Woodstock Hotels

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Tonight
30 Mar - 31 Mar
Tomorrow
31 Mar - 1 Apr
Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Woodstock hotels

Twin Gables of Woodstock
Books, music library, stereo

Twin Gables of Woodstock

3.0 star property
9.8 out of 10, Exceptional, (144)
"Lovely stay."
The price is €154
includes taxes & fees
1 Apr - 2 Apr
Twin Gables of Woodstock
Woodstock Way Hotel
Superior Room, Fireplace, River View

Woodstock Way Hotel

4.0 star property
9.4 out of 10, Exceptional, (146)
"The young woman at the front desk upgraded my stay. She was engaging and pleasant, and added to the enjoyment of my stay. Will certainly recommend the Woodstock Way and will definitely return. "
The price is €311
includes taxes & fees
1 Apr - 2 Apr
Woodstock Way Hotel
The Woodstock Inn on the Millstream
Lobby

The Woodstock Inn on the Millstream

3.0 star property
8.8 out of 10, Excellent, (184)
"Small room but comfort and warm. Great breakfast! Thank you! "
The price is €185
includes taxes & fees
1 Apr - 2 Apr
The Woodstock Inn on the Millstream
The Herwood Inn
Exterior detail

The Herwood Inn

4.5 star property
9.8 out of 10, Exceptional, (66)
"Loved place. Street noise loud in Nicks Nook....little owners can do though..."
The price is €205
includes taxes & fees
1 Apr - 2 Apr
The Herwood Inn
Hotel Dylan
Reception

Hotel Dylan

2.0 star property
9.8 out of 10, Exceptional, (13)
"Love this hotel. It’s clean and the rooms and grounds are beautiful. A really fun vibe and friendly staff. "
The price is €181
includes taxes & fees
1 Apr - 2 Apr
Hotel Dylan
Morning Glory B n B Woodstock NY
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property

Morning Glory B n B Woodstock NY

3.0 star property
8.4 out of 10, Very good, (134)
"Very relaxing stay. Easy walk to town. Lovely hosts and tasty breakfast."
The price is €195
includes taxes & fees
1 Apr - 2 Apr
Morning Glory B n B Woodstock NY
Jenny's Country Manor
Interior

Jenny's Country Manor

2.0 star property
7.6 out of 10, Good, (126)
"The manager was very amenable to changing our room due to a complaint about a problem we had. And was sincerely concerned. They have a very nice light breakfast on Saturday mornings. "
The price is €146
includes taxes & fees
1 Apr - 2 Apr
Jenny's Country Manor
it's a good thing
Terrace/patio

it's a good thing

4.5 star property
9.6 out of 10, Exceptional, (10)
"Lovely country home with friendly hosts that were prepared for us and very accommodating. "
The price is €177
includes taxes & fees
1 Apr - 2 Apr
it's a good thing
Changing Times Boutique Country Lodging
Family Cabin, Multiple Beds, Patio, Garden Area

Changing Times Boutique Country Lodging

3.5 star property
10.0 out of 10, Exceptional, (93)
"The stay was great. The host baked delicious muffins for breakfast and everything was clean "
The price is €150
includes taxes & fees
1 Apr - 2 Apr
Changing Times Boutique Country Lodging
The Harlow House
Exterior

The Harlow House

2.0 star property
10.0 out of 10, Exceptional, (9)
"Very nice stay at a place about a five-mile drive from downtown Rhinebeck. The modern inn did not breakfast and snacks were not available, however the room was well stocked with coffee and tea. Harlow is among the trending lodgings where the innkeepers are not always around. However we stayed on a Thursday and Friday night so its possible things might have been a little different on the weekend."
The price is €210
includes taxes & fees
6 Apr - 7 Apr
The Harlow House
St. Charles Hotel
Standard Room, 2 Queen Beds

St. Charles Hotel

2.0 star property
6.8 out of 10, (713)
"The room was laid out well. The bed was very comfortable and i had a good night's sleep. "
The price is €113
includes taxes & fees
3 Apr - 4 Apr
St. Charles Hotel
Hudson Whaler
Reception

Hudson Whaler

2.5 star property
9.6 out of 10, Exceptional, (242)
"Great place to stay, comfortable beds, clean, nicely situated. Free parking too. reasonably priced as well."
The price is €206
includes taxes & fees
1 Apr - 2 Apr
Hudson Whaler
Nautical Nest
Premium bedding, memory-foam beds, individually decorated

Nautical Nest

2.5 star property
9.6 out of 10, Exceptional, (106)
"Very nice facility in a great location, convenient to everything in Hudson. "
The price is €127
includes taxes & fees
2 Apr - 3 Apr
Nautical Nest
The Nest Hudson
Balcony

The Nest Hudson

3.5 star property
9.6 out of 10, Exceptional, (190)
"Comfortable, homey room in a nice house located a block away from the Hudson main drag. Coffee, tea, and snacks right outside my door in a little alcove. Reasonable price. What's not to like?"
The price is €121
includes taxes & fees
1 Apr - 2 Apr
The Nest Hudson
The Amelia
Seasonal outdoor pool, pool umbrellas, pool loungers

The Amelia

2.0 star property
10.0 out of 10, Exceptional, (15)
"We had a great time at The Amelia this past weekend. The property is beautiful, and we loved how the whole house was usable to our discretion: there was a living room with a fireplace, the kitchen was stocked with breakfast items and snacks kindly prepared by the hosts, and the backyard had a fire pit perfect for the cold weather we experienced. The rooms were also very cozy and spacious. Would definitely go back again or recommend to anyone considering a trip to the area!"
The price is €289
includes taxes & fees
14 Apr - 15 Apr
The Amelia
Howard Hotel
Lobby

Howard Hotel

2.0 star property
10.0 out of 10, Exceptional, (17)
"The Howard is a short walk from the Amtrak station, close to many shops and restaurants, and the room was large and comfortable. The morning of your check-in, they will send you the code for entry (not 24 hours before as stated on this site), and it was easy and convenient. "
The price is €142
includes taxes & fees
14 Apr - 15 Apr
Howard Hotel
Hudson Navigator
Suite #4 | Terrace/patio

Hudson Navigator

2.0 star property
9.6 out of 10, Exceptional, (10)
"Last minute booking and I couldn’t be happier. The room and were amazing. Top notch all around "
The price is €194
includes taxes & fees
1 Apr - 2 Apr
Hudson Navigator
Hudson Mariner
Deluxe Zen Suite 3

Hudson Mariner

3.0 star property
9.2 out of 10, Wonderful, (91)
"The room was lovely peaceful and clean, however the temperature in the room was very cold and the space heater did not help much... All other aspects were wonderful!"
The price is €220
includes taxes & fees
6 Apr - 7 Apr
Hudson Mariner
The Wick, Hudson, A Tribute Portfolio Hotel
Hiking

The Wick, Hudson, A Tribute Portfolio Hotel

4.0 star property
8.8 out of 10, Excellent, (519)
"The hotel itself is stunning. We originally had issues with the first room. They put us in a room with a broken shower. We then moved to a different room with no electricity on one wall. It’s an old hotel; we are just exhausted from travel, so we just let it be. Other than that the staff is great and the food they have downstairs it’s pretty reasonable!"
The price is €210
includes taxes & fees
13 Apr - 14 Apr
The Wick, Hudson, A Tribute Portfolio Hotel
Wm. Farmer & Sons
Room, 1 King Bed, Balcony, Garden View | Balcony view

Wm. Farmer & Sons

2.5 star property
9.4 out of 10, Exceptional, (45)
"Friendly front desk/concierge. Very cute room and a beautiful property. We love staying here. View of the Hudson River and close to everything. "
The price is €206
includes taxes & fees
2 Apr - 3 Apr
Wm. Farmer & Sons
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.
Don't see what you're looking for?
See all available properties in Woodstock
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Woodstock

Come to secluded Woodstock and enjoy its hiking, forests and library.

See all hotels in Woodstock

Frequently asked questions

What's the best place to stay in Woodstock?

The Herwood Inn is a favourite with Expedia customers. This guest house offers free parking and in-room kitchenettes. Reviews from our site also recommend Twin Gables of Woodstock and The Woodstock Inn on the Millstream as top choices for your stay. See all available top hotels, or vacation rentals in Woodstock.

What are some of the best holiday rentals that Woodstock has to offer?

Esopus Creek modern Tiny house Retreat!: This holiday home rental outside of Woodstock is located on a river, and offers a BBQ, air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. See all vacation rentals in Woodstock.

If I need to cancel my hotel reservation in Woodstock, will I receive a refund?

Yes, most hotel reservations are refundable provided that you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your check-in date. If your reservation is non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Woodstock.

What's the best accommodation option for families in Woodstock?

Romantic Woodstock Mountain- top Studio Apt.& Pool May-oct Deck, Grill, Views is an apartment with a water park and an outdoor pool, and it's a top choice on Expedia for families. Also, attractions in the area such as Dutchess County Fairgrounds and Hudson River Maritime Museum are fun for children of all ages.

What's the best place to stay for couples in Woodstock?

This Sioux Tipi is no longer available, but we have one nearby in another town! is a favourite lodge for couples, and features in-room fireplaces and kitchens. See all romantic hotels in Woodstock.

What's the best dog-friendly place to stay in Woodstock?

Woodstock Way Hotel is a top dog-friendly hotel, and offers a bar/lounge and a coffee shop/cafe for its human guests. Other good options for you and your pet include The Herwood Inn and The Lodge Woodstock. See more pet-friendly hotel accommodations in Woodstock.

What's the best high-end hotel in Woodstock?

The Herwood Inn is a luxury guest house with in-room massages and in-room kitchenettes, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Find more luxury hotels in Woodstock.

What's the best boutique-style hotel in Woodstock?

Hotel Dylan is a favourite 3-star hotel with our travellers looking for stylish accommodation, and features 22 guestrooms, a restaurant and a bar.

What's the best hotel for a golf holiday in Woodstock?

Hotel Dylan is one of the top choices for golfers, based on our travel data. You can tee off at Woodstock Golf Club during your trip. See more golf hotels in Woodstock.

Where's the best place to stay for a winter holiday in Woodstock?

Based on our travel data, Morning Glory B n B Woodstock NY is a top 3-star B&B for hitting the ski slopes, and features free breakfast and free parking. Other good options for your winter getaway include Booking Summer 2020 Mountaintop Cottage/pool Just 3 min From Woodstock Village and Mountaintop Studio/ Swim /hike Stargaze/ Relax /5star GEM Sept/-nov Fall Colors. Those looking to ski or snowboard can spend their days at Hunter Mountain.

What are some accommodation options with pools in Woodstock?

Best Western Plus Kingston Hotel And Conference Center: Offers a children's pool, an indoor pool and buffet. View all hotels with pools in Woodstock.

What is the best spa hotel in Woodstock?

The 212 Escape is a highly recommended spa hotel with a vineyard. Spend an afternoon at the spa where you’ll find facials, Swedish massages and Thai massages. In-room massages are also available. See all spa hotels in Woodstock.

What's it like staying in Woodstock?

Visitors to Woodstock will definitely enjoy the forests and art. Tourists can also enjoy the city's riverfront and coffee shops. A top sight in the area is Hunter Mountain. In Woodstock, there are 113 hotels and other accommodation options to choose from. Find out more about Woodstock.

What should I do while I'm visiting Woodstock?

Landmarks like Overlook Mountain Trailhead, Karma Triyana Dharmachakra Monastery and Woodstock Artists Cemetery might be worth a visit. Additionally, you'll find Hunter Mountain in the area. Take a look at what more there is to see and do in Expedia's Woodstock guide.

What's the weather like in Woodstock?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Woodstock are January, February, March and April, with each month seeing an average of 17 cm of snowfall.