Woodstock Hotels

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Highest rated hotelThe Herwood Inn – 4.9
Cheapest month to bookMay

Your guide to finding the best hotels in Woodstock, New York

Enjoy your time in Woodstock by finding a hotel that matches your needs. We’ve picked some of Woodstock's best hotels, from luxurious to more modest hotels.

Best time to visit Woodstock

When you're planning your trip to Woodstock, keep in mind what you hope to do (or avoid) during your stay when it comes to things like weather and price.

The most expensive month in Woodstock is August, when you can expect to spend around $340 on a hotel stay. Weekend rates usually increase, averaging around $312 per night throughout the year, and Friday sees the highest rates at the best hotels in Woodstock. You'll find savings on Wednesday, which is the cheapest day to book a room on average.

Where to stay in Woodstock, New York

With Skyscanner, it's easy to find the best Woodstock hotels — from 5-star to the most booked — at a cost you want.

Popular hotels in Woodstock

If you're heading to Woodstock, here are some other popular hotels you can stay at:

The White Dove Rockotel is a 2.5-star hotel that offers a relaxing stay in the heart of Woodstock. You can enjoy its swimming pool, restaurant, wi-Fi, and fitness center.

The Woodstock Inn on the Millstream is another fantastic choice for comfort and an affordable price point. With a 3-star rating, this hotel offers a pool, fitness center, free Wi-Fi, and restaurant.

If you are looking for a 3-star hotel that offers both comfort and modern amenities, look no further than the Hotel Dylan. The hotel provides a pool, restaurant, fitness center, and laundry to make your stay a pleasant one.

The Twin Gables of Woodstock, a 2.5-star hotel, provides you with plenty of amenities, such as a pool, Gym, restaurant, and spa.

Boasting a modern and comfortable design, the Morning Glory BnB Woodstock NY is a 3-star hotel that provides pool, gym, restaurant, and spa.

Things to do in Woodstock

At the heart of the city, you can find well-known attractions and things to do like the Woodstock Town Center and the Sunfrost Farm. Explore other interesting sites like the Overlook Mountain and the Mower's Saturday Sunday Flea Market. If you're a food lover, you'll find a wide variety of great restaurants, like Bread Alone, Yum Yum Noodle Bar - Woodstock, Garden Cafe, Oriole 9, and Cucina.

Finding cheap hotels in Woodstock: FAQs

You can always cancel or amend your hotel reservation if you need to, but look out for hotels in Woodstock with free cancellation or flexible booking options if you want to protect your money. Some hotels allow you to cancel and get your money back if your plans change.
Of course - the cheapest hotel deal we found within the next seven days is $265 per night. If you need somewhere in the next 24 hours, we've found you somewhere to stay for $265 per night.
The average price of a hotel during the week is $490 per night, and the average price on weekends is $493. Overall, it looks like the cheapest day to stay in Woodstock could be Tuesday.
We crunched some numbers on our calendar and found that Tuesday is the cheapest day to stay in Woodstock. And the most expensive day seems to be Friday
The average price of a 3-star hotel in Woodstock is currently around $596 per night. And the cheapest 3-star hotel we found is $321 per night.
Get your morning laps in at Courtyard Kingston and Residence Inn Kingston.