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.
Hilton Garden Inn Albany Airport

Hilton Garden Inn Albany Airport

3 out of 5
Price was CA $1,259, price is now CA $1,165 per person
CA $1,165
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Albany (ALB)
8/10 Very Good! (1,159 reviews)
Inviting lobby and free coffee was nice

Reviewed on Aug. 19, 2025

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
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

The White House Inn

3.5 out of 5
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

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
Price was CA $2,973, price is now CA $2,582 per person
CA $2,582
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9.4/10 Exceptional! (782 reviews)
Restaurant could be better

Reviewed on Aug. 19, 2025

South Shire

South Shire

4 out of 5
Price was CA $1,790, price is now CA $1,620 per person
CA $1,620
per person
Sep 23 - Sep 28
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9.2/10 Wonderful! (92 reviews)
Bennington is not what I remembered.

Reviewed on Aug. 15, 2025

Ready to book your vacation to Sandisfield?

 

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Sandisfield Hotel Deals

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

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

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Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
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 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

Berkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
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

Berkshires Untold
See all 1,059 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.
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Frequently asked questions

How much does a Sandisfield vacation package cost?
You'll find cheap prices from CA $1,165 on Expedia for your Sandisfield getaway. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Sandisfield costs.
What are the cheapest months to go to Sandisfield?
To pick up cheap Sandisfield vacation packages, organize your getaway outside of busy periods such as public holidays. You'll generally find lower prices and better availability when it's less busy.
How many days is enough for Sandisfield?
With a well-planned itinerary, you can easily tick off the main Sandisfield attractions in a handful of days. But if you want 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 destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Sandisfield package deal straight away, simply play around with your dates and search again. Bear in mind 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 next Sandisfield retreat by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to see some great hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Sandisfield?
If you've got your Sandisfield travel dates confirmed, book as soon as you can to snap up some awesome deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Sandisfield?

  1. Pick your dates: What you want to do in Sandisfield and your preferred season can help you decide when to get away.
  2. Plan your budget wisely: Besides the price of your stay, you should factor in other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that may crop up during your trip to Sandisfield.
  3. Decide how long to go away for: Now that you know more about Sandisfield, you can figure out the ideal length of your vacation. Put together a rough itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your accommodations and airfare: After you've nailed down your dates and duration, lock in the perfect Sandisfield vacation package for you.

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