Stephentown apartments
We found 56 apartments — enter your dates for availability
Explore Stephentown condo rentals

2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Sleeps 6 · 2 bedrooms · 1 bathroom

2 Bed Berkshire Getaway @ Stephentown Hotel
Sleeps 6 · 2 bedrooms · 1 bathroom

Berkshires Apartment at the Stephentown Hotel
Sleeps 4 · 1 bedroom · 1 bathroom

5 Bed / 3 bath Apt Near Jiminy Peak Berkshires
Sleeps 12 · 5 bedrooms · 3 bathrooms

Country Charm condo with gym, pool, hot tub & ski-in/ski-out access and king bed
Sleeps 4 · 1 bedroom · 1 bathroom

Spacious 1-bedroom apartment in peaceful East Chatham with WiFi
Sleeps 2 · 1 bedroom · 1+ bathroom
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What's it like to stay at an apartment in Stephentown?
There are 18 lodging options in Stephentown. Though there aren't many apartments, we can help you locate accommodation with similar amenities. When you search on Expedia, you can filter by amenities such as a kitchen— just one of the conveniences you might find in an apartment. You can even filter by similar properties such as holiday homes, condos or cabins.
Why would you choose an apartment over a traditional hotel room?
Often more spacious than a traditional hotel room, an apartment includes a kitchen for convenient home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for solo travellers who want to stay in at night and plan out their next day.
What can I expect from the weather in Stephentown?
Although weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Stephentown. 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 -3°C. The snowiest months in Stephentown are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What are the must-see places to visit in Stephentown?
Family-friendly attractions include Zema's Nursery, whereas Taconic Ridge State Forest is a spot to enjoy the outdoors. Jiminy Peak Mountain Resort and Pontoosuc Lake are a couple of places you'll find in the wider area.
What's the best way to get to and around Stephentown?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 10.3 mi (16.6 km) from the city centre. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 24.2 mi (38.9 km) away. If you'd like to explore around the area, consider renting a car to explore more sights.
