Hotels in Stephentown

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Check prices for these dates

Tonight
10 Sept - 11 Sept
Tomorrow
11 Sept - 12 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Where to stay in Stephentown?

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Stephentown on Hotels.com. These Stephentown hotels consistently deliver on quality, location and traveller experience. Last updated on 11 September 2026.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

1. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is AU$768
includes taxes & fees
21 Sept - 22 Sept
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

2. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.4 out of 10, Very good, (1,017 reviews)
Escape to this Pittsfield hotel near the train station, with Tanglewood Music Centre nearby. After enjoying the complimentary breakfast, explore local skiing trails or workout in the fitness centre. Clean rooms and attentive staff create a welcoming mountain getaway.
The price is AU$164
includes taxes & fees
13 Sept - 14 Sept
Best Western Plus Berkshire Hills Inn & Suites
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

3. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,626 reviews)
The price is AU$162
includes taxes & fees
15 Sept - 16 Sept
Vacation Village in the Berkshires
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

4. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
Discover this Lenox retreat with stunning mountain views, year-round swimming options, and fireplaces in select rooms. Just minutes from Bousquet Ski Area and local attractions, enjoy free breakfast and helpful staff after a day exploring.
The price is AU$180
includes taxes & fees
22 Sept - 23 Sept
The Yankee Inn
A wooden cabin with a covered deck, a fire pit, and string lights.

5. Huttopia Berkshires

Huttopia Berkshires
2.5 star property
Williamstown
9.4 out of 10, Exceptional, (16 reviews)
Surrounded by nature in the Berkshires, this campground offers an outdoor pool and convenient access to hiking and biking trails. Just a short drive from Jiminy Peak Mountain Resort and Mountain Coaster, you'll find the perfect basecamp for outdoor adventures.
The price is AU$143
includes taxes & fees
13 Sept - 14 Sept
Huttopia Berkshires
A dining table set for two with red plates, silverware, and a wine glass, viewed through a window overlooking a red building.

6. Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (132 reviews)
Experience rustic elegance at this inviting inn, where complimentary WiFi and parking enhance your stay near Pineridge Cross Country Ski Centre and Berkshire Retreat Centre. Unwind with a cocktail at the bar or savour a meal at the on-site restaurant.
The price is AU$173
includes taxes & fees
11 Sept - 12 Sept
Gregory House Country Inn
A patio area with outdoor furniture, a fire pit, and potted plants.

7. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (117 reviews)
Tucked in New Ashford, this welcoming motel provides a refreshing seasonal outdoor pool, terraced grounds, and garden spaces. Just 15 minutes from skiing at Jiminy Peak and Brodie Mountain with free WiFi and convenient parking.
The price is AU$169
includes taxes & fees
14 Sept - 15 Sept
The Springs Motel
A dining table with plates of food, a coffee cup, and a plant.

8. Berkshire Valley Inn

Berkshire Valley Inn
2.5 star property
Williamstown
9.2 out of 10, Wonderful, (581 reviews)
Set in Williamstown, this welcoming hotel puts you 10 minutes from Jiminy Peak Mountain Resort and Brodie Mountain. Enjoy a seasonal outdoor pool, free breakfast, and WiFi. Travellers love the helpful staff, clean rooms, and nearby hiking trails.
The price is AU$259
includes taxes & fees
24 Sept - 25 Sept
Berkshire Valley Inn
A resort with multiple buildings, a parking area, and a mountainous backdrop.

9. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (1,006 reviews)
Slope-side convenience awaits at this mountain resort with direct ski access. After hitting the trails, unwind in 2 spa pools, grab dinner at John Harvard's, or enjoy the outdoor pool. With ski storage and lessons available, all your winter adventure needs are covered.
The price is AU$219
includes taxes & fees
14 Sept - 15 Sept
Jiminy Peak Mountain Resort
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

10. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (923 reviews)
Enjoy a serene retreat in Pittsfield with a seasonal outdoor pool and proximity to Colonial Theatre and Berkshire Museum. This motel offers clean rooms, free WiFi, and parking. Just a 2-minute drive from the transport hub for your Tanglewood adventures.
The price is AU$133
includes taxes & fees
27 Sept - 28 Sept
Berkshire Inn
An indoor swimming pool with clear water, tiled floors, and a blue wall.

11. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (202 reviews)
Escape to the heart of Pittsfield where this hotel offers an indoor pool and relaxing spa pool after exploring Tanglewood. Free breakfast, WiFi, and parking enhance your stay while nearby Guido's Marketplace awaits your discovery.
The price is AU$189
includes taxes & fees
15 Sept - 16 Sept
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

12. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (913 reviews)
Dive into Berkshires charm at this centrally located Lenox motel, where you'll enjoy the refreshing outdoor pool and free parking. Near Guido's Marketplace and Bousquet Ski Area, with clean rooms and exceptionally helpful staff to enhance your stay.
The price is AU$122
includes taxes & fees
14 Sept - 15 Sept
Howard Johnson by Wyndham Lenox

13. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
7.8 out of 10, Good, (1,000 reviews)
Unwind at this centrally located Pittsfield hotel with an indoor pool and health club. Just 15 minutes from Tanglewood Music Centre and a quick 6-minute walk to transport. Enjoy quiet rooms with microwaves, refrigerators, and a bar on-site.
The price is AU$183
includes taxes & fees
13 Sept - 14 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A building entrance with a large planter with purple flowers and a small tree.

14. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (915 reviews)
This boutique hotel combines business-friendly amenities with cosy accommodation near Barrington Stage Company. Enjoy thoughtful perks including complimentary WiFi, free parking, and convenient room service, all while exploring nearby cultural attractions.
The price is AU$208
includes taxes & fees
14 Sept - 15 Sept
Hotel On North
A red building with a sign reading "Shaker Mill Inn."

15. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (471 reviews)
Experience tranquility at this West Stockbridge B&B where hiking, biking, and kayaking adventures await. Enjoy free breakfast, complimentary parking, and daily housekeeping while exploring Ebenezer II Gifts and nearby cultural attractions.
The price is AU$224
includes taxes & fees
14 Sept - 15 Sept
Shaker Mill Inn
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

16. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,139 reviews)
The price is AU$154
includes taxes & fees
1 Oct - 2 Oct
Berkshire Mountain Lodge
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

17. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,001 reviews)
Immerse in the Berkshire charm at this Williamstown motel featuring an outdoor pool with pool bar. Rooms offer refrigerators and microwaves for convenience, while free breakfast, WiFi, and parking enhance your visit. Nearby Colonial Plaza awaits exploration.
The price is AU$160
includes taxes & fees
13 Sept - 14 Sept
Willows Motel Williamstown
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

18. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (901 reviews)
Tucked away in a peaceful corner of Pittsfield, this quiet motel offers free WiFi and parking with a 24-hour front desk. Nearby Crane Museum of Papermaking awaits exploration, while winter enthusiasts will love the downhill skiing options just moments away.
The price is AU$96
includes taxes & fees
13 Sept - 14 Sept
FairBridge Inn Express
An outdoor seating area with Adirondack chairs and potted plants.

19. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (949 reviews)
The price is AU$144
includes taxes & fees
13 Sept - 14 Sept
Cozy Corner Motel

20. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (510 reviews)
The price is AU$105
includes taxes & fees
13 Sept - 14 Sept
Berkshire Travel Lodge
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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Go beyond your typical stay in Stephentown

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Top landmarks in Stephentown

Zema's Nursery

Zema's Nursery is 2 mi (3.1 km) from central Stephentown, why not stop by during your stay? If you have fun at Zema's Nursery, you'll love Alpine Super Slide, located nearby.
See properties

Check out reviews of Stephentown hotels guests love

A resort with multiple buildings, a parking area, and a mountainous backdrop.
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock

10/10 Exceptional

Great visit with good Covid procedures and lots of fun summer activities for children
Australia
Alex
Reviewed July 7, 2020
Jiminy Peak Mountain Resort

Frequently Asked Questions

How much does a hotel room cost in Stephentown?

You can discover great hotels in Stephentown from AU$122 with properties to suit all budgets and needs. To find an affordable hotel in Stephentown that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".

How can I find deals and earn rewards at Stephentown hotels?

Discover great deals on Stephentown hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. And make sure to check out our last-minute deals on Stephentown hotels.

Can I book Stephentown hotels with free cancellation?

To book a refundable Stephentown hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are some top pet-friendly hotels in Stephentown?

Our travellers' top pet-friendly hotels in Stephentown include:

You can also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Stephentown.

What are some of the best Stephentown hotels with free parking?

If you're exploring by car, finding a great Stephentown hotel with free parking is a win. Our travellers' favourites include:

What are some popular hotels in central Stephentown?

If you're looking for hotels in central Stephentown, check out Berkshire Mountain House and Jiminy Peak Mountain Resort. Travellers love Berkshire Mountain House for its location, as well as the free buffet breakfast, rooftop terrace and free parking this bed & breakfast offers. Jiminy Peak Mountain Resort is another popular central hotel with an outdoor pool, 2 hot tubs and a restaurant. When you stay at one of these central hotels, you'll be in easy reach of top sights including Jiminy Peak Mountain Resort.

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