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Cheap Sandisfield Hotels

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
$93 nightly
The price is $103 total per night
$103 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
21.06 mi from city center
Located in Lenox, The Yankee, Trademark Collection by Wyndham is a 4-minute drive from Bousquet Ski Area and 8 minutes from The Mount.
Pool
Hot Tub

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$108 nightly
The price is $120 total per night
$120 total
Jan 18 - Jan 19, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
21.59 mi from city center
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace.
Pool
Hot Tub

The Red Lion Inn
30 Main Street Stockbridge MA
$190 nightly
The price is $212 total per night
$212 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.55 mi from city center
With a stay at The Red Lion Inn in Stockbridge, you'll be in the historical district, within a 15-minute drive of Tanglewood Music Center and Housatonic River.
Pool
Spa

Berkshires Untold
194 Pittsfield Rd Lenox MA
$110 nightly
The price is $123 total per night
$123 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
20.03 mi from city center
Located in Lenox, Berkshires Untold is within a 10-minute drive of Shakespeare and Company and The Mount.
Pet friendly
Parking included

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
$139 nightly
The price is $155 total per night
$155 total
Dec 21 - Dec 22
Total with taxes and fees
12.98 mi from city center
With a stay at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG in South Lee, you'll be near ski lifts, within a 15-minute drive of Tanglewood Music Center and Housatonic River.
Pool
Air conditioning

Simsbury 1820 House
731 Hopmeadow St Simsbury CT
$174 nightly
The price is $200 total per night
$200 total
Dec 28 - Dec 29
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
24.05 mi from city center
With a stay at Simsbury 1820 House in Simsbury (Simsbury Center), you'll be a 1-minute drive from Performing Arts Center at Simsbury Meadows and 13 minutes from Wampanoag Country Club.
Pool
Breakfast included

Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd Lenox MA
$105 nightly
The price is $117 total per night
$117 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
20.89 mi from city center
Located in Lenox, Hampton Inn & Suites Berkshires-Lenox is in a rural location, within a 5-minute drive of Guido's Marketplace and Kennedy Park.
Pool
Breakfast included

Quality Inn Great Barrington
372 Main Street Great Barrington MA
$76 nightly
The price is $85 total per night
$85 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
12.61 mi from city center
With a stay at Quality Inn Great Barrington in Great Barrington, you'll be near ski lifts, just a 4-minute walk from Mahaiwe Performing Arts Center and 8 minutes by foot from Housatonic River.
Breakfast included
Parking included

Quality Inn Westfield - Springfield
2 Southampton Rd Westfield MA
$92 nightly
The price is $103 total per night
$103 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
21.01 mi from city center
A stay at Quality Inn Westfield - Springfield places you in the heart of Westfield, within a 5-minute drive of General Wareham Park and Elm Street Plaza.
Breakfast included
Pet friendly

Hampton Inn Westfield
39 Southampton Rd Westfield MA
$116 nightly
The price is $129 total per night
$129 total
Jan 19 - Jan 20, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
21.25 mi from city center
When you stay at Hampton Inn Westfield in Westfield, you'll be near the airport, within a 5-minute drive of General Wareham Park and Elm Street Plaza.
Pool
Breakfast included

Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
$107 nightly
The price is $120 total per night
$120 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
12.46 mi from city center
With a stay at Holiday Inn Express Hotel & Suites Great Barrington by IHG in Great Barrington, you'll be on a river, just steps from Housatonic River and a 3-minute drive from Monument Mountain Reservation.
Pool
Breakfast included

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
$100 nightly
The price is $112 total per night
$112 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
Free Cancellation
15.62 mi from city center
With a stay at The Black Swan Lee - Lenox, an Ascend Collection Hotel in Lee, you'll be on the waterfront, within a 10-minute drive of Tanglewood Music Center and Berkshire Mountain Country Store.
Breakfast included
Pet friendly
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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Sandisfield hotels essential information
Accommodation | 1,074 hotels |
|---|---|
Lowest Price | $85 |
Highest Price | $212 |
Popular hotels | The Yankee, Trademark Collection by Wyndham, Berkshire Mountain Lodge, The Red Lion Inn, Berkshires Untold, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Simsbury 1820 House, Hampton Inn & Suites Berkshires-Lenox, Quality Inn Great Barrington, Quality Inn Westfield - Springfield, Hampton Inn Westfield, Holiday Inn Express Hotel & Suites Great Barrington by IHG, The Black Swan Lee - Lenox, an Ascend Collection Hotel |
Most Recent Sandisfield Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel
5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"Everything was awesome"
A verified traveler stayed at The Black Swan Lee - Lenox, an Ascend Collection Hotel
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