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    Check prices for these dates, 14 – 15 December 2026

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    Our top choices for Stephentown apartments

    1. Berkshires Apartment at the Stephentown Hotel

    A modern living room with a grey sofa, a bed with grey bedding, and a wooden wall with a mounted TV.

    2. 2 Bed Berkshire Apt minutes to Jiminy Peak Ski

    A bedroom with a large bed, a nightstand, an air conditioning unit, and a view through the window.

    3. Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

    A bedroom with a wooden bed frame, a large window, and a painting of mountains on the wall.

    4. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

    A cozy living room with a large window, wooden walls, and a television.

    5. Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor

    A row of multi-story buildings with a uniform architectural style, likely a hotel or resort, set against a backdrop of green hills and trees.

    6. Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

    A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.

    7. Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn

    A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.

    8. Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

    A rustic wooden interior with shelves stocked with various products, a 'Tree-Free' sign, and a section with bottled beverages.

    9. Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

    A rustic wooden interior with various stalls selling items like books, snacks, and wine.

    10. Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

    Four people seated at a table with food and drinks, wearing winter sports helmets.

    11. Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

    A rustic wooden interior with various stalls selling items like books, snacks, and wine.

    12. Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views

    A living room with a dark blue sofa, white cushions, a wooden coffee table with a vase of flowers, and a patterned rug.

    13. Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

    A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.

    14. Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator, Pool, and Lobby

    A cozy living room with a fireplace, leather sofa, and a television.

    15. 1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

    A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.

    16. 1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor

    A living room with a sofa, armchair, coffee table, TV, and decorative plants.

    17. Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4

    A spacious living area with a high ceiling, a kitchen in the background, and a large abstract painting on the wall.

    18. Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

    A modern kitchen with white cabinetry, a stainless steel dishwasher, and a window with a view.

    19. New Studio In Town, By the Water

    A living room with a sofa, a television, a coffee table, and a dining area with chairs and a table.

    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 reviews in Stephentown

    Vacation Village in the Berkshires

    Indoor pool

    Best Western Plus Berkshire Hills Inn & Suites

    A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

    The Yankee Inn

    Two Adirondack chairs facing a river with a forested hill in the background.

    Berkshire Mountain Lodge

    A large building with a prominent tower, surrounded by trees and a winding road.

    Hilton Garden Inn Lenox Pittsfield

    A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

    Hampton Inn & Suites Berkshires-Lenox

    A spacious hotel lobby with multiple seating areas, large windows, and a television.

    Cozy Corner Motel

    An outdoor seating area with Adirondack chairs and potted plants.

    Maple Terrace Motel

    A garden with a swing set, a blue chair, and a flower bed.

    Courtyard by Marriott Lenox Berkshires

    A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

    Williamstown Motel

    A small, single-story building with a green roof and a white exterior. There are two large trees in front of the building, each with a flower pot on top. The surrounding area has grass, a few pumpkins, and a small garden with red flowers.

    Willows Motel Williamstown

    A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

    The Villager Motel

    A kitchen with a countertop, a refrigerator, and a window.

    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's the best apartment for my stay in Stephentown?

    Here are some of the favourite apartments in the area: FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!: Located in Pownal , 18.7 mi/30.1 km from the heart of Stephentown. Includes a private pool, free WiFi and a patio . On-site laundry facilities and an outdoor pool are on site . NEW Cozy Apt Bright + Modern W/D: Located 20 mi/32.2 km away in Albany . Amenities include a Smart TV . Access to on-site laundry facilities is available on site . Chic Madison Parkview : It's situated in Albany , 20.3 mi/32.6 km away. Includes free WiFi, a balcony and a dining area . UNIQUE Gem in HEART of Albany ★ Spiral Staircase: Located 19.6 mi/31.5 km away in Albany . Amenities include a Smart TV . Access to on-site laundry facilities is available on site . Downtown | Waterfront | Walk to Shops: Located in Williamstown , 14.5 mi/23.4 km from Stephentown. Includes free WiFi, a balcony and a sofa bed . A fitness centre and on-site laundry facilities are on site .

    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 Hancock Shaker Village 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.