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 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
Twin Gables of Woodstock
Twin Gables of Woodstock
3 out of 5
73 Tinker St, Woodstock, NY
The price is AED 547 per night from Jun 24 to Jun 25
AED 547
AED 613 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! (157 reviews)
"Can’t recommend highly enough, beautiful place and owner was so helpful with a free upgraded room, absolutely loved this place and Woodstock, thank you for a lovely stay"

Reviewed on 29 May 2025

Twin Gables of Woodstock
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
woodstock
The price is AED 661 per night from Jun 15 to Jun 16
AED 661
AED 1,139 total
15 Jun - 16 Jun
includes taxes & fees
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
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! (204 reviews)
Woodstock cottage
"Went to Bearsville Theatre for a show and stayed the weekend. Perfect cottage by the stream. It was quiet and peaceful. Nearby to the theatre and all the shops in town."

Reviewed on 28 May 2025

Streamside Cottage Half Mile to Town of Woodstock
HOT TUB w/ POOL,  STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN
Woodstock
Book a stay at this family-friendly vacation home in Woodstock. Enjoy free WiFi, private pools, and a water park. Popular attractions The Comeau Property and ...
10/10 Exceptional! (81 reviews)
Beautiful House, Great Amenities
"The house is a beautiful example of mid century modern design in the vein of Wright's Usonian houses. The amenities are fantastic - we loved the heated pool!"

Reviewed on 30 May 2025

HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM 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 :)