Hotels in Hillsdale

Whispers of History and Hills: Unveiling Hillsdale's Hidden Treasures

Nestled in the scenic Hudson Valley, Hillsdale, New York, is a charming small town that beckons nature lovers and history enthusiasts alike. Surrounded by lush hills, this off-the-beaten-path gem offers stunning landscapes perfect for hiking and exploration. Discover the remnants of fascinating ruins, unwind in cozy local libraries, and savor farm-to-table dining experiences. Hillsdale's vibrant arts scene and warm community spirit invite travelers to immerse themselves in a slower pace of life. Whether you're seeking a romantic getaway or a peaceful retreat, Hillsdale promises a unique escape filled with natural beauty and rich culture.

Discover great hotels in Hillsdale

Hillsdale, NY offers a variety of accommodations, from cozy bed and breakfasts to charming inns. Whether you're seeking a peaceful countryside getaway or a comfortable stay with local charm, you'll find options that cater to different tastes and budgets, making it a delightful spot for travelers. Here are some of the best hotels in Hillsdale that our travelers love:

1. The Egremont Village InnOpens in a new window: The Egremont Village Inn is a vibrant 3.0-star inn that offers a perfect blend of adventure and comfort for leisure travelers seeking an exhilarating getaway. With a focus on outdoor recreation, this property features exciting activities such as snowboarding, hiking, and ziplining, ensuring that adventure enthusiasts have a memorable experience. The accommodations are designed to be welcoming and cozy, enhancing the overall stay. Frequent travelers appreciate the pet-friendly amenities and the surrounding natural beauty, making it an ideal choice for those looking to explore the great outdoors while enjoying the comforts of home.
2. the AlanderOpens in a new window: For travelers seeking a charming lodge experience, the Alander is a delightful 2.5-star option that emphasizes a pet-friendly atmosphere. This inviting lodge is perfect for those who wish to enjoy the tranquility of nature while having their furry companions by their side. With thoughtful amenities like food and water bowls, the property ensures that guests and their pets feel at home. Visitors rave about the serene setting and warm hospitality, making it a favored choice for those looking to unwind and connect with nature in a relaxed lodge environment.
3. 1805 House Bed and Breakfast Opens in a new window: 1805 House Bed and Breakfast is a stylish 3.0-star guesthouse located in the heart of the city, catering to adventure seekers and urban explorers alike. This dynamic accommodation offers a range of thrilling activities, including skiing and mountain biking, right on the doorstep. The contemporary design and central location make it an attractive choice for travelers looking to immerse themselves in the local culture while enjoying comfortable lodgings. Reviewers commend the guesthouse for its vibrant atmosphere and convenient access to city attractions, making it a standout option for those in search of a unique city-themed experience.

Top locations to stay in Hillsdale

When visiting Hillsdale, New York, great areas to stay include Great Barrington, Copake, and Housatonic. Great Barrington offers vibrant shops and dining, Copake features scenic lakes and outdoor activities, while Housatonic boasts charming architecture and a laid-back atmosphere. For first-time visitors, Great Barrington is the best choice due to its lively ambiance and variety of attractions.

1. Great BarringtonOpens in a new window: Great Barrington is a vibrant town known for its charming downtown area filled with boutiques, art galleries, and unique shops. This location is perfect for those looking to immerse themselves in a lively cultural scene, with theaters and concert venues offering a range of performances throughout the year. Outdoor enthusiasts will appreciate the nearby hiking trails and opportunities for biking, while food lovers can explore local farmers' markets. Whether you're wandering through the quaint streets or enjoying the stunning natural beauty, Great Barrington offers a delightful mix of relaxation and activity.
2. CopakeOpens in a new window: Copake is a lovely, small town that boasts a picturesque rural setting, ideal for travelers seeking a peaceful getaway. It's surrounded by beautiful landscapes and offers plenty of opportunities for outdoor adventures like hiking and fishing. The Copake Iron Works, a historical site, provides a glimpse into the area's industrial past, making it a unique place to visit. With its cozy atmosphere and natural charm, Copake is perfect for those looking to unwind and connect with nature.
3. HousatonicOpens in a new window: Housatonic is a quaint village that exudes a charming, small-town vibe. Nestled along the Housatonic River, it's a great spot for leisurely strolls and enjoying scenic views. The town is known for its close-knit community and local events that showcase the arts, making it a delightful place to experience local culture. Ideal for travelers looking to escape the hustle and bustle, Housatonic offers a unique blend of relaxation and exploration amid beautiful surroundings.

Things to do in Hillsdale

Nestled among rolling hills, this charming small town offers a delightful mix of outdoor pursuits and serene landscapes. Visitors can hit the slopes for exhilarating skiing or rise early to catch breathtaking sunrises over lush forests and tranquil lakes. Enjoy leisurely hikes or simply unwind in the peaceful ambiance of nature.

• National Shrine of the Divine MercyOpens in a new window – Visit this tranquil shrine to reflect and find peace. Surrounded by beautiful landscapes, it offers a serene atmosphere perfect for quiet contemplation. Enjoy the stunning architecture and the spiritual ambiance that invites visitors from all walks of life.
• Norman Rockwell MuseumOpens in a new window – Step into the world of iconic American art at this delightful museum. Explore the extensive collection of Norman Rockwell's works, where each painting tells a story of everyday life and captures the essence of American culture. Don't miss the chance to learn about the artist's creative process through engaging exhibits.
• Lake Taghkanic State ParkOpens in a new window – Spend a day outdoors at this picturesque park, where you can hike scenic trails, relax by the lake, or enjoy a picnic with family and friends. The park's lush greenery and tranquil waters provide a perfect backdrop for a variety of recreational activities, from fishing to birdwatching.
• Bash Bish Falls State ParkOpens in a new window – Discover the stunning beauty of Bash Bish Falls, the tallest waterfall in Massachusetts. Hike the trails to experience the breathtaking views of cascading water and surrounding nature. It's a great spot for photography, so be sure to capture the stunning scenery!

5 tips for savvy savings when booking a hotel in Hillsdale

1. Book for the cheapest times: The most budget-friendly time to visit Hillsdale is during January, March, and April, when hotel prices are typically lower. To fully appreciate the town's historical landmarks and cultural attractions, a stay of at least 2 to 3 days is recommended. This allows visitors to enjoy the scenic views, explore quaint coffee shops, visit the local library, and even take in the beauty of the hilly landscapes and ruins. Whether you're interested in relaxing or engaging in activities like horseback riding and skiing, Hillsdale offers great value for money for those on a budget.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Hillsdale, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on Hotels.com, where you may find discounted rates on nearby hotels as your travel date approaches. By enabling email alerts or push notifications, you could stay updated on flash sales and special promotions, ensuring you don’t miss potential savings. Additionally, the Smart ShoppingOpens in a new window tool available in the app allows travelers to compare hotel prices and amenities, helping you make informed choices. With these resources, you’re more likely to secure the best hotel deals in Hillsdale.
3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates might help you save on your stay at a Hillsdale hotel. If you're in search of something special, boutique hotels often provide a more personalized experience and may sometimes offer better value. When you book through Hotels.com, we'll inform you if the price for your chosen dates is above or below the average. If it turns out to be on the higher side, we’ll suggest alternative dates that could be more affordable to help you find a better deal.
4. Consider your location: Choosing accommodations near major attractions or city centers can be convenient, but they usually tend to be more expensive. To find more affordable options, think about staying in neighborhoods that are a bit farther out, striking a balance between cost and easy access to the places you want to visit. You might also consider independent hotels located further away, as they can offer a more authentic and budget-friendly experience.
5. Become a Member: Join for free and start booking your next stay in Hillsdale! Enjoy savings on over 100,000 hotels worldwide with exclusive member pricing. As a member, you'll have the opportunity to advance through different tiers, unlocking benefits such as complimentary room upgrades (when available) and discounts on food and beverages at select VIP Access properties. Don't miss out on these fantastic perks—sign up today!

Best time to go to Hillsdale

Hillsdale experiences its lowest average temperature in January, at 25.0°F (-3.9°C), while July is the hottest month, with an average temperature of 72.0°F (22.2°C). October are typically the wettest months. If you’re looking to soak up the lively atmosphere in Hillsdale, January, February, and July are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny to mostly cloudy, with light rainfall. However, if you prefer a more relaxed experience, March, October, and December are perfect for a quieter getaway, marked by light rainfall and mostly sunny to mostly cloudy conditions.