Hot Windham Chalet Rates

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Featured Chalets in Windham

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

Fleischmanns
Stay at this chalet in Fleischmanns. Enjoy cable/satellite TV service, an in-room coffeemaker, and in-room fireplaces. Popular attractions Belleayre Mountain ...
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Mountain Chalet with Breathtaking Panoramic Views

Mountain Chalet with Breathtaking Panoramic Views

FLEISCHMANN'S
Stay at this chalet in Fleischmanns. Enjoy free WiFi, a garden, and patios. Popular attractions Belleayre Mountain Ski Center and Pakatakan Farmers' Market are ...
Mountain Chalet with Breathtaking Panoramic Views
Beautiful Chalet, mins to Hunter/Windham slopes

Beautiful Chalet, mins to Hunter/Windham slopes

Jewett
Stay at this chalet in Jewett. Enjoy patios, in-room jetted tubs, and in-room fireplaces. Popular attractions Hunter Mountain and Windham Mountain Resort are ...
Beautiful Chalet, mins to Hunter/Windham slopes
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Big Indian near
 Full Moon Resort Spillian Onteora Mountain House Ski Belleayre

Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre

Big Indian
The price is NZ$1,463 per night from 5 Jan to 6 Jan
NZ$1,463
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this chalet in Big Indian. Enjoy free WiFi, a garden, and patios. Popular attractions Catskill Mountains and Belleayre Mountain Ski Center are located ...
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
Rustic Mountain view Cabin 5 mins to Ski Area!

Rustic Mountain view Cabin 5 mins to Ski Area!

Windham
Stay at this chalet in Windham. Enjoy a garden, an in-room coffeemaker, and in-room fireplaces. Popular attractions Windham Mountain Resort and Windham Country ...
Rustic Mountain view Cabin 5 mins to Ski Area!
COZY WINTER SKI Getaway w Fireplace & PRIVATE Indoor Pool! 5 mins to Hunter Mtn!

COZY WINTER SKI Getaway w Fireplace & PRIVATE Indoor Pool! 5 mins to Hunter Mtn!

Hunter
Stay at this chalet in Hunter. Enjoy free WiFi, private pools, and a garden. Popular attractions Hunter Mountain and Windham Mountain Resort are located ...
COZY WINTER SKI Getaway w Fireplace & PRIVATE Indoor Pool! 5 mins to Hunter Mtn!
Beautiful Windham Chalet 2 minutes to Town and the Mountain

Beautiful Windham Chalet 2 minutes to Town and the Mountain

3 out of 5
Windham
Stay at this 3-star chalet in Windham. Enjoy free WiFi, a water park, and a garden. Popular attractions Windham Mountain Resort and Windham Country Club are ...
Beautiful Windham Chalet 2 minutes to Town and the Mountain
Charming chalet with 5 bedrooms and WiFi, fitness room in peaceful Roxbury

Charming chalet with 5 bedrooms and WiFi, fitness room in peaceful Roxbury

2 out of 5
Roxbury
Stay at this chalet in Roxbury. Enjoy a fitness center and air conditioning. Popular attractions Bearpen Mountain State Forest and Relay State Forest are located ...
Charming chalet with 5 bedrooms and WiFi, fitness room in peaceful Roxbury
Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres

Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres

Grand Gorge
Stay at this chalet in Grand Gorge. Enjoy free WiFi, private pools, and a garden. Popular attractions Gilboa Museum and Mine Kill State Park are located ...
Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres
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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.

Windham Chalet Accommodation

We see you over there, so lost in your own thoughts, you might miss your next meeting. You know it’s time to up your holiday game, and we know you’ve been googling things like “ski holidays” and “mountain retreats”. Don’t worry—we won’t tell your boss. We just have a tip for you: If you really want to slay, you need a chalet. Specifically, cheap chalet accommodation in Windham.

A budget chalet hotel in Windham is the perfect new topic for your office chit-chat, but unlike that office retreat, there will be no trust falls. You will find all sorts of adventurous activities on offer in Windham, but none of them will involve your coworkers having to catch you (at least we hope not). Outside, nature awaits, with endless trails and endless fun. Inside, you’ll find all the right amenities for recharging after an active day, from luxurious linens to fully equipped kitchens.

Speaking of kitchens, chalet hotels in Windham have everything you need for a romantic getaway. Cook up a candlelit dinner and open that perfectly chilled bottle of red. A crackling fireplace and the amazing views of Windham out your picture window will do the rest.

Our deals practically move mountains, bringing cheap ski chalets and more to you right where you sit. Yes, you’ll have to pack eventually, but for now, browse our sweet selection of Windham chalets and start dreaming. After all, didn’t your mum always tell you that you can be anything you want to be? Well, you want to be on holiday in Windham, and it’s time to make it happen.

Windham Chalets essential information

Accommodation
37 Chalets
Lowest Price
NZ$266
Highest Price
NZ$1,463
Popular accommodation
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin, Mountain Chalet with Breathtaking Panoramic Views, Beautiful Chalet, mins to Hunter/Windham slopes, Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre , Rustic Mountain view Cabin 5 mins to Ski Area!, COZY WINTER SKI Getaway w Fireplace & PRIVATE Indoor Pool! 5 mins to Hunter Mtn!, Beautiful Windham Chalet 2 minutes to Town and the Mountain, Charming chalet with 5 bedrooms and WiFi, fitness room in peaceful Roxbury, Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres

Top trending hotels in Windham

Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
Fully refundableReserve now, pay when you stay
The price is NZ$266 per night from 1 Jan to 2 Jan
NZ$266
includes taxes & fees
1 Jan - 2 Jan 2025
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Hotel Vienna
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296, Windham, NY
Fully refundableReserve now, pay when you stay
The price is NZ$430 per night from 3 Jan to 4 Jan
NZ$430
includes taxes & fees
3 Jan - 4 Jan 2025
Stay at this 3.5-star hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club ...
Wylder Hotel Windham
Winwood Inn & Condominiums

Winwood Inn & Condominiums

3 out of 5
5220 NY-23, Windham, NY
The price is NZ$323 per night from 24 Dec to 25 Dec
NZ$323
includes taxes & fees
24 Dec - 25 Dec
Stay at this 3-star ski hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country ...
Winwood Inn & Condominiums
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Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23, Windham, NY
The price is NZ$436 per night from 24 Dec to 25 Dec
NZ$436
includes taxes & fees
24 Dec - 25 Dec
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Windham Mountain Resort and Windham Country Club ...
Eastwind Windham
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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.

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^Subject to availability and chosen travel dates.