Hotels in Woodstock

Some of the best places to stay in Woodstock are Red Oaks Mill, Poughkeepsie and Kingston. Woodstock, New York, is a vibrant destination known for its artistic heritage and natural beauty. Nearby, Red Oaks Mill offers a quaint charm, while Poughkeepsie boasts urban amenities and scenic views of the Hudson River. Kingston, steeped in history, features thriving arts and culture. For accommodations, expect a range of options from boutique hotels to local inns, perfect for all types of travelers. First-time visitors will find Woodstock's unique atmosphere particularly captivating. Here are some of the most popular hotels with our guests in Woodstock:

1. Red Oaks MillOpens in a new window: Nestled in a vibrant area known for its outdoor adventure, Red Oaks Mill is perfect for those seeking a mix of culture and recreation. With nearby attractions like Vassar College and the Culinary Institute of America, you'll find a rich blend of education and history. For accommodations, consider The Herwood InnOpens in a new window, a 4.5-star guesthouse ideal for families and adventure seekers, offering ski access and various outdoor activities. Brinckerhoff InnOpens in a new window is another great option, a 4.0-star hotel that provides complimentary breakfast and fitness facilities. Lastly, Journey Inn Bed & BreakfastOpens in a new window, a charming bed and breakfast, is perfect for those who enjoy kayaking and mountain biking, ensuring an adventurous stay.
2. PoughkeepsieOpens in a new window: Known for its beautiful outdoor settings, Poughkeepsie is a hub for explorers with attractions like Marist College and Vassar College nearby. If you’re looking for comfortable lodging, Residence Inn by Marriott Middletown GoshenOpens in a new window offers a 3.0-star experience with pet-friendly options and business amenities. Home2 Suites by Hilton MiddletownOpens in a new window is another 3.0-star hotel that caters to families and adventurers alike, featuring conference spaces and recreational activities. Lastly, Courtyard by Marriott Middletown GoshenOpens in a new window is a family-oriented 3.0-star hotel that welcomes pets and provides child-friendly amenities for a stress-free visit.
3. KingstonOpens in a new window: A charming locale that combines outdoor beauty with cultural experiences, Kingston boasts attractions like the Dutchess County Fairgrounds and Bard College. For a unique stay, The Woodbine InnOpens in a new window is a 3.5-star guesthouse that supports adventure and pet lovers, with various outdoor activities available. Hotel Mountain BrookOpens in a new window, a 4.0-star hotel, also welcomes pets and offers thrilling experiences such as skiing and horse riding. Finally, The Wick, Hudson, A Tribute Portfolio HotelOpens in a new window is a stylish 4.0-star boutique hotel that caters to business travelers while providing a pet-friendly environment, ensuring comfort and convenience during your stay.

A three-day trip to Woodstock offers a serene escape into lush forests and rolling mountains, perfect for hiking and immersing in nature. Travelers can enjoy vibrant arts, explore scenic rivers, and unwind in the tranquil beauty of this unique Hudson Valley destination, making it a memorable retreat. Here's a quick itinerary to make the most of your trip to Woodstock:

• Day 1: Start your adventure in Woodstock by exploring the breathtaking Catskill Mountains, where you can hike and soak in the stunning vistas. Afterward, make your way to Emerson Place Kaleidoscope, an artistic gem that features a unique display of colorful artworks that will surely captivate your imagination. Conclude your day at the Olive Free Library, a cozy spot where you can unwind with a good book or attend a local event, immersing yourself in the community's culture.
• Day 2: Begin at the Bethel Woods Museum, where you can learn about the historic 1969 Woodstock Festival and its lasting impact on music and culture. Following your museum visit, head to Esopus Bend Nature Preserve, a beautiful natural area perfect for hiking and bird-watching. Wrap up your day at Opus 40, a remarkable sculpture park that showcases an incredible stone landscape created by artist Harvey Fite, offering both artistic inspiration and a peaceful atmosphere.
• Day 3: Kick off your day with a visit to Kaaterskill Falls, one of the tallest waterfalls in New York, where you can enjoy a refreshing hike. Next, make your way to HITS-on-the-Hudson, home to equestrian events that can be exciting to watch if you're a fan of horse shows. Finally, tackle the challenging trails at Indian Head Mountain, where a rewarding summit awaits you, providing panoramic views of the surrounding landscape that will make your efforts worthwhile.

1. Book for the cheapest times: The most budget-friendly time to visit Woodstock is during January, November, and December, when hotel prices are more affordable. For those looking to explore the area, a stay of at least 2-3 days is recommended to fully enjoy its main attractions, which include beautiful forests, a scenic river, and stunning mountains. This makes it a great value for money destination, especially for travelers on a budget.
2. Look for last-minute deals on Hotels.com: If you're looking for last-minute deals to Woodstock, Hotels.com is a great resource to explore. To uncover fantastic hotel rates, head to the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on the site, where you're more likely to find discounts on accommodations as your travel date approaches. Additionally, consider enabling email alerts or push notifications to keep informed about flash sales and special promotions for Woodstock hotel deals, so you won't miss any opportunities to save.
3. Be flexible with dates: Prices may fluctuate due to factors like the hotel's location, star rating, and the time of year. As a result, being flexible with your travel dates could increase your chances of saving on hotel expenses in Woodstock.
4. Consider your location: When booking on Hotels.com for your holiday, keep your location in mind. Staying near key attractions or city centers can offer convenience but usually tends to come with a higher price tag. For more affordable options, consider hotels in less central areas or neighborhoods, striking a balance between cost and easy access to the places you want to visit.
5. Upgrade with One Key: Become a member of Hotels.com's free One Key rewards program when booking your stay in Woodstock. Earn points for your hotel bookings and progress through Blue, Silver, Gold and Platinum tiers. Unlock a range of exclusive rewards, including room upgrades when available, discounted rates, and member-only offers. Join today.

Here are a few top restaurants to try in Woodstock, New York, United States of America:

• Cucina: This highly popular restaurant in Woodstock celebrates the essence of Italian cuisine with a modern twist. Using locally sourced ingredients, Cucina crafts dishes that reflect the region's agricultural bounty, offering a menu that showcases seasonal flavors and innovative preparations. Diners can expect a variety of creative pasta dishes and rustic entrees that highlight the culinary heritage of the area.
• Tinker Taco Lab: Known for its inventive approach to Mexican cuisine, Tinker Taco Lab brings a unique blend of traditional and contemporary flavors to Woodstock. The menu features a rotating selection of tacos that incorporate local ingredients and bold spices, making each visit a new culinary adventure. This eatery emphasizes creativity and freshness, ensuring that every taco is a delightful experience.

Woodstock 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 71.6°F (22.0°C). October is typically the wettest month. If you’re looking to soak up the lively atmosphere in Woodstock, July to September are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, accompanied by light rainfall. However, if you prefer a more relaxed experience, January, November, and December are perfect for a quieter getaway, marked by light rainfall and mostly sunny to mostly cloudy conditions.