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Top 10 Boutique Hotels and BnBs in Dutchess

Date Published: August 24, 2021

Whether it's nature, culture or romance you're seeking, Dutchess has it all. Explore our Top 10 Boutique Hotels and Bed and Breakfasts for your perfect getaway.

The Dutchess Inn & Spa, Beacon

Enjoy the quiet elegance of The Dutchess Inn & Spa, a European-style hotel located in the heart of vibrant Beacon. With just ten luxury hotel rooms their personalized service will ensure that your visit is nothing less than stellar. 

The Gables of Rhinebeck, Rhinebeck

This historic four-room Inn is a fifteen-gable 1860 Gothic Revival Victorian with thoughtful renovations for a comfortable stay. Enjoy the walkability to explore Rhinebeck's local shops and restaurants, or simply relax at the Inn and admire the gardens and play lawn games like cornhole, ladder golf and badminton. 

Hotel Caravana

Hotel Caravana, Amenia

Glamping like never before! Book a stay at Hotel Caravana, a renovated, retro Airstream at Four Brothers Drive-In Theater in Amenia. Ranked one of the top eight world’s best vintage caravan hotels by Lonely Planet, Hotel Caravana offers a unique experience to relax under the stars and stay on-site at a drive-in movie theater. The funky decor and fun amenities will make it a stay to remember.

Hotel Tivoli, Tivoli

Hotel Tivoli and its accompanying farm-to-table restaurant, The Corner is a century-old building situated in the historic town of Tivoli. Owned by painters Brice and Helen Marden, the property is filled with an eclectic collection of furniture, lighting and art. It’s a great choice for your visit to northern Dutchess.

Hotel Tivoli

Inn at Pine Plains, Pine Plains

Conveniently located at the crossroads of Routes 82 and 199, the Inn at Pine Plains is the perfect base for exploring the Hudson Valley. Each of the eight beautiful rooms has their own unique character. Wake up to a delicious continental breakfast with locally made breads, Pine Plains-roasted Schapira’s coffee, and their signature breakfast sandwich of local hard-boiled eggs, avocado hummus, tomatoes, and organic microgreens before venturing out to explore nearby hiking, farms, shops and more!

Mirbeau Inn & Spa, Rhinebeck

Based on the Mirbeau philosophy of balancing life with wellness and indulgence, the world-class Mirbeau Inn & Spa Rhinebeck is reminiscent of an old-world chic Parisian Hotel, yet with all the modern comforts that today’s travelers expect. Located right in the heart of Rhinebeck, Mirbeau Inn & Spa Rhinebeck is a wonderful place to re-balance one’s life through a restful, yet inspiring experience.

The Roundhouse, Beacon

This industrial-chic boutique hotel overlooks the beautiful Beacon Falls and is walking distance from all that Main Street has to offer. From coffee shops and vintage stores, to art galleries and speciality goods, Main Street is bustling year-round. A destination itself, The Roundhouse offers outdoor patio dining, a hip restaurant and trendy bar. 

Station Inn

Station Inn, Pawling

Dutchess is filled with charming towns, and Pawling is definitely one of them! Plan your stay at this airy, modern, sunlit inn just steps away from the beautiful village. Soak in scenic vistas while hiking at the nearby Appalachian Trail, shop fresh produce at the Pawling Farmers Market, and dine at local favorites like McKinney & Doyle. Leave feeling refreshed and recharged.

Troutbeck, Amenia

Unplug in eastern Dutchess! This 250-acre estate hotel is the perfect getaway for the romantic, the locavore, the creative, the adventurous and the curious. With an on-site restaurant, wellness center, pool and gardens, Troutbeck has everything need for a relaxing escape. 

Wing's Castle

Wing’s Castle, Millbrook

Ever thought you could stay in a castle made of 80% recycled materials? Well, you can! This living art project built by Peter and Toni Ann Wing is a unique and memorable experience. Tour the grounds, visit nearby Millbrook Vineyards & Winery, and stroll through the cute village of Millbrook for a trip you won’t soon forget.

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