Search for Cheap Deals on
Hotels in West Stockbridge

Check Last Minute West Stockbridge Hotel Deals

Tonight Mar 21 - Mar 22This weekend Mar 21 - Mar 23

Choose from 1483 West Stockbridge Hotel Deals

Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
2 out of 5
42 Stockbridge Rd, West Stockbridge, MA
  • 11 min walk from Charles H. Baldwin & Sons
The price is $67 per night from Mar 25 to Mar 26
$67
includes taxes & fees
Mar 25 - Mar 26
Stay at this motel in West Stockbridge. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions ...
6.8/10 (963 reviews)
Clean room
"The room and bathroom were very clean."

Reviewed on Jan 3, 2025

Pleasant Valley Motel West Stockbridge
Shaker Mill Inn
Shaker Mill Inn
2.5 out of 5
2 Oak Street, West Stockbridge, MA
  • 3 min walk from Charles H. Baldwin & Sons
The price is $159 per night from Mar 23 to Mar 24
$159
includes taxes & fees
Mar 23 - Mar 24
Stay at this B&B in West Stockbridge. Enjoy free breakfast, free parking, and daily housekeeping. Popular attractions Tanglewood Music Center and Ebenezer II ...
9.6/10 Exceptional! (379 reviews)
"Beautiful room, very clean. breakfast was not what i was expecting, walk way from parking lot covered with ice and snow, very dangerous to walk, needs to be cleaned or at least put some salt on the ground. other then that everything was excellent. will stay again"

Reviewed on Feb 23, 2025

Shaker Mill Inn
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
  • 39 min drive from Charles H. Baldwin & Sons
The price is $158 per night from Apr 20 to Apr 21
$158
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and in-room massages. Our guests praise the helpful staff in ...
8.6/10 Excellent! (1,790 reviews)
"Very nice accomodations, more like a mini apartment than a motel room."

Reviewed on Mar 19, 2025

Vacation Village in the Berkshires
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
  • 9 min drive from Charles H. Baldwin & Sons
The price is $108 per night from Apr 6 to Apr 7
$108
includes taxes & fees
Apr 6 - Apr 7
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 ...
9/10 Wonderful! (531 reviews)
"Nice place and perfect for our quick stay."

Reviewed on Mar 19, 2025

Life House Berkshires
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
  • 12 min drive from Charles H. Baldwin & Sons
The price is $99 per night from Apr 1 to Apr 2
$99
includes taxes & fees
Apr 1 - Apr 2
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 ...
9/10 Wonderful! (1,001 reviews)
"They upgraded our room when they found out it was our wedding night. Everything was so nice, the room was extremely clean and beautiful"

Reviewed on Mar 18, 2025

The Yankee, Trademark Collection by Wyndham
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
  • 10 min drive from Charles H. Baldwin & Sons
The price is $147 per night from Mar 23 to Mar 24
$147
includes taxes & fees
Mar 23 - Mar 24
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 ...
8.8/10 Excellent! (608 reviews)
"2nd time staying i love this resort. I wish i can stay more days"

Reviewed on Mar 7, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3 out of 5
One West Street, Pittsfield, MA
  • 19 min drive from Charles H. Baldwin & Sons
The price is $116 per night from Mar 28 to Mar 29
$116
includes taxes & fees
Mar 28 - Mar 29
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (758 reviews)
"Easy check in, nice staff. Rug in the room was kind of musty. They were accommodating to me requesting to have a slightly later check out. Would return if in the area."

Reviewed on Mar 18, 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
  • 9 min drive from Charles H. Baldwin & Sons
The price is $178 per night from Apr 14 to Apr 15
$178
includes taxes & fees
Apr 14 - Apr 15
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 ...
8.8/10 Excellent! (1,000 reviews)
"This is a gem in the Berkshires! It is quaint yet cool. We stayed in winter, so nearby attractions were limited for non-skiers but I'd go again for the heated pool, pub, great rooms and wonderful staff!"

Reviewed on Mar 4, 2025

The Red Lion Inn
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
3 out of 5
435 Laurel St, Lee, MA
  • 21 min walk from Charles H. Baldwin & Sons
The price is $103 per night from Mar 28 to Mar 29
$103
includes taxes & fees
Mar 28 - Mar 29
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 ...
8.8/10 Excellent! (1,002 reviews)
"Fantastic staff."

Reviewed on Mar 18, 2025

The Black Swan Lee - Lenox, Ascend Hotel Collection
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3 out of 5
8 Dan Fox Dr, Pittsfield, MA
  • 13 min drive from Charles H. Baldwin & Sons
The price is $155 per night from Mar 30 to Mar 31
$155
includes taxes & fees
Mar 30 - Mar 31
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (442 reviews)
Great family time
"We had a great time at the hotel. My sons and I loved spending time in the pool and the hot tub. The bedroom was spacious, the kitchen had everything we needed, and the bathroom was ample and clean."

Reviewed on Mar 16, 2025

Berkshire Mountain Lodge
Hotel On North
Hotel On North
3.5 out of 5
297 North Street, Pittsfield, MA
  • 20 min drive from Charles H. Baldwin & Sons
The price is $122 per night from Apr 2 to Apr 3
$122
includes taxes & fees
Apr 2 - Apr 3
Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (694 reviews)
Great but noisey on Saturday nights
"This is my second time staying and I love the attention to detail. However I happened to be there on a Saturday in room 202 and I could hear the dj music in my room till 1 am. This seems like it will be a regular Saturday night thing in the dining room. I would inquire about the quietness of your ..."

Reviewed on Mar 12, 2025

Hotel On North
The Constance, The Whitlock, & The Dewey By The Lenox Collection
The Constance, The Whitlock, & The Dewey By The Lenox Collection
3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
  • 4 min drive from Charles H. Baldwin & Sons
The price is $93 per night from Mar 31 to Apr 1
$93
includes taxes & fees
Mar 31 - Apr 1
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.4/10 Very Good! (380 reviews)
Wonderful
"The Constance is so cute! We loved the aesthetic of the building and its proximity to town. We were able to walk to dinner, and Lenox is full of great food spots. The room itself was a great size, with beautiful green walls and old wooden furniture. The shower was to die for and I loved how they ..."

Reviewed on Mar 11, 2025

The Constance, The Whitlock, & The Dewey By The Lenox Collection
See all 1,483 properties in West Stockbridge
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.

Find cheap hotels in West Stockbridge

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your West Stockbridge hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in West Stockbridge.

Choosing the right hotel in Massachusetts has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of West Stockbridge’s 1,483 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $67. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great West Stockbridge hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in West Stockbridge. No matter your reason for visiting West Stockbridge, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About West Stockbridge hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in West Stockbridge for as low as $67.

How many hotels are there in West Stockbridge?

With over 1,483 hotels in West Stockbridge, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $67.

How to find cheap car rentals in West Stockbridge?

Finding a cheap car rental deal in West Stockbridge is as easy as scoring cheap hotels in West Stockbridge. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.