4.5
Very Good 65 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 65 Reviews
Perfect Upstate Getaway
Reviewed 2 days ago

Had a great time with friends at Hotel Dylan! I’ve been coming to the area for years and am so glad I finally stayed with them. It’s a quick and easy drive from NYC and perfect for a weekend getaway. We loved the spotless, colorful and bright rooms with the cute touches like record players and vintage records. We also loved the nightly bonfire and the s’more kits left on our doorknob which were a perfect touch. The staff was extremely helpful and welcoming. Although the hotel was under construction during our stay because the hotel is expanding, the construction was not at all disruptive and we barely noticed it. The hotel told us that they are building not only new rooms but a common area and bar that sound like they’re going to be really great. I can’t wait to come back to visit Hotel Dylan again soon!

Peace love never want to leave!
Reviewed 3 weeks ago

Hotel Dylan’s logo includes “peace, love, stay” and boy is that true. I never wanted to leave. The staff there goes above and beyond to make sure your stay is comfortable as well as giving you information about the surrounding areas. Woodstock is the perfect escape from Manhattan or to visit from anywhere. The hotel is beautiful, and a surprise as from the outside it looks like a regular motel, but once you step in, it as if being transported back to the era of the seventies but in a super chic way. It is super cute and trendy but no prentention is to be found. I highly recommend to visit with friend or with family. The pool is beautiful and is super great for the summer to go hiking and enjoy nature or the winger to hit the slopes, and either way make sure to sit by the fire pit and roast s’mores in any season! The hotel Dylan is a must!

Rock and Roll
Reviewed 3 weeks ago

Was visiting my daughter in NYC for my 30th wedding anniversary, after 4 days in the city, we were ready to get out. My wife and daughter picked Woodstock as a destination and the Hotel Dylan is where we would stay. Couldn't have been more pleased. Although the hotel is under construction...expansion.. it did not detract from the charm. Each room is named for a band that played at the festival, we stayed in the Richie Haven room which has two queen beds. The room was very clean and updated, the beds were comfortable and plush. The record player with the few records in the room is a nice touch and fell asleep listening to rock and roll..

Cutest Woodstock Music Themed Boutique Hotel
Reviewed 2 months ago

Decided on a last minute trip to Woodstock as other plans fell through. Booked a night for myself and my adult kids two days before. Spent a lovely night in The Band Suite. The decor was amazing. Great attention to detail. Everything you might need was available and the staff were incredible. Suite was clean, bright, comfortable and spacious. Really loved the vinyl, board games and art filled coffee table books in the room. Lovely big campfire just outside our door in the evening with s’mores ingredients supplied! Wonderful night. Wish I’d had more time to spend.

Girls Weekend
Reviewed 3 months ago

I stayed at Hotel Dylan with 2 other friends for a mini weekend getaway and it was the perfect place to stay. We stayed in "The City" and it was such a cute room. Everything was really clean and had enough space for 3 girls for a weekend. Also was a really nice touch that they leave s'mores supplies on your door for when they make a fire at night. The owners and staff were so friendly and had a ton of suggestions of places for us to try. Mostly we were looking for a change of pace for a few days as most of us live in the NY Metro area