Stephentown Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Stephentown Vacation Packages

Stephentown Hotel Deals

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is ₩149,377 per night from Aug 27 to Aug 28
₩149,377
₩181,981 total
Aug 27 - Aug 28
includes taxes & fees
8.6/10 Excellent! (1,944 reviews)
"Great location with great amenities. The bed was"

Reviewed on Aug 14, 2025

Vacation Village in the Berkshires
Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3 out of 5
82 MONTGOMERY STREET, Albany, NY
Fully refundableReserve now, pay when you stay
The price is ₩142,042 per night from Sep 1 to Sep 2
₩142,042
₩162,639 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (1,098 reviews)
"Breakfast was OK.... Sausage did NOT look cooked at al, and the fruit did not look fresh... but there was a great variety. - loved that the bar was open late for us late arrivals, and the check out was much more informative than the check in.. but we loved the hotel..."

Reviewed on Aug 11, 2025

Hyatt Place Albany/Downtown
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is ₩105,849 per night from Sep 7 to Sep 8
₩105,849
₩149,041 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (561 reviews)
Rest, relax, and repeat
"Great value for families! The welcoming staff, location (Lenox/Pittsfield border), spacious suite, and ample amenities made for a fantastic vacation. No free breakfast but there are several dining options and markets nearby. Gorgeous view of the sunset from the upper floors. There was a note of upcoming ..."

Reviewed on Aug 14, 2025

Berkshire Mountain Lodge
See all 1,214 properties in Stephentown
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.

Discover the most popular places to visit in Stephentown

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 does a Stephentown vacation package cost?
You can pick up a vacation package to this popular destination on Expedia. However, how much your vacation to Stephentown costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Stephentown?
To score cheap Stephentown vacation packages, organize your getaway outside of busy periods such as public holidays. You'll generally find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for Stephentown?
Generally, a handful of days is enough to go to the major attractions during your Stephentown vacation. However, if you want to have more time to chill out or take day trips, consider extending your trip.
How to find the best Stephentown package deals?
Start your search for a Stephentown package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Stephentown package deal straight away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Stephentown escape underway.
Is it cheaper to book a Stephentown vacation as a package?
You can enjoy significant savings on your next Stephentown break by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to view the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Stephentown?
If you're considering a spur-of-the-moment Stephentown getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Stephentown?

  1. Pick your travel dates: The things you plan to do in Stephentown and your favorite season can help you decide when to get away.
  2. Set your budget: Consider expenses like flights, meals and transportation when calculating how much to save for your trip to Stephentown. Then, choose a property that matches your budget, whether that's an economical stay or a deluxe getaway.
  3. Decide how long to go for: Now that you're up to speed on Stephentown, you can figure out the right length of your vacation. Create a draft plan and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customized Stephentown vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.