Woodstock, NY

Travel Guide

Woodstock
Woodstock
Woodstock
Woodstock
Woodstock

Where to stay in Woodstock

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Shady

If you're looking for some top things to see and do in Shady and surrounding area, you can visit Overlook Mountain Trailhead and Byrdcliffe Barn.

Shady
Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
10 Waterfall Way, Woodstock, NY
Stay at this 4-star hotel in Woodstock. Enjoy free WiFi, free parking, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (185 reviews)
"Didn't like that there was no daily housekeeping considering the price of the room. A/C didn't work and wasn't fixed during our stay. However, the staff was very accommodating and the location is outstanding."

Reviewed on Sep 24, 2025

Woodstock Way Hotel
The Herwood Inn

The Herwood Inn

4.5 out of 5
148 Tinker St, Woodstock, NY
The price is ¥40,926 per night from Oct 2 to Oct 3
¥40,926
¥45,837 total
Oct 2 - Oct 3
includes taxes & fees
Stay at this 4.5-star luxury guesthouse in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions The Comeau Property and Woodstock ...
9.6/10 Exceptional! (83 reviews)
"We enjoyed the convenience and walkability. Downtown Woodstock is about a 10 to 15 minute easy walk to shops and eateries. We stayed in the King Suite, a 2nd floor lodging that was clean, spacious and included pretty much all you need for a stay (games, books, kitchenette, toaster oven, pots, pans, ..."

Reviewed on Aug 7, 2025

The Herwood Inn
Twin Gables of Woodstock

Twin Gables of Woodstock

3 out of 5
73 Tinker St, Woodstock, NY
The price is ¥32,327 per night from Oct 8 to Oct 9
¥32,327
¥36,206 total
Oct 8 - Oct 9
includes taxes & fees
Stay at this 3-star hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Woodstock Public Library and SweetHeart Gallery ...
9.6/10 Exceptional! (177 reviews)
"Nice"

Reviewed on Sep 23, 2025

Twin Gables of Woodstock
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.
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

woodstock
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! (37 reviews)
"A gem just minutes from the heart of Woodstock!"

Reviewed on Sep 1, 2025

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

Streamside Cottage Half Mile to Town of Woodstock

Woodstock
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 ...
9.8/10 Exceptional! (223 reviews)
"This loveley cottage is exactly as it looks online. Relaxing by the stream was so peaceful and we saw local wildlife. Very close to Woodstock which is a cute town with lots of restaurants. We came up to visit Northlake State park which was 30 min away. Jane is also very nice host."

Reviewed on Sep 21, 2025

Streamside Cottage Half Mile to Town of Woodstock
Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock

Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock

Woodstock
Stay at this vacation home in Woodstock. Enjoy private pools, a garden, and laundry facilities. Popular attractions The Comeau Property and Woodstock Public ...
9.8/10 Exceptional! (95 reviews)
"great property with lots of play/sleep/eat options for a large family. Loved mornings and nights on the large screened porch---our favorite spot. nice proximity to the town of Woodstock ."

Reviewed on Aug 11, 2025

Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock
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

Things to do

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 :)

Cities near Woodstock