Hotels in Montgomery

Some of the best places to stay in Montgomery are Red Oaks Mill, Kingston and Middletown. Red Oaks Mill, Kingston, and Middletown each offer unique attractions for travelers. Red Oaks Mill boasts picturesque scenery and a peaceful vibe, making it ideal for relaxation. Kingston features rich history and vibrant arts, perfect for culture lovers. Middletown offers a mix of shopping and dining options. For accommodations, all three locations have a variety of options ranging from affordable hotels to those with amenities like indoor pools and fitness centers. Kingston is best for first-time visitors due to its diverse attractions. Here are some of our travelers' favorite hotels in Montgomery:

1. Red Oaks MillOpens in a new window: Red Oaks Mill is a charming area known for its adventurous spirit and proximity to several educational institutions. With attractions like Vassar College, Marist College, and the Culinary Institute of America, it offers a mix of culture and excitement. For accommodations, consider The Herwood InnOpens in a new window, a 4.5-star guesthouse ideal for families and adventure seekers, providing access to various outdoor activities such as skiing and hiking. Another option is Brinckerhoff InnOpens in a new window, a 4.0-star hotel that offers complimentary breakfast and fitness facilities, perfect for health-conscious travelers. Additionally, Journey Inn Bed & BreakfastOpens in a new window, a delightful bed and breakfast, caters to adventurers with activities like kayaking and ziplining nearby.
2. KingstonOpens in a new window: Kingston is a vibrant area that combines outdoor fun with cultural experiences, featuring sites like the Dutchess County Fairgrounds and Ulster Performing Arts Center. For a memorable stay, The Woodbine InnOpens in a new window is a 3.5-star guesthouse that welcomes pets and offers adventure-themed activities such as mountain biking and ziplining. Alternatively, Hotel Mountain BrookOpens in a new window, a 4.0-star hotel, is also pet-friendly and provides exciting experiences like kayaking and horseback riding. Another excellent choice is The Wick, Hudson, A Tribute Portfolio HotelOpens in a new window, a uniquely decorated 4.0-star boutique hotel tailored for business travelers, complete with meeting rooms and a business center.
3. MiddletownOpens in a new window: Middletown is a family-friendly destination featuring attractions like the Orange County Fair Speedway and Galleria at Crystal Run, making it perfect for fun-filled vacations. For accommodations, The Kartrite Resort & Indoor WaterparkOpens in a new window is a 4.0-star hotel offering a range of activities like rock climbing and water sports, and it includes child-friendly amenities such as a playground and arcade room. Resorts World Catskills CasinoOpens in a new window, a 4.5-star hotel, features a casino and various adventure sports, catering to thrill-seekers and families alike. Lastly, Hotel FauchereOpens in a new window, another 4.0-star hotel, is pet-friendly and provides business amenities along with adventure activities like fishing and rafting nearby.

A three-day visit to Montgomery offers travelers a chance to explore its lush gardens, serene parks, and scenic lakes. Enjoy outdoor activities like hiking and boating, while also indulging in shopping experiences. This blend of nature and leisure makes Montgomery a delightful destination for all. Here's a quick itinerary to make the most of your trip to Montgomery:

• Day 1: Start your adventure in Montgomery with a visit to Dia Beacon, an impressive contemporary art museum located along the Hudson River, where you can immerse yourself in the works of renowned artists. Afterward, head to the David Crawford House, a historic home that offers a glimpse into the region's past. Conclude your day with an exciting experience at Hudson River Adventures, where you can enjoy scenic boat rides and take in the stunning views of the river and surrounding landscapes.
• Day 2: Begin your exploration at Storm King Art Center, a sprawling outdoor museum that features large-scale sculptures set against the backdrop of the picturesque landscape. Next, make your way to the New Windsor Cantonment State Historic Site, where you can delve into Revolutionary War history. Wrap up your day at Knox's Headquarters State Historic Site, a site that played a significant role during the war, offering fascinating insights and beautiful grounds to explore.
• Day 3: Kick off with a visit to the Orange County Farmers Museum, where you can discover local history and culture through its engaging exhibits. Following that, venture to Minnewaska State Park, a natural paradise perfect for hiking and enjoying breathtaking views of the Shawangunk Mountains. Finally, take a leisurely stroll across the Hamilton Fish Bridge, which offers stunning vistas of the surrounding area and is a perfect way to conclude your trip.

1. Book for the cheapest times: For those looking to travel on a budget, the best time to visit Montgomery is during January, November, and December, when hotel prices are more affordable. To make the most of your trip and explore the city's key attractions, plan to stay for at least 2-3 days. Montgomery offers great value for money with its beautiful gardens and other noteworthy sites, making it an ideal destination for budget-conscious travelers.
2. Look for last-minute deals on Hotels.com: If you're looking for last-minute hotel deals in Montgomery, Hotels.com offers a great resource. To explore these offers, head to the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on the site, where you could find discounted rates on accommodations as your travel date approaches. Additionally, consider enabling email alerts or push notifications from Hotels.com to keep you informed about flash sales and special last-minute promotions, helping you maximize your savings on your stay.
3. Be flexible with dates: Hotel prices can fluctuate depending on factors like the location, star rating, and season. As a result, being flexible with your travel dates may help you save on hotel expenses in Montgomery.
4. Consider your location: When booking on Hotels.com for your holiday, take your location into account. Staying near major attractions or downtown areas can offer convenience, but it usually tends to be more expensive. For more affordable options, consider looking for hotels in less central neighborhoods, striking a balance between cost and easy access to the sites you want to visit.
5. Upgrade with One Key: Make your next reservation in Montgomery and be a part of Hotels.com's free One Key program, which enables members to take advantage of reward points for hotel bookings. Progress through the tiers of Blue, Silver, Gold and Platinum to unlock advantages like room upgrades when available, discounted rates, and exclusive offers for members. Start earning reward points now.

Montgomery experiences its lowest average temperature in January, at 26.8°F (-2.9°C), while July is the hottest month, with an average temperature of 73.0°F (22.8°C). October tends to be the wettest month. The peak travel months to visit Montgomery are June, July, and September, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, October to December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny to mostly cloudy conditions.