Woodstock hotels

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Best Woodstock hotels

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$0 - $246$246 - $491$491 - $736$736 - $981$981+ per night

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Free cancellationFree breakfastFree parkingFree internet

Most recommended Woodstock hotels

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The Lodge Woodstock - Woodstock
The Lodge Woodstock
Woodstock, NY
8.8Very good(32)
Free Wi-Fi
Pool
Pet friendly
$109+
Check availability
Room 6- Twin Gables of Woodstock - Woodstock
Room 6- Twin Gables of Woodstock
Woodstock, NY
Free Wi-Fi
$184+
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Room 7- Twin Gables of Woodstock - Woodstock
Room 7- Twin Gables of Woodstock
Woodstock, NY
Free Wi-Fi
$184+
Check availability
Room 4- Twin Gables of Woodstock - Woodstock
Room 4- Twin Gables of Woodstock
Woodstock, NY
Free Wi-Fi
$185+
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Room 3- Twin Gables of Woodstock - Woodstock
Room 3- Twin Gables of Woodstock
Woodstock, NY
Free Wi-Fi
$222+
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Room 5- Twin Gables of Woodstock - Woodstock
Room 5- Twin Gables of Woodstock
Woodstock, NY
Free Wi-Fi
$222+
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Hotel Dylan - Woodstock - Patio
Hotel Dylan
Woodstock, NY
8.9Very good(71)
Parking
Free Wi-Fi
Pool
$232+
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Room 2- Twin Gables of Woodstock - Woodstock
Room 2- Twin Gables of Woodstock
Woodstock, NY
Free Wi-Fi
$247+
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The Woodstock Inn on the Millstream - Woodstock - Bedroom
The Woodstock Inn on the Millstream
Woodstock, NY
9.1Wonderful(1)
Free Wi-Fi
$256+
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Room 11- Twin Gables of Woodstock - Woodstock
Room 11- Twin Gables of Woodstock
Woodstock, NY
Free Wi-Fi
$310+
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Room 1- Twin Gables of Woodstock - Woodstock
Room 1- Twin Gables of Woodstock
Woodstock, NY
Free Wi-Fi
$310+
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Room 10- Twin Gables of Woodstock - Woodstock
Room 10- Twin Gables of Woodstock
Woodstock, NY
Free Wi-Fi
$335+
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Room 12- Twin Gables of Woodstock - Woodstock
Room 12- Twin Gables of Woodstock
Woodstock, NY
Free Wi-Fi
$360+
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Twin Gables of Woodstock - Woodstock - Building
Twin Gables of Woodstock
Woodstock, NY
9.3Wonderful(265)
Parking
Free Wi-Fi
$392+
Check availability
Woodstock Way Hotel - Woodstock - Living room
Woodstock Way Hotel
Woodstock, NY
9.3Wonderful(207)
Parking
Free Wi-Fi
Pet friendly
$630+
Check availability
Selina Woodstock - Woodstock
Selina Woodstock
Woodstock, NY
Free Wi-Fi
Pool
Pet friendly
$981+
Check availability

Popular filters in Woodstock hotels

Hotels with parking
Twin Gables of Woodstock, Hotel Dylan and others
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KAYAK’s insights for hotels in Woodstock

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Woodstock with confidence.

Which month has the cheapest hotel rates in Woodstock?

Hotels are cheapest in Woodstock in June, with average rates of $194. In comparison, September is the most expensive month, with prices at $494.

What is the cheapest day of the week to book a hotel in Woodstock?

Wednesday offers the lowest rates in Woodstock, with an average nightly price of $219. The highest prices are found on Monday, with average rates at $400.

How much is a hotel in Woodstock for tonight?

The best deal for a 3-star hotel room in Woodstock found by KAYAK users in the last 3 days was $256, while a 4-star hotel the lowest price was $299. The cheapest room found overall was for $388.
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How much is a Woodstock hotel?

Here are our most popular & best value hotels

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

April
December
$245
$426
Cheapest month to stay with an average 30% drop in price.
Most expensive month to stay with an average 209% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Woodstock hotel deals

  • If you’re looking for a cheap hotel in New York, you should consider visiting during the low season. You'll find cheaper hotels in New York in April and March.
  • Hotel room prices vary depending on many factors but you’ll most likely find the best hotel deals in New York if you stay on a Wednesday. The opposite is true for, Saturday, which is usually the most expensive day.
  • The cheapest 3-star hotel room in New York found on KAYAK in the last 2 weeks was $435, while the most expensive was $435.
  • How long should you stay? KAYAK users usually book their hotel in New York for 1 day.
  • Couples visiting Woodstock for a romantic getaway will enjoy a stay at Morning Glory B&B. This establishment has a garden area where couples can set up a lunch date. You and your partner can also go horseback riding, cycling, and skiing. Furthermore, you can enjoy a friendly game of tennis at the tennis court.
  • If you wish to enjoy outdoor activities while visiting Woodstock you should book a stay at Woodstock Way Hotel. The hotel organizes activities such as canoeing, fishing, cycling, hiking, skiing, and horse riding. After an exhausting day, spend the evening on the terrace gazing at the stars and admiring the mountain and river view.
  • Solo travelers looking to enjoy privacy while in Woodstock will enjoy booking a stay at Chestnut Hill Getaway. This hotel is located far from the bustling city center in a secluded environment. The hotel grounds are quiet and serene if you're looking for a therapeutic experience. Guests can sit in the garden and read books provided by the hotel.
  • Those who love golf should book a stay at The Woodstock Inn on the Millstream and Twin Gables of Woodstock. These establishments are a few miles from The Woodstock Golf Club. You can register for membership at the Golf Club if you want to start playing. The golf club provides all its members with golf equipment to use on the golf course.
  • If your family is accompanying you to Woodstock, a stay at the Woodstock Way Hotel is what you need. This hotel has family-friendly facilities like family rooms where families can spend quality time together. The hotel rooms come with cribs available for families with toddlers. Take your children for an adventure hiking, canoeing, and skiing on the hotel grounds.

FAQs when booking a hotel in Woodstock

  • Which hotels in Woodstock welcome guests with pets?

    If you're looking for hotels with pet accommodations, Woodstock Way Hotel and Hotel Dylan are two hotels you should consider. These hotels open their doors to both dogs and cats. The hotel offers you and your furry friend pocket-friendly deals. Moreover, the hotels allow only two pets per room charged per night. Daily treats for your pets are also part of the hotel pet policy.

  • Where is the best place to stay in Woodstock to enjoy the restaurant scene?

    Along Mill Hill Road downtown you will find some famous dining options. These restaurants include Joshua's, Silvia, Mountain Gate, Pearl Moon, and Good Night. Hotels nearby include Room 6-Twin Gables of Woodstock, Woodstock Way Hotel, and Room 11-Twin Gables of Woodstock.

  • Which hotels in Woodstock have a spa?

    Woodstock Way Hotel has a spa where guests can book sessions if they want to be pampered. The hotel spa package treatments include mud baths, aromatherapy, body massages, and facial treatment. After a day at the spa, you will feel relaxed and rejuvenated. Spend the evening on the terrace taking in the mountain and river view

  • Which hotels in Woodstock offer services with increased accessibility?

    Hotel Dylan and The Woodstock Way Hotel are some of the hotels in Woodstock that cater to people with reduced mobility. The hotels have installed ramps to help the disabled move around the premises. Also, the hotel has provided handicapped bathrooms and parking.

  • Which freebies do KAYAK users look for when booking a hotel in Woodstock?

    KAYAK users look for a hotel in Woodstock with free breakfast. Hotels with free breakfast in Woodstock include Twin Gables of Woodstock and The Woodstock Inn on the Millstream.

  • Which amenities do KAYAK users look for when booking a hotel in Woodstock?

    The most sought-after amenities KAYAK users looked for in their hotel in Woodstock are: pet friendly and pool.

  • How do I find a hotel in central Woodstock?

    After you launch a hotel search on KAYAK, you can refine your research by neighborhood, which allows you to pick the central Woodstock districts. You can also do a search using the city map to choose a specific location, like Woodstock city center.

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

  • Are there Woodstock hotels with free parking?

    There are many hotels in Woodstock that offer both parking and free parking. Popular choices among KAYAK users include Twin Gables of Woodstock, Hotel Dylan and Woodstock Way Hotel.

Where to stay in Woodstock?

Our map will help you find the perfect place to stay in Woodstock by showing you the exact location of each hotel.

Everything you need to know for your stay in Woodstock

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