Top Chester Chalets from from AU$547| Expedia

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Chester chalets

A two-story wooden house with a porch, surrounded by snow-covered trees.

1. Mountain Chalet, sleeps 8, with hot tub

Peru

Michael B.

includes taxes & fees

11 Nov - 12 Nov

A wooden house with a porch lit by string lights, surrounded by snow.

2. Chalet Mount Snow/Stratton Skiing/hiking

East Dover

Chelsea G.

includes taxes & fees

11 Nov - 12 Nov

A white, single-story cabin with a red door, surrounded by trees.

3. Ski Stratton A-Frame | Sleeps 10, Hot Tub, Sauna

Jamaica

fran g.

includes taxes & fees

11 Nov - 12 Nov

A wooden deck with a black Adirondack chair and a small table, surrounded by trees.

4. Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Wardsboro

Jeff H.

includes taxes & fees

11 Nov - 12 Nov

A wooden cabin with a front porch, surrounded by a forest.

5. The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

Wardsboro

Carly L.

includes taxes & fees

11 Nov - 12 Nov

A small, single-story house with a front porch, a red door, and a white fence.

6. The Perfect Vermont Getaway! 3 bedroom, Fireplace, indoor Pool & Mountain Charm

Wardsboro

Lisa B.

includes taxes & fees

15 Nov - 16 Nov

A two-story wooden house with a stone retaining wall, a covered porch, and a small shed.

7. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Dover

Brian S.

includes taxes & fees

18 Nov - 19 Nov

A two-story cabin with a deck, large windows, and a hot tub.

8. Chalet 1mi to Mount Snow with cinema and hot tub

Dover

Liz E.

includes taxes & fees

15 Nov - 16 Nov

A spacious living room with a fireplace, blue sofas, a leather armchair, and a ceiling fan.

9. Luxe Chalet - Leaf Peeping, Near Mt Snow and Stratton Mountain w/Hot Tub, Sauna

Stratton

samantha b.

includes taxes & fees

11 Nov - 12 Nov

A two-story house with a large deck and a covered porch, surrounded by trees and a grassy yard.

10. Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!

Dover

Andrew B.

includes taxes & fees

24 Nov - 25 Nov

11. NEW Private Chalet - 4 mins to Mt Snow

Dover

Mark C.

includes taxes & fees

19 Nov - 20 Nov

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Chester Hotel Reviews

Days Inn by Wyndham Keene NH

8/10 Good

"The only part wrong was having difficulty with the door card. Had to get assistance several times. Besides that no complaints"

Grand Summit Resort, A Vail Resorts Property

8/10 Good

"The room and atmosphere of the hotel was amazing. But we came on the off season and a lot of things were closed. The restaurant and spa were closed but also a bunch of the restaurants in the area were closed on a Saturday night for dinner. But again this was an off season so I get it."

Hideaway Inn Mt. Snow

10/10 Excellent

"The room was small and simple, but nicely decorated, including a record player with a vinyl album (cover, at least; didn't check for actual vinyl). The room was warm and the place was quiet when I stayed, which was off-season. I've been pulling into the parking lot of this place for five years now (MOOver), so staying there was interesting for me. I stayed there during a HAZMAT spill that closed Woodford Mtn for a couple days. Of special note, this is the ONLY hotel I've ever stayed at that had a sleep/sound machine in the room. I ALWAYS take one with me when traveling, but this was a last minute decision, so I would've had to pull up something on my phone, but there was a nice sound machine on the nightstand and I used it. Those are so helpful when staying in hotels/inns."

Stone Hearth Inn and Eatery

8/10 Good

"Breakfast was very nice and staff very friendly… unfortunately it is not very accessible if you have walking difficulties … all the bedrooms are on the second floor and there are no elevators… l wish l had known this before l had booked the room …. we stayed 1 night even though we had reserved 2 nights because of the difficulty of the stairs… It was however nice if no handicaps"

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

10/10 Excellent

"This is an adorable and cozy cabin surrounded by nature - from which you can hear a soothing stream from your window. If you are looking for a place to restore in nature and unplug "glamping-style" - yet close to shops/coffee/outings, etc., - this little blue cabin is the perfect spot. I liked that they provided the option to unplug the wi-fi, if needed, to save solar electricity and/or just truly unplug."

Find out more about Chester

Chester Chalets information

Number of reviews	126
Accommodation	95 Chalets
Lowest Price	AU$547
Highest Price	AU$1,490

Explore a world of travel with Expedia

More ways to book

Book Chalets in Chester on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chester chalets

1. Mountain Chalet, sleeps 8, with hot tub

2. Chalet Mount Snow/Stratton Skiing/hiking

3. Ski Stratton A-Frame | Sleeps 10, Hot Tub, Sauna

4. Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

5. The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

6. The Perfect Vermont Getaway! 3 bedroom, Fireplace, indoor Pool & Mountain Charm

7. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

8. Chalet 1mi to Mount Snow with cinema and hot tub

9. Luxe Chalet - Leaf Peeping, Near Mt Snow and Stratton Mountain w/Hot Tub, Sauna

10. Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!

11. NEW Private Chalet - 4 mins to Mt Snow

Find holiday rentals that suit your style

Top Chester Hotel Reviews

Days Inn by Wyndham Keene NH

The Equinox Golf Resort And Spa

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Grand Summit Resort, A Vail Resorts Property

On The River Inn

Hideaway Inn Mt. Snow

Stone Hearth Inn and Eatery

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

Find out more about Chester

Chester Chalets information

Explore a world of travel with Expedia

Search Chalets in Chester

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chester chalets

1. Mountain Chalet, sleeps 8, with hot tub

2. Chalet Mount Snow/Stratton Skiing/hiking

3. Ski Stratton A-Frame | Sleeps 10, Hot Tub, Sauna

4. Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

5. The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

6. The Perfect Vermont Getaway! 3 bedroom, Fireplace, indoor Pool & Mountain Charm

7. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

8. Chalet 1mi to Mount Snow with cinema and hot tub

9. Luxe Chalet - Leaf Peeping, Near Mt Snow and Stratton Mountain w/Hot Tub, Sauna

10. Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!

11. NEW Private Chalet - 4 mins to Mt Snow

Find holiday rentals that suit your style

Top Chester Hotel Reviews

Days Inn by Wyndham Keene NH

Find out more about Chester

Chester Chalets information

Explore a world of travel with Expedia