Deals on vacations and trips to Sandisfield

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Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

3.5 out of 5
Price was $419, price is now $341 per person
$341
per person
Nov 19 - Nov 22
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and conveniences like a coffee shop and barbecue grills.
South Shire

South Shire

4 out of 5
Price was $1,482, price is now $1,108 per person
$1,108
per person
Dec 26 - Jan 2
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
A restaurant and a bar/lounge are featured at this bed & breakfast. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, express check-in, and express check-out are also on offer.
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

4.5 out of 5
Manchester Village Historic District
Price was $1,743, price is now $1,424 per person
$1,424
per person
Dec 26 - Jan 2
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
Price was $933, price is now $773 per person
$773
per person
Dec 26 - Jan 2
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
This hotel features a gym and an outdoor tennis court. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.
Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was $1,173, price is now $979 per person
$979
per person
Dec 20 - Dec 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A garden, a lobby fireplace, and a communal living room are also on offer.

Top Sandisfield hotels deals

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

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

Sandisfield MA
Get rates
In-room fitness is featured at this cabin, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$115 nightly
The price is $128 total per night
$128 total
Nov 16 - Nov 17
Total with taxes and fees
This aparthotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $112 total per night
$112 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Free Cancellation
$76 nightly
The price is $85 total per night
$85 total
Nov 8 - Nov 9
Total with taxes and fees
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A picnic area and barbecue grills are also provided.
Breakfast included
Parking included
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$133 nightly
The price is $149 total per night
$149 total
Nov 3 - Nov 4
Total with taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby fireplace, and express check-in are also on offer.
Pet friendly
Parking included
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

3.5 out of 5
190 Meadow Street South Lee MA
Free Cancellation
$135 nightly
The price is $150 total per night
$150 total
Oct 20 - Oct 21
Total with taxes and fees
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and conveniences like a coffee shop and barbecue grills.
Pool
Air conditioning
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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.

Frequently asked questions

How much are vacation packages to Sandisfield?
Travelocity provides flight and hotel packages starting from just $341. 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 100 mi 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 25 mi southeast of the city center. You could also choose to fly into Albany Intl. Airport (ALB) (55 mi away from central Sandisfield) or Tweed - New Haven Regional Airport (HVN) (60 mi 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.

Photos of local treasures

Browse Sandisfield vacation photos for more inspiration

A forested mountain range with autumn foliage.
A white church on a grassy hill with a clear sky.
A house surrounded by lush greenery and a forested hill.
A stage with people performing in front of a crowd, surrounded by trees and a view of the mountains.
A person snowboarding down a snowy slope.