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Sep 17 - Sep 18
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Sep 18 - Sep 19
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Sep 18 - Sep 20
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Sep 25 - Sep 27

Most frequently booked Woodstock hotels

Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
10 Waterfall Way Woodstock NY
0.21 km from city centre
The price is CA $502 per night
CA $502
CA $616 total
Sep 29 - Sep 30
includes taxes & fees
Stay at this hotel in Woodstock. Enjoy free WiFi, free parking, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions SweetHeart Gallery and Woodstock Artists Association and Museum are located nearby.
Twin Gables of Woodstock

Twin Gables of Woodstock

3 out of 5
73 Tinker St Woodstock NY
0.26 km from city centre
The price is CA $299 per night
CA $299
CA $359 total
Sep 23 - Sep 24
includes taxes & fees
Stay at this hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Woodstock Public Library and SweetHeart Gallery are located nearby.
The Herwood Inn

The Herwood Inn

4.5 out of 5
148 Tinker St Woodstock NY
0.82 km from city centre
The price is CA $263 per night
CA $263
CA $295 total
Sep 22 - Sep 23
includes taxes & fees
Book a stay at this luxury guesthouse in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions The Comeau Property and Woodstock Public Library are located nearby.
The Woodstock Inn on the Millstream

The Woodstock Inn on the Millstream

3 out of 5
48 Tannery Brook Rd Woodstock NY
0.4 km from city centre
The price is CA $319 per night
CA $319
CA $357 total
Sep 21 - Sep 22
includes taxes & fees
Stay at this hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions SweetHeart Gallery and Woodstock Artists Association and Museum are located nearby.
Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock

Woodstock NY
1.33 km from city centre
The price is CA $199 per night
CA $199
CA $430 total
Sep 27 - Sep 28
includes taxes & fees
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 Golf Club and Woodstock Playhouse are located nearby.
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
Free cancellation
Reserve now, pay when you stay
21.18 km from city centre
The price is CA $187 per night
CA $187
CA $211 total
Sep 23 - Sep 24
includes taxes & fees
Book a stay at this business-friendly inn in Rhinebeck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Starr Library and Dutchess County Fairgrounds are located nearby.
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
Free cancellation
Reserve now, pay when you stay
19.07 km from city centre
The price is CA $188 per night
CA $188
CA $233 total
Sep 29 - Sep 30
includes taxes & fees
Stay at this hotel in Hunter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hunter Mountain and H Ski Lift are located nearby.
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
282 Cairo Junction Rd Catskill NY
27.24 km from city centre
The price is CA $235 per night
CA $235
CA $314 total
Sep 21 - Sep 22
includes taxes & fees
Stay at this cabin in Catskill. Enjoy free parking, furnished patios, and climate control. Popular attractions Catskill Golf Club and Angelo Canna Town Park are located nearby.
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
549 Washington Street Hudson NY
Free cancellation
Reserve now, pay when you stay
36.22 km from city centre
The price is CA $281 per night
CA $281
CA $380 total
Sep 23 - Sep 24
includes taxes & fees
Stay at this hotel in Hudson. Enjoy free WiFi, free parking, and 3 indoor pools. Popular attractions Oakdale Beach and Hudson Area Library are located nearby.
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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.

Top family friendly Woodstock hotel deals

Woodstock mountain cottage & pool, SWIM, hike, relax, secluded modern 2 br house

Woodstock mountain cottage & pool, SWIM, hike, relax, secluded modern 2 br house

woodstock NY
Get rates
9.8/10 Exceptional! (39 reviews)

Top hotels in Woodstock for Extended Stay

Starlite Motel

Starlite Motel

8722 Route 28 Big Indian NY
The price is CA $174 per night from Sep 21 to Sep 22
CA $174
CA $195 total
Sep 21 - Sep 22
includes taxes & fees
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.

Woodstock hotels essential information

Accommodation
2,474 hotels
Lowest Price
CA $195
Highest Price
CA $616
Popular hotels
Woodstock Way Hotel, Twin Gables of Woodstock, The Herwood Inn, The Woodstock Inn on the Millstream, Streamside Cottage Half Mile to Town of Woodstock, Beekman Arms and Delamater Inn, Hunter Lodge, a Bluebird by Lark, Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy, Pocketbook Hotel and Bath

Frequently asked questions

What are the top kid-friendly hotels in Woodstock?
Family getaways are where you make the best memories, but it's no secret that traveling with little ones can be a challenge. These kid-friendly Woodstock hotels offer perks designed to keep guests of all ages comfortable and happy: A Place in the Woods - Cabin on Chloes Lake on 20 acres near Woodstock, NY will help make your vacation the best one yet. It offers a variety of conveniences geared toward families, such as animal viewing activities and a firepit. Otherwise, spend your Woodstock break at JUST LISTED! Romance +history +luxury +privacy in heart of village = Maple House. Make the most of animal viewing activities, a firepit and more here.
Where can I find cheap hotels in Woodstock?
At Travelocity you'll find really nice hotels in Woodstock at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Woodstock rather than in Woodstock. We may find you even better rates, too.
How do I find the best Woodstock hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Woodstock then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Woodstock?
The cheapest hotel in Woodstock is CA $195 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Woodstock?
There are 2,474 hotels in Woodstock on Travelocity.
What are the best hotels in Woodstock?
Woodstock has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Woodstock for you!
When is the best time to visit Woodstock?
If you want the joy of a fun-filled trip in peak season, visit Woodstock during March, April and June. If you'd prefer the peace of off-season, book a stay during quieter months, such as May, October and November.
When is the cheapest time to stay in Woodstock?
Based on historic data is usually the cheapest month to visit Woodstock. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Woodstock?
There are multiple hotels in Woodstock that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Woodstock. We have plenty of kid-friendly hotels in Woodstock to choose from on Travelocity!
Why book a hotel in Woodstock through Travelocity?
Because we have the top hotels in Woodstock! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Woodstock on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Woodstock hotel reviews by fellow wanderers

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

5 out of 5
Posted 6 hours ago
Travelocity Verified Review
"Loved this hotel. My only complaint is that the restaurant is closed Tuesday and Wednesday. Rooms are great, bed was comfy and the vibe is nice."
A verified traveller stayed at Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by Lark