Hotels in Stephentown

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This weekend
Jul 24 - Jul 26
Next weekend
Jul 31 - Aug 2

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 26 - Jul 27
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, (1,004 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 26 - Jul 27
Best Western Plus Berkshire Hills Inn & Suites
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, (1,012 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 26 - Jul 27
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, (116 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 26 - Jul 27
Gregory House Country Inn
Lobby

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,465 reviews)
The price is $127
$152 total
includes taxes & fees
Aug 11 - Aug 12
Vacation Village in the Berkshires
Exterior

Berkshire Valley Inn

Berkshire Valley Inn
2.5 star property
Williamstown
9.2 out of 10, Wonderful, (574 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. Travelers love the helpful staff, clean rooms, and nearby hiking trails.
The price is $167
$186 total
includes taxes & fees
Aug 4 - Aug 5
Berkshire Valley Inn
Family Bungalow

Huttopia Berkshires

Huttopia Berkshires
1.0 star property
Williamstown
9.2 out of 10, Wonderful, (12 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 $121
$135 total
includes taxes & fees
Aug 23 - Aug 24
Huttopia Berkshires
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (108 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 $146
$160 total
includes taxes & fees
Jul 27 - Jul 28
The Springs Motel
Exterior

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very Good, (1,000 reviews)
Slope-side convenience awaits at this mountain resort with direct ski access. After hitting the trails, unwind in 2 hot tubs, 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 $179
$200 total
includes taxes & fees
Jul 26 - Jul 27
Jiminy Peak Mountain Resort
Desk, iron/ironing board, WiFi (free), bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (889 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 27 - Jul 28
Berkshire Inn
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,020 reviews)
The price is $122
$158 total
includes taxes & fees
Aug 23 - Aug 24
Berkshire Mountain 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, (140 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 $145
$162 total
includes taxes & fees
Jul 26 - Jul 27
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Desk, iron/ironing board, WiFi (free), bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (858 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 28 - Jul 29
FairBridge Inn Express
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (933 reviews)
The price is $95
$111 total
includes taxes & fees
Jul 27 - Jul 28
Cozy Corner Motel
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, (888 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 26 - Jul 27
Howard Johnson by Wyndham Lenox
Restaurant

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, (1,001 reviews)
Unwind at this centrally located Pittsfield hotel with an indoor pool and health club. Just 15 minutes from Tanglewood Music Center and a quick 6-minute walk to transportation. Enjoy quiet rooms with microwaves, refrigerators, and a bar on-site.
The price is $130
$145 total
includes taxes & fees
Jul 26 - Jul 27
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (494 reviews)
The price is $75
$84 total
includes taxes & fees
Jul 26 - Jul 27
Berkshire Travel Lodge
Standard Room, 1 King Bed, Non Smoking | Minibar, iron/ironing board, WiFi (free), bed sheets

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (262 reviews)
The price is $86
$96 total
includes taxes & fees
Jul 29 - Jul 30
Rodeway Inn
Exterior

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
2.5 star property
Castleton-on-Hudson
8.6 out of 10, Excellent, (1,001 reviews)
Near the train station in Castleton-on-Hudson, this hotel provides free breakfast, WiFi, and parking that guests consistently praise. Take a morning swim in the indoor pool, visit the fitness center, or explore nearby Funplex Fun Park.
The price is $127
$141 total
includes taxes & fees
Aug 23 - Aug 24
Comfort Inn & Suites East Greenbush - Albany
Property grounds

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,002 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 26 - Jul 27
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

Berkshires Untold

Berkshires Untold

8/10 Good
"The HVAC unit in our room was loud. We couldn't find a way to quiet it or adjust the thermostat so that it ran less often."
Maryann 1-night trip
Posted 8 hours ago
Berkshires Untold

Frequently asked questions

What accommodations do travelers recommend in Stephentown?
Guests like Vacation Village in the Berkshires and Jiminy Peak Mountain Resort.
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.