Sandisfield Holidays from £776

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Your Sandisfield Holiday

When a city getaway is calling, answer it with a Sandisfield holiday package. The neighbourhood 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 holiday on Expedia.

Top Sandisfield Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was £972, price is now £776 per person
£776
per person
22 Aug - 28 Aug
found 6 hours ago
Return flight included
London (LON) to Albany (ALB)
8.8/10 Excellent! (2,411 reviews)
Clean large room- some wear on the kitchen cabinets and the bathroom door stuck check in was a bit of a challenge. Otherwise good

Reviewed on 1 Jul 2026

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Price was £976, price is now £786 per person
£786
per person
22 Aug - 28 Aug
found 6 hours ago
Return flight included
London (LON) to Albany (ALB)
9/10 Wonderful! (997 reviews)
We stayed overnight in a king suite. It was very well-equipped and spacious and we wished we were staying longer. The staff are very friendly and the location is great - near a grocery store and great specialty market, restaurants, and a short drive to Tanglewood and other attractions. We didn’t use the resort amenities, but will check them out next time!

Reviewed on 3 Jul 2026

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
Price was £1,083, price is now £880 per person
£880
per person
22 Aug - 28 Aug
found 6 hours ago
Return flight included
London (LON) to Albany (ALB)
9.2/10 Wonderful! (915 reviews)
We had a lovely, one night stay here. I went with my adult son and his girlfriend to see Paul Simon at Tanglewood (which turned out to be an amazing show!) The front desk staff at the resort were friendly and accommodating; they let us use the amenities early before we could check in, which was GREAT! We hung around the outdoor pool, met a lot of nice people, and had a blast. Our suite was great. Parking was easy and plentiful and we had 2 bedrooms and each had it's own bathroom for full privacy. Full kitchen with fridge and freezer, a little living room and a nice outdoor deck overlooking the woods and a brook. It was clean, comfortable, and we had a wonderful stay. There is a grocery store just a few miles down the street for everything you need and Lenox is about 10-15 minutes away. We even saw a bear in the parking lot and he went out back in the woods where our porch was. I've never had a bear sighting. It was awesome! The only thing I can comment is the windows in the front bedroom were pretty dirty. It would have been nice it they were cleaned up. Honestly it didn't make or break our trip, just a business owner myself, I always like the feedback. But all in all, I would definitely recommend and definitely stay there again.

Reviewed on 3 Jul 2026

The Yankee Inn

The Yankee Inn

2.5 out of 5
Price was £1,105, price is now £921 per person
£921
per person
22 Aug - 28 Aug
found 6 hours ago
Return flight included
London (LON) to Albany (ALB)
9.2/10 Wonderful! (1,011 reviews)
The Yankee Inn was a convenient and affordable option for our visit to Tanglewood. The check-in staff was friendly and advised us of breakfast and checkout hours. The room was clean and thankfully well air conditioned during our stay there in 90 degree weather! The included breakfast was typical fare: eggs, cereal, yogurt, fresh fruit, bread/pastries, etc. As we were there for only one night, we did not take advantage of the outdoor pool or fire pit, but both appeared to be clean and well maintained.

Reviewed on 2 Jul 2026

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

2.5 out of 5
Price was £944, price is now £805 per person
£805
per person
22 Aug - 28 Aug
found 6 hours ago
Return flight included
London (LON) to Albany (ALB)
8.4/10 Very good! (1,003 reviews)
A great budget stay in Berkshires.

Reviewed on 2 Jul 2026

Sandisfield Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Population
840
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Ski Butternut, Otis Ridge and Umpachene Falls Park

Top hotels in Sandisfield

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

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

Sandisfield MA
9.6/10 Exceptional! (52 reviews)
"Spacious house; huge lot with a tennis court"

Reviewed on 8 Jun 2026

Get rates
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is £106 per night from 6 Jul to 7 Jul
£106
6 Jul - 7 Jul
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"The Yankee Inn was a convenient and affordable option for our visit to Tanglewood. The check-in staff was friendly and advised us of breakfast and checkout hours. The room was clean and thankfully well air conditioned during our stay there in 90 degree weather! The included breakfast was typical ..."

Reviewed on 2 Jul 2026

The Yankee Inn
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 £129 per night from 2 Aug to 3 Aug
£129
2 Aug - 3 Aug
includes taxes & fees
9/10 Wonderful! (1,011 reviews)
"We stayed overnight in a king suite. It was very well-equipped and spacious and we wished we were staying longer. The staff are very friendly and the location is great - near a grocery store and great specialty market, restaurants, and a short drive to Tanglewood and other attractions. We didn’t ..."

Reviewed on 3 Jul 2026

Berkshire Mountain Lodge
See all 1,095 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 travel package cost?
Get ready to book, because a getaway to Sandisfield starts from an affordable £776. When you combine your flights, hotels and car rentals into a travel package, you'll pick up the best deals.
If I'm not able to travel, can I cancel my Sandisfield travel package?
You sure can, and we'll help you every step of the way. You may be able to change or cancel your Sandisfield travel package for free if you booked in the last 24 hours. However, you may be charged a fee by your hotel, airline or car rental company if your booking is older than that. If life throws you a curveball, browse our Customer Service Portal for more information.
How do I get a cheap travel package to Sandisfield?
Our Sandisfield travel packages mean plenty of savings for the savvy explorer. For the best deals, simply bundle your hotel, flights and extras (such as activities) into an affordable package. But cheap prices are just the beginning of your next memorable adventure. Book with Expedia and and you'll have over 550 airlines and 1,000,000 hotels across the globe to choose from. No matter your budget, there's a travel package with your name on it.
Does Expedia offer Book Now, Pay Later Sandisfield holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has come up with a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a fantastic getaway without drying up your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your trip. Consider one of these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds best for you, Klarna offers just that! Paying in convenient monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your trip over multiple transactions.
  • Low deposit holidays: When you see an incredible deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock in your escape.

What are the top hotels in Sandisfield?
Holiday Village In The Berkshires and The Black Swan Lee - Lenox, Ascend Hotel Collection are two of the most popular hotels in Sandisfield. Why not check out the rates and amenities at each and then make a decision?
How far in advance should I book my Sandisfield holiday?
Your safest bet is to book early. Airlines typically release flight tickets around a year prior to departure, and this is an excellent opportunity to score some rock-bottom prices. Just been told you need to take all your holiday days next month? No sweat. Expedia are never short on fantastic bargains to send you off on the getaway of your dreams, at a price you can afford.
What does an Expedia Sandisfield travel package include?
Hotels, flights and a shiny set of wheels for all your road trip adventures. Simply pick and choose your preferred bundle and get access to incredible deals. Once you've made your booking, add on a few sightseeing tours and watch your savings grow. When it comes to crafting your Sandisfield holiday, you're the one in control!
What should I know before booking a Sandisfield travel package?
You can save a tidy sum by combining your airfares, hotels and rental cars. Once you've made your booking, add on fun stuff like tours and activities. Your next awesome adventure is only a few clicks away.
Can I choose my airline with a Sandisfield Expedia travel package?
You can. Expedia has access to more than 550 partner airlines globally, so go with the carrier that best suits your budget needs.

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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. Flight-inclusive packages are ATOL protected.