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Our top choices for Chester apartments

Central Large 2-bedrooms with office in Keene

Central Large 2-bedrooms with office in Keene
Keene
10.0 out of 10, Exceptional, (1 review)
"Friendly hosts and excellent location to walk to downtown."
United States
Joshua
The price is AED 509
AED 632 total
includes taxes & fees
2 Mar - 3 Mar
Central Large 2-bedrooms with office in Keene

Vermont Suite | 10 Min to Woodstock & Killington

Vermont Suite | 10 Min to Woodstock & Killington
Bridgewater
10.0 out of 10, Exceptional, (5 reviews)
"We had a lovely time in Woodstock Vermont. The Bridgewater Inn was cozy and perfect for our weekend get away"
United States
Rosie L.
The price is AED 356
AED 791 total
includes taxes & fees
25 Feb - 26 Feb
Vermont Suite | 10 Min to Woodstock & Killington

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.2 out of 10, Wonderful, (21 reviews)
"So cute and in such a great area! It was a perfect stay"
United States
Jaden F.
The price is AED 222
AED 1,102 total
includes taxes & fees
11 Mar - 12 Mar
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 out of 10, Excellent, (32 reviews)
"Nice place close to mountain easy in easy out"
United States
Aaron B.
The price is AED 386
AED 832 total
includes taxes & fees
26 Feb - 27 Feb
Efficient condo near slopes with kitchenette & great location

Cozy Bromley Retreat

Cozy Bromley Retreat
Bromley Mountain
9.4 out of 10, Exceptional, (10 reviews)
"As always, an excellent stay. Wonderful unit, very nicely stocked in a perfect location. Communication was quick and easy. Easily my favorite place to stay!"
United States
Vanessa P.
The price is AED 397
AED 1,291 total
includes taxes & fees
17 Mar - 18 Mar
Cozy Bromley Retreat

Cozy Studio Condo with Great Location, WiFi & Kitchenette

Cozy Studio Condo with Great Location, WiFi & Kitchenette
Ludlow
8.8 out of 10, Excellent, (30 reviews)
"Great location and great place!"
United States
Linda G.
The price is AED 408
AED 890 total
includes taxes & fees
10 Mar - 11 Mar
Cozy Studio Condo with Great Location, WiFi & Kitchenette

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Killington
9.6 out of 10, Exceptional, (17 reviews)
"Would stay again!"
United States
Hannah M.
The price is AED 667
AED 958 total
includes taxes & fees
26 Mar - 27 Mar
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
Dover
9.6 out of 10, Exceptional, (5 reviews)
"Amazing experience at Mount Snow! Leah is the best owner! Attentive and accessible. "
United States
Jayanne S.
The price is AED 808
AED 1,830 total
includes taxes & fees
5 Mar - 6 Mar
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Dover
The price is AED 746
AED 2,669 total
includes taxes & fees
10 Mar - 11 Mar
6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Historic Home with Colonial Charm in Manchester

Historic Home with Colonial Charm in Manchester
Manchester
The price is AED 492
AED 1,540 total
includes taxes & fees
10 Mar - 11 Mar
Historic Home with Colonial Charm in Manchester

Vermont Double Queen Suite | 10 Mins to Killington

Vermont Double Queen Suite | 10 Mins to Killington
Bridgewater
8.8 out of 10, Excellent, (5 reviews)
"This was perfect for our girls weekend! Great location, spacious & clean. Our host was so responsive & kind- highly recommend staying here when you visit Salem! "
United States
Brianna L.
The price is AED 382
AED 824 total
includes taxes & fees
10 Mar - 11 Mar
Vermont Double Queen Suite | 10 Mins to Killington

Vermont Suite | 10 Min to Killington & Woodstock

Vermont Suite | 10 Min to Killington & Woodstock
Bridgewater
9.2 out of 10, Wonderful, (7 reviews)
"Overall, a great stay. "
United States
Meghan J.
The price is AED 320
AED 747 total
includes taxes & fees
4 Mar - 5 Mar
Vermont Suite | 10 Min to Killington & Woodstock

Deluxe Studio | Murphy Bed + Sofa

Deluxe Studio | Murphy Bed + Sofa
West Dover
The price is AED 1,260
AED 1,552 total
includes taxes & fees
23 Mar - 24 Mar
Deluxe Studio | Murphy Bed + Sofa

Okemo | Studio Condo + Loft | Near Slopes + Pool

Okemo | Studio Condo + Loft | Near Slopes + Pool
Jackson Gore Base Area
10.0 out of 10, Exceptional, (2 reviews)
"Very conveinent check in, nice property."
United States
michael
The price is AED 1,583
AED 1,961 total
includes taxes & fees
23 Mar - 24 Mar
Okemo | Studio Condo + Loft | Near Slopes + Pool

Modern Mountain Retreat w/ Chef’s Kitchen

Modern Mountain Retreat w/ Chef’s Kitchen
Manchester
The price is AED 653
AED 1,746 total
includes taxes & fees
10 Mar - 11 Mar
Modern Mountain Retreat w/ Chef’s Kitchen

Vermont Suite | Minutes to Killington | Skiing

Vermont Suite | Minutes to Killington | Skiing
Bridgewater
8.0 out of 10, Very Good, (2 reviews)
"clean, easy to check in and out, convenient location to the GMHA grounds - we stay here every summer! "
United States
Amanda K.
The price is AED 463
AED 924 total
includes taxes & fees
23 Mar - 24 Mar
Vermont Suite | Minutes to Killington | Skiing

The Treehouse at 11 Gables Ludlow – Dining, Shopping & Okemo Shuttle

The Treehouse at 11 Gables Ludlow – Dining, Shopping & Okemo Shuttle
Ludlow
10.0 out of 10, Exceptional, (1 review)
"Cute place right in town, super convenient to the mountain (although if you’re relying on the shuttle it’s only once an hour so can be annoying if you don’t time it well). Rooms comfortably slept 4 plus one on the sofa bed, annd everything was in good shape, Andrew and Jillian were great hosts!"
United States
Max R.
The price is AED 1,234
AED 2,769 total
includes taxes & fees
26 Feb - 27 Feb
The Treehouse at 11 Gables Ludlow – Dining, Shopping & Okemo Shuttle

Well-appointed studio right downtown - less than a mile to Okemo Mountain

Well-appointed studio right downtown - less than a mile to Okemo Mountain
Ludlow
8.6 out of 10, Excellent, (12 reviews)
"Clean with everything we needed for a few nights stay."
United States
Sandra S.
The price is AED 389
AED 1,145 total
includes taxes & fees
26 Feb - 27 Feb
Well-appointed studio right downtown - less than a mile to Okemo Mountain

Cozy Studio | Ski-In Access + Kitchenette

Cozy Studio | Ski-In Access + Kitchenette
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Room was spacious & kitchen was equipped with essentials needed for a weekend stay. The extra sink area outside the Bathroom was an added bonus."
United States
Jean Marie L.
Cozy Studio | Ski-In Access + Kitchenette

Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102

Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102
Killington
9.0 out of 10, Wonderful, (7 reviews)
"Great room, plenty of amenities, close to restaurants and mountains"
United States
Daniel T.
The price is AED 667
AED 958 total
includes taxes & fees
23 Mar - 24 Mar
Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102
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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Top Chester Hotel Reviews

Frequently asked questions

What's it like to stay at an apartment in Chester?
You'll find a lot of options for your stay in Chester with 68 accommodations. Though there aren't many apartments, we can help you locate similar accommodations. When you search for a place to stay on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. You can also filter by similar property types like vacation homes, condos, or guest houses. During your trip, you can check out this quaint area's ski slopes and shops. Discover some favorite sights in the larger region like Okemo Mountain Resort and Stratton Mountain Resort.
Are you thinking about apartments over traditional hotel rooms?
Often more spacious than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home but also for couples who want to stay in a quieter area.
What's a favorite apartment I should consider for a stay in Chester?
Here are some of the top apartments in the area to choose from: The Owl's Nest A Cozy 1-bed studio apartment in Bridgewater: Situated in Bridgewater, 22.1 mi/35.6 km from the heart of Chester. Long Trail House Studio at Stratton Mountain Resort: Located 18.7 mi/30 km away in Stratton. Fireplaces and sofa beds are included. Onsite laundry facilities and a hot tub are on site. Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK: Located in Ludlow, 10.4 mi/16.7 km away. Includes laundry facilities, free WiFi, and private patios. A fitness center and onsite laundry facilities are on site. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den: Located 26.5 mi/42.7 km away in West Dover. Free WiFi, fireplaces, and Smart TVs are included. A fitness center and an outdoor pool are on site.
What will the weather be like during my trip to Chester?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Chester. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
What should I see and do in Chester?
Chester is known for its ski slopes and shops. Bonnie's Bundles Dolls and DaVallia Art & Accents are a couple of family-friendly sights. You'll find favorite places to visit like Okemo Mountain Resort and Stratton Mountain Resort in the larger area.
What's the best way to get to and around Chester?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Springfield, VT (VSF-Hartness State), which is located 6.6 mi (10.7 km) from the heart of the city. Otherwise, look for flights into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 25.4 mi (40.8 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.