Hotels in Stephentown

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Check prices for these dates

This weekend
Jun 12 - Jun 14
Next weekend
Jun 19 - Jun 21

Where to stay in Stephentown?

House (3 Bedrooms) | Interior

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 $196
$554 total
includes taxes & fees
Jun 14 - Jun 15
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,011 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 $111
$124 total
includes taxes & fees
Jun 11 - Jun 12
The Yankee Inn
Dining room

Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (99 reviews)
Experience rustic elegance at this inviting inn, where complimentary WiFi and parking enhance your stay near Pineridge Cross Country Ski Center and Berkshire Retreat Center. Unwind with a cocktail at the bar or savor a meal at the on-site restaurant.
The price is $113
$125 total
includes taxes & fees
Jun 12 - Jun 13
Gregory House Country Inn
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
Escape to this Pittsfield hotel near the train station, with Tanglewood Music Center nearby. After enjoying the complimentary breakfast, explore local skiing trails or workout in the fitness center. Clean rooms and attentive staff create a welcoming mountain getaway.
The price is $115
$129 total
includes taxes & fees
Jun 14 - Jun 15
Best Western Plus Berkshire Hills Inn & Suites
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (469 reviews)
The price is $73
$82 total
includes taxes & fees
Jun 11 - Jun 12
Berkshire Travel Lodge
Indoor pool

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (102 reviews)
Escape to the heart of Pittsfield where this hotel offers an indoor pool and relaxing hot tub after exploring Tanglewood. Free breakfast, WiFi, and parking enhance your stay while nearby Guido's Marketplace awaits your discovery.
The price is $135
$151 total
includes taxes & fees
Jun 14 - Jun 15
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,006 reviews)
This peaceful Lee hotel offers free daily continental breakfast near local restaurants and shopping. Just minutes from Lee Library and Animagic Museum, guests praise the helpful staff. Enjoy convenient access to cultural attractions during your Berkshires stay.
The price is $123
$137 total
includes taxes & fees
Jun 14 - Jun 15
Quality Inn Lee - Lenox South
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (563 reviews)
Experience comfort and convenience at this motel in Great Barrington, where free WiFi and parking await. Explore nearby Monument Mountain Reservation for hiking, then return to spotless rooms with daily housekeeping and notably helpful staff.
The price is $88
$98 total
includes taxes & fees
Jun 11 - Jun 12
The Little Lion
Property entrance

Olde Judge Mansion

Olde Judge Mansion
2.0 star property
Troy
8.8 out of 10, Excellent, (247 reviews)
Step into this charming B&B in Troy, just minutes from the vibrant Farmers' Market and Frear Park. Hiking trails await nearby, while complimentary perks include WiFi, parking, and daily continental breakfast served from 6 AM.
The price is $152
$169 total
includes taxes & fees
Jun 11 - Jun 12
Olde Judge Mansion
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (864 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 $79
$88 total
includes taxes & fees
Jun 11 - Jun 12
Howard Johnson by Wyndham Lenox
55-inch LCD TV with digital channels, printers

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (32 reviews)
Wake up to a complimentary self-serve breakfast at this charming Adams guesthouse. Enjoy free WiFi and parking while exploring nearby Adams Theater and Berkshire Scenic Railway Museum. Just a 22-minute drive from Pittsfield Station.
The price is $166
$185 total
includes taxes & fees
Jun 16 - Jun 17
The Revival House
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (912 reviews)
The price is $85
$100 total
includes taxes & fees
Jun 18 - Jun 19
Cozy Corner Motel
Shower, free toiletries, hair dryer, towels

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (246 reviews)
The price is $72
$80 total
includes taxes & fees
Jun 16 - Jun 17
Rodeway Inn
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (461 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 $172
$189 total
includes taxes & fees
Jun 17 - Jun 18
Shaker Mill Inn
BBQ/picnic area

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
8.8 out of 10, Excellent, (5 reviews)
The price is $134
$150 total
includes taxes & fees
Jun 11 - Jun 12
Hideaway Inn Lenox
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (981 reviews)
Nestled in Lenox, this lodge offers easy access to Kennedy Park and Pleasant Valley Wilderness Sanctuary. The Club Room serves American cuisine, while the terrace provides a perfect spot to unwind after exploring local attractions.
The price is $119
$133 total
includes taxes & fees
Jun 11 - Jun 12
Berkshires Untold
In-room dining

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (666 reviews)
This Lee motel offers a playful mini golf course on-site and free continental breakfast to start your day. Located near Greenock Country Club and Lee Premium Outlets, guests praise the helpful staff. Enjoy complimentary WiFi and parking during your stay.
The price is $71
$79 total
includes taxes & fees
Jun 16 - Jun 17
Econo Lodge Lee - Great Barrington
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,004 reviews)
This peaceful Lenox hotel overlooks a picturesque lake where spectacular sunsets unfold daily. Enjoy Indian cuisine at Mint restaurant, complimentary breakfast, and free WiFi. Just 10 minutes from Tanglewood Music Center with convenient parking.
The price is $136
$152 total
includes taxes & fees
Jun 16 - Jun 17
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (971 reviews)
The price is $135
$173 total
includes taxes & fees
Jun 11 - Jun 12
Berkshire Mountain Lodge
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (824 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 $79
$88 total
includes taxes & fees
Jun 11 - Jun 12
FairBridge Inn Express
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 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

Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

10/10 Excellent
"Hotel was modern and clean. Bed was a bit uncomfortable, but otherwise everything was well-maintained. Breakfast was OK - nothing special. Coffee was pretty bad."
Jennifer 1-night trip
Posted 4 hours ago
Hyatt Place Albany/Downtown

Frequently asked questions

What accommodations do travelers recommend in Stephentown?
Guests like Vacation Village in the Berkshires.
Can I book a refundable accommodation in Stephentown?
If you're looking for the flexibility to change your travel plans to Stephentown, most properties offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Stephentown if I want a vacation home instead of a traditional hotel?
If you want to find a good alternative to a hotel, look over our selection of 6 vacation homes.
What will the weather in Stephentown be like during my trip?
The warmest months in Stephentown are usually July and August with an average temp of 65°F. January and February are the chilliest months when the average temp is 26°F. The rainiest months are October and December.
Why should I book my Stephentown hotel through Hotels.com?
There are plenty of reasons to book your Stephentown travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.