Hot Chestertown Chalet Rates

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Featured Chalets in Chestertown

The Perfect Place to Stay in the Adirondacks

The Perfect Place to Stay in the Adirondacks

North Creek NY
With a stay at this chalet in North Creek, you'll be in the mountains, within a 10-minute drive of Gore Mountain Ski Resort and Tannery Pond Community ...
Opens in a new windowThe Perfect Place to Stay in the Adirondacks
Bolton Landing Mountain House!

Bolton Landing Mountain House!

Bolton NY
With a stay at this chalet in Bolton Landing, you'll be within a 5-minute drive of Lake George and Up Yonda Farm Environmental Education Center.
Opens in a new windowBolton Landing Mountain House!
Lake Front Chalet

Lake Front Chalet

Queensbury NY
With a stay at this chalet in Lake George, you'll be a 4-minute drive from Six Flags Great Escape and 9 minutes from Lake George.
Opens in a new windowLake Front Chalet
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Adirondack “River Rapture"- Lake George/Mount Gore

Adirondack “River Rapture"- Lake George/Mount Gore

Warrensburg NY
Located in Warrensburg, this chalet is on the waterfront, a 1-minute drive from Hudson River and 7 minutes from Friends Lake.
Opens in a new windowAdirondack “River Rapture"- Lake George/Mount Gore
Lake George/ Gore / snowmobile trail access  NEW HOME

Lake George/ Gore / snowmobile trail access NEW HOME

Warrensburg NY
With a stay at this chalet in Warrensburg, you'll be on a river, within a 15-minute drive of Lake George and Hudson River.
Opens in a new windowLake George/ Gore / snowmobile trail access NEW HOME
Gore Mountain Chalet - Moments From Adventure! (Ski, Hike, Explore)

Gore Mountain Chalet - Moments From Adventure! (Ski, Hike, Explore)

North Creek NY
With a stay at this chalet in Wevertown, you'll be on the waterfront, within a 10-minute drive of Gore Mountain Ski Resort and Tannery Pond Community ...
Opens in a new windowGore Mountain Chalet - Moments From Adventure! (Ski, Hike, Explore)
Loon Lake, Chestertown - Spotless, bright chalet, sleeps 6-8, near public beach

Loon Lake, Chestertown - Spotless, bright chalet, sleeps 6-8, near public beach

Chestertown NY
Located in Chestertown (Chester Shores), this chalet is within a 5-minute drive of Loon Lake Beach and Loon Lake.
Opens in a new windowLoon Lake, Chestertown - Spotless, bright chalet, sleeps 6-8, near public beach
Lake George Chalet - The Pines Chickadee #29

Lake George Chalet - The Pines Chickadee #29

Lake George NY
With a stay at this chalet in Lake George, you'll be within a 15-minute drive of Lake George and Six Flags Great Escape.
Opens in a new windowLake George Chalet - The Pines Chickadee #29
Private Modern Riverfront Ski Chalet - Near Gore Mountain and Lake George

Private Modern Riverfront Ski Chalet - Near Gore Mountain and Lake George

Warrensburg NY
With a stay at this chalet in Warrensburg, you'll be within a 15-minute drive of Lake George and The Sagamore Golf Club.
Opens in a new windowPrivate Modern Riverfront Ski Chalet - Near Gore Mountain and Lake George
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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.

Chestertown 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 Chestertown.

A budget chalet hotel in Chestertown 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 Chestertown, 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 Chestertown 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 Chestertown 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 Chestertown 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 Chestertown, and it’s time to make it happen.

Chestertown Chalets essential information

Accommodation
17 Chalets
Lowest Price
Highest Price
Popular accommodation
The Perfect Place to Stay in the Adirondacks, Bolton Landing Mountain House!, Lake Front Chalet, Adirondack “River Rapture"- Lake George/Mount Gore, Lake George/ Gore / snowmobile trail access NEW HOME, Gore Mountain Chalet - Moments From Adventure! (Ski, Hike, Explore), Loon Lake, Chestertown - Spotless, bright chalet, sleeps 6-8, near public beach , Lake George Chalet - The Pines Chickadee #29, Private Modern Riverfront Ski Chalet - Near Gore Mountain and Lake George

Top trending hotels in Chestertown

The Fern Lodge

The Fern Lodge

3.5 out of 5
46 Fiddlehead Bay Rd. Chestertown NY
Located in Chestertown, The Fern Lodge is on a lake, a 1-minute drive from Friends Lake and 8 minutes from Loon Lake Beach.
Opens in a new windowThe Fern Lodge
Eagles Nest at Loon Lake near Gore Mountain

Eagles Nest at Loon Lake near Gore Mountain

Chestertown NY
With a stay at this vacation home in Chestertown, you'll be on a lake, just steps from Loon Lake and a 4-minute drive from Loon Lake Beach.
Opens in a new windowEagles Nest at Loon Lake near Gore Mountain
Six Flags Great Escape Lodge & Indoor Waterpark

Six Flags Great Escape Lodge & Indoor Waterpark

3.5 out of 5
89 Six Flags Dr Queensbury NY
Located in Queensbury, Six Flags Great Escape Lodge & Indoor Waterpark is in the mountains, within a 5-minute drive of Six Flags Great Escape and Outlets at ...
Opens in a new windowSix Flags Great Escape Lodge & Indoor Waterpark
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The Queensbury Hotel

The Queensbury Hotel

3 out of 5
88 Ridge St Glens Falls NY
Fully refundableReserve now, pay when you stay
With a stay at The Queensbury Hotel, you'll be centrally located in Glens Falls, a 6-minute walk from Cool Insuring Arena and 11 minutes by foot from Hyde ...
Opens in a new windowThe Queensbury Hotel
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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.