Sandisfield Holidays

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Top hotels in Sandisfield

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (554 reviews)
"It was a great stay. The couches in the room were dirty and should be replaced."

Reviewed on 11 Aug 2025

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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 4.212.810 ₫ per night from 1 Sept to 2 Sept
4.212.810 ₫
4.705.709 ₫ total
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (667 reviews)
"The room was fine, quiet and clean. It was somewhat small. This is a nicely refurbished old standard motel. The lobby area was very nice but the location is high atop a hill off of a major road. You can’t walk anywhere from the hotel and it can be difficult making a left turn into it."

Reviewed on 7 Aug 2025

Berkshires Untold
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
The price is 2.403.236 ₫ per night from 2 Sept to 3 Sept
2.403.236 ₫
3.051.120 ₫ total
2 Sept - 3 Sept
includes taxes & fees
9/10 Wonderful! (689 reviews)
"This was our third year of two summer weeks at Oak 'n' Spruce. The accommodations are comfortable and convenient, and the staff is wonderful. We hope to be back next summer."

Reviewed on 10 Aug 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
See all 1,057 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.

Frequently asked questions

How much does a Sandisfield holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Sandisfield costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Sandisfield?
To score cheap Sandisfield holiday 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-organised 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 holiday 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 holiday as a package?
You can enjoy significant savings on your Sandisfield retreat by booking a tailored holiday package. Click on the "Package" heading, then select your destination and travel dates to see the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Sandisfield?
If you're considering a spontaneous Sandisfield holiday, 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 favourite 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 holiday package that brings all your bookings together.