Deals on vacations and trips to Stephentown

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Top Stephentown hotels deals

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Free Cancellation
Reserve now, pay when you stay
$126 nightly
The price is $141 total per night
$141 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Parking included
Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3 out of 5
82 MONTGOMERY STREET Albany NY
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $116 total per night
$116 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.
Breakfast included
Pet friendly
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
Free Cancellation
Reserve now, pay when you stay
$195 nightly
The price is $218 total per night
$218 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Free self parking, a coffee shop, and a terrace are also offered.
Pet friendly
Parking included
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Free Cancellation
$124 nightly
The price is $138 total per night
$138 total
Jan 27 - Jan 28, 2026
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-out. Enjoy the hot tub and perks like free self parking.
Pool
Hot Tub
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $113 total per night
$113 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $99 total per night
$99 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Pet friendly
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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.

Popular places to visit

Zema's Nursery

Enjoy a stop at Zema's Nursery, an entertaining place to visit in Stephentown. Discover the mountain views in this quaint area, or enjoy its ski slopes.

Zema's Nursery

Frequently asked questions

How much are vacation packages to Stephentown?
Your vacation daydreams can be realized in Stephentown for as little as . Our vacation packages include flights and hotels, so booking your trip will be easy as pie. All you'll have to worry about is having an incredible time.
How long should my Stephentown vacation be?
Usually, 2 nights is how long most travelers spend discovering Stephentown. Worried that won't be enough time to get to everything on your itinerary? Stay an extra night or two so you won't miss a thing.
Where can I get the best vacation package deals for Stephentown?
Look no further than Travelocity. With no less than 400 partner airlines and 1,000,000 properties around the world, it's a breeze to craft a Stephentown package deal that suits your travel style.
Why should I book my Stephentown vacation bundle via Travelocity?
Because you'll never roam alone if you book your trip with us, and we offer 24/7 support and top-quality service to boot. Add to that our Price Match Guarantee and countless experiences and destinations to select from. It's our job to help you have the vacation of a lifetime.
Will I save money on my Stephentown car rental if I bundle it with hotels and flights?
Combining your flight, car and hotel into a Stephentown vacation package is a surefire way to land the best prices. Plus, having your own wheels gives you freedom to find your way to all those landmarks you're eager to see. Located 120 mi from Stephentown, Fenway Park is one attraction that should be on your agenda. Turn up the tunes and make a day trip of it.
Which airport is best for Stephentown?
Many tourists arrive at Bradley Intl. Airport (BDL). After you've stepped off the plane and grabbed your bags, set off 55 mi northwest to reach central Stephentown. Albany Intl. Airport (ALB) is your other option, 25 mi from the heart of the city.
What is there to do in Stephentown?
Zema's Nursery deserves a spot on your to-do list. After you've checked off this popular attraction, simply stroll the streets of Stephentown and get a feel for what makes this wonderful destination tick.
Where should I stay when visiting Stephentown?
Many travelers choose to spend their nights at the Berkshire Mountain House. It's sure to be a good base for your Stephentown escape.

Photos of local treasures

Browse Stephentown vacation photos for more inspiration