Stay at Hotel Dylan featuring retro-chic rooms, free Wi-Fi, outdoor pool, and a Mexican restaurant. Located near Overlook Mountain and Ashokan Reservoir.
Guests highlight the hotel's unique retro-chic design, welcoming atmosphere, and convenient location near Woodstock. Positive experiences focus on the themed rooms, friendly staff, and on-site dining, while some mention light noise and limited shuttle options.
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Rooms, shared spaces, dining and exterior — grouped so you can skim quickly.
Located just outside Woodstock, NY, Hotel Dylan offers a retro-chic atmosphere with a distinctive nod to music history, featuring rooms equipped with record players and decor inspired by artists from the original Woodstock festival. The property’s style combines a nostalgic vibe with modern comforts, including air conditioning, free Wi-Fi, and pet-friendly accommodations. Guests can enjoy on-site dining at the Santa Fe restaurant, which serves gourmet Mexican cuisine, as well as the outdoor pool and a cozy lobby bar with a fireplace.
Facilities include free breakfast, free parking, and accessibility features, making it a convenient option for a wide range of travelers. The hotel does not provide airport shuttle services but is roughly an hour’s drive from Albany International Airport and under an hour from New York Stewart International Airport by car. Several nearby hotels offer additional lodging options within a few miles, while local attractions like Overlook Mountain, Opus 40 sculpture park, and Ashokan Reservoir provide opportunities for outdoor activities and sightseeing.
Guest reviews commonly highlight the spacious, clean rooms with unique character, and the welcoming hospitality of the staff, who are often noted for their helpfulness and friendly approach. The music-themed design and inclusion of vinyl record players are standout features frequently mentioned as enhancing the stay. While some guests note occasional noise and request upper floor rooms for more quiet, overall feedback reflects a positive and memorable experience for those seeking a relaxed yet lively retreat in the Woodstock area.
Hotel Dylan's location offers a balance between peaceful surroundings and access to Woodstock’s cultural and natural attractions, making it well-suited for visitors interested in music, history, and outdoor exploration. Families, pet owners, and solo travelers alike can find amenities catering to their needs, with a smoke-free environment and facilities that support both relaxation and activity.
The short version: what's available day-to-day, and the key practical details most travelers search for.
Reviews from travelers who stayed here in the last 12 months, grouped to help you spot the pattern quickly.
Super clean and cozy boutique hotel property. The rooms are decorated by a famous interior designer, and each room is named after an artist performing at the original Woodstock festival. The theme of the property is music, but it is awesome even if you are not a music aficionado. In addition to beautiful rooms, there is a wonderful restaurant of property called Santa Fe (gourmet Mexican food), and the cutest bar and fireplace ever in the actual lobby of the hotel. You really don't need to leave the property unless you want to.
I have been to the Hotel Dylan multiple times, each stay providing a unique and memorable experience. I love the music themes associated with all the rooms, the cozy lobby that allows for walk in music sessions which are always off the charts great. And I can’t say enough about the hospitality provided by the hotel manager.
Hotel Dylan is the perfect place to rest and truly unwind. The location feels peaceful and tucked away, yet close enough to enjoy everything Woodstock has to offer. The rooms are spacious, beautifully designed, and full of character. I especially love the record players, such a cool touch that makes the stay feel cozy and unique. The staff is consistently kind, welcoming, and genuinely helpful. This is my third year spending my birthday weekend here, and it has become a special tradition for us. Every stay feels unforgettable. I already look forward to coming back next year.
Dude! Wife and I love this place. Definitely has a nostalgic vibe, but still has the amenities you want/need. We loved laying in bed , in the morning, listening to old vinyl. I didn't realize Journey, pre Steve Perry, jammed pretty hard. Whatever concert the wife plans next in woodstock, we will definitely be staying here again. Rad.
My fiance and I came to Woodstock for a night to pick up a car I had purchased in Catskill. I booked Hotel Dylan for their reasonable prices and great reviews. It can always be nerve wracking booking a hotel you've never been to before, but this did nothing but exceed my expectations. Hotel staff is super nice. I really appreciated a call from George to let us know that the lobby was closing and made sure we knew were our room was. Rooms are super clean and tastefully decorated with a fun record player to listen to some tunes on. We stayed in the Joplin room - just for reference. Even their locally soured in-room snacks (for purchase) were awesome! All in all, awesome experience and we will be back! Can't go wrong staying here. 5 Stars all around! Thank you!
Hotel Dylan met expectations while we were visiting the Woodstock area. Daryl was super welcoming and helpful getting us all settled in. His pups were so cute. We were happy it was pet friendly and brought our own dog. We loved that our stay came with a little s’mores kit. We even received a dog ball and Hotel Dylan charm for our pup. Be sure to bring your own dog bed if bringing a pup as there’s not one that comes in the room. We stayed in the Cocker room which was the bottom floor right by the parking lot. It was clean and spacious with a large bathroom. The walls are thin and it was a little noisy in the morning and night- you could definitely hear everyone stomping around upstairs so request a top floor if that bothers you. The bed was pretty comfortable. I like scalding water and I wish the shower was a little warmer but other than that everything was perfect. We even utilized the gym discount at 28 west gym across the road (Discount is $10pp day pass). The fire pits were nice to enjoy at night. The drive into downtown was quick and easy. I can see how parking could be an issue in downtown during season- a shuttle into town from the hotel would be awesome. The hotel is also close to trails. Overall a nice stay. Would like to come back in the summer or fall to enjoy more nature.
Absolutely magical stay at Hotel Dylan on a snowy winter night! Staff and owner were helpful and accommodating (Ariel rocks). Our characterful room was simple, warm, elegant. Lovely generous hot shower with uplifting scents - lemongrass and yuzu. The bed was awesome and we had a great night’s sleep. Will definitely be back!
My husband and I stayed at the Hotel Dylan for one night, December 20-21, 2025. We have been wanting to stay at the Hotel Dylan since this 1960s motel was renovated a few years ago. We both love music, Woodstock, and retro. I have a brother who lives nearby in Saugerties and we were going to attend his surprise birthday party, and here was the perfect opportunity to finally book a stay at Hotel Dylan. We stayed in a West King Room, “The Deadhead” room. It was pristine and comfortable. The adorable brown paper bag with a VW Bus stamp Peace Love Stay, containing goodies to make s’mores was a sweet warm touch. The property’s managing partner, Darryl Jack, gave us the low down on the history of the Hotel Dylan. The HD is a quick drive to Woodstock and Saugerties making it an ideal base location to do things in the area We will stay at Hotel Dylan again.
This trendy bohemian hotel is 4 miles from the Woodstock Artists Association & Museum and 6 miles from the Karma Triyana Dharmachakra monastery.
Curated spots travelers usually pair with a stay in New York. Distances are rough real-world times, not straight-line.
898 reviews 356 George Sickle Rd, Saugerties, NY 12477, United States
117 reviews Woodstock, NY 12498, United States
227 reviews New York, USA
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