4.5
Very Good 78 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 78 Reviews
Local
Reviewed 3 weeks ago

From the first contact with Ali at 9 PM as a result of an emergency at my house (I’m local) she laid the path for an extraordinary experience.
Fire pit raging with S’mores fixings.
Met great people.
Attention to detail is stellar including full scrumptious breakfast of lox; bagels (with capers, chopped onions, fresh tomatoes) pastries, fresh fruit, English muffins.
Record players and albums.
Woodstock artist themed rooms.
Salt water pool opens in May!
Highly recommend!!

Hidden Gem
Reviewed 2 months ago

The Dylan Hotel does not disappoint from the moment we stepped in we felt at home. The check in was quick and easy and had the most adorable sweatshirts, t shirts and home décor items that we couldn't wait to purchase when we checked out! The rooms were beautifully decorated with a Hamptons / New York city style. We stayed in the Band Suite, which was 2 floors and was perfect for our family of 5. Super comfortable beds. Continental breakfast was served in the main lobby area which was so delicious. Sitting by the fireplace was a plus. At night the kids toasted marshmallows by the outdoor fire pit as we sat fireside with a delicious glass of wine from the restaurant. The food and service at the restaurant were both excellent. There is a gym across the street that we checked out and was so cool! Everyone was so friendly. We are looking forward to going back for some much needed R&R!

We love the Hotel Dylan
Reviewed 2 months ago

The Hotel Dylan is awesome. We had a great time and loved staying there. Would highly recommend for families with children - they will love the board games, s’mores and records! Can’t wait to return one day soon.

What a Gem!
Reviewed 3 months ago

My boyfriend and I stayed at Hotel Dylan last weekend and we are so in awe with his place! The decoration of the hotel is so tasteful, the rooms are sparkling clean and every detail is just carefully thought out. Our personal favorite was the smores kit that we found in a little baggie hanging at our door when the fire pits were lit in the evening. The breakfast served on weekend mornings was also excellent. The freshly baked, organic local goods, the variety of juices and spreads, and the lox had us fueled perfectly for our day of skiing. I also found the records and board games that guests could borrow very cool. We will definitely be back!

HOTEL DYLAN ✌❤stay
Reviewed 4 months ago

Great hotel. The rooms are really cool and very well kept the beds are very comfortable. The breakfast in the morning is espically well put together and delicious. Very cool vibe i will deff be staying here again.