Woodstock Hotels | Places to Stay in Woodstock

July 19, 2022 Velvet Mowry

Discover the best hotels in Woodstock, Catskill Region, New York including Morning Glory BnB Woodstock NY, The Woodstock Inn on the Millstream, Hotel Dylan, Twin Gables of Woodstock, Woodstock Way Hotel, Morning Glory BnB Woodstock NY, Hotel Dylan.
Things to do in Woodstock

1. Morning Glory BnB Woodstock NY

141 Tinker St, Woodstock, NY 12498-1143 1 (845) 666-3398
Excellent
50%
Good
24%
Satisfactory
7%
Poor
8%
Terrible
11%
Overall Ratings

4 based on 84 reviews

Morning Glory BnB Woodstock NY

A beautiful colonial house nestled in the town of Woodstock, hearty breakfast; floral backyard with stream running through;and it borders the Comeau (town's) property. There is easy access to the wonderful forested trails on the town's 72 wild acres. Overlook mountain trail and Tibet monastery right in town. It's just a few easy walk to shopping and the bus stop near the village green. Bearsville theater; Woodstock play house; Levon Helm studio; etc. music place all with a mile. Enjoy our comfortable rooms and a hearty breakfast and then explore all Catskill mountain trails; Hudson valley region - the beauty of New York has to offer!

A great place for a overnight stay!

Reviewed By Debster528

My boyfriend and I made a last minute decision to make an overnight trip. We decided on staying at this B&B and it was a good choice. Convenient to town, clean, and the owner (Ponsi) and her daughter (Diane) are wonderful hostesses. Breakfast was delicious and Diane sat with us and we chatted and learned that Ponsi is a musician and an artist .... and that the artwork throughout the house is her doing. Thank you both for a lovely stay! Debbie & Keith

2. The Woodstock Inn on the Millstream

48 Tannery Brook Rd, Woodstock, NY 12498-1522
Excellent
64%
Good
25%
Satisfactory
7%
Poor
2%
Terrible
2%
Overall Ratings

4.5 based on 622 reviews

The Woodstock Inn on the Millstream

Relax in the natural beauty of our Woodstock NY bed and breakfast located in the peaceful Hudson Valley. Enjoy the warmth of a bed and breakfast with the amenities of a boutique hotel. Our stream side setting - complete with bluestone patios, hammocks and fully landscaped gardens - is the perfect, safe, clean place to just unwind or relax after an active day touring Woodstock or the Catskills. We are a chic sanctuary, walkable to all attractions in the heart of Woodstock's village, including galleries, museums, shops and restaurants. We have 19 private rooms and studios with complimentary Wi-Fi. We also have three stand-alone cottages available. Our rates, starting at $169 offer something for everyone, while our innkeeper's care, knowledge and attention to detail ensure you will have a fully authentic Woodstock experience when you stay with us.

Millstream in Woodstock NY

Reviewed By F8785MVmichelek

Property is charming, rustic and well kept. Staff was friendly and helpful. Room was small but updated and very clean. Breakfast was continental with some extras like bagels and lox. Location is walking distance from town. Would stay again.

3. Hotel Dylan

320 Maverick Rd, Woodstock, NY 12498-2506 1 (845) 253-5822
Excellent
60%
Good
32%
Satisfactory
4%
Poor
3%
Terrible
1%
Overall Ratings

4.5 based on 119 reviews

Hotel Dylan

Hotel Dylan is the ideal destination for those seeking to relax, unwind and explore the unparalleled majestic offerings of the Hudson Valley. Exceptional dining, endless art stores and galleries, an assortment of wellness and spa options, magical nature trails, and swimming holes await. All less than 2 hours away from New York City! Guestrooms overlook a central lawn with a ping-pong table, hammock, and two fire pits, all designed for spontaneous leisure. The recently renovated rooms were artfully designed by the eclectic and colorful husband and wife team, The Novogratz, with true bohemian sophistication. We have paid meticulous attention to every detail, presenting an ambiance that parallels the easy, laid-back quality of Woodstock and the locals who call it home. For a true escape from the everyday grind, visit Hotel Dylan in Woodstock, NY! Peace. Love. Stay.

Perfect weekend getaway

Reviewed By Isabelleinnyc

Still basking in the afterglow of a perfect weekend at Hotel Dylan. I arrived after hours on Friday night, and Darryl, the General Manager, kindly called to make sure I had received the emailed check-in instructions. When I told him I was just pulling in, he stayed to show me around and was an attentive host all weekend. My 2nd floor East King Room was beautiful and comfortable. I loved the modern but warm decor and appreciated the thoughtful touches like a tray to dry boots, a separate vanity with flattering mirror, heated light in the bathroom, and everything needed to make S'mores. The room rate was great value! I enjoyed takeout from the adjacent Santa Fe restaurant and nearby Phoenicia Diner, the hotel fire pits, and loved skiing at Belleayre on Saturday and Sunday. Couldn't be happier with my stay!

4. Twin Gables of Woodstock

73 Tinker St, Woodstock, NY 12498-1238
Excellent
56%
Good
26%
Satisfactory
9%
Poor
6%
Terrible
3%
Overall Ratings

4.5 based on 137 reviews

Twin Gables of Woodstock

Conveniently located in the center of Woodstock village; newly renovated, well priced, charming historic home; free complimentary continental breakfast; 24X7 coffee/tea station; free high speed wifi; art-inspired interior design, experiential stay; four large suites with their own private bathrooms and six rooms with three shared but private bathrooms; option to rent the entire home.

Wonderful host!

Reviewed By websterny

This was our second time staying at Twin Gables. I have to say it is the friendly staff and eclectic design that has us coming back. LeAnne makes you feel right at home with her relaxed and welcoming personality. Breakfast was perfect, location ideal. Will stay here always when in Woodstock

5. Woodstock Way Hotel

10 Waterfall Way, Woodstock, NY 12498-1482
Excellent
68%
Good
14%
Satisfactory
4%
Poor
11%
Terrible
4%
Overall Ratings

4.5 based on 56 reviews

Woodstock Way Hotel

ATTRACTING ARTISTS, DREAMERS, MUSICIANS, WRITERS, SEEKERS AND BOOTLEGGERS SINCE 1787. Tucked behind a waterfall along a babbling brook, our Catskills contemporary twelve-room hotel sits just steps away from Woodstock’s iconic town center. Our sustainable and conscious design, paired with a nod to local flavors and peerless hospitality will lead you to embrace our way of life here, drawing you in to LIVE, LOVE & LISTEN.

Woodstock Their Way

Reviewed By for-the-journey

One cannot argue that Woodstock Way is a beautiful place to stay. The rooms are decorated to soothe the soul and the surrounding grounds are spectacular. One does pay a premium price to stay in such beautiful surroundings however the problem is that the managment and staff fall very short of the quality of the physical environment. The downside of our stays have been a consistent sense that the place should be renamed “Management’s Way or Woodstock Our Way”. There is a consistent sense that guests at Woodstock Way are merely intruders that will most likely do something wrong, break a rule or try to get away with something. It feels like the opposite of hospitality - like there is a mistrust and some very forced polite, insincere conversation, but a general sense that guests are an inconvenience that must be tolerated. We find ourselves wishing that management’s style more closely reflected the serenity of the physical spaces. They just consistently miss the mark. We switched to a wonderful rented cottage, got a 5 star rating as guests and thoroughly enjoyed Woodstock OUR Way during our last stay, which also cost mush less, just up the street from Woodstock THEIR Way.

6. Morning Glory BnB Woodstock NY

141 Tinker St, Woodstock, NY 12498-1143 1 (845) 666-3398
Excellent
50%
Good
24%
Satisfactory
7%
Poor
8%
Terrible
11%
Overall Ratings

4 based on 84 reviews

Morning Glory BnB Woodstock NY

A beautiful colonial house nestled in the town of Woodstock, hearty breakfast; floral backyard with stream running through;and it borders the Comeau (town's) property. There is easy access to the wonderful forested trails on the town's 72 wild acres. Overlook mountain trail and Tibet monastery right in town. It's just a few easy walk to shopping and the bus stop near the village green. Bearsville theater; Woodstock play house; Levon Helm studio; etc. music place all with a mile. Enjoy our comfortable rooms and a hearty breakfast and then explore all Catskill mountain trails; Hudson valley region - the beauty of New York has to offer!

A great place for a overnight stay!

Reviewed By Debster528

My boyfriend and I made a last minute decision to make an overnight trip. We decided on staying at this B&B and it was a good choice. Convenient to town, clean, and the owner (Ponsi) and her daughter (Diane) are wonderful hostesses. Breakfast was delicious and Diane sat with us and we chatted and learned that Ponsi is a musician and an artist .... and that the artwork throughout the house is her doing. Thank you both for a lovely stay! Debbie & Keith

7. Hotel Dylan

320 Maverick Rd, Woodstock, NY 12498-2506 1 (845) 253-5822
Excellent
60%
Good
32%
Satisfactory
4%
Poor
3%
Terrible
1%
Overall Ratings

4.5 based on 119 reviews

Hotel Dylan

Hotel Dylan is the ideal destination for those seeking to relax, unwind and explore the unparalleled majestic offerings of the Hudson Valley. Exceptional dining, endless art stores and galleries, an assortment of wellness and spa options, magical nature trails, and swimming holes await. All less than 2 hours away from New York City! Guestrooms overlook a central lawn with a ping-pong table, hammock, and two fire pits, all designed for spontaneous leisure. The recently renovated rooms were artfully designed by the eclectic and colorful husband and wife team, The Novogratz, with true bohemian sophistication. We have paid meticulous attention to every detail, presenting an ambiance that parallels the easy, laid-back quality of Woodstock and the locals who call it home. For a true escape from the everyday grind, visit Hotel Dylan in Woodstock, NY! Peace. Love. Stay.

Perfect weekend getaway

Reviewed By Isabelleinnyc

Still basking in the afterglow of a perfect weekend at Hotel Dylan. I arrived after hours on Friday night, and Darryl, the General Manager, kindly called to make sure I had received the emailed check-in instructions. When I told him I was just pulling in, he stayed to show me around and was an attentive host all weekend. My 2nd floor East King Room was beautiful and comfortable. I loved the modern but warm decor and appreciated the thoughtful touches like a tray to dry boots, a separate vanity with flattering mirror, heated light in the bathroom, and everything needed to make S'mores. The room rate was great value! I enjoyed takeout from the adjacent Santa Fe restaurant and nearby Phoenicia Diner, the hotel fire pits, and loved skiing at Belleayre on Saturday and Sunday. Couldn't be happier with my stay!

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