Woodstock Hotels

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Top 10 trending Woodstock hotels

Twin Gables of Woodstock

2.5 star property
9.6 out of 10, Exceptional, (127)
"Planned to stay one night and ended making it a weekend getaway. Amazing location, walking distance to everything. Woodstock is such a beautiful town and really enjoyed our stay at this hotel. We do plan on coming back again! "
The price is €160
includes taxes & fees
6 Jan - 7 Jan 2025
Twin Gables of Woodstock

The Woodstock Inn on the Millstream

3.0 star property
8.8 out of 10, Excellent, (178)
"The room bathroom and bedding were immaculate. However there was no refrigerator in the room which was unusual"
The price is €192
includes taxes & fees
2 Jan - 3 Jan 2025
The Woodstock Inn on the Millstream

The Herwood Inn

4.5 star property
9.8 out of 10, Exceptional, (50)
"It’s was very lovely. Check in took me a moment to figure out but over all not too hard. The room I chose faced the street… which was too active more my preference but it wasn’t so bad. Woodstock is a quiet spot to begin with"
The price is €171
includes taxes & fees
14 Jan - 15 Jan 2025
The Herwood Inn

Woodstock Way Hotel

4.0 star property
9.6 out of 10, Exceptional, (127)
"Stay here when you go to Woodstock. "
The price is €397
includes taxes & fees
23 Dec - 24 Dec
Woodstock Way Hotel

Hotel Dylan

2.0 star property
9.8 out of 10, Exceptional, (10)
"Very cool peace, love and rock n roll themed rooms and lobby."
The price is €160
includes taxes & fees
7 Jan - 8 Jan 2025
Hotel Dylan

Morning Glory B n B Woodstock NY

3.0 star property
8.4 out of 10, Very good, (128)
"The proprietor and her mom are wonderful hosts. The property is pretty. The rooms are very clean and there was a full hot breakfast and was made to order. This was the second time U stayed here. I would definitely return. "
The price is €192
includes taxes & fees
8 Jan - 9 Jan 2025
Morning Glory B n B Woodstock NY

Jenny's Country Manor

2.0 star property
7.6 out of 10, Good, (124)
"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 €151
includes taxes & fees
23 Dec - 24 Dec
Jenny's Country Manor

it's a good thing

4.5 star property
9.6 out of 10, Exceptional, (8)
"There is a tiny little wooden bridge at the entrance of the driveway and the mailbox is on the opposite side of the road from the house. A doe was keeping watch on the mailbox when we arrived after dark. And check out the night sky!"
The price is €152
includes taxes & fees
23 Dec - 24 Dec
it's a good thing

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 €155
includes taxes & fees
2 Jan - 3 Jan 2025
Changing Times Boutique Country Lodging

The Harlow House

2.0 star property
10.0 out of 10, Exceptional, (5)
"The Harlow House was a lovely, beautifully decorated Inn in a picturesque setting. Our room had an incredibly comfy mattress, down comforter, which I wanted to take home, plush towels and a terrific rain shower. Cassidy and Bryan were hospitable hosts. We could not have been happier. We would definitely go back. Thank you Cassidy and Bryan! "
The price is €165
includes taxes & fees
30 Dec - 31 Dec
The Harlow House

St. Charles Hotel

2.0 star property
6.8 out of 10, (687)
"Good place to stay "
The price is €118
includes taxes & fees
26 Dec - 27 Dec
St. Charles Hotel

Hudson Whaler

2.5 star property
9.6 out of 10, Exceptional, (235)
"Great hotel, perfect location, great service; no complaints. The fire place (gas) in the room on a cold day was a very nice touch. "
The price is €214
includes taxes & fees
2 Jan - 3 Jan 2025
Hudson Whaler

Nautical Nest

2.5 star property
9.6 out of 10, Exceptional, (97)
"Very cute place. Very clear instructions."
The price is €117
includes taxes & fees
5 Jan - 6 Jan 2025
Nautical Nest

The Nest Hudson

3.5 star property
9.6 out of 10, Exceptional, (185)
"Clean, convenient, lovely house. "
The price is €278
includes taxes & fees
28 Dec - 29 Dec
The Nest Hudson

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 €292
includes taxes & fees
7 Jan - 8 Jan 2025
The Amelia

Howard Hotel

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is €163
includes taxes & fees
30 Dec - 31 Dec
Howard Hotel

Hudson Navigator

2.0 star property
10.0 out of 10, Exceptional, (2)
"Nit and clean. Nicely furnished. "
The price is €200
includes taxes & fees
25 Dec - 26 Dec
Hudson Navigator

Hudson Mariner

3.0 star property
9.2 out of 10, Wonderful, (89)
"We loved the open area in room 6. "
The price is €200
includes taxes & fees
2 Jan - 3 Jan 2025
Hudson Mariner

The Wick, Hudson, A Tribute Portfolio Hotel

4.0 star property
8.6 out of 10, Excellent, (507)
"As always, the staff was helpful and attentive. Having a bar in a cozy, warm environment for a nightcap was wonderful. "
The price is €209
includes taxes & fees
5 Jan - 6 Jan 2025
The Wick, Hudson, A Tribute Portfolio Hotel

Wm. Farmer & Sons

2.5 star property
9.2 out of 10, Wonderful, (37)
"Lovely rooms, superb beds and helpful and friendly staff!"
The price is €203
includes taxes & fees
23 Dec - 24 Dec
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.
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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 Woodstock Way Hotel 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?

HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace: This highly rated holiday home rental in Woodstock is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of books. 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?

Hampton Inn by Hilton New Paltz: Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. View all hotels with pools in Woodstock.

What is the best spa hotel in Woodstock?

Woodstock Way Hotel is a highly recommended spa hotel with a bar. Spend an afternoon at the spa where you’ll find Swedish massages and Thai massages. In-room massages are also available. Other popular spa hotels in Woodstock include The Herwood Inn and The 212 Escape. 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 112 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. The picturesque setting of Catskill State Park and Thorn Preserve - Catskill Center exemplify the area's natural beauty. 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.