Chester Chalets
Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
OneKeyCashEarn OneKeyCash on all your eligible bookings
Upfront pricingWe are not like the others - we include taxes and fees
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Chester chalets
1. Chalet Mount Snow/Stratton Skiing/hiking
Chalet Mount Snow/Stratton Skiing/hikingEast Dover
10.0 out of 10, Exceptional, (14 reviews)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
Roy-michael G.
$365 nightly
The price is $413
Aug 13 - Aug 14
Total with taxes and fees
2. The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!Wardsboro
10.0 out of 10, Exceptional, (9 reviews)
"Loved this place so much! Adorable spot, quaint but has everything you need. Loved the luxury details. "
Carly L.
$451 nightly
The price is $510
Sep 1 - Sep 2
Total with taxes and fees
3. Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!Wardsboro
10.0 out of 10, Exceptional, (19 reviews)
"Cute place, very pet-friendly."
Jeff H.
$416 nightly
The price is $470
Sep 1 - Sep 2
Total with taxes and fees
4. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain HouseDover
9.6 out of 10, Exceptional, (27 reviews)
"Very clean - kitchen well stocked with utensils for cooking - great proximity to Mount Snow."
Brian S.
$419 nightly
The price is $474
Sep 1 - Sep 2
Total with taxes and fees
5. Chalet 1mi to Mount Snow with cinema and hot tub
Chalet 1mi to Mount Snow with cinema and hot tubDover
10.0 out of 10, Exceptional, (12 reviews)
"Awesome stay!"
Liz E.
6. Green Mountain Chalet w/ Hot Tub, Sauna, Treehouse on 4 acres
Green Mountain Chalet w/ Hot Tub, Sauna, Treehouse on 4 acresStratton
10.0 out of 10, Exceptional, (6 reviews)
"Everything about our stay was top notch. Highly recommend and I will book this house again. "
samantha b.
$732 nightly
The price is $827
Aug 10 - Aug 11
Total with taxes and fees
7. NEW Private Chalet - 4 mins to Mt Snow
NEW Private Chalet - 4 mins to Mt SnowDover
10.0 out of 10, Exceptional, (4 reviews)
"Great place close enough to everything you need but set off the road for quiet evenings. Clean, spacious open floor plan great accommodation that checks all the needs for a ski getaway. "
Mark C.
$589 nightly
The price is $666
Aug 17 - Aug 18
Total with taxes and fees
8. Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!
Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!Dover
10.0 out of 10, Exceptional, (7 reviews)
"Perfect spot for a family ski vacation! Thanks you for behind a great host!"
Andrew B.
$886 nightly
The price is $1,001
Aug 10 - Aug 11
Total with taxes and fees
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.
Find vacation rentals that suit your style
Cabins
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Chester Hotel Reviews
Claremont Motor Lodge
10/10 Excellent
Find out more about Chester
Chester Chalets information
Number of reviews | 98 |
|---|---|
Accommodation | 105 Chalets |
Lowest Price | $413 |
Highest Price | $1,001 |
Explore a world of travel with Expedia
- Motels in Windham
- 5 Star Hotels in North Springfield
- Springfield Hotels
- B&B in Andover
- B&B in Baltimore
- Pet-Friendly Hotels in Grafton
- Hotels near Mount Snow
- Resorts & Hotels with Spas in Springfield
- Rutland Hotels
- Weston Hotels
- Condo Resorts in Baltimore
- Ski Hotels in Chester
- Cabin Rentals in Grafton
- Hotels near Vermont Country Store
- Guest Houses in Saxtons River
- B&B in Chester
- Best Western Hotels in Springfield
- Cabin Rentals in Weston
- Motels in North Springfield
- Londonderry Hotels
- Motels in Springfield
- Pet-Friendly Hotels in Chester
- Condo Rentals in Saxtons River
- Condo Rentals in Proctorsville
- Ludlow Hotels
- Motels in Chester
- Stratton Hotels
- Resorts & Hotels with Spas in North Springfield
- Luxury Hotels in Grafton
- B&B in Weston
- Rv Parks in Grafton
- Hotels near Okemo Mountain Resort
- Hotels with Hot Tubs in Springfield
- Killington Hotels
- Andover Hotels
- B&B in Ludlow
- Cabin Rentals in Ludlow
- Rockingham Hotels
- Brattleboro Hotels
- B&B in Springfield
- Cottages in Grafton
- Chester Hotels
- Gay friendly Hotels in Chester
- North Springfield Hotels
- Cheap Hotels in Springfield
- Woodstock Hotels
- Chester Depot Hotels
- Apartments in Springfield
- Cottages in Athens
- Resorts in Athens
- Hotels with Free Breakfast in Grafton
- Luxury Hotels in Chester
- Cabin Rentals in Chester
- B&B in Athens
- Adults Only Resorts & in Chester
- Grafton Hotels
- Hotels near Magic Mountain Ski Resort
- Manchester Hotels
- Cabin Rentals in North Springfield
- Pet-Friendly Hotels in Springfield
- B&B in North Springfield
- Cabin Rentals in Andover
- Romantic Hotels in Grafton
- Cabin Rentals in Springfield
- Cabin Rentals in Proctorsville
- B&B in Proctorsville