4.5
Very Good 93 Reviews
Jetsetter Approved
This Hotel meets our standards
This hotel meets our standards, but we haven't stayed yet

What We Love

  • A colorful boutique hotel in the Catskills' most famous town, with drinks and a lift-ticket discount
  • The design, reviewed by The New York Times, Travel + Leisure and more
  • The hammocks, ping-pong table and two fire pits, plus the seasonal pool
  • Your skiing lift-ticket discount at nearby mountains, plus nightly drinks and spa discount
  • Santa Fe Woodstock's tequila selection – the largest in the Hudson Valley

What To Know

  • Retro, hippie-meets-hipster vibe; guestrooms are named after 1960s musicians or bands and have Crosley record players
  • Free continental breakfast is only offered on the weekends; look for the baked goods from Bread Alone, a popular Woodstock café
  • The seasonal pool has underwater speakers so you can rock out while you swim
  • There's no on-site fitness center, but guests have access to the 28 West Gym across the street
  • Located on a main highway; light sleepers should bring earplugs

Amenities

  •  Bar
  •  Free WiFi
  •  Gym
  •  Handicap Accessible
  •  Parking On Site
  •  Restaurant
Disclaimer: This content was accurate at the time the hotel was reviewed. Please check our partner sites when booking to verify that details are still correct.
property living room home cottage Bedroom Suite

Overview

A bohemian-chic Catskills stay with New York Times approval, including drinks and a lift-ticket discount

The Lowdown

Take the bohemianism of a hippie and the discerning design tastes of a
hipster, and you’ve got Hotel Dylan, in the heart of New York’s scenic,
1960s-defining Woodstock. This getaway on Route 28 – the gateway to
700,000-acre Catskill Park – puts you right in the heart of the
Northeast’s most famously alternative town, and if Janis Joplin and The
Grateful Dead are no longer getting creative here, there are plenty of
other musicians who are. Actors, writers and photographers, too – the
destination remains a vibrant artists’ colony, and the free spirit
lives.
But just as some of the property’s pillows say “All
You Need Is Love,” when you stay at Hotel Dylan, it’s what’s inside
that counts. Namely, décor so chic and well-curated that Country Living, Travel + Leisure, the New York Post, the New York Times have all come reviewing (and recommending) this place, as have design blog Du Jour and even Icon,
printed all the way in Italy. And actually, love’s a big part of the appeal,
too – and, for that matter, so are peace and rock and roll, as each room is named for a musician or band. It
really is a meeting of the hippies and the hipsters, in the most stylish way possible. Or simply: hip.

Rooms

The hippie-meets-hipster design that the New York
Times
, the New York Post, Country Living and Du Jour have praised
continues into your room, which features 1960s-band and -artist
portraits by photographer-to-the-icons Elliot Landy and, naturally, a
Crosley record player, so you can honor the local tradition of rocking out.
Expect pops of color and patterns like lumberjack plaid.

Dining

Woodstock
is the latest New York town to be graced by its own Santa Fe restaurant
(other locations include Tivoli and Kingston), and Santa Fe Woodstock
has already climbed to one of the top 15 in local restaurants on
TripAdvisor. Stop by for fresh and made-from-scratch traditional and
modern Mexican cuisine, from margaritas and guacamole to Fleishers
organic beef burgers, plus the largest selection of tequilas in the
Hudson Valley.

Location

Woodstock is known best for
hosting the 1960s festival of the same name, studded by stars from Jimi
Hendrix to Janis Joplin, and the rock-‘n’-roll spirit remains strong.
Pick up the skills to play your own concert-stopping rendition of “Voodoo
Child” at the Paul Green Rock Academy, or catch a modern-day rocker at a
local venue – or a modern-day chamber musician at the Maverick Concert
Hall, less than half a mile away, on the National Register of Historic
Places. There’s also some good shopping at the galleries and shops around the neighborhood, and you
can always swim in the Hotel Dylan’s gunite
pool or go river tubing in the summer, or warm up by the fire pit and ski at nearby
mountains in the winter.

How to Get There

Hotel Dylan
320 Maverick Road
Woodstock, NY 12498 United States

Reviews

4.5 Very Good 93 Reviews
Wonderful Stay
qtbernstine

My husband and I stayed here this past weekend and can't speak highly enough about our visit. We were greeted by the incredibly warm and welcoming Stacy (one of the owners!) and things just went up from there. Both the hotel lobby and our room were impeccably decorated and curated with artwork I would like to put in my own home. The mattress and bedding were especially comfortable. And the drinks made by Jason (the there owner!) in the lobby bar were outstanding. All of the staff we interacted with were warm and helpful. The s'mores by the campfire on Saturday were the perfect touch. We can't say enough good things and look forward to getting back up there soon. Thank you!

Nice stay
kratkad

Stayed here with my wife for 2 weekday nights. It was an off week and there were few guests. Stefanie, who checked us in could not have been more friendly, professional, and helpful. The rooms are "cute" But most important to me, immaculately clean. Bathroom was likewise very nice and clean and small fridge in room was helpful. I can see how place could get noisy if there are many guests but wasn't an issue for us. Pool was likewise lovely and spotless but we didn't get a chance to swim as it closes at 6pm, which was earlier than we returned from our days outing. Overall, nice hotel.

Somewhat Charming
gabtam95

I stayed here with three close friends over a long weekend. The room was much smaller than expected, and there were very few amenities. Breakfast was a few pieces of fruit and oatmeal, which did not match expectations set by the host. Paper-thin walls meant that we could hear everything in the neighboring rooms. Overall, the experience was disappointing.