Hotels in Round Top

Some of the best places to stay in Round Top are Kingston and Woodstock. Kingston and Woodstock are both fantastic destinations for travelers. Kingston offers rich history, vibrant arts, and waterfront views, while Woodstock is renowned for its artistic vibe and stunning natural landscapes. Accommodations in both towns range from cozy inns to family-friendly resorts, with room rates varying to fit different budgets. For first-time visitors, Woodstock is ideal, with its charming atmosphere and cultural experiences. Whether you’re seeking a quaint motel or a comfortable retreat, you'll find great options in both locations. Here are some of the best hotels in Round Top that our travelers love:

1. KingstonOpens in a new window: Kingston is a vibrant destination known for its outdoor activities and cultural offerings. The area features attractions like the Dutchess County Fairgrounds, perfect for family fun, and the Ulster Performing Arts Center, which showcases various performances. For accommodation, consider Mirbeau Inn & SpaOpens in a new window, a 4.0-star hotel offering a full spa and pool service, ideal for relaxation. Another option is Journey Inn Bed & BreakfastOpens in a new window, a charming Bed & Breakfast that caters to adventure seekers with nearby kayaking and ziplining opportunities. Lastly, Millbrook Country House Bed & BreakfastOpens in a new window also offers a cozy Bed & Breakfast experience with complimentary breakfast and nearby hiking options, making it a great choice for nature lovers.
2. WoodstockOpens in a new window: Woodstock is famed for its outdoor adventures and picturesque landscapes, making it a favorite among nature enthusiasts. Attractions like Hunter Mountain and the scenic Catskill Mountains provide ample opportunities for skiing and hiking. For your stay, consider The Herwood InnOpens in a new window, a 4.5-star guesthouse that’s great for families and adventurers, complete with nearby skiing and mountain biking options. Another excellent choice is Hotel Mountain BrookOpens in a new window, a 4.0-star hotel that welcomes pets and offers various adventure sports. Lastly, The Wick, Hudson, A Tribute Portfolio HotelOpens in a new window, also a 4.0-star hotel, features unique decor and is well-suited for business travelers with its modern amenities, all while allowing pets.

A three-day getaway to Round Top offers a perfect blend of breathtaking mountain landscapes and outdoor adventures. Enjoy skiing down pristine slopes, hiking scenic trails, and exploring lush forests. With opportunities for wildlife spotting, golfing, and dancing, it’s an ideal destination for nature lovers and adventure seekers alike. Here's a quick itinerary to make the most of your trip to Round Top:

• Day 1: Begin your adventure at Kaaterskill Falls, a stunning two-tiered waterfall that’s perfect for a morning hike. After soaking in the scenic beauty, head to Indian Head Mountain for a more challenging trek that rewards you with breathtaking panoramic views of the Catskills. Conclude your day with a visit to the Platte Clove Preserve - Catskill Center, where you can explore nature trails and learn about the local ecology and history at the visitor center, making for a fulfilling and educational experience.
• Day 2: Start your day at the Mountain Top Arboretum, where you can wander through beautifully landscaped gardens showcasing a variety of native trees and plants. Next, take a short drive to Dolans Lake, a serene spot perfect for a relaxing picnic or a peaceful walk along the water's edge. Wrap up your day with some leisure time at the Pond, where you can unwind and enjoy the tranquil surroundings, perhaps even catching a sunset over the water.
• Day 3: Kick off your day at the Olana State Historic Site, the stunning home of artist Frederic Edwin Church, where you can explore the house and grounds while enjoying spectacular views of the Hudson River. Afterward, make your way to the Thomas Cole National Historic Site to dive deeper into the world of American art and landscape. Finally, end your trip with a visit to HITS-on-the-Hudson, known for its equestrian events, where you can soak in the vibrant atmosphere and perhaps even catch a show if the timing is right.

1. Book for the cheapest times: The most affordable months to visit Round Top are March, November, and December, when hotel rates drop significantly. For the best experience exploring the key sights, it's recommended to stay for at least 2-3 days. Round Top offers great value for money with its beautiful mountain views and charming local attractions, making it an excellent destination for travelers on a budget.
2. Look for last-minute deals on Hotels.com: If you're looking for last-minute deals to Round Top, check out the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on Hotels.com. You could find great discounts on hotels as your travel date approaches. To maximize your chances of snagging a good rate, consider enabling email alerts or push notifications from Hotels.com. This way, you'll stay informed about flash sales and unique last-minute offers, helping you make the most of your trip without overspending.
3. Be flexible with dates: Hotel prices can fluctuate depending on factors like the hotel's location, star rating, and the time of year. As a result, if you're flexible with your travel dates, you may save on hotel expenses in Round Top.
4. Consider your location: When booking your stay on Hotels.com for your vacation, think about your location. Choosing a place near major attractions or city centers can offer convenience, but it usually tends to come with a higher price tag. To find more affordable rates, consider looking for hotels in less central areas or neighborhoods, striking a balance between cost and the ease of getting to the sites you want to visit.
5. Upgrade with One Key: Book your next stay in Round Top and join Hotels.com’s One Key programme which allows members to earn and redeem rewards points for hotel bookings. Move through blue, silver, gold and platinum tiers and unlock benefits such as earning free nights, room upgrades, special discounts, and exclusive deals for members. Sign up now.