6 Best Hotels in Woodstock, The Catskills

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We've compiled the best of the best in Woodstock - browse our top choices for the top things to see or do during your stay.

Enchanted Manor of Woodstock

$$ | 23 Rowe Rd., Woodstock, NY, 12401, USA

Inside this white-columned brick house, a fireplace warms a large living room where plush upholstery invites you to unwind, as do the seemingly endless decks leading to a heated pool, hot tub, and pond—all framed by eight acres of forest. Rooms are decorated with antiques and plenty of country charm. The suite has its own living room and fireplace, and some rooms have hot tubs. Spa treatments include a variety of massage and facial treatments. Health and wellness runs deep here: there are no chemicals in the pool and smoking is not allowed anywhere on the property.

Pros

  • Included hot breakfast can be vegan or vegetarian if desired
  • Full spa services
  • Smoke- and chemical-free property

Cons

  • Must drive to most activities
23 Rowe Rd., Woodstock, NY, 12401, USA
845-679–9012
Hotel Details
Credit cards accepted
3 rooms, 1 cabin
Free Breakfast

Quick Facts

  • $$

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Hotel Dylan

$$$ | 320 Maverick Rd., Woodstock, NY, 12498, USA
While the peace sign logo at this fun and funky lodging nods to its 1960s inspiration, the 11 generously proportioned rooms, decorated by HGTV design duo Courtney and Robert Novogratz, eschew tie-dye fabrics and hemp wall hangings for a more sophisticated take on the era. There are bright pops of yellow and blue here and there, but the prevailing color is a relaxing creamy white. It's no surprise that the place is a music-lover's paradise—not only are there Crosley turntables and a supply of vinyl records in each room, there are also underwater speakers in the pool. The excellent restaurant, Santa Fe Woodstock, serves modern Mexican fare and calls to mind another community with a bohemian atmosphere.

Pros

  • Fun vibe
  • Mountainside location
  • Pretty pool (not common in this area)

Cons

  • Motel-style rooms
  • Building lacks charm of others in area
320 Maverick Rd., Woodstock, NY, 12498, USA
845-684–5422
Hotel Details
11 rooms
No Meals

Quick Facts

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Twin Gables of Woodstock

$ | 73 Tinker St., Woodstock, NY, 12498, USA

This charming 19th-century house has welcomed lodgers since 1926, and many guests return year after year to its hard to beat location, within strolling distance of shops, restaurants, and live-music venues. Patterned wallpaper provides a backdrop for period furnishings and original works by local artists. The gazebo in the pretty garden is a great place to relax. A continental breakfast is included, and there are plenty of other tempting dining options nearby.

Pros

  • Within walking distance of everything
  • Lovely rooms
  • Homey atmosphere

Cons

  • Some shared baths
  • Limited off-street parking
73 Tinker St., Woodstock, NY, 12498, USA
845-679–9479
Hotel Details
Credit cards accepted
10 rooms
Free Breakfast

Quick Facts

  • $

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Recommended Fodor's Video

Woodstock Country Inn

$$$$ | 185 Cooper Lake Rd., Bearsville, NY, 12498, USA

Hidden in a meadow of wildflowers several hundred yards from the main road, this bed-and-breakfast offers peaceful seclusion and paintings by Woodstock artist Jo Cantine, who built the house and hand-painted many of the furnishings. Guest rooms keep frills to a minimum, instead offering simple luxuries such as 300-thread-count sheets, mountain views, a porch or deck, and a private entrance. Breakfast is lavish and consists of organic fare. There's a beautiful swimming pool that's open from May to October.

Pros

  • Lots of nearby activities
  • Elegant setting
  • Pretty pool

Cons

  • 2 miles from town
  • No kids under 12
185 Cooper Lake Rd., Bearsville, NY, 12498, USA
845-679–9380
Hotel Details
Credit cards accepted
4 rooms
Free Breakfast

Quick Facts

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Woodstock Inn on the Millstream

$$ | 48 Tannery Brook Rd., Woodstock, NY, 12498, USA

Tall pines stand sentinel at this lovely lodging, creating a private haven a short walk from the center of Woodstock. After splashing in the swimming hole you can stroll along the stream or relax on the landscaped lawn. The most basic rooms are in a motel-style complex dating from the 1940s. Hanging flower planters adorn front porches, handsome antiques add country charm, and quilts cover beds. Other rooms have fireplaces, galley kitchens, and hardwood floors. For more privacy, there are two stand-alone cottages with lots of windows and private outdoor seating areas. The continental breakfast spread is bountiful, and has plenty of options for vegetarians and vegans.

Pros

  • Short walk from town
  • Tasty breakfast
  • Pretty grounds

Cons

  • Some rooms are on the small side
48 Tannery Brook Rd., Woodstock, NY, 12498, USA
845-679–8211
Hotel Details
Credit cards accepted
16 rooms, 2 cottages
Free Breakfast

Quick Facts

  • $$

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Woodstock Way

$$$ | 10 Waterfall Way, Woodstock, NY, 12498, USA
While cabins have names like Electric Lady and Vinyl, and throw pillows stitched with words like "love" and "peace," the decor at this cluster of cozy cabins on more than two wooded acres just steps from the center of town is a fresh and modern take on Bohemian. Rooms are furnished with a carefully chosen mix of contemporary and antique furniture and art and outfitted with plush bedding, flat-screen TVs, fully stocked kitchens, and wood-burning stoves, and somehow retain all the character, charm, and relaxation of an escape to the woods, without the inconvenience of actually being in the woods. A favorite of the four cabins is the two-level Lone Wolf, which has a wood-burning stove for chilly evenings, a stone chimney, and hand-hewn beams. Another stunner is the Waterfall, with a huge window and a private deck overlooking a private swimming hole.

Pros

  • Every room is unique
  • Relaxing setting
  • Easy walk to everything

Cons

  • No breakfast
10 Waterfall Way, Woodstock, NY, 12498, USA
845-684–5911
Hotel Details
4 cabins
No Meals

Quick Facts

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