Sandisfield Vacations 2025

Top Sandisfield hotels deals

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

Stay at this cabin in Sandisfield. Enjoy a garden, tennis courts, and patios. Popular attractions Otis Ridge and Old Baldy Wildlife Sanctuary are located nearby.

Kitchen

Washer

Life House Berkshires

194 Pittsfield Rd, Lenox, MA

Free cancellation

Reserve now, pay when you stay

CA $143

CA $160 total

includes taxes & fees

17 Feb - 18 Feb

Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Kennedy Park are located nearby.

Pet-friendly

Parking included

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

190 Meadow Street, South Lee, MA

Free cancellation

CA $172

CA $212 total

includes taxes & fees

5 Feb - 6 Feb

Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.

Pool

Restaurant

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd, Lenox, MA

Free cancellation

Reserve now, pay when you stay

CA $150

CA $167 total

includes taxes & fees

11 Feb - 12 Feb

Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Guido's Marketplace and Bousquet Ski Area are located nearby.

Pool

Hot tub

The Red Lion Inn

30 Main Street, Stockbridge, MA

CA $215

CA $304 total

includes taxes & fees

5 Feb - 6 Feb

Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Schantz Galleries and Mission House are located nearby.

Pool

Spa

The Black Swan Lee - Lenox, Ascend Hotel Collection

435 Laurel St, Lee, MA

Free cancellation

Reserve now, pay when you stay

CA $146

CA $163 total

includes taxes & fees

11 Feb - 12 Feb

Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Tanglewood Music Center and Berkshire Mountain Country Store are located nearby.

Breakfast included

Pet-friendly

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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.

Sandisfield Vacations

Set for your next amazing getaway? Make sure you don't miss out on any fun in Sandisfield by brushing up on a few basics about it before you get there.

If you travel 20 miles (32 kilometers) north of Torrington, or 25 miles (40 kilometers) south of Pittsfield, you'll find yourself in Sandisfield.

Ready to meet the locals? 800 people call this part of The Berkshires home.

Hotels in Sandisfield

You're going to have a tough time if you want to stay in the heart of Sandisfield, but don't worry! Beartown State Forest is 12 miles (19 kilometers) away and has some lovely options. Those splurging on a luxury suite may like the rooms and rates at The Inn at Stockbridge (30 East Street) and The Barrington (281 Main St, Level 3). If you were hoping to save some cash, The Briarcliff Motel (506 Stockbridge Road) and the Econo Lodge Lee - Great Barrington (980 Pleasant Street) are some economical choices here.

Places to visit in Sandisfield

Adore nature so much that you just want to hug a tree? Find the time to throw your arms around one of the grand specimens at Tolland State Forest. You'll have an abundance to pick from! Want some more ideas? There's nothing like the feeling of gazing at a field of powder snow and knowing you've got the whole day in front of you to conquer the slopes. Slip on your boots and clip on your skis — Otis Ridge awaits! But there's more. It's no secret that simply being around water makes us more relaxed. So why not swap your fast-paced sightseeing for some peace and quiet at Farmington River?

Where do you fly into for Sandisfield?

Slip on your headphones and pick an in-flight movie. In no time at all, you'll touch down at Bradley International Airport (BDL). It's 25 miles (40 kilometers) to the southeast from the center of Sandisfield.

Frequently asked questions

How much are vacation packages to Sandisfield?

Travelocity provides flight and hotel packages starting from just . With such great deals, you’ll be exploring all of Sandisfield in a flash.

Where can I get the best vacation package deals for Sandisfield?

Travelocity will be able to help you find a terrific Sandisfield package deal. With no less than 400 airlines and 1,000,000 properties around the world, we know you’ll be able to put together the perfect itinerary.

Why should I purchase my Sandisfield vacation package via Travelocity?

Nothing tops the feeling of knowing you’ve bagged the best price around — that’s our Price Match Guarantee. Add to that our impressively broad range of magical destinations and 24/7 team of customer service professionals and you’ve got the formula for an unforgettable vacation.

Can I save money on my Sandisfield car rental if I bundle it with hotels and flights?

With a Sandisfield vacation package, you can bundle your flight, hotel and car bookings and save loads. When you’re ready to uncover the best of this fabulous location, why not start with Times Square? This popular attraction is 161 kilometers from Sandisfield. With your own wheels, you’ll be there in a flash.

Which airport is best for Sandisfield?

For plenty of visitors, a stay in Sandisfield means going through Bradley Intl. Airport (BDL). This buzzing airport is 40 kilometers southeast of the city center. You could also choose to fly into Albany Intl. Airport (ALB) (88 kilometers away from central Sandisfield) or Tweed - New Haven Regional Airport (HVN) (97 kilometers away from central Sandisfield).

Where should I stay when visiting Sandisfield?

The Cozy Cabin in the Berkshires is the top choice of many visitors. Book soon before it’s too late.