Woodstock, NY

Travel Guide

Woodstock, Vermont Foliage
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Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
10 Waterfall Way Woodstock NY
Stay at this hotel in Woodstock. Enjoy free WiFi, free parking, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.6/10 Exceptional! (237 reviews)
Room was clean and staff was friendly

Reviewed on 26 February 2026

Woodstock Way Hotel
The Herwood Inn

The Herwood Inn

4.5 out of 5
148 Tinker St Woodstock NY
Fully refundableReserve now, pay when you stay
The price is AED 583 per night from Mar 23 to Mar 24
AED 583
AED 653 total
23 Mar - 24 Mar
includes taxes & fees
Book a stay at this luxury guesthouse in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions The Comeau Property and Woodstock ...
9.8/10 Exceptional! (102 reviews)
Loved the layout of the Inn. Great vibe…peace, love and music. Self-serve concept was very convenient. Clean room and beautifully decorated and fully stocked with all the amenities of home. Located close to downtown and only 5 mins from the Bearsville Theater. We will definitely be back!

Reviewed on 15 February 2026

The Herwood Inn
Hotel Dylan

Hotel Dylan

2 out of 5
320 Maverick Rd Woodstock NY
The price is AED 559 per night from Mar 11 to Mar 12
AED 559
AED 626 total
11 Mar - 12 Mar
includes taxes & fees
Book a stay at this golf motel in Woodstock. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ashokan Rail Trail- Woodstock Dike Trailhead ...
Hotel Dylan
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock

Woodstock NY
Stay at this cottage in Woodstock. Enjoy free WiFi, a garden, and patios. Our guests praise the property condition in our reviews. Popular attractions Woodstock ...
10/10 Exceptional! (270 reviews)
We thoroughly enjoyed the cottage and the town of Woodstock. Jane was a great host. The cottage is clean and well maintained. The location is perfect for going in and out of town. The bedroom is beautiful and the view is exactly what you want to wake up to every morning. Highly recommend!

Reviewed on 22 February 2026

Streamside Cottage Half Mile to Town of Woodstock
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

woodstock NY
Stay at this cottage in Woodstock. Enjoy tennis courts, patios, and an in-room coffeemaker. Popular attractions The Comeau Property and Woodstock Public Library ...
9/10 Wonderful! (46 reviews)
Loved this quaint teahouse so much! Wish I could stay forever. Saw a little bit of mouse poop here and there (not a huge deal to me). Also the shower was not clean. Otherwise the stay was idyllic!

Reviewed on 29 November 2025

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

Woodstock NY
Stay at this cottage in Woodstock. Enjoy free WiFi, a garden, and patios. Popular attractions Woodstock Public Library and Colony are located nearby.
10/10 Exceptional! (81 reviews)
Very welcoming, cozy space. Location was perfect, right near the downtown area. Everything was very clean and had some extras to offer! Would definitely come back!

Reviewed on 28 February 2026

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Reviews of Woodstock

4.7
Top Destination
5 - Excellent
31
5 - Excellent 72%
4 - Good
11
4 - Good 26%
3 - Okay
0
3 - Okay 0%
2 - Disappointing
1
2 - Disappointing 2%
1 - Terrible
0
1 - Terrible 0%

4/5 - Good

Alex

the substantial fee was added after i committed to a irreversible reservation. the fee was similar to the nightly rate. this was frustrating. hotel is fine but it would be nice to know the cost upfront

4/5 - Good

Verified traveler

Ate dinner at restaurant called Silvia. It was pricey but worth it. Excellent.

5/5 - Excellent

Verified traveler

We hiked up to Overlook Mountain which was a bit challenging, but totally worth it. Also visited Opus 40 which was creative and beautiful. The town of Woodstock has wonderful restaurants and an eclectic mix of shops. Great town!

5/5 - Excellent

Roger

Woodstock is a beautiful small town!

2/5 - Disappointing

CarrotStew

We visited the Tibetan Monastery which was unique and beautiful. Many other things were closed during the week, and that was very disappointing. We had trouble finding something to do after dinner each night.

5/5 - Excellent

Verified traveler

WOODSTOCK IS SUPER FUN AND SUPER DOG FRIENDLY :)