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 & Accommodations

Pleasant Valley Motel West Stockbridge in West Stockbridge
+1-888-389-4121
42 Stockbridge Rd., West Stockbridge, MA 01266 +1-888-389-4121
  • Low priced property
  • Check-in: 13:00
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Apple Tree Inn - Lenox
+1-888-675-2083
10 Richmond Mountain Rd., Lenox, MA 01240 +1-888-675-2083 ~2.71 miles northeast of West Stockbridge
  • 4-star Mountain property
  • Hotel has 3 floors
From$100
Average 3.0 /5 Hotel Reviews Call BookMore Details
Wheatleigh : Hawthorne Rd.
+1-800-716-8490
Hawthorne Rd., Lenox, MA 01240 +1-800-716-8490 ~2.78 miles east of West Stockbridge
  • 3-star hotel
  • 2 floors in property
From$400
Very good 4.0 /5 Recent Reviews Call BookMore Details
Brook Farm Inn
+1-800-805-5223
15 Hawthorne St., Lenox, MA 01240 +1-800-805-5223 ~3.82 miles east of West Stockbridge
  • 4-star Rural property
  • Complimentary breakfast is offered
From$120
Very good 4.0 /5 Hotel Reviews Call BookMore Details
The Red Lion Inn
+1-888-965-1860
30 Main St., Stockbridge, MA 01262 +1-888-965-1860 ~3.85 miles southeast of West Stockbridge
  • 3-star Rural hotel
  • Has environment-friendly policy See more
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Seven Hills Inn : 40 Plunkett St.
+1-888-788-5576
40 Plunkett St., Lenox, MA 01240 +1-888-788-5576 ~3.87 miles east of West Stockbridge
  • 4-star Resort hotel
  • 57 sleeping rooms in hotel
From$184
Very good 4.5 /5 Guest Reviews Call BookMore Details
Canyon Ranch Lenox
+1-888-897-9207
165 Kemble St., Lenox, MA 01240 +1-888-897-9207 ~4.06 miles east of West Stockbridge
  • Mid-scale hotel
  • Check-in time: 15:00
From$90
Average 3.0 /5 Guest Reviews Call BookMore Details
The Constance by The Lenox Collection : 11 Old Stockbridge Rd.
+1-888-311-4278
11 Old Stockbridge Rd., Lenox, MA 01240 +1-888-311-4278 ~4.08 miles east of West Stockbridge
  • 4-star property
  • Free comp. breakfast
From$225
Average 3.0 /5 Guest Reviews Call BookMore Details
Kemble Inn
+1-888-469-4795
2 Kemble St., Lenox, MA 01240 +1-888-469-4795 ~4.16 miles east of West Stockbridge
  • 3-star Mountain hotel
  • Hotel has an eco-friendly policy Read more
From$265
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Whitlock by The Lenox Collection in Lenox
+1-888-734-9421
16 Church St., Lenox, MA 01240 +1-888-734-9421 ~4.18 miles east of West Stockbridge
  • 3 star hotel
  • Check in: 14:00
From$200
Average 3.0 /5 Guest Reviews Call BookMore Details
The Dewey by The Lenox Collection in Lenox
+1-888-841-5292
7 Hubbard St., Lenox, MA 01240 +1-888-841-5292 ~4.48 miles northeast of West Stockbridge
  • 4-star hotel
  • 2 floors in hotel
From$75
Average 3.0 /5 Read Reviews Call BookMore Details
The Cornell Inn, Lenox & The Berkshires - Lenox
+1-888-455-5160
203 Main St., Lenox, MA 01240 +1-888-455-5160 ~4.61 miles northeast of West Stockbridge
  • Midscale Mountain property
  • Check in: 3:00 PM-8PM
From$60
Very good 4.0 /5 Read Reviews Call BookMore Details
Black Swan Inn Lee Lenox An Ascend Hotel : 435 Laurel St.
+1-888-965-8297
435 Laurel St., Lee, MA 01238 +1-888-965-8297 ~4.89 miles east of West Stockbridge
  • 3 star Lake property
  • Gym / Fitness Center Available
From$60
Very good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn : 435 Laurel St.
+1-888-906-6358
435 Laurel St., Lee, MA 01238 Website +1-888-906-6358 ~4.92 miles east of West Stockbridge
  • Three Star Lake property
  • Check in time: 3:00 PM
From$65
Very good 4.0 /5 Latest Reviews Call BookMore Details
Rodeway Inn in Lee
+1-888-749-6785
200 Laurel St., Lee, MA 01238 +1-888-749-6785 ~5.10 miles east of West Stockbridge
  • Two star hotel
  • 23 rooms in hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Chambery Inn
+1-888-878-9982
199 Main St., Lee, 01238 +1-888-878-9982 ~5.46 miles east of West Stockbridge
  • Affordable hotel
  • 9 sleeping rooms in hotel
From$90
Very good 4.5 /5 Guest Reviews Call BookMore Details
Applegate Inn
+1-888-389-4485
279 West Park St., Lee, MA 01238 +1-888-389-4485 ~5.48 miles east of West Stockbridge
  • 3 star Rural hotel
  • 6 suites in property
From$160
Very good 4.0 /5 Recent Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center
+1-888-389-4121
802 State Rd., Richmond, MA 01254 +1-888-389-4121 ~5.51 miles north of West Stockbridge
  • 3 star Rural property
  • 3 floors in property
From$150
Very good 4.5 /5 Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort
+1-888-675-2083
190 Meadow St., South Lee, MA 01260 +1-888-675-2083 ~5.53 miles southeast of West Stockbridge
  • Three Star Mountain property
  • 3 floors in hotel
From$89
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Element Lenox Berkshires
+1-800-716-8490
130 Pittsfield Rd., Lenox, MA 01240 +1-800-716-8490 ~5.55 miles northeast of West Stockbridge
  • Affordable Mountain hotel
  • Check-in time: 3:00PM
From$50
Average 3.0 /5 Hotel Reviews Call BookMore Details
33 Main
+1-800-805-5223
33 Main St., Lenox, MA 01238 +1-800-805-5223 ~5.61 miles east of West Stockbridge
  • Luxurious 5-star property
From$200
Average 3.0 /5 Latest Reviews Call BookMore Details
Eastover Estate & Retreat
+1-888-965-1860
430 East St., Lenox, MA 01240 +1-888-965-1860 ~5.72 miles northeast of West Stockbridge
  • Four-star Mountain hotel
  • 10 meeting rooms in hotel
From$109
Average 3.5 /5 Recent Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington
+1-888-788-5576
980 Pleasant St., Lee, MA 01238 +1-888-788-5576 ~5.79 miles southeast of West Stockbridge
  • Cheap hotel
  • Comp. Breakfast
From$48
Average 3.0 /5 Reviews Call BookMore Details
Life House Berkshires
+1-888-897-9207
194 Pittsfield Rd., Lenox, MA 01240 +1-888-897-9207 ~5.83 miles northeast of West Stockbridge
  • Economy Suburban property
From$49
Average 3.0 /5 Hotel Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox - Lenox
+1-888-311-4278
462 Pittsfield Rd., Lenox, MA 01240 +1-888-311-4278 ~5.97 miles northeast of West Stockbridge
  • 2 star Resort property
  • 2 floors in property
From$65
Average 3.0 /5 Review Score Call BookMore Details
Pilgrim Inn
+1-888-469-4795
165 Housatonic St., Lee, MA 01238 +1-888-469-4795 ~6.04 miles east of West Stockbridge
  • 3-star property
  • Check-in time: 3:00 PM
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only
+1-888-734-9421
55 Lee Rd., Lenox, MA 01240 +1-888-734-9421 ~6.60 miles northeast of West Stockbridge
  • High end Resort hotel
  • Hotel has 19 suites
From$138
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox
+1-888-841-5292
445 Pittsfield Rd., Lenox, MA 01240 +1-888-841-5292 ~6.84 miles northeast of West Stockbridge
  • 3-star Mountain property
  • Free breakfast
From$109
Average 3.0 /5 Reviews Call BookMore Details
The Yankee, Trademark Collection by Wyndham : 461 Pittsfield Rd.
+1-888-455-5160
461 Pittsfield Rd., Lenox, MA 01240 +1-888-455-5160 ~6.90 miles northeast of West Stockbridge
  • Low-priced property
  • Fitness center on property
From$145
Very good 4.0 /5 Review Score Call BookMore Details
Knights Inn Lenox in Lenox
+1-888-965-8297
474 Pittsfield Rd., Lenox, MA 01240 +1-888-965-8297 ~6.98 miles northeast of West Stockbridge
  • 2 star Downtown hotel
  • Check in time: 2.00 pm
Lenox Inn
+1-888-906-6358
525 Pittsfield Rd., Lenox, MA 01240 +1-888-906-6358 ~7.17 miles northeast of West Stockbridge
  • Low-priced hotel
  • 18 rooms in hotel
Hilton Garden Inn Lenox Pittsfield in Pittsfield
+1-888-749-6785
1032 South St., Pittsfield, MA 01201 +1-888-749-6785 ~7.21 miles northeast of West Stockbridge
  • 3 star Suburban property
  • 95 rooms in property
From$95
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires
+1-888-878-9982
1055 South St., Pittsfield, MA 01201 +1-888-878-9982 ~7.28 miles northeast of West Stockbridge
  • Affordable Suburban hotel
  • Free breakfast available
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Berkshire Mountain Lodge in Pittsfield
+1-888-389-4485
8 Dan Fox Dr., Pittsfield, MA 01201 +1-888-389-4485 ~7.52 miles northeast of West Stockbridge
  • 2-star Mountain hotel
  • 146 suites in property
From$125
Very good 4.5 /5 Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites
+1-888-389-4121
1350 West Housatonic St., Pittsfield, MA 01201 +1-888-389-4121 ~7.70 miles north of West Stockbridge
  • 3 star Rural property
  • 19 suites in property
From$85
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Great Barrington : 415 Stockbridge Rd.
+1-888-675-2083
415 Stockbridge Rd., Great Barrington, MA 01230 +1-888-675-2083 ~7.86 miles south of West Stockbridge
  • Mid-scale Mountain property
  • Check-in time: 3:00pm
From$89
Very good 4.0 /5 Review Score Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires
+1-800-716-8490
400 Stockbridge Rd., Great Barrington, MA 01230 +1-800-716-8490 ~7.95 miles south of West Stockbridge
  • Cheap Resort property
  • Check in time: 11:00 AM
From$47
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
+1-800-805-5223
249 Stockbridge Rd., Great Barrington, MA 01230 Website +1-800-805-5223 ~8.28 miles south of West Stockbridge
  • Midscale Resort property
  • Check in time: 3:00pm
From$109
Very good 4.0 /5 Read Reviews Call BookMore Details
Berkshire Inn - Pittsfield
+1-888-965-1860
150 West Housatonic St., Pittsfield, MA 01201 +1-888-965-1860 ~9.35 miles northeast of West Stockbridge
  • Cheap Downtown property
  • 2 floors in property
From$90
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn Great Barrington
+1-888-788-5576
372 Main St., Great Barrington, MA 01230 Website +1-888-788-5576 ~9.36 miles south of West Stockbridge
  • Economy Rural hotel
  • Hotel has 2 floors
From$100
Very good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG
+1-888-897-9207
1 West St., Pittsfield, MA 01201 +1-888-897-9207 ~9.79 miles northeast of West Stockbridge
  • 3-star Downtown hotel
  • Fitness + Health Center
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hotel on North - Pittsfield
+1-888-311-4278
297 North St., Pittsfield, MA 01201 +1-888-311-4278 ~10.10 miles northeast of West Stockbridge
  • Four star Downtown property
  • 6 suites in property
From$150
Excellent 5.0 /5 Latest Reviews Call BookMore Details
The Windflower Inn : 684 South Egremont Rd.
+1-888-469-4795
684 South Egremont Rd., Great Barrington, MA 01230 +1-888-469-4795 ~11.41 miles south of West Stockbridge
  • 3-star Mountain hotel
  • Hotel has 2 floors
From$185
Excellent 5.0 /5 Review Score Call BookMore Details
Econo Lodge
+1-888-734-9421
16 Cheshire Rd., Pittsfield, MA 01201 +1-888-734-9421 ~12.49 miles northeast of West Stockbridge
  • Inexpensive Downtown hotel
  • Check-in: 2pm
Club Wyndham Bentley Brook in Hancock
+1-888-841-5292
1 Corey Rd., Hancock, MA 01237 +1-888-841-5292 ~16.07 miles north of West Stockbridge
  • 3 star Mountain property
  • Hotel has 4 floors
From$90
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Jiminy Peak Mountain Resort
+1-888-455-5160
37 Corey Rd., Hancock, MA 01237 +1-888-455-5160 ~16.25 miles north of West Stockbridge
  • Three Star Mountain hotel
  • Hotel has 3 floors
From$105
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Vacation Village in The Berkshires - Lanesborough
+1-888-965-8297
276 Brodie Mtn Rd., Lanesborough, MA 01237 +1-888-965-8297 ~17.19 miles north of West Stockbridge
  • Affordable Mountain hotel
  • 360 suites in hotel
From$75
Very good 4.0 /5 Latest Reviews Call BookMore Details
James Newbury Hotel & Spa - Coxsackie
+1-888-906-6358
60 South River St., Coxsackie, NY 12051 +1-888-906-6358 ~22.48 miles west of West Stockbridge
  • Three Star Riverfront property
  • 47 rooms in hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
St. Charles Hotel in Hudson
+1-888-749-6785
16 Park Place, Hudson, NY 12534 +1-888-749-6785 ~22.50 miles west of West Stockbridge
  • Economy Downtown hotel
  • 34 sleeping rooms in hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hudson Whaler : 542 Warren St.
+1-888-878-9982
542 Warren St., Hudson, NY 12534 +1-888-878-9982 ~22.60 miles west of West Stockbridge
  • 3-star Downtown property
  • 3 floors in property
From$75
Very good 4.0 /5 Hotel Reviews Call BookMore Details

Next: See My West Stockbridge Hotels with Pricing

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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