Chester Apartments

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Our top choices for Chester apartments

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

Dover

Douglas D.

HK$2,470 total

includes taxes & fees

16 Mar - 17 Mar

Cozy apt in beautiful secluded spot 15 mins from Mt Snow

Dover

Erica H.

HK$1,619 total

includes taxes & fees

31 Mar - 1 Apr

Efficient condo near slopes with kitchenette & great location

Ludlow

Aaron B.

HK$1,792 total

includes taxes & fees

16 Mar - 17 Mar

Vermont Double Queen Suite | 10 Mins to Killington

Bridgewater

Brianna L.

HK$1,635 total

includes taxes & fees

15 Apr - 16 Apr

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

Ludlow

Brian

HK$2,450 total

includes taxes & fees

16 Mar - 17 Mar

Cozy Bromley Retreat

Bromley Mountain

Vanessa P.

HK$2,545 total

includes taxes & fees

17 Mar - 18 Mar

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

Killington

Hannah M.

HK$2,033 total

includes taxes & fees

23 Mar - 24 Mar

Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.

Wallingford

HK$1,363 total

includes taxes & fees

16 Mar - 17 Mar

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Top Chester Hotel Reviews

Pointe at Castle Hill Resort

10/10 Excellent

"Great!"

Hideaway Inn Mt. Snow

10/10 Excellent

"This place is a hidden gem! It looks very unassuming from the outside but inside was gorgeous and cozy. It looks newly updated/renovated, with a modern cabin feel. The room was big and spacious and even had a real record player which my husband and kids could not get enough of. Easy check in and check out, no front desk to deal with.The common areas were really nice and cozy. They had a beautiful working space, a lounge with old school arcade games and a nice playroom area for little kids. they had a supply closet in case you needed toiletries and a coffee and water machine available 24/7. There's a boot locker in the lobby for your ski boots.The bathroom in the room had heated floors and towel heater too. Very luxurious. The place is very close to the ski mountain, walkable. There is also a shuttle that stops right at the parking lot to take you up. I highly recommend this spot if you're skiing in Mt Snow or anytime you're int he area. "

Hampton Inn Brattleboro

8/10 Good

"Check in was easy. After first night the internet shut down. Came back on late the second night. This location is under renovations. Strong paint smell and the worker was there until 8pm at night drilling and sawing. Since our plans fell apart, we left two days early. I'm sure when the renovations are done, it will be pleasant."

Best Western Plus Keene Hotel

2/10 Terrible

"I’ve been staying here for 3 yrs for a bowling tournament. Brought my kid with me expecting the pool to be fully up and serviced. No where did it ever say pool was down. Shower handle was pretty much broken and the shower head basically dribbled out. There was empty wrappers in the bathroom and hair in the tub. There was wires sticking out of a hole in the wall. Was the worst experience I’ve had there. I will not stay next year. "

Find out more about Chester

Chester Apartments information

Number of reviews	160
Accommodation	174 Apartments
Lowest Price	HK$1,363
Highest Price	HK$5,688

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 accommodation options. Though there aren't many apartments, we can help you find similar accommodation. When you search for a place to stay on Expedia, you can use the filters to search for a kitchen— just one of the conveniences you might find in an apartment. You can even filter by similar property types like condos, holiday homes or cottages. During your trip, you can explore this relaxing area's ski slopes and shops. Discover the region's favourite sights such as Stratton Mountain Resort.

Are you considering an apartment instead of a traditional hotel?

Often offering more space than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples looking for something with a more local feel.

What's a favourite apartment for my stay in Chester?

Here are some of the top apartments in the area to choose from: Long Trail House Studio at Stratton Mountain Resort: Located in Stratton , 18.7 mi/30 km from the heart of Chester. Includes a fireplace and a sofa bed . On-site laundry facilities and 1 hot tub are on site . Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK: Located 10.4 mi/16.7 km away in Ludlow . A washer/dryer, free WiFi and a patio are included . A fitness centre and on-site laundry facilities are on site . Stratton South Long Trail Studio Adjacent to the Village and Lifts: Located in Stratton , 18.7 mi/30 km away. Includes a balcony, a fireplace and a sofa bed . On-site laundry facilities and an outdoor pool are on site . Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside: Located 22.8 mi/36.8 km away in Dorset . Free WiFi, a balcony and a fireplace are included . Access to on-site laundry facilities is available on site . Ski In/Out Studio at Okemo on Sachem Trail: It's located in Ludlow , 11.6 mi/18.6 km from Chester. Includes free WiFi, a fireplace and a sofa bed .

What will the weather be like when I travel to Chester?

Although 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 temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm of snowfall.

What should I see and do in Chester?

Chester is known for its ski slopes and shops. DaVallia Art & Accents and Bonnie's Bundles Dolls are a couple of the family-friendly sights. Stratton Mountain Resort and Vermont Country Store are a couple of places you'll find in the wider area.

What's the best way to get to and around Chester?

Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Springfield, VT (VSF-Hartness State), which is located 6.6 mi (10.7 km) away from the city centre. 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 explore more sights.

Search Apartments in Chester

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chester apartments

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

Cozy apt in beautiful secluded spot 15 mins from Mt Snow

Efficient condo near slopes with kitchenette & great location

Vermont Double Queen Suite | 10 Mins to Killington

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

Cozy Bromley Retreat

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

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

Okemo | Studio Condo + Loft | Near Slopes + Pool

Historic Home with Colonial Charm in Manchester

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

Modern Mountain Retreat w/ Chef’s Kitchen

Deluxe Studio | Murphy Bed + Sofa

Vermont Suite | 10 Min to Woodstock & Killington

Vermont Suite | 10 Min to Killington & Woodstock

Vermont Suite | Minutes to Killington | Skiing

Cozy Studio Condo with Great Location, WiFi & Kitchenette

Cozy Studio | Ski-In Access + Kitchenette

Find holiday rentals that suit your style

Top Chester Hotel Reviews

Pointe at Castle Hill Resort

Find out more about Chester

Chester Apartments information

Frequently asked questions

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