4.5
Very Good 84 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 84 Reviews
STAFF COULDN'T DO ENOUGH FOR THE GUESTS THEY WERE FABULOUS
Reviewed 2 weeks ago

Along with my husband and a group of ten good friends, we had a wedding in the Catskill area over this past Memorial Day Weekend. The wedding hosts recommended we all stay at the Dylan Hotel. It's a fun and funky property; paying homage to the Woodstock music festival of 50 years ago. From the outside, the property looked like a retro very well renovated former motor hotel. The owners took pains to update everything, so the rooms while not luxurious were very comfortable. The names of the rooms reflected the music scene, with retro articles such as old record players. The king sized beds were super comfortable. On weekends there was a very good continental breakfast including smoked salmon, assorted breads, bagels, pastries, fruit and great coffee. At night they had fire pits and everyone got a goody bag with everything to make campfire smores. Management took the time to talk to all of the hotel guests and take care of special requests. The hotel was kept spotless. Also, on the warm days there was a lovely pool with umbrellas. They were able to recommend places to eat in the town of Woodstock, as well as an on site fun Mexican restaurant. If anyone has reason to be in the area, I would definitely tell them to stay at the Dylan.

Loved it!
Reviewed 2 weeks ago

We absolutely loved Hotel Dylan. All the thoughtful, small details made the stay really special. Smores kits on check-in, record player in the room, lovely breakfast on the weekend. Hotel staff were extremely friendly, and eager to assist. Also loved the amenities in the bathrooms - so many special details that made it a unique stay. Great to have a pool on-site. We also enjoyed spending the evening in the bar, meeting other guests and chatting with the bartender Jason. Hotel manager Darryl was really friendly and keen to accommodate any requests.

Details that delight
Reviewed 1 month ago

We stayed at Hotel Dylan for a weekend birthday getaway and pretty much loved every second we were there. The cool neo-hippie decor is adorable, of course. But the hotel packed in so many other magical details to make our stay magical. You may have heard about the vintage record player and records in every room. But also! They serve the most scrumptious little lemon cakes (along with brownie bites, tea, coffee) at the office--complimentary. The bathrooms have these overhead heaters that keep you toasty. Not only was there an evening bonfire, they also gave us little smores kits (complete with super long sticks and wipes). You can play their guitars (ask, first!). The bartender makes excellent craft cocktails. The weekend continental breakfast is way better than a free meal has a right to be. And everyone is so friendly and delightful. Oh yeah--and they surprised me with "happy birthday" balloons and cupcakes in our room. So yes, we'll be returning!

Great Place to Stay!
Reviewed 1 month ago

We recently stayed at the Hotel Dylan and had a great experience!! The property was well maintained, great décor, the staff was super friendly and the attention to detail was appreciated. They really care about the customer experience. Breakfast, Smores bags to use at the fire pits, live music in the bar area, record players in each room and discounts to local businesses were just some of the added touches that made our stay extra special. Thanks for accommodating us last minute and for a great stay :)

Best Weekend!
Reviewed 1 month ago

Our stay at Hotel Dylan was absolutely perfect in every way! My husband and I (and our mini husky!) came for a wellness retreat and loved every minute. The property is pristine and very well maintained. The staff is friendly and helpful. The rooms are beautiful, from the fixtures to the decor. We loved the homage to Woodstock in 60s with a very modern and sleek touch. We loved the bonfire set up in the grassy courtyard. The hotel gifted us with smores kits, which we roasted and enjoyed! The continental breakfast was yummy. The lobby/bar area is the perfect place to chill or read a book and becomes a great bar in the evening. We also had the privilege of meeting the owner, Sandy. Her vision for the hotel and her attention to detail is amazing. We hope to come back soon!