Title: Book the Best PET FRIENDLY Hotels in Middletown, NY - Middletown Dog-Friendly Hotels | Expedia.ca [Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d8864.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.ca/Middletown-Vacation-Rentals.d8864.Travel-Guide-VacationRentals)[Flights to Middletown](https://expedia.ca/Cheap-Flights-To-Middletown.d8864.Travel-Guide-Flights)[Things to do in Middletown](https://expedia.ca/Things-To-Do-In-Middletown.d8864.Travel-Guide-Activities)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d8864.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/Middletown.d8864.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/b3592d5854c5ebf058517b7fb1df474d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Vincent Ramundo # Find Pet-friendly Hotels in Middletown, NY ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Middletown Pet-friendly Hotels Tonight [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-10-03&endDate=2025-10-04&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-10-04&endDate=2025-10-05&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=8864&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Middletown Pet-friendly Hotels ![Lobby](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/9631af0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/903ceccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/da52c924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Harriman Woodbury Central Valley 9.2/10 Wonderful (1003) "Great place to stay, very clean and conveniently located" CA $165 CA $203 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/1047d873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/51570973.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/6b6d035b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point New Windsor 8.4/10 Very good (1002) "Great price for a great hotel" CA $137 CA $155 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774574/e1440092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774574/0feb1084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774574/59ea02f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774574/6d597ad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Matamoras/Milford Matamoras 8.8/10 Excellent (1004) "Shops and food close by " CA $141 CA $154 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Matamoras-Hotels-Hampton-Inn-Matamoras-Milford.h2774574.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a.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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/0a5108cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/633769f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Middletown-Goshen Middletown 9.4/10 Exceptional (847) "Place was great have stayed here many times." CA $177 CA $209 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/5eeeba71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/60661c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/046baaca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/9b61f0f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Middletown Goshen Middletown 8.6/10 Excellent (994) "Clean and modern rooms, friendly staff, very convenient highway access and reasonable rates. " CA $141 CA $167 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/8c9a3fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/7c606992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/112cd2bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/cf710d60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn by Hilton Middletown Middletown 8.6/10 Excellent (1002) "Easy check in, clean, near restaurants. We’d stay again. " CA $135 CA $160 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/37000000/36250000/36247800/36247736/935c6486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/37000000/36250000/36247800/36247736/0206d72c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/37000000/36250000/36247800/36247736/5e8aec71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/37000000/36250000/36247800/36247736/0b1ff612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru by Hilton Middletown Middletown 8.6/10 Excellent (934) "Great location. Clean facility and nice breakfast" CA $182 CA $215 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Newburgh-Hotels-Tru-By-Hilton-Middletown.h36247736.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/42000000/41530000/41524600/41524586/697f516f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/42000000/41530000/41524600/41524586/db249c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/42000000/41530000/41524600/41524586/8598f20a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Accessible Bathtub, Non Smoking (Comm, Mobil, Access Tub)](https://images.trvl-media.com/lodging/42000000/41530000/41524600/41524586/6bec0a1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Middletown - Goshen by IHG Middletown 8.8/10 Excellent (690) "great clean stay" CA $218 CA $257 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Suites-Middletown-Goshen.h41524586.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/49000000/48280000/48273100/48273068/9a478c40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/49000000/48280000/48273100/48273068/09797bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, desk, blackout drapes](https://images.trvl-media.com/lodging/49000000/48280000/48273100/48273068/faaa88f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/49000000/48280000/48273100/48273068/2fad5b45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Middletown Goshen Middletown 9.4/10 Exceptional (309) "Room and service were excellent." CA $232 CA $274 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Newburgh-Hotels-Residence-Inn-By-Marriott-Middletown-Goshen.h48273068.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695948/1e5617f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695948/0c0f8192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695948/558da38e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695948/ce61abbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Microtel Inn & Suites by Wyndham Middletown Middletown 7.0/10 Good (999) "Excellent location about 45 minutes from Bethel. It was very clean. Waffles but no fruit at the free breakfast. I will stay here again when attending another show. " CA $141 CA $167 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Newburgh-Hotels-Microtel-Inn-Suites-By-Wyndham-Middletown.h1695948.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=2025-10-17&endDate=2025-10-18®ionId=8864&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Middletown ### Discover top Middletown attractions with your pet Middletown, New York, offers an array of delightful experiences for travellers accompanied by their furry friends. Begin your adventure at the beautiful Wawayanda State Park, where you and your pet can explore scenic trails and enjoy a picnic by the serene lake. For a more urban experience, take a stroll through the charming downtown area, lined with pet-friendly cafes and boutiques that welcome your canine companion. The nearby Wallkill River also presents a lovely setting for riverside walks, with plenty of open spaces for your dog to roam freely. If you're looking for a unique attraction, check out the Orange County Fairgrounds, which often hosts events that are pet-friendly, allowing your four-legged friend to join in on the fun. After a day of exploration, settle into one of the pet-friendly hotels in the heart of Middletown, where attentive staff ensure both you and your pet feel pampered. With convenient access to parks and local hotspots, you'll find a perfect balance of relaxation and adventure during your stay. ### Find the best pet-friendly hotels in Middletown For those planning a pet-friendly getaway in Middletown, New York, these top hotels offer welcoming amenities for both you and your furry companions. Each option ensures a comfortable stay while accommodating your pets' needs. [La Quinta Inn & Suites by Wyndham Middletown-Goshen](https://www.expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information) - **Why it's great for a pet-friendly vacation:** La Quinta Inn & Suites by Wyndham Middletown-Goshen is an excellent choice for travelers seeking a pet-friendly environment without compromising on comfort. With an impressive review rating of 9.4, guests can bring their dogs and cats along, enjoying the convenience of in-room pet accommodations. The hotel also features a range of amenities, including an indoor pool and accessible facilities, ensuring every guest has a pleasant experience. - **Other amenities:** Additional amenities include free breakfast options served daily, including continental selections to kick-start your day. The hotel also boasts a fitness centre for those looking to stay active, while free self-parking and grocery convenience stores nearby make it easy to settle in. Guests can also enjoy accessible parking and a spa, contributing to a relaxing stay in Middletown. - **Nearby attractions:** Orange County Fairgrounds - 2.2 km, Galleria at Crystal Run - 2.8 km, Highland Lakes State Park - 3.8 km [Home2 Suites by Hilton Middletown](https://www.expedia.ca/Newburgh-Hotels-Home2-Suites-By-Hilton-Middletown.h15984645.Hotel-Information) - **Why it's great for a pet-friendly vacation:** Home2 Suites by Hilton Middletown is an inviting option for pet lovers, a review rating of 9.0. This hotel not only welcomes pets, providing food and water bowls, but also offers spacious suites equipped with kitchen facilities for added convenience. With an indoor pool and 24-hour fitness facilities, guests can enjoy both relaxation and activity during their stay. - **Other amenities:** Additional amenities include free daily breakfast and grocery convenience stores nearby for easy meal preparation. The hotel features accessible van parking and a terrace for outdoor enjoyment. Guests will appreciate the thoughtful touches, including premium bedding and daily housekeeping, ensuring a comfortable and memorable stay. - **Nearby attractions:** Orange County Fairgrounds - 3 km, Galleria at Crystal Run - 2.7 km, Highland Lakes State Park - 3.3 km [Hampton Inn by Hilton Middletown](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information) - **Why it's great for a pet-friendly vacation:** The Hampton Inn by Hilton Middletown stands out for pet-friendly travelers who appreciate comfort and convenience, reflected in its solid review rating of 8.6. Guests can bring their pets along for the adventure, with in-room accommodations that ensure a stress-free stay. The hotel also features a pool for relaxation and a fitness centre, making it a great choice for those who wish to unwind after exploring the area. - **Other amenities:** Additional features include free breakfast served daily, perfect for fuelling up before a day of activities. The hotel offers a terrace for outdoor relaxation and easy access to nearby golf and skiing locations for the adventurous spirit. With accessible parking options and a daily housekeeping service, guests can enjoy a straightforward experience throughout their stay. - **Nearby attractions:** Galleria at Crystal Run - 2.3 km, Highland Lakes State Park - 4.3 km [Courtyard by Marriott Middletown Goshen](https://www.expedia.ca/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information) - **Why it's great for a pet-friendly vacation:** Courtyard by Marriott Middletown Goshen provides a welcoming atmosphere for pet-friendly travelers, backed by a respectable review rating of 8.6. This hotel allows pets, ensuring that guests can travel with their furry friends comfortably. With an indoor pool and fitness facilities available 24 hours, it caters well to those looking to stay active and refreshed during their visit. - **Other amenities:** Guests can also enjoy a restaurant offering kids' meals, making it a great choice for family-friendly travelers. Additional amenities include free self-parking, daily housekeeping, and accessible features to enhance the overall experience. With a focus on convenience and comfort, this hotel is a great base for exploring Middletown. - **Nearby attractions:** Orange County Fairgrounds - 4.5 km, Galleria at Crystal Run - 2.6 km [Tru by Hilton Middletown](https://www.expedia.ca/Newburgh-Hotels-Tru-By-Hilton-Middletown.h36247736.Hotel-Information) - **Why it's great for a pet-friendly vacation:** Tru by Hilton Middletown is an excellent choice for pet-friendly accommodations, receiving an excellent review rating of 8.4. The hotel ensures that pets are welcome, complete with food and water bowls provided in the rooms. Featuring a fitness centre available around the clock, it’s perfect for those who wish to maintain their exercise regime while travelling. - **Other amenities:** Other appealing amenities include complimentary breakfast served daily, alongside a shared kitchen for guests who enjoy preparing their own meals. The hotel also includes a terrace for outdoor enjoyment and easy self-parking options. Guests can engage with fun activities in the arcade game room, making it a delightful stay for pet owners and their four-legged friends. - **Nearby attractions:** Orange County Fairgrounds - 2 km, Galleria at Crystal Run - 1.6 km, Orange County Fair Speedway - 2 km ## Top Middletown Hotel Reviews ![Best Western Hunt's Landing Hotel Matamoras/Milford](//images.trvl-media.com/lodging/1000000/30000/27300/27210/5acfc319_y.jpg) ### Best Western Hunt's Landing Hotel Matamoras/Milford 10/10 Excellent "Clean and quiet " [](https://expedia.ca/Matamoras-Hotels-Best-Western-Hunts-Landing-Hotel-MatamorasMilford.h27210.Hotel-Information) ![Home2 Suites by Hilton Middletown](//images.trvl-media.com/lodging/16000000/15990000/15984700/15984645/3c35a288_y.jpg) ### Home2 Suites by Hilton Middletown 10/10 Excellent "Staff was very friendly and professional. They lit the outside firepit for us to enjoy a beautiful early fall evening. Room was comfortable and stocked with what we needed." [](https://expedia.ca/Newburgh-Hotels-Home2-Suites-By-Hilton-Middletown.h15984645.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Middletown-Goshen](//images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a_y.jpg) ### La Quinta Inn & Suites by Wyndham Middletown-Goshen 10/10 Excellent "Nice property. Large room. Friendly staff all around." [](https://expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information) ![Hampton Inn by Hilton Middletown](//images.trvl-media.com/lodging/1000000/290000/282000/281932/8c9a3fbd_y.jpg) ### Hampton Inn by Hilton Middletown 10/10 Excellent "Great for business stay " [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information) ![Overlook Lodge at Bear Mountain](//images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "Great natural setting. Comprehensive facilities." [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Courtyard by Marriott Middletown Goshen](//images.trvl-media.com/lodging/1000000/930000/921500/921424/5eeeba71_y.jpg) ### Courtyard by Marriott Middletown Goshen 10/10 Excellent "Ryyyfgyu" [](https://expedia.ca/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information) ![Super 8 by Wyndham Middletown](//images.trvl-media.com/lodging/1000000/460000/459800/459783/63cc5778_y.jpg) ### Super 8 by Wyndham Middletown 10/10 Excellent "It was good" [](https://expedia.ca/Newburgh-Hotels-Super-8-By-Wyndham-Middletown.h459783.Hotel-Information) ![Microtel Inn & Suites by Wyndham Middletown](//images.trvl-media.com/lodging/2000000/1700000/1696000/1695948/1e5617f9_y.jpg) ### Microtel Inn & Suites by Wyndham Middletown 10/10 Excellent "Excellent location about 45 minutes from Bethel. It was very clean. Waffles but no fruit at the free breakfast. I will stay here again when attending another show. " [](https://expedia.ca/Newburgh-Hotels-Microtel-Inn-Suites-By-Wyndham-Middletown.h1695948.Hotel-Information) ## Frequently asked questions ### What's the best pet-friendly place to stay in Middletown? > [La Quinta Inn & Suites by Wyndham Middletown-Goshen](https://www.expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information) is a top hotel for people traveling with their pets, and offers an indoor pool and a fitness center for its human guests. Two other good options for you and your pet include [Home2 Suites by Hilton Middletown](https://www.expedia.ca/Newburgh-Hotels-Home2-Suites-By-Hilton-Middletown.h15984645.Hotel-Information) and [Hampton Inn by Hilton Middletown](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information). ### How many hotels that welcome pets should I expect to find in Middletown? > Stay with your furry friend at one of Expedia's 8 Middletown hotels that allow pets. ### What's the best time of year to travel to Middletown 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 temp of 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Middletown are January, February, March, and April, with each month seeing an average of 6 inches of snowfall. ### What is there to see and do with your pet in Middletown? > Known for its churches, Middletown has lots to offer visitors including its architecture and festivals. See the local sights and visit Paramount Theatre and Orange County Fair Speedway. While you're there, make sure you don't miss Orange County Fairgrounds and Galleria at Crystal Run. ## Explore a world of travel with Expedia - Lodging - More ways to book - [Cheap Hotels in Bloomingburg](https://www.expedia.ca/Bloomingburg-Hotels-Cheap-Hotels.0-0-d3000448043-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Bloomingburg](https://www.expedia.ca/Bloomingburg-Hotels-Hotel-With-Pool.0-0-d3000448043-tHotelwithPool.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) - [Adults Only Resorts & in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Adults-Only-Resorts.0-n553248633938969338-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Beach-Hotel.0-n553248633938969338-0-tBeachHotel.Travel-Guide-Filter-Hotels) - 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