Spencertown Vacations

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Spencertown Hotel Deals

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $103 total per night from Jan 4 to Jan 5
$103 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
The bed was very comfortable. The staff was helpful and courteous

Reviewed on Dec 24, 2025

The Yankee, Trademark Collection by Wyndham
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $99 total per night from Jan 2 to Jan 3
$99 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
8/10 Very Good! (997 reviews)
While waiting for our vallet car due to construction. The hotel staff were engaging and had personal conversations with us. Rooms were good and all staff treated us exceptional. Give them an atta boy on proformance

Reviewed on Dec 22, 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $120 total per night from Jan 25 to Jan 26
$120 total
Jan 25 - Jan 26, 2026
Total with taxes and fees
9/10 Wonderful! (792 reviews)
Spacious room and loved pool and hot tub!

Reviewed on Dec 19, 2025

Berkshire Mountain Lodge
See all 1,349 properties in Spencertown
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.

Find the Best Spencertown Vacation Packages

Spencertown Essential Information

Language
English
Currency
U.S dollars
Top Sights
The Mac-Haydn Theatre, Shaker Museum and Library and Hudson Chatham Winery

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Frequently asked questions

How much does a Spencertown vacation package cost?
You'll find cheap prices on Expedia for your Spencertown getaway. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Spencertown costs.
What are the cheapest months to go to Spencertown?
If you're looking to score a cheap Spencertown vacation package, consider traveling in June, September and October. You're likely to find better rates on hotels and airfares during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Spencertown?
Usually, a handful of days is enough to see the top sights during your Spencertown vacation. But if you want to have some time to chill out or take day trips, consider extending your itinerary.
How to find the best Spencertown package deals?
Use Expedia's filter tool to help you find some tempting Spencertown package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Spencertown package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Spencertown vacation as a package?
You can enjoy significant savings on your next Spencertown getaway by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Spencertown?
If you're considering a spontaneous Spencertown vacation, browse 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 find awesome deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Spencertown vacation packages?
Set off on your perfect escape to Spencertown with help from Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait until your next paycheck — we've partnered with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stay on budget and snap up cheap deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.