Montgomery Hotel Guide - Pet Friendly Hotels in Montgomery, New York

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Our top choices for Montgomery pet-friendly hotels

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
Borland House Inn

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.
The price is €233
includes taxes & fees
20 Jan - 21 Jan 2026
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

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.
The price is €249
includes taxes & fees
8 Jan - 9 Jan 2026
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

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.
The price is €1,060
includes taxes & fees
15 Jan - 16 Jan 2026
New Farmhouse-Hot Tub, King Beds, Game Room & View

Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
9.8 out of 10, Exceptional, (15)
"So clean and spacious! Everything was great "
United States
Dorene W.
The price is €235
includes taxes & fees
29 Dec - 30 Dec
Modern Hudson Valley Apt 202 - King/Queen/Twin

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1004)
"Room was clean and staff was great!"
United States
Annemarie
The price is €80
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn by Hilton Middletown

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (959)
"Staff both during check in and out were great . Great stay ."
United States
david
The price is €90
includes taxes & fees
1 Jan - 2 Jan 2026
Tru by Hilton Middletown

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1003)
"It was a great place to stay "
United States
Amanda
The price is €88
includes taxes & fees
12 Jan - 13 Jan 2026
Hilton Garden Inn Fishkill

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very good, (1002)
"Love it, everytime we come this is the place to stay"
United States
William
The price is €97
includes taxes & fees
1 Jan - 2 Jan 2026
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1003)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
The price is €114
includes taxes & fees
1 Jan - 2 Jan 2026
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.

Top Montgomery Hotel Reviews

Frequently asked questions

What's the best dog-friendly accommodation option in Montgomery?
Borland House Inn is a top dog-friendly B&B, and offers a restaurant and concierge services for its human guests.
What's the best time of year to travel to Montgomery with my pet?
When you travel with your pet, keeping tabs on the weather can make the trip safe and fun for everyone. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Montgomery are January, February, March and April, with each month seeing an average of 16 cm of snowfall.
What is there to see and do with your pet in Montgomery?
Known for its gardens, Montgomery has lots to offer visitors. See the local sights and visit City Winery Hudson Valley and Orange County Arboretum. While you're there, make sure you don't miss Highland Lakes State Park and Orange County Tennis Center.