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
The price is AU$445 per night from 26 Nov to 27 Nov
AU$445
26 Nov - 27 Nov
includes taxes & fees
With a stay at this chalet in Fleischmanns, you'll be in the mountains, within a 15-minute drive of Catskill Mountains and Catskill State Park.
Opens in a new windowHotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
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 AU$1,293 per night from 4 Nov to 5 Nov
AU$1,293
4 Nov - 5 Nov
includes taxes & fees
With a stay at this chalet in Big Indian, you'll be on the waterfront, within a 10-minute drive of Catskill Mountains and Catskill State Park.
Opens in a new windowBig Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Hunter
The price is AU$362 per night from 12 Nov to 13 Nov
AU$362
12 Nov - 13 Nov
includes taxes & fees
With a stay at this chalet in Hunter, you'll be in the mountains, within a 10-minute drive of Hunter Mountain and Catskill State Park.
Opens in a new window1 Mile From Ski Slope and Festivals - 125 Nightly Fee
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Chalet w/HOT TUB & OUTDOOR TV ALL YEAR, Fire Pit, Pool, Prvt. trail & Playground

Chalet w/HOT TUB & OUTDOOR TV ALL YEAR, Fire Pit, Pool, Prvt. trail & Playground

Gilboa
When you stay at this chalet in Gilboa, you'll be on a river, within a 5-minute drive of Gilboa Museum and Gilboa Town Hall.
Opens in a new windowChalet w/HOT TUB & OUTDOOR TV ALL YEAR, Fire Pit, Pool, Prvt. trail & Playground
Cozy Silo with Sunset Mountain Views near Woodstock

Cozy Silo with Sunset Mountain Views near Woodstock

Willow
With a stay at this chalet in Willow, you'll be in the mountains, within a 15-minute drive of Catskill Mountains and Catskill State Park.
Opens in a new windowCozy Silo with Sunset Mountain Views near Woodstock
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals

PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals

Hunter
With a stay at this chalet in Hunter, you'll be in the mountains, within a 15-minute drive of Hunter Mountain and Catskill State Park.
Opens in a new windowPRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals
Stunning Catskills Cabin Getaway, facing BelleAyre

Stunning Catskills Cabin Getaway, facing BelleAyre

Fleischmanns
With a stay at this chalet in Fleischmanns, you'll be near the beach, within a 15-minute drive of Catskill Mountains and Catskill State Park.
Opens in a new windowStunning Catskills Cabin Getaway, facing BelleAyre
Private Chalet less than 1 mile to  Ski Resort

Private Chalet less than 1 mile to Ski Resort

Lanesville
With a stay at this chalet in Hunter, you'll be in the mountains, within a 5-minute drive of Hunter Mountain and Catskill State Park.
Opens in a new windowPrivate Chalet less than 1 mile to Ski Resort
Lakefront Chalet w/ hot tub, game room, and kayaks. Pet-friendly!

Lakefront Chalet w/ hot tub, game room, and kayaks. Pet-friendly!

South Kortright
The price is AU$654 per night from 4 Nov to 5 Nov
AU$654
4 Nov - 5 Nov
includes taxes & fees
Located in South Kortright, this chalet is on the waterfront, within a 15-minute drive of Hobart Book Village and Stamford Town Hall.
Opens in a new windowLakefront Chalet w/ hot tub, game room, and kayaks. Pet-friendly!
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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
60 Chalets
Lowest Price
AU$279
Highest Price
AU$1,293
Popular accommodation
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin, Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre , 1 Mile From Ski Slope and Festivals - 125 Nightly Fee, Chalet w/HOT TUB & OUTDOOR TV ALL YEAR, Fire Pit, Pool, Prvt. trail & Playground, Cozy Silo with Sunset Mountain Views near Woodstock, PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals, Stunning Catskills Cabin Getaway, facing BelleAyre, Private Chalet less than 1 mile to Ski Resort, Lakefront Chalet w/ hot tub, game room, and kayaks. Pet-friendly!

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
When you stay at Hotel Vienna in Windham, you'll be next to a golf course, within a 5-minute drive of Windham Country Club and Windham Mountain Resort.
Opens in a new windowHotel Vienna
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296, Windham, NY
The price is AU$365 per night from 14 Nov to 15 Nov
AU$365
14 Nov - 15 Nov
includes taxes & fees
With a stay at Wylder Hotel Windham in Windham, you'll be within a 5-minute drive of Windham Mountain Resort and Catskill State Park.
Opens in a new windowWylder Hotel Windham
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23, Windham, NY
The price is AU$360 per night from 26 Nov to 27 Nov
AU$360
26 Nov - 27 Nov
includes taxes & fees
With a stay at Eastwind Windham in Windham, you'll be within a 5-minute drive of Windham Mountain Resort and Catskill State Park.
Opens in a new windowEastwind Windham
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Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

3 out of 5
5220 NY-23, Windham, NY
Fully refundableReserve now, pay when you stay
The price is AU$279 per night from 4 Nov to 5 Nov
AU$279
4 Nov - 5 Nov
includes taxes & fees
With a stay at Winwood Condominiums by Windham Mountain Club in Windham, you'll be in the business district, within a 5-minute drive of Windham Mountain Resort ...
Opens in a new windowWinwood Condominiums by Windham Mountain Club
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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.