
Sandisfield Vacation Packages
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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.
Top Sandisfield Vacation Deals
Price found within the past 48 hours. Click for updated prices.


The Equinox Golf Resort & Spa
Price was CA $2,379, price is now CA $1,730 per person
CA $1,730
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
7.4/10 Good! (504 reviews)
I needed to be close to Rutland for a biz meeting and this was a very worthy extra drive and wonderful property.... Will be back !
Reviewed on Aug. 9, 2025

The White House Inn
Price was CA $1,766, price is now CA $1,515 per person
CA $1,515
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9.2/10 Wonderful! (216 reviews)
The room we stayed in was comfortable and had a great view from the balcony. The bed was very comfortable.
I would have liked more space in the bathroom to put a cup and other things. Also, an exhaust fan would be nice in the bathroom. But it was pretty.
The staff were all very gracious.
We had a good meal Sunday night in the restaurant and our waiter was very nice. I knew that the restaurant would not be open on Monday and Tuesday, but it would have been nice to have the bar open for drinks on the patio in the evening on those nights.
Reviewed on Jul. 24, 2025

Sandisfield Hotel Deals

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sandisfield
9.6/10 Exceptional! (40 reviews)
"The host was great and the property was wonderful. Extremely well kept house. The tennis court was such a unique touch to the home. It was such a peaceful home with lots of entertainment opportunities. The tree line made it feel so private. We really enjoyed having such easy access to Great Barrington ..."
Reviewed on Aug. 8, 2025

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is CA $106 per night from Sep 7 to Sep 8
CA $106
CA $149 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (578 reviews)
"Enjoyed the room, towels and kitchen. I can recommend."
Reviewed on Aug. 18, 2025

Berkshires Untold
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is CA $221 per night from Aug 26 to Aug 27
CA $221
CA $246 total
Aug 26 - Aug 27
includes taxes & fees
9/10 Wonderful! (679 reviews)
Upscale Motel
"Lovely reception area and comfortable room. I would describe the place as an upscale motel. Do not count on dining here. Choices are limited and neither my husband nor I enjoyed what we ordered. ."
Reviewed on Aug. 16, 2025
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.
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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.