West Stockbridge Massachusetts Hotels & Motels

Find hotels & motels in West Stockbridge using the list below. Find discounted hotel accommodations in or close to West Stockbridge, MA for your business or personal leisure travel. We show the best West Stockbridge, Massachusetts motel and hotel rooms. Browse the West Stockbridge area hotels to find the perfect lodging! Please use the provided map of the West Stockbridge hotels. Need 5+ Rooms? Secure West Stockbridge Group Hotel Discounts

The West Stockbridge center point is about 2 miles southwest of Tanglewood and 7 miles southwest of Bousquet Ski Area.

In West Stockbridge, history blends with modern culture and stunning nature. This town is a delightful blend of “old-timey” atmosphere and artsy flair, making it a must-visit on your travel list. Founded in the late 1700s, West Stockbridge is lined with classic New England architecture, lovingly whispering tales of the past. It is also a hotspot for nature lovers. The nearby Berkshires offer trails that are perfect for hiking and biking. Imagine soaking in the stunning vistas of mountains and valleys as you traverse the landscape. The town is also dotted with cozy shops and delightful eateries. The shopkeepers and restaurateurs here are all about sharing their passion and flavors with visitors. When it's time to rest, West Stockbridge offers a number of comfy places to rest your head. From quaint inns with a touch of New England charm to budget-friendly motels, comfortable hotels, and spacious suites, there's a spot for every traveler. Many accommodations are conveniently located near the town's artistic attractions and beautiful landscapes, making it easy to enjoy all that the area has to offer. With friendly service and cozy amenities, these lodgings provide a pleasant retreat after a day of exploring the Berkshires. More from this guide...

West Stockbridge Hotels/Motels & Accommodations

Pleasant Valley Motel West Stockbridge 42 Stockbridge Rd., West Stockbridge, MA 01266 Call
  • Two star property
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Apple Tree Inn in Lenox 10 Richmond Mountain Rd., Lenox, MA 01240 Call ~2.71 miles northeast of West Stockbridge
  • 4-star Mountain property
  • 34 rooms in hotel
From$100
Average 3.0 /5 Hotel Reviews Call BookMore Details
Wheatleigh in Lenox Hawthorne Rd., Lenox, MA 01240 Call ~2.78 miles east of West Stockbridge
  • Midscale property
  • Hotel has 9 suites
From$400
Very Good 4.0 /5 Reviews Call BookMore Details
Brook Farm Inn - Lenox 15 Hawthorne St., Lenox, MA 01240 Call ~3.82 miles east of West Stockbridge
  • 4-star Rural hotel
  • Hotel has 15 rooms
From$120
Very Good 4.0 /5 Review Score Call BookMore Details
The Red Lion Inn 30 Main St., Stockbridge, MA 01262 Call ~3.85 miles southeast of West Stockbridge
  • 3 star Rural property
  • 108 rooms in hotel
From$120
Average 3.0 /5 Hotel Reviews Call BookMore Details
Seven Hills Inn 40 Plunkett St., Lenox, MA 01240 Call ~3.87 miles east of West Stockbridge
  • High-end Resort property
  • Check in time: 3 pm
From$184
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Canyon Ranch Lenox - Lenox 165 Kemble St., Lenox, MA 01240 Call ~4.06 miles east of West Stockbridge
  • Midscale hotel
  • Hotel has 2 floors
From$90
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Constance by The Lenox Collection 11 Old Stockbridge Rd., Lenox, MA 01240 Call ~4.08 miles east of West Stockbridge
  • 4-star hotel
From$225
Average 3.0 /5 Reviews Call BookMore Details
Kemble Inn 2 Kemble St., Lenox, MA 01240 Call ~4.16 miles east of West Stockbridge
  • Affordable Mountain hotel
  • Check in: 3:00 PM
From$265
Very Good 4.0 /5 Reviews Call BookMore Details
The Whitlock by The Lenox Collection in Lenox 16 Church St., Lenox, MA 01240 Call ~4.18 miles east of West Stockbridge
  • Mid-scale hotel
  • Hotel has 2 floors
From$200
Average 3.0 /5 Read Reviews Call BookMore Details
The Dewey by The Lenox Collection 7 Hubbard St., Lenox, MA 01240 Call ~4.48 miles northeast of West Stockbridge
  • 4-star property
  • 12 rooms in property
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Cornell Inn, Lenox & The Berkshires : 203 Main St. 203 Main St., Lenox, MA 01240 Call ~4.61 miles northeast of West Stockbridge
  • 3 star Mountain property
  • Free breakfast
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Black Swan Lee Lenox An Ascend Collection Hotel : 435 Laurel St. 435 Laurel St., Lee, MA 01238 Website Call ~4.92 miles east of West Stockbridge
  • Affordable Lake property
  • 2 floors in property
From$65
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Rodeway Inn 200 Laurel St., Lee, MA 01238 Call ~5.10 miles east of West Stockbridge
  • 2-star property
  • Check-in time: 11:00
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Chambery Inn 199 Main St., Lee, 01238 Call ~5.46 miles east of West Stockbridge
  • 3-star property
  • 9 rooms in property
From$90
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Applegate Inn 279 West Park St., Lee, MA 01238 Call ~5.48 miles east of West Stockbridge
  • 3 star Rural property
  • Hotel has 6 suites
From$160
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center : 802 State Rd. 802 State Rd., Richmond, MA 01254 Call ~5.51 miles north of West Stockbridge
  • Affordable Rural hotel
  • Check-in time: 3:00 p.m.
From$150
Very Good 4.5 /5 Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort - South Lee 190 Meadow St., South Lee, MA 01260 Call ~5.53 miles southeast of West Stockbridge
  • Midscale Mountain hotel
  • Access to gym on-site
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Element Lenox Berkshires - Lenox 130 Pittsfield Rd., Lenox, MA 01240 Call ~5.55 miles northeast of West Stockbridge
  • 3 star Mountain hotel
  • Hotel has 118 rooms
From$50
Average 3.0 /5 Read Reviews Call BookMore Details
33 Main 33 Main St., Lenox, MA 01238 Call ~5.61 miles east of West Stockbridge
  • Luxury Five Star property
From$200
Average 3.0 /5 Hotel Reviews Call BookMore Details
Eastover Estate & Retreat : 430 East St. 430 East St., Lenox, MA 01240 Call ~5.72 miles northeast of West Stockbridge
  • Expensive Mountain property
  • Check-in time: 4:00PM
From$109
Average 3.5 /5 Guest Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington in Lee 980 Pleasant St., Lee, MA 01238 Call ~5.79 miles southeast of West Stockbridge
  • Cheap hotel
  • Comp. Breakfast
From$48
Average 3.0 /5 Guest Reviews Call BookMore Details
Life House Berkshires - Lenox 194 Pittsfield Rd., Lenox, MA 01240 Call ~5.83 miles northeast of West Stockbridge
  • Low-priced Suburban hotel
  • Check in time: 2pm
From$49
Average 3.0 /5 Read Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox : 462 Pittsfield Rd. 462 Pittsfield Rd., Lenox, MA 01240 Call ~5.97 miles northeast of West Stockbridge
  • Economical Resort hotel
  • 2 floors in hotel
From$65
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn 170 Housatonic St., Lee, MA 01238 Call ~6.00 miles east of West Stockbridge
  • Two star Lake hotel
  • Check in time: 11:00 AM
From$47
Average 3.0 /5 Read Reviews Call BookMore Details
Pilgrim Inn in Lee 165 Housatonic St., Lee, MA 01238 Call ~6.04 miles east of West Stockbridge
  • Three Star property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only : 55 Lee Rd. 55 Lee Rd., Lenox, MA 01240 Call ~6.60 miles northeast of West Stockbridge
  • Four star Resort hotel
  • 19 suites in property
From$138
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox in Lenox 445 Pittsfield Rd., Lenox, MA 01240 Call ~6.84 miles northeast of West Stockbridge
  • Midscale Mountain property
  • 79 rooms in hotel
From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
The Yankee, Trademark Collection by Wyndham - Lenox 461 Pittsfield Rd., Lenox, MA 01240 Call ~6.90 miles northeast of West Stockbridge
  • Low Cost hotel
  • Check-in: 3:00 PM
From$145
Very Good 4.0 /5 Review Score Call BookMore Details
Knights Inn Lenox 474 Pittsfield Rd., Lenox, MA 01240 Call ~6.98 miles northeast of West Stockbridge
  • Low-priced Downtown hotel
Lenox Inn : 525 Pittsfield Rd. 525 Pittsfield Rd., Lenox, MA 01240 Call ~7.17 miles northeast of West Stockbridge
  • Inexpensive property
  • Check-in time: 15:00
Hilton Garden Inn Lenox Pittsfield in Pittsfield 1032 South St., Pittsfield, MA 01201 Call ~7.21 miles northeast of West Stockbridge
  • 3-star Suburban property
  • 95 rooms in hotel
From$95
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires in Pittsfield 1055 South St., Pittsfield, MA 01201 Call ~7.28 miles northeast of West Stockbridge
  • Midscale Suburban hotel
  • 81 rooms in hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Berkshire Mountain Lodge in Pittsfield 8 Dan Fox Dr., Pittsfield, MA 01201 Call ~7.52 miles northeast of West Stockbridge
  • Economical Mountain hotel
  • 2 meeting rooms in property
From$125
Very Good 4.5 /5 Review Score Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites : 1350 West Housatonic St. 1350 West Housatonic St., Pittsfield, MA 01201 Call ~7.70 miles north of West Stockbridge
  • Midscale Rural hotel
  • Free comp. breakfast
From$85
Very Good 4.5 /5 Read Reviews Call BookMore Details
Holiday Inn Express Great Barrington - Great Barrington 415 Stockbridge Rd., Great Barrington, MA 01230 Call ~7.86 miles south of West Stockbridge
  • Affordable Mountain hotel
  • Hotel has a green policy Learn more
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires 400 Stockbridge Rd., Great Barrington, MA 01230 Call ~7.95 miles south of West Stockbridge
  • Cheap Resort hotel
  • Free breakfast available
From$47
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi 249 Stockbridge Rd., Great Barrington, MA 01230 Website Call ~8.28 miles south of West Stockbridge
  • 3 star Resort hotel
  • Check-in: 3:00pm
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Berkshire Inn - Pittsfield 150 West Housatonic St., Pittsfield, MA 01201 Call ~9.35 miles northeast of West Stockbridge
  • Inexpensive Downtown property
  • Check in: 1500
From$90
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn Great Barrington 372 Main St., Great Barrington, MA 01230 Website Call ~9.36 miles south of West Stockbridge
  • Low Cost Rural property
  • Hotel has 2 floors
From$100
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG - Pittsfield 1 West St., Pittsfield, MA 01201 Call ~9.79 miles northeast of West Stockbridge
  • Midscale Downtown property
  • 170 sleeping rooms in hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hotel on North - Pittsfield 297 North St., Pittsfield, MA 01201 Call ~10.10 miles northeast of West Stockbridge
  • High end Downtown property
  • 45 rooms in hotel
From$150
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
The Windflower Inn 684 South Egremont Rd., Great Barrington, MA 01230 Call ~11.41 miles south of West Stockbridge
  • Midscale Mountain hotel
  • Hotel has 2 meeting rooms
From$185
Excellent 5.0 /5 Latest Reviews Call BookMore Details
Econo Lodge - Pittsfield 16 Cheshire Rd., Pittsfield, MA 01201 Call ~12.49 miles northeast of West Stockbridge
  • Two star Downtown property
  • Check-in time: 2pm
Club Wyndham Bentley Brook in Hancock 1 Corey Rd., Hancock, MA 01237 Call ~16.07 miles north of West Stockbridge
  • Midscale Mountain hotel
  • Hotel has 4 floors
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Jiminy Peak Mountain Resort 37 Corey Rd., Hancock, MA 01237 Call ~16.25 miles north of West Stockbridge
  • Midscale Mountain property
  • Check in: 4:00pm
From$105
Very Good 4.0 /5 Review Score Call BookMore Details
Vacation Village in The Berkshires - Lanesborough 276 Brodie Mtn Rd., Lanesborough, MA 01237 Call ~17.19 miles north of West Stockbridge
  • 3 star Mountain property
  • Hotel has 360 suites
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
James Newbury Hotel & Spa 60 South River St., Coxsackie, NY 12051 Call ~22.48 miles west of West Stockbridge
  • Affordable Riverfront property
  • 47 sleeping rooms in hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
St. Charles Hotel 16 Park Place, Hudson, NY 12534 Call ~22.50 miles west of West Stockbridge
  • Economical Downtown hotel
  • Complimentary breakfast is offered
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hudson Whaler 542 Warren St., Hudson, NY 12534 Call ~22.60 miles west of West Stockbridge
  • Affordable Downtown hotel
  • 16 rooms in property
From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details

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Discover the Ideal Seasons for Visiting West Stockbridge, MA: A Year-Round Destination

West Stockbridge, Massachusetts changes with each season, offering something special all year round. Spring in West Stockbridge is marked by blooming flowers and budding trees, making it an ideal time for hiking and exploring local trails. Summer brings warm, sunny days perfect for swimming in nearby lakes or attending the West Stockbridge Farmers Market, which runs weekly and features local produce and crafts. Fall is perhaps the most stunning time to visit, with the landscape ablaze in vibrant autumn hues, drawing visitors for scenic drives. The nearby Berkshire Botanical Garden hosts its annual Harvest Festival in early October, a beloved event that features craft vendors, live music, and family-friendly activities amidst the stunning backdrop of fall foliage. Winter blankets the town in snow, creating a picturesque setting for cross-country skiing and enjoying the Village's cozy cafes. Each season here has its own appeal, turning this little town into a year-round playground.

Unlock Exclusive Hotel Discounts in West Stockbridge, MA

With a bit of savvy planning, travelers to West Stockbridge, MA can make the most of their stay with special offers and discounts from HotelPlanner. Groups can benefit from attractive bulk booking discounts, making it an ideal option for family gatherings, weddings, or corporate events. Solo travelers can also take advantage of enticing last-minute deals and seasonal promotions, ensuring a comfortable stay without straining their budget. Additionally, HotelPlanner often features exclusive packages that combine accommodations with local attractions or dining experiences, adding extra value to your trip. Whether you're organizing a large event or planning a solo adventure, these offers help you enjoy the charm of West Stockbridge while keeping expenses in check.

Welcome to West Stockbridge, MA: A Blend of History, Culture, and Natural Beauty

West Stockbridge, MA offers a delightful blend of art, nature, and small-town character. This is an ideal spot for those in the mood to unwind and immerse themselves in culture and natural beauty. Start your journey with a visit to the Norman Rockwell Museum in nearby Stockbridge. It's a short drive and well worth it for a glimpse into the world of one of America's most beloved artists. Stroll through the galleries filled with Rockwell's iconic works and let the nostalgia wash over you as you connect with scenes that seem to capture the very essence of Americana. Once you've had your fill of art, head over to Olivia's Overlook for some breathtaking views. This scenic spot offers sweeping vistas of the surrounding hills and valleys, making it a perfect place for a peaceful moment of reflection or a leisurely hike. For those with a love for the great outdoors, Beebe Hill State Forest is an absolute must-visit. It's a haven for hikers, birdwatchers, and anyone who relishes the call of the wild. Wander through its lush trails, where each path seems to lead to a new adventure. Keep your eyes peeled for wildlife, or simply enjoy the rustle of leaves underfoot. The town itself is dotted with little shops and eateries, so take the time to explore its nooks and crannies. West Stockbridge has a way of making you feel right at home, offering a slice of New England.

Verified reviews of the city: West Stockbridge, MA

Below are reviews of the city of West Stockbridge, MA from an actual visitor's perspective.

"Berkshire Co-Op Market"
Score 4.0 / 5

I recommend the Berkshire Co-op Market in Great Barrington for excellent health food, and across main street (Rte 7) from there, there are several small restaurants, all in one square block, including the Allium Restaurant.

Polly G., from 14-Apr-2014
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