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Hotels in Woodstock

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Travel insights for hotels in Woodstock

Use our HotelsCombined data-powered tips to help you find your next hotel in Woodstock.

What is the cheapest month to book a hotel in Woodstock?

The cheapest month to book a hotel in Woodstock is June ($190). Conversely, the most expensive month to stay in Woodstock is November ($498).

What is the cheapest day to stay in a hotel in Woodstock?

The cheapest day to stay in Woodstock is Monday ($167). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $300.

How much is a hotel in Woodstock tonight?

Users have found prices for hotels in Woodstock tonight starting as low as $144, rising to an average cost of $266, based on searches in the last 72 hours. Prices start from $347 for a 4-star hotel in Woodstock for tonight.

How much is a Woodstock hotel room this weekend?

In the past 72 hours, we’ve seen prices for hotels in Woodstock this weekend for as little as $178/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as $178/night. For a 4-star hotel in Woodstock, the cheapest rate recently found was $435/night for this weekend.

How far ahead should you book a hotel in Woodstock?

Save money by booking a hotel at least 18 days before your trip to Woodstock. The lowest price found when booking 18 days ahead was $107 per night.

Find deals

Cheapest hotels in Woodstock, New York

Discover affordable stays in Woodstock that provide a quality experience without breaking the bank. Hotels in Woodstock can be found for as low as $144 per night. There is currently one property in Woodstock that can be booked for this price. Twin Gables of Woodstock is one of the hotels that can be booked for the lowest price in Woodstock. Price data was last updated on December 27, 2025
At the moment, these hotels offer the lowest nightly rate out of those we've come across in Woodstock. As prices can vary by date, change the dates if you're flexible to compare rates.
Twin Gables of Woodstock
Twin Gables of Woodstock

Twin Gables of Woodstock

73 Tinker Street, Woodstock, NY, United States
0.1 mi from city centre
Free Wi-Fi
Parking
Air Conditioning
$144
Avg. per night
View Deal
Hotel Dylan
Hotel Dylan

Hotel Dylan

320 Maverick Road, Woodstock, NY, United States
2.6 mi from city centre
Free Wi-Fi
Parking
$167
Avg. per night
View Deal
Morning Glory B&B
Morning Glory B&B

Morning Glory B&B

141 Tinker Street, Woodstock, NY, United States
0.5 mi from city centre
Free Wi-Fi
Air Conditioning
$169
Avg. per night
View Deal
The Herwood Inn
The Herwood Inn

The Herwood Inn

148 Tinker Street, Woodstock, NY, United States
0.5 mi from city centre
Free Wi-Fi
Air Conditioning
$186
Avg. per night
View Deal
The Woodstock Inn on the Millstream
The Woodstock Inn on the Millstream

The Woodstock Inn on the Millstream

48 Tannery Brook Road, Woodstock, NY, United States
0.2 mi from city centre
Free Wi-Fi
Air Conditioning
$200
Avg. per night
View Deal
Woodstock Way Hotel
Woodstock Way Hotel

Woodstock Way Hotel

10 Waterfall Way, Woodstock, NY, United States
0.1 mi from city centre
Free Wi-Fi
Parking
$249
Avg. per night
View Deal

Hotel prices in Woodstock

Get a sense of the average price and most popular properties to stay in Woodstock to help you budget for your trip accordingly. Hotels that are booked the most in each class receive the “Most popular” badge. Hotels with the “Best value” badge are the most popular hotels in Woodstock at attractive prices. Price data was last updated on December 27, 2025.
Some of the best options for booking a hotel in Woodstock categorized by hotel class. Change the dates at the top of the page to see more options in Woodstock.
4 stars +
Woodstock Way Hotel
Woodstock Way Hotel

Woodstock Way Hotel

10 Waterfall Way, Woodstock, NY, United States
$249
View Deal
The Herwood Inn
The Herwood Inn

The Herwood Inn

148 Tinker Street, Woodstock, NY, United States
$186
View Deal
3 stars
Hotel Dylan
Hotel Dylan

Hotel Dylan

320 Maverick Road, Woodstock, NY, United States
$167
View Deal
Morning Glory B&B
Morning Glory B&B

Morning Glory B&B

141 Tinker Street, Woodstock, NY, United States
$169
View Deal
The Woodstock Inn on the Millstream
The Woodstock Inn on the Millstream

The Woodstock Inn on the Millstream

48 Tannery Brook Road, Woodstock, NY, United States
$200
View Deal
Twin Gables of Woodstock
Twin Gables of Woodstock

Twin Gables of Woodstock

73 Tinker Street, Woodstock, NY, United States
$144
View Deal

Other accommodations in Woodstock

Find the perfect hostel, theme hotel, or vacation rental for your stay in Woodstock. There are 123 hotels in Woodstock and price data was last updated on December 27, 2025. The average price for a stay in Woodstock is $306/night.
Twin Gables of Woodstock
Twin Gables of Woodstock

Twin Gables of Woodstock

73 Tinker Street, Woodstock, NY, United States
0.1 mi from city centre
Free Wi-Fi
Parking
Air Conditioning
$144
Avg. per night
View Deal
Hotel Dylan
Hotel Dylan

Hotel Dylan

320 Maverick Road, Woodstock, NY, United States
2.6 mi from city centre
Free Wi-Fi
Parking
$167
Avg. per night
View Deal
Woodstock Way Hotel
Woodstock Way Hotel

Woodstock Way Hotel

10 Waterfall Way, Woodstock, NY, United States
0.1 mi from city centre
Free Wi-Fi
Parking
$249
Avg. per night
View Deal

Where to stay in Woodstock

Explore different neighborhoods and areas within Woodstock to find the perfect location for your stay. Map data was last updated on December 27, 2025.
Navigate to the areas in Woodstock you plan to visit to find hotels that are close by. Clicking a property's name will unlock more information and allow you to book that particular hotel.

Facts about staying in Woodstock

Find useful tips and insights about staying in Woodstock to help you make the most of your experience. FAQs were last updated on December 27, 2025.

  • What are the best hotels in Woodstock?

    Hotel Dylan (8.9/10 from 84 reviews), Woodstock Way Hotel (9.1/10 from 219 reviews), and Twin Gables of Woodstock (9.1/10 from 285 reviews) are all highly rated places to stay in Woodstock.

  • What are some other cities to stay in when visiting New York?

    In addition to Woodstock, travelers opt to visit New York when visiting New York. Montauk is also a popular choice to visit.

  • How many hotels are there in Woodstock?

    In total, there are 123 hotels to choose from in Woodstock, compared to 27,209 properties in New York.

Find better results for your stay in Woodstock

Consider these popular 3-star hotels in Woodstock

Stay at one of these Woodstock 3-star hotels that users have found on HotelsCombined.
Twin Gables of Woodstock
Hotel Dylan
Morning Glory B&B
The Woodstock Inn on the Millstream