Stephentown Holidays

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Top hotels in Stephentown

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 S$146 per night from 27 Aug to 28 Aug
S$146
27 Aug - 28 Aug
includes taxes & fees
8.6/10 Excellent! (1,927 reviews)
Would definitely stay here again!!!
"After needing a different room the reception staff worked REALLY hard (successfully) to accommodate us (thank you Mr.Joe!!!:) The condo was beautiful and clean. We would definitely stay here again!!"

Reviewed on 3 Aug, 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 S$152 per night from 1 Sept to 2 Sept
S$152
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (1,078 reviews)
"Nice bar and restaurant nearby"

Reviewed on 1 Aug, 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
8.8/10 Excellent! (537 reviews)
"Great location to stay between Tanglewood concerts. Will come again."

Reviewed on 2 Aug, 2025

Get rates
Berkshire Mountain Lodge
See all 1,212 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.

Frequently asked questions

How much does a Stephentown holiday package cost?
You can pick up a holiday package to this popular destination on Expedia. However, how much your holiday 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 holiday packages, organise 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 holiday. 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 holiday as a package?
You can enjoy significant savings on your next Stephentown break by booking a customised holiday 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 holiday 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 favourite 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 holiday. 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 customised Stephentown holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.