5.0
Excellent 889 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

A wonderful stay
tawny1956

There is so much positive to say about this hotel... clean, spacious rooms, decor in each room in Woodstock style, with pictures, vinyl albums in each room. The common area is quite inviting. The owners are so very pleasant and accommodating. The only negative is the close proximity to highway 28... traffic all hours of the day and night

Love, Peace, Vinyl, and Smores, Oh My!
Jana J

A hippie-themed boutique hotel might be something of a contradiction, but aside from the somewhat steep fall weekend rates, Hotel Dylan manages to pull it off amazingly well. We were immediately charmed by the thoughtfully designed 60s themed room, which came complete with funky wallpaper, a record player, a stack of vinyl and carefully selected art books strewn throughout. In addition, the place was sparkling clean, sported very comfortable bedding and a sleek bathroom. The ambiance is lovely and a wonderful effort is being made by host Daryl to get guests comfortable. We arrived on a Thursday evening when things were still quiet, but enjoyed ourselves nevertheless by flipping through stacks of records and playing our favorites on the turntable in the lobby, while huddling near the fireplace with newfound friends. We stayed on for the weekend and got to enjoy the fire pit, as well as the complimentary continental breakfast, which even included lox alongside bagels, cream cheese, vegetables, pastries, fruit, juice, coffee, and tea. A lovely touch was the little bag with all the makings for fire pit smores we discovered dangling from our doorknob upon returning to our room after dinner on Friday night.

In summary, I give great kudos to the creators of this space. We will definitely be back!

So Glad We Stayed Here!
Lynne A

We ended up staying here for my son's wedding totally by accident and I'm so happy we did! Our room (The Bowie) was quiet, clean and so very comfortable. Loved the turntable and vinyl in the room. We listened to records most of the weeknd and almost never turned on the TV. The room was pretty large and I think the tall sloping ceiling made it seem larger. There is a rack to store hanging clothes (no closet). Loved furnishings (furniture and decor). The room had a lot of great books. Wished we'd had a little more downtime as there were several books I didn't get to. There was a book on the nightstand about local hikes which was very helpful. Nice vanity area which was great when both of us were getting ready at the same time. No phones in the room, which didn't bother us. The hotel supplied s'mores and a very nice continental breakfast on the weekend. We did not get to enjoy cocktails on th weekend due to the wedding schedule. We ate at the Santa Fe Restaurant (on premises) twice which was very good. The staff was very helpful and friendly. I've stayed in hotels that were a lot fancier but this one had such a nice vibe. It felt more like we were in a BnB. We would definitely stay here again. Very relaxing!