Title: Book the Best PET FRIENDLY Hotels in Montgomery, NY from CA $134 - Montgomery Dog-Friendly Hotels | Expedia.ca [Hotels in Montgomery](https://expedia.ca/Montgomery-Hotels.d8728.Travel-Guide-Hotels)[Vacation Rentals in Montgomery](https://expedia.ca/Montgomery-Vacation-Rentals.d8728.Travel-Guide-VacationRentals)[Things to do in Montgomery](https://expedia.ca/Things-To-Do-In-Montgomery.d8728.Travel-Guide-Activities)[Montgomery Car Rentals](https://expedia.ca/Car-Rentals-In-Montgomery.d8728.Car-Rental-Guide)[Montgomery Vacation Packages](https://expedia.ca/Montgomery.d8728.Destination-Travel-Guides) ![Autumn foliage in the Mohawk Valley, Montgomery County, New York State, USA.](https://images.trvl-media.com/place/8728/e92a028d-f2c6-4a41-a280-7692010fed7a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/8728/e92a028d-f2c6-4a41-a280-7692010fed7a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Montgomery Pet-friendly Hotels Tonight [Jan 18 - Jan 19](https://www.expedia.ca/Hotel-Search?regionId=8728&startDate=2026-01-18&endDate=2026-01-19&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 19 - Jan 20](https://www.expedia.ca/Hotel-Search?regionId=8728&startDate=2026-01-19&endDate=2026-01-20&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=8728&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=8728&startDate=2026-01-30&endDate=2026-02-01&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Montgomery pet-friendly hotels ![Exterior detail](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/47637293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/49ef52ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/2154c327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/20894557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borland House Inn [](https://www.expedia.ca/Newburgh-Hotels-Borland-House-Inn.h11796055.Hotel-Information) Montgomery 9.2/10 Wonderful (146 reviews) "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](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah [](https://www.expedia.ca/Newburgh-Hotels-Borland-House-Inn.h11796055.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/117000000/116370000/116362400/116362325/e25829b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116370000/116362400/116362325/1ae526bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/117000000/116370000/116362400/116362325/1616e5db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116370000/116362400/116362325/8d663c7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit [](https://www.expedia.ca/Montgomery-Hotels-Cozy-Cabin-Gateway-I-15-Acres-W-Pool-Firepit.h116362325.Hotel-Information) Montgomery 10/10 Exceptional (3 reviews) "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](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah A. CA $158 CA $273 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Montgomery-Hotels-Cozy-Cabin-Gateway-I-15-Acres-W-Pool-Firepit.h116362325.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/105000000/104970000/104965400/104965399/feb0c593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/105000000/104970000/104965400/104965399/d8180870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104970000/104965400/104965399/217d0423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/105000000/104970000/104965400/104965399/c01759b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Hudson Valley Apt 202 - King/Queen/Twin [](https://www.expedia.ca/Montgomery-Hotels-Modern-Hudson-Valley-Apt-202-KingQueenTwin.h104965399.Hotel-Information) Montgomery 9.8/10 Exceptional (16 reviews) "We had a great stay!! I booked for a “get ready” spot for my wedding and it was everything I could have dreamed of. Everything was perfect and very clean! Can’t wait to book again Very centrally located near some amazing small boutiques, a couple restaurants. The town seemed like a popular spot on the weekend! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffani H. CA $210 CA $379 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Montgomery-Hotels-Modern-Hudson-Valley-Apt-202-KingQueenTwin.h104965399.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99760000/99751300/99751209/37d2f11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/100000000/99760000/99751300/99751209/4246803e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/100000000/99760000/99751300/99751209/511279ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/100000000/99760000/99751300/99751209/7a8f89cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Farmhouse-Hot Tub, King Beds, Game Room & View [](https://www.expedia.ca/Montgomery-Hotels-Dream-Escape.h99751209.Hotel-Information) Montgomery 10/10 Exceptional (15 reviews) "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](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily B. CA $948 CA $1,733 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Montgomery-Hotels-Dream-Escape.h99751209.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/105000000/104270000/104260900/104260808/ce4906b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104270000/104260900/104260808/df1a1820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104270000/104260900/104260808/bec4b3de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video library](https://images.trvl-media.com/lodging/105000000/104270000/104260900/104260808/ac2ddafa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury New 1BR 950 sq ft apartment. Sleeps 4\. Stocked Kitchen, 2 Tvs, Parking. [](https://www.expedia.ca/Montgomery-Hotels-Luxury-New-1BR-950-Sq-Ft-Apartment-Sleeps-4-Stocked-Kitchen.h104260808.Hotel-Information) Montgomery 10/10 Exceptional (3 reviews) "Wonderful stay. Responded quickly to any issues even if it was a tiny one. Would absolutely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard D. CA $207 CA $376 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Montgomery-Hotels-Luxury-New-1BR-950-Sq-Ft-Apartment-Sleeps-4-Stocked-Kitchen.h104260808.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/9bb388bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/28ad5864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/e4abb59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/1712b26c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Poughkeepsie / Hudson Valley [](https://www.expedia.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information) Crown Heights 9.0/10 Wonderful (1,003 reviews) "Clean room, great staff. Great breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devashree CA $141 CA $163 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/88d2ecc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/8c9a3fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/7eb11b85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/a6849a6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn by Hilton Middletown [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information) Middletown 8.6/10 Excellent (1,005 reviews) "Clean Rooms, clean hotel overall. Plenty of parking." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KenNETH CA $114 CA $134 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/26de74c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/cdebce5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/fed7909a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Middletown-Goshen [](https://www.expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information) Middletown 9.4/10 Exceptional (958 reviews) "GREAT STAY, CLEAN HOTEL AND ROOM, GREAT POOL AND HOT TUB GYM IS CLEAN LOVED IT" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) NICOLE CA $141 CA $166 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/7472348e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/693279c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch LED TV with satellite channels, streaming services](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/cc7999bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/06a96230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites By Hilton Poughkeepsie [](https://www.expedia.ca/Poughkeepsie-Hotels-Home2-Suites-By-Hilton-Poughkeepsie.h103394153.Hotel-Information) Poughkeepsie 9.4/10 Exceptional (402 reviews) "Rooms were clean, staff was friendly and breakfast was good." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carole CA $132 CA $154 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Poughkeepsie-Hotels-Home2-Suites-By-Hilton-Poughkeepsie.h103394153.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/2831de3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/e1e7e350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/3b6f022d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/e02a568f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Fishkill [](https://www.expedia.ca/Poughkeepsie-Hotels-Hilton-Garden-Inn-Fishkill.h890436.Hotel-Information) Fishkill 8.6/10 Excellent (1,002 reviews) "everything was great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $127 CA $144 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Poughkeepsie-Hotels-Hilton-Garden-Inn-Fishkill.h890436.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-01&endDate=2026-02-02®ionId=8728&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ## Top Montgomery Hotel Reviews ![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 10/10 Excellent "Team is friendly, professional and helpful. Room was clean and comfy. Breakkfast is well maintained with a variety of options. Love the make your own waffles and the potatoes andyogurt selections. " [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Overlook Lodge at Bear Mountain](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "Cozy and quiet. Rooms need size. Surroundings idellic. Nature abounds." [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Hampton Inn by Hilton Middletown](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/8c9a3fbd_y.jpg) ### Hampton Inn by Hilton Middletown 10/10 Excellent "Great staffing, clean rooms!!!" [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information) ![Holiday Inn Express Hotel & Suites Chester by IHG](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/02f3df9e_y.jpg) ### Holiday Inn Express Hotel & Suites Chester by IHG 10/10 Excellent "Yanki was very helpful , attentive and friendly. The breakfast was lousy ! It was the same thing every day . They had coffee and tea available. Parking was easy . Clean room . " [](https://expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information) ![Borland House Inn](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/47637293_y.jpg) ### Borland House Inn 10/10 Excellent "I arrived on a dark and windy night and was immediately welcomed with coziness and warmth. Next time I hope to meet the corgis who are part of the management team. " [](https://expedia.ca/Newburgh-Hotels-Borland-House-Inn.h11796055.Hotel-Information) ![Super 8 by Wyndham Montgomery Maybrook](https://images.trvl-media.com/lodging/1000000/860000/855600/855538/7ac7ec53_y.jpg) ### Super 8 by Wyndham Montgomery Maybrook 10/10 Excellent "Nice place" [](https://expedia.ca/Newburgh-Hotels-Super-8-By-Wyndham-Montgomery-Maybrook.h855538.Hotel-Information) ## Frequently asked questions ### How much does a pet-friendly hotel in Montgomery cost? ### Which area of Montgomery is best to stay in for pet-friendly hotels? > This core area of Montgomery village is well-suited for visitors with pets due to its walkable streets and proximity to open spaces. You'll find a selection of local shops, eateries, and historic buildings, making it easy to explore on foot with your companion. The village layout is quite compact, so most amenities are just a short stroll away. > > > For couples travelling with pets, staying in the village centre offers convenience. Many hotels here are accustomed to accommodating pets, and the ability to walk to local cafes and restaurants with outdoor seating makes dining out enjoyable. The nearby Benedict Farm Park provides a good spot for walks and exercise for your pet. > > > Families with pets will also find the village centre appealing. The easy access to local parks and green spaces means children and pets can both enjoy the outdoors. ### What are some great pet-friendly hotels in Montgomery with outdoor spaces? > The 3-star Borland House Inn, with a 9.2 rating, offers a lovely terrace, providing a pleasant outdoor area for guests and their pets. Reviewers often highlight the beautiful house and the friendly staff. ### How do I ensure I have booked a pet-friendly room in Montgomery? ### What pet-friendly activities should we do in Montgomery? > Families with pets will particularly enjoy a visit to the Walden-Wallkill Rail Trail. This converted railway line offers miles of flat, paved paths great for a leisurely walk or cycling with your dog by your side. You'll find plenty of green spaces along the way, ideal for a short break or for your pet to stretch their legs. The trail runs through pleasant countryside, offering a refreshing escape. > > > Another excellent option is exploring the grounds of Thomas Bull Memorial Park. This large county park provides expansive open fields and walking paths where you and your pet can enjoy the fresh air. There are designated areas for various activities, and the wide-open spaces are great for dogs that love to run. ### What amenities should I look for in a pet-friendly hotel in Montgomery? ### How can I save on a pet-friendly hotel in Montgomery with Expedia? ### Do any Montgomery hotels have restrictions on pet sizes or breeds? ### Is it cheaper to book flights and a pet-friendly hotel in Montgomery as a package? ### Can I cancel my pet-friendly hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Cheap Hotels in Blooming Grove ](https://www.expedia.ca/Blooming-Grove-Hotels-Cheap-Hotels.0-0-d3000448042-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Blooming Grove ](https://www.expedia.ca/Blooming-Grove-Hotels-Hotels-With-Free-Breakfast.0-0-d3000448042-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Campbell Hall ](https://www.expedia.ca/Campbell-Hall-Hotels-Cheap-Hotels.0-0-d6338665-tCheapHotels.Travel-Guide-Filter-Hotels) - 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