About Woodstock, New York State

What are the best hotels in Woodstock?

Woodstock is a laid-back Catskills town in New York’s Hudson Valley, known for its independent shops, live music, art galleries and forested mountain trails. It’s a lovely spot for a weekend away, whether you’re after a characterful B&B, a chic boutique hotel or a cabin tucked among the trees. Woodstock Way Hotel is our top pick, with stylish rooms, natural materials and a peaceful setting just a short walk from town. For something a little more playful, Hotel Dylan has rock’n’roll-inspired interiors and record players, making it a fun base for exploring the area.

Scroll down the page for our full selection of recommended hotels in Woodstock or, for a look at different areas, read our guide to the best places to stay in New York State.

Some of our New York State Collections:

13 Top Resorts in New York State

The Best Places to Stay in Woodstock

For music lovers

  • Hotel Dylan is a funky 22-room boutique hotel celebrating rock’n’roll legends of Woodstock fame. Quirky rooms feature record players and family-friendly extras, with board games and a laid-back vibe. Just 3 miles from Woodstock and close to the Catskills, it’s a perfect pick for music-loving travellers.

For a boutique stay

  • Twin Gables of Woodstock is a charming hideaway in Woodstock’s heart, where antique treasures meet bohemian soul. Individually styled rooms brim with character and local art, plus dreamy Tinker Street views. Homemade breakfasts and a relaxed, creative vibe make this a true Woodstock gem.
  • The Herwood Inn- Stylish barn-inspired apartments steps from downtown Woodstock, perfect for free spirits and friends. With vinyl players, crystal collections, private patios, and cosy living spaces, it’s a chic, artsy escape blending modern comfort with Woodstock’s laid-back, creative energy.

For an eco-escape

  • Woodstock Way Hotel is a chic, eco-conscious hideaway with 12 stylish rooms and cabins near Woodstock’s centre. Natural materials, bold art, freestanding tubs, big kitchens, and forest views set the vibe. Ideal for romantic retreats or design-loving families seeking a sustainable Catskills escape.
  • Sleep under the stars in luxe Airstreams, cabins, or safari tents surrounded by forest magic at AutoCamp Catskills. Feast in the Clubhouse, soak in the hot tub, or hit the trails for unforgettable outdoor adventures.

For classic B&B charm

  • The Woodstock Inn on the Millstream is a charming, classic inn with cosy rooms and antique-filled cottages by a scenic stream. Perfect for families or friends, with hammocks in the garden and Woodstock town nearby. A relaxed base blending old-fashioned charm with easy access to local adventures.

For an Apartment or Holiday Cottage

  • If you'd prefer a self-catering option, we suggest that you visit our online partner Booking.com.

Travel Information

  • Fly to New York's JFK Airport or Newark Airport, and continue your journey to Woodstock by taxi or bus via nearby Kingston.
  • Contact our online partner Rentalcars if you would like to hire a car.
  • Travel between June and September for the warmest weather, although this is the town's busiest time. The winters are freezing but very cosy and great for skiing. Spring and autumn are beautiful and much quieter -- time your trip for these months to avoid the crowds!

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The best hotels in Woodstock, New York State

Hotel Dylan

Woodstock, New York State

Standing as a homage to the iconic music festival, Hotel Dylan is one for the music lovers. The charming rooms are packed full of Woodstock inspired interiors and take their names from the festival's famous figures. Whether you are on the nature trail or the music trail, it's a great place to stay.

  • Sights nearby - Make the pilgrimage to the site of the most iconic music festival in the world.
  • Lakeside
  • Restaurant
  • Swimming Pool
from $145 for 1 room, 1 night including taxes & fees
Check availability on Expedia

The Woodstock Inn on the Millstream

Woodstock, New York State

Relaxing country sanctuary serving delicious continental breakfast and providing bright, tidy rooms which are lovingly furnished with antiques and superior linens. In the more deluxe rooms and cottages, there are jetted tubs, private balconies and fireplaces. All rooms are welcoming and well-kept.

  • Great walks - Enjoy the tranquil surroundings in any season with an invigorating hike.
  • Birdwatching - The Hudson Valley has a plethora of birdlife.
  • Whirlpool Bathtub - Some rooms come with two person jetted tubs
  • Sights nearby - Get lost in the labyrinthine Opus 40.
from $153 for 1 room, 1 night including taxes & fees

Twin Gables of Woodstock

Woodstock, New York State

A historic boutique hotel set in the heart of Woodstock. Eclectic and cosy rooms feature stunning antique furnishings, local artworks and wonderful views of Tinker Street. Enjoy a homemade breakfast in the historic & funky kitchen. A true homage to the free-spirited and bohemian nature of Woodstock.

  • Local exploring - Situated in the heart of Woodstock, perfect for discovering the eclectic mix of bars, museums, art galleries and more
  • Great walks - Wonder the Ashokan Rail Trail or traverse up Overlook Mountain, Wittenberg Mountain and Slide Mountain
  • Sights nearby - Hike up to the Tibetan Monastery for a tour or meditation and visit the Woodstock Byrdcliffe Guild
  • Minimum Stay - 3-night minimum stay
from $200 for 1 room, 1 night including taxes & fees
Check availability on Expedia

AutoCamp Catskills

Woodstock, New York State

A unique glamping haven, nestled in the lush Catskills. Stylish Airstreams, cozy cabins, and adventurous tents. Indulge in the Clubhouse's culinary delights, unwind in the hot tub, or explore trails and local culture. Perfect for nature enthusiasts seeking comfort and style.

  • Active Holiday - Immerse yourself in an active retreat with biking, hiking, fishing, and rock and ice climbing in the vibrant Catskills setting
  • Total relaxation - Relax in nature with mindfulness sessions, forest bathing, yoga classes, live music, and a hot tub under the stars
  • Restaurant - The Kitchen is open all day for crowd-pleasing dishes to either eat in or take away
  • Fishing - There's plenty of opportunities for fishing in the area
from $258 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Woodstock Way Hotel

Woodstock, New York State

A contemporary and sustainable hotel set on two and a half acres, complete with a brook and waterfall, in the heart of Woodstock. Guests can choose between traditional cabins or trendy studios. Both are stylish and comfortable with private decks, stunning mountain/forest views and stand-alone tubs.

  • Groups - With spacious cabins and the stunning location, the hotel can cater to private gatherings for families, friends and colleauges
  • Back to Nature - The hotel is the perfect base for exploring the beauty of Catskills mountains, with hiking trails and swimming holes
  • Outstanding location - In the centre of Woodstock town but situated on two-and-a-half acres beside a brook and a waterfall
  • Designer
from $376 for 1 room, 1 night including taxes & fees
Check availability on Expedia

The Herwood Inn

Woodstock, New York State

Collection of trendy barn-style apartments, with shared hot tub, walking distance from downtown Woodstock. Each spacious homely unit comes with a kitchenette, living area, outdoor space and laid-back contemporary decor. Unique in-room amenities include vinyl players and crystal collections.

  • Local exploring - Bohemian Woodstock is famous the world over for its film and music festivals, as well as vibrant arts community
  • Active Holiday - Surrounding Catskill Mountains are ideal for hiking, mountain biking, ziplining, climbing and wild swimming
  • Groups - Franklin Flat is a great option for friends travelling together with two sleeping areas
  • Great walks - Overlook Mountain, Indian Head Mountain and Ashokan Reservoir offer hikes with stunning views
from $431 for 1 room, 1 night including taxes & fees
Check availability on Expedia