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 Karma Triyana Dharmachakra Monastery.

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 breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (156 reviews)
"We liked how they implemented many things from the days of Woodstock."

Reviewed on 4 June 2025

Woodstock Way Hotel
Hotel Dylan
Hotel Dylan
2 out of 5
320 Maverick Rd, Woodstock, NY
The price is SAR 626 per night from Jun 26 to Jun 27
SAR 626
SAR 702 total
26 Jun - 27 Jun
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 ...
9.8/10 Exceptional! (22 reviews)
"Amazing stay with hotel Dylan, wonderful space and friendly staff"

Reviewed on 19 June 2025

Hotel Dylan
Twin Gables of Woodstock
Twin Gables of Woodstock
3 out of 5
73 Tinker St, Woodstock, NY
The price is SAR 559 per night from Jun 24 to Jun 25
SAR 559
SAR 626 total
24 Jun - 25 Jun
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! (161 reviews)
Almost home
"Cozy in-town B&B in lovely Victorian house with pleasant shared spaces. Friendly host and large, simple breakfast included."

Reviewed on 20 June 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! (36 reviews)
Teahouse Cottage
"2 nights in a delightful cottage. It is small but delightfully appointed. The highlight was this clean, warm little cottage is perched directly on swft stream. We left the backdoor open at night!"

Reviewed on 30 September 2024

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! (208 reviews)
"Wonderful cottage. Delightful retreat. Perfect in every way."

Reviewed on 17 June 2025

Streamside Cottage Half Mile to Town of Woodstock
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Woodstock
Stay at this vacation home in Woodstock. Enjoy a garden, laundry facilities, and patios. Our guests praise the helpful staff and the property condition in our ...
9.8/10 Exceptional! (162 reviews)
Amazing stay
"This was our second stay and we had another great stay. The check in was great, location is fantastic and house is clean and quiet. We would love to come back."

Reviewed on 26 May 2025

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
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 :)