Hotels in Stephentown

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This weekend
Jul 17 - Jul 19
Next weekend
Jul 24 - Jul 26

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 $224
$554 total
includes taxes & fees
Jul 16 - Jul 17
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, desk, laptop workspace, blackout drapes

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, (1,007 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 $118
$132 total
includes taxes & fees
Jul 19 - Jul 20
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, (491 reviews)
The price is $75
$84 total
includes taxes & fees
Jul 16 - Jul 17
Berkshire Travel Lodge
Children's activities

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
Escape to the heart of the Berkshires in this well-maintained motel close to Tanglewood Music Center. Free WiFi and parking make exploring local attractions like Hoffman's Pottery and Charles H. Baldwin & Sons effortless. Clean rooms and daily housekeeping ensure a comfortable stay.
The price is $75
$82 total
includes taxes & fees
Jul 19 - Jul 20
Pleasant Valley Motel West Stockbridge
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (852 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 $69
$77 total
includes taxes & fees
Jul 16 - Jul 17
FairBridge Inn Express
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, (1,015 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 $189
$211 total
includes taxes & fees
Jul 16 - Jul 17
The Yankee Inn
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (929 reviews)
The price is $91
$107 total
includes taxes & fees
Jul 21 - Jul 22
Cozy Corner Motel
Standard Room, 1 King Bed, Non Smoking | Minibar, iron/ironing board, free WiFi, bed sheets

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (257 reviews)
The price is $80
$89 total
includes taxes & fees
Jul 21 - Jul 22
Rodeway Inn
Property entrance

Olde Judge Mansion

Olde Judge Mansion
2.0 star property
Troy
8.8 out of 10, Excellent, (248 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
Jul 22 - Jul 23
Olde Judge Mansion
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, (133 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 $141
$157 total
includes taxes & fees
Jul 19 - Jul 20
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, (1,014 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 $132
$148 total
includes taxes & fees
Jul 19 - Jul 20
Quality Inn Lee - Lenox South
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (464 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 $193
$212 total
includes taxes & fees
Jul 20 - Jul 21
Shaker Mill Inn
BBQ/picnic area

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
7.8 out of 10, Good, (17 reviews)
The price is $151
$169 total
includes taxes & fees
Jul 16 - Jul 17
Hideaway Inn Lenox
Dining room

Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (112 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 $125
$139 total
includes taxes & fees
Jul 16 - Jul 17
Gregory House Country Inn
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, (36 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
Jul 20 - Jul 21
The Revival House
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, (883 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 $99
$111 total
includes taxes & fees
Jul 16 - Jul 17
Howard Johnson by Wyndham Lenox
View from property

Starlight Inn

Starlight Inn
2.0 star property
Bennington
6.8 out of 10, (226 reviews)
Wake up to scenic trails outside this Vermont hotel, where hiking and snowmobiling await. Near Robert Frost Stone House Museum and Norman Rockwell Exhibition, you'll appreciate the thoughtful touches of free WiFi, parking, and daily housekeeping.
The price is $98
$106 total
includes taxes & fees
Jul 16 - Jul 17
Starlight Inn
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (880 reviews)
Enjoy a serene retreat in Pittsfield with a seasonal outdoor pool and proximity to Colonial Theater and Berkshire Museum. This motel offers clean rooms, free WiFi, and parking. Just a 2-minute drive from the transportation hub for your Tanglewood adventures.
The price is $90
$101 total
includes taxes & fees
Jul 19 - Jul 20
Berkshire Inn
Lake view

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.4 out of 10, Exceptional, (6 reviews)
The price is $209
$234 total
includes taxes & fees
Jul 19 - Jul 20
Berkshire Lake Lodge
Property grounds

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,000 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 $99
$111 total
includes taxes & fees
Jul 16 - Jul 17
Willows Motel Williamstown
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

The Yankee Inn

The Yankee Inn

10/10 Excellent
"It's an attractive, well run hotel. I like the idea that breakfast is included. It is reasonably close to Tanglewood."
Donald 3-night trip
Posted 10 hours ago
The Yankee Inn

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 Keyâ„¢, our rewards program, you will be able to earn and use OneKeyCashâ„¢* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.