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 Wiltwyck

The Wiltwyck

2 out of 5
per person
May 26 - May 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Albany (ALB)
9.6/10 Exceptional! (139 reviews)
This is always my first choice when traveling to Kingston. Beautiful home with lots of privacy and well maintained. Very clean and decorated beautifully

Reviewed on Mar. 24, 2025

Hasbrouck House

Hasbrouck House

2 out of 5
per person
May 26 - May 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Albany (ALB)
9.4/10 Exceptional! (38 reviews)
Beautiful rooms and bathrooms, lovely staff

Reviewed on Feb. 22, 2025

Kingston Carriage House

Kingston Carriage House

4 out of 5
Roundout
per person
May 26 - May 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Albany (ALB)
8.6/10 Excellent! (9 reviews)
Loved this house to stay and be walkable distance from the river. Mondays and Tues are quiet in the town since many places are not open. The carriage house is recently renovated and has such cute character. Only one incidence where I couldn’t get back in during midday as the door keypad was malfunctioning. The doors have to be relocked when exiting. The Breakfasts are yummy pastries but morning drop off is not punctual.

Reviewed on Oct. 21, 2024

Hotel Kinsley

Hotel Kinsley

3.5 out of 5
Kingston Stockade District
per person
May 26 - May 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Albany (ALB)
9/10 Wonderful! (289 reviews)
It was lovely. Thanks for allowijg dogs.

Reviewed on Apr. 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! (37 reviews)
Inviting house, great location
"We had a great time here and the hosts were friendly and accommodating of our request for a later checkout. Our only complaint is the 325 cleaning fee, which is excessive given how much cleaning guests are asked to do (and given that one of the bathrooms was not even perfectly clean upon arrival). ..."

Reviewed on Mar. 31, 2025

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Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from Apr. 21 to Apr. 22
CA $161
CA $180 total
includes taxes & fees
Apr 21 - Apr 22
9/10 Wonderful! (557 reviews)
"The hotel is cozy and charming. The rooms are well-appointed. The staff was great. Easy check-in, check-out. The bar is well stocked and they offer free (real) coffee in the morning!"

Reviewed on Apr. 14, 2025

Life House Berkshires
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 out of 5
190 Meadow Street, South Lee, MA
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from Apr. 28 to Apr. 29
CA $148
CA $185 total
includes taxes & fees
Apr 28 - Apr 29
9/10 Wonderful! (619 reviews)
"Great deal for villa resort suite. Lots of space, great condition, great amenities, great location."

Reviewed on Apr. 12, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
See all 1,004 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Sandisfield vacation package cost?
Offering excellent value package deals from CA $634 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?
To score cheap Sandisfield vacation packages, plan your trip outside of busy periods like public holidays and major events. You’ll typically find lower prices and better availability in the off-season or when it’s less busy.
How many days is enough for Sandisfield?
With a well-organized travel plan, you can easily hit the main Sandisfield attractions in a handful of days. But if you’d like to explore off the beaten track 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.
How to plan a trip to Sandisfield?

  1. Choose when to get away: Check your schedule and get packing. Your favorite time of year and the activities available will also help you decide when to visit Sandisfield.
  2. Set a budget: Consider expenses like flights, food and transportation when calculating how much to set aside for your trip to Sandisfield. Then, choose a hotel that fits your budget, whether that’s an affordable option or a swankier getaway.
  3. Set the duration of your trip: Start by making a list of all the activities and sights you want to get to in Sandisfield. Then, estimate how long you’ll need for each, including any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that’s left is to find a Sandisfield vacation package that brings all your bookings together.

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