The Best Round Top, NY Chalets from $174

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Our top choices for Round Top chalets

1. Jessie's Harvest House

Tannersville

Dan

$189 nightly

Sep 15 - Sep 16

Total with taxes and fees

2. Jessie's Harvest House Suite

Tannersville

Jennie D.

$165 nightly

Sep 3 - Sep 4

Total with taxes and fees

3. Jessie's Harvest House

Tannersville

$189 nightly

Sep 15 - Sep 16

Total with taxes and fees

4. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Hunter

Mary C.

$200 nightly

Aug 16 - Aug 17

Total with taxes and fees

5. Jessie's Harvest House

Tannersville

$189 nightly

Sep 15 - Sep 16

Total with taxes and fees

6. Relaxing Mountain Hideaway - Hot Tub & Outdoors

Hensonville

Kyrill A.

$733 nightly

Aug 18 - Aug 19

Total with taxes and fees

7. Beautiful Windham Chalet 2 minutes to Town and the Mountain

Windham

John K.

$626 nightly

Sep 15 - Sep 16

Total with taxes and fees

8. Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit

Windham

Michael L.

$1,665 nightly

Aug 17 - Aug 18

Total with taxes and fees

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Top Round Top Hotel Reviews

Emerson Resort & Spa

8/10 Good

"The property was not nearly full yet they would not allow do early checkin"

Wylder Hotel Windham

10/10 Excellent

"The staff were wonderful and went out of their way to make sure you had whatever you wanted. There are plenty of things to do right at the hotel and you are right by the mountains if you want to take advantage of that. The pool is heated and you can have drinks by the pool. There are several locations for fire pits and the staff will help you get a raging fire going immediately upon request. The golf course was simply beautiful and if that is your thing, absolutely a must. The restaurant on the grounds was terrific as was the bakery for breakfast and goodies. The buildings themselves are 150 years old and are lovely to check out just for that. I would certainly return in the future."

St. Charles Hotel

8/10 Good

"It’s basic, it’s simple, it gets the job done. I didn’t use the shower, but the sink water pressure was a little lower than preferred. It’s in a fantastic location at a great price for what you need. Clean rooms. Didn’t think it would be clean when I walked in, but it totally was. 2 small kids wanted to watch TV, and the WiFi wasn’t strong enough, that was the main issue for my stay. It did however work for iPads. What I will commend was that the owner (presumably) picked up the phone right away and sent the manager to help. It didn’t for the TV, but at least the iPads worked. A few WiFi extenders is likely all that’s needed. I’d definitely stay again. Thanks again St, Charles! And owner and manager."

Find out more about Round Top

Round Top Chalets information

Number of reviews	60
Accommodation	44 Chalets
Lowest Price	$174
Highest Price	$1,798

Room 1

Check prices for these dates

Our top choices for Round Top chalets

1. Jessie's Harvest House

2. Jessie's Harvest House Suite

3. Jessie's Harvest House

4. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

5. Jessie's Harvest House

6. Relaxing Mountain Hideaway - Hot Tub & Outdoors

7. Beautiful Windham Chalet 2 minutes to Town and the Mountain

8. Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit

9. Cabin w/ Mountain Views, Hot Tub, AC, Pet + Family Friendly, WFH, Fireplace

Find vacation rentals that suit your style

Top Round Top Hotel Reviews

Emerson Resort & Spa

Hotel Vienna

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Hampton Inn Kingston

Hunter Lodge, a Bluebird by Lark

voco James Newbury Hudson Valley by IHG

Wylder Hotel Windham

St. Charles Hotel

Find out more about Round Top

Round Top Chalets information

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