Express & Suites and Holiday Inn Express & Suites Montgomery, an IHG Hotel are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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
The average traveler rating of the city of Montgomery, NY shown above is 4.8 out of 5 based on 5 reviews
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