Sandisfield Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Photo courtesy of Berkshire Visitors Bureau

Top hotels in Sandisfield

Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is 3.090.450 ₫ per night from 9 Jul to 10 Jul
3.090.450 ₫
3.452.033 ₫ total
9 Jul - 10 Jul
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"It was clean and comfortable and a great location. Breakfast was good. Staff were helpful and pleasant."

Reviewed on 22 Jun 2025

Quality Inn
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 3.625.360 ₫ per night from 26 Jun to 27 Jun
3.625.360 ₫
4.414.680 ₫ total
26 Jun - 27 Jun
includes taxes & fees
9/10 Wonderful! (659 reviews)
Good for a girls trip!
"We loved the comfortable beds and ensuite bathrooms. The kitchen was well-equipped and common room was comfortable too. We didn't use any of the other amenities, but there were quite a few options that looked appealing. Convenient to Lenox which was our primary destination for dining and ..."

Reviewed on 21 Jun 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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
The price is 3.300.570 ₫ per night from 30 Jun to 1 Jul
3.300.570 ₫
3.686.684 ₫ total
30 Jun - 1 Jul
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"Nice place to stay. Good breakfast."

Reviewed on 23 Jun 2025

The Yankee, Trademark Collection by Wyndham
See all 1,045 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.