Sandisfield Vacations from $393

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Your Sandisfield Vacation

When a city getaway is calling, answer it with a Sandisfield vacation package. The neighborhood of Canann Village Historic District, which is good for dining, culture and shopping, makes a fantastic base for your adventures. Want to start exploring your surroundings? Otis Reservoir, Otis Ridge and Tolland State Forest are three of the top places to visit during your trip to Sandisfield. A couple of quick clicks is all it takes to build a tailored Sandisfield vacation on Expedia.

The Latest Sandisfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Save 100% on your flight
Price was $595, price is now $393 per person
$393
per person
May 4 - May 11
found 10 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
8.8/10 Excellent! (2,134 reviews)
Great! Go annually. Highly recommend

Reviewed on Feb 25, 2026

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Manchester Village Historic District
Price was $980, price is now $756 per person
$756
per person
May 23 - May 25
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
7.4/10 Good! (567 reviews)
We have been staying at the Equinox for over 35 yrs. Love the whole scene and vibe. Love the pool and hot tub. Love the big real wood fireplace.

Reviewed on Jan 24, 2026

Bluebird Spa City Motor Lodge

Bluebird Spa City Motor Lodge

3 out of 5
Downtown Saratoga Springs
Price was $774, price is now $608 per person
$608
per person
Apr 17 - Apr 23
found 24 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
9/10 Wonderful! (801 reviews)
I’ve stayed at this location many times. The lodging is perfectly located in the heart of everything. Walking distance to food, shopping, and activities. The lodging itself is affordable, clean, and welcoming. A great place to stay!

Reviewed on Feb 11, 2026

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

2.5 out of 5
Price was $758, price is now $600 per person
$600
per person
May 14 - May 19
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
8.4/10 Very Good! (971 reviews)
This place would be 5 stars if someone hadn't smoked enough marijuana in the elevator and on our floor to stink up the entire floor. It was 1 day out of 4 that happened. Breakfast and room were great.

Reviewed on Feb 13, 2026

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Sandisfield Hotel Deals

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $136 total per night from Mar 29 to Mar 30
$136 total
Mar 29 - Mar 30
Total with taxes and fees
9/10 Wonderful! (863 reviews)
Overall pleasant stay; great facilities, staff, and location

Reviewed on Feb 24, 2026

Berkshire Mountain Lodge
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 Mar 5 to Mar 6
$103 total
Mar 5 - Mar 6
Total with taxes and fees
9.2/10 Wonderful! (1,017 reviews)
Yrs

Reviewed on Feb 23, 2026

The Yankee, Trademark Collection by Wyndham
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $133 total per night from Mar 1 to Mar 2
$133 total
Mar 1 - Mar 2
Total with taxes and fees
9/10 Wonderful! (864 reviews)
Tv speaker no good other than that same great experience.

Reviewed on Feb 21, 2026

Berkshires Untold
See all 1,081 properties in Sandisfield
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 Sandisfield Vacation Packages

Sandisfield Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Population
840
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Otis Ridge, Umpachene Falls Park and Les Trois Emme Winery

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Frequently asked questions

How much does a Sandisfield vacation package cost?
Offering excellent value package deals from $393 on Expedia, you'll be thrilled with how little a vacation to Sandisfield costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Sandisfield?
If you'd like to snag a cheap Sandisfield vacation package, consider traveling in October, November and December. You'll usually find better rates on flights and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for Sandisfield?
With a well-organized itinerary, you can easily hit the most popular Sandisfield attractions in a few days. But if you prefer to discover lesser-known spots or take day trips, think about booking your Sandisfield vacation for longer.
How to find the best Sandisfield package deals?
Start your search for a Sandisfield package deal by entering your travel dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Sandisfield package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Sandisfield adventure underway.
Is it cheaper to book a Sandisfield vacation as a package?
You can enjoy significant savings on your Sandisfield retreat by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Sandisfield?
If you're considering a spontaneous Sandisfield 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 land terrific deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Sandisfield vacation packages?
If you're like us, you love jet-setting around the world but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Sandisfield trip across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.

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