The Best Woodstock, VT Chalets from $454

A red convertible car parked in front of a brick house with black shutters and a white picket fence.

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Our top choices for Woodstock chalets

1. Lovely Chalet atop Vermont’s Green Mountains - perfect for a cozy getaway

Woodstock

$465 nightly

Sep 24 - Sep 25

Total with taxes and fees

2. Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub

North Sherburne

Matthew R.

$402 nightly

Sep 28 - Sep 29

Total with taxes and fees

3. Gnome Home Mountain Ski Chalet w/Sauna Killington

Stockbridge

Gerald S.

$495 nightly

Sep 22 - Sep 23

Total with taxes and fees

4. BearVaria AC, Hot Tub, Fire Pit Grill, FrisbeeGolf

Killington

Uyen B.

$487 nightly

Sep 23 - Sep 24

Total with taxes and fees

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Top Woodstock Hotel Reviews

Sleep Woodstock Motel

10/10 Excellent

"Clean, cozy, and comfortable. I stayed here for a quick work trip and loved the cozy room. The hand drawn paintings on the wall were super cute. The room was clean and I could easily control the temperature. Although it’s on a busy road, the road noise was minimal at night and they provided ear plugs just in case. I would happily stay here again."

Woodstock Inn & Resort

8/10 Good

"Woodstock itself is absolutely beautiful and has a wonderful atmosphere. However, we had a few issues in both common areas, and our room that significantly impacted our experience. First, the cleanliness of the lobby was disappointing. I noticed that it was noticeably dusty and had visible spiderwebs in several areas, which did not create a welcoming first impression. Second, the bathroom and bed did not live up to the luxurious standard expected. Both the bathroom sink and bathtub drained incredibly slowly. This resulted in an unpleasant backflow of water whenever I tried to use them, which felt very unhygienic. Lastly, the bed was lopsided and very uncomfortable. The boxspring on both sides of the bed was covered in stains, which took away from the charm and comfort of the room. Everything else was great, and with a little more attention to room cleanliness, this place would be flawless."

Hotel Coolidge

8/10 Good

"This is a very old hotel on the national historic record. Because of that the doors and floors creak and the floors slope. The bathroom has older fixtures but work fine. Our room was actually two rooms; one with a queen bed and one with a small couch and sink. Both rooms had TVs. We had a small fridge. Bed was comfortable. They had an elevator that was very slow but since we had heavy items we were very grateful for it. The stairway and moldings were beautiful. If you enjoy historic architecture you will appreciate this hotel. The parking seemed a bit sketchy but was actually fine. They had a fireplace and a Keurig in lobby so tea, coffee and hot chocolate available 24/7. Also had vouchers for discounts at neighboring breakfast sites. They are dog friendly, but only for specified rooms. They also had a refundable $100 charge for any damage done due to the dog. There was a $25 charge for the dog which is pretty standard. All in all it was a fine place to stay."

Find out more about Woodstock

Woodstock Chalets information

Number of reviews	29
Accommodation	49 Chalets
Lowest Price	$454
Highest Price	$551

Room 1

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Upfront pricing

Check prices for these dates

Our top choices for Woodstock chalets

1. Lovely Chalet atop Vermont’s Green Mountains - perfect for a cozy getaway

2. Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub

3. Gnome Home Mountain Ski Chalet w/Sauna Killington

4. BearVaria AC, Hot Tub, Fire Pit Grill, FrisbeeGolf

Find vacation rentals that suit your style

Top Woodstock Hotel Reviews

Sleep Woodstock Motel

On The River Inn

Mountain Meadows Lodge

The Jackson

Woodstock Inn & Resort

Hotel Coolidge

The Shire Woodstock

Killington Mountain Lodge, Tapestry Collection by Hilton

Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!

Find out more about Woodstock

Woodstock Chalets information

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