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Stockbridge Massachusetts Hotels & Motels

Find hotels in Stockbridge using the list and search tools below. Find cheap and discounted hotel/motel rates in or nearby Stockbridge, MA for your upcoming personal or group trip. We list the best Stockbridge, Massachusetts motel and hotel rooms. Browse the Stockbridge area hotels to find the perfect lodging! Please use the provided map of the Stockbridge hotels. Booking 5+ Rooms? Find Stockbridge Group Hotel Discounts

The Stockbridge center point is about 4 miles south of Tanglewood and 9 miles south of Bousquet Ski Area.

Stockbridge Hotels & Accommodations

The Red Lion Inn
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
30 Main St., Stockbridge, MA 01262
  • 3 star Rural hotel
  • Gym / Fitness Center Available
More Photos Exterior of The Red Lion Inn
From£61
Average 3.0 /5 Guest Reviews Call BookMore Details
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Holiday Inn Club Vacations Oak N Spruce Resort
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
190 Meadow St., South Lee, MA 01260 ~2.56 miles east of Stockbridge
  • Mid-scale Mountain hotel
  • Check in time: 4:00pm
More Photos Photo of Holiday Inn Club Vacations Oak N Spruce Resort
From£68
Very good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge Lee - Great Barrington : 980 Pleasant St.
+1-800-716-8490

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980 Pleasant St., Lee, MA 01238 ~3.05 miles east of Stockbridge
  • Two star property
  • 28 rooms in property
More Photos Exterior of Econo Lodge Lee - Great Barrington
From£37
Average 3.0 /5 Review Score Call BookMore Details
Pleasant Valley Motel West Stockbridge - West Stockbridge
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
42 Stockbridge Rd., West Stockbridge, MA 01266 ~3.34 miles northwest of Stockbridge
  • Low Cost property
  • 16 rooms in hotel
More Photos Exterior of Pleasant Valley Motel West Stockbridge
From£46
Average 3.0 /5 Recent Reviews Call BookMore Details
Applegate Inn
+1-888-965-1860

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279 West Park St., Lee, MA 01238 ~3.64 miles east of Stockbridge
  • Three Star Rural hotel
  • Hotel has 11 rooms
More Photos Image of Applegate Inn
From£123
Very good 4.0 /5 Review Score Call BookMore Details
Rodeway Inn
+1-888-788-5576

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200 Laurel St., Lee, MA 01238 ~3.84 miles northeast of Stockbridge
  • Economical hotel
  • Check-in time: 11:00
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From£46
Average 3.0 /5 Hotel Reviews Call BookMore Details
Chambery Inn - Lee
+1-888-897-9207

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199 Main St., Lee, 01238 ~3.85 miles east of Stockbridge
  • 3 star property
  • 9 rooms in property
More Photos Image of Chambery Inn
From£69
Very good 4.5 /5 Read Reviews Call BookMore Details
33 Main
+1-888-311-4278

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33 Main St., Lenox, MA 01238 ~3.85 miles east of Stockbridge
  • Luxurious Five Star property
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From£154
Average 3.0 /5 Recent Reviews Call BookMore Details
Black Swan Inn Lee Lenox An Ascend Hotel
+1-888-469-4795

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435 Laurel St., Lee, MA 01238 ~3.91 miles northeast of Stockbridge
  • 3-star Lake property
  • 2 floors in hotel
More Photos Exterior of Black Swan Inn Lee Lenox An Ascend Hotel
From£46
Very good 4.0 /5 Latest Reviews Call BookMore Details
Seven Hills Inn - Lenox
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
40 Plunkett St., Lenox, MA 01240 ~3.91 miles northeast of Stockbridge
  • High-end Resort property
  • Has environment-friendly policy See more
More Photos Exterior of Seven Hills Inn
From£142
Very good 4.5 /5 Guest Reviews Call BookMore Details
Quality Inn in Lee
+1-888-841-5292

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435 Laurel St., Lee, MA 01238 ~3.92 miles northeast of Stockbridge
  • 3-star Lake hotel
  • 2 floors in property
More Photos Exterior of Quality Inn
From£50
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Wheatleigh
+1-888-455-5160

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Hawthorne Rd., Lenox, MA 01240 ~4.03 miles north of Stockbridge
  • Midscale hotel
  • Complimentary breakfast is offered
More Photos Exterior of Wheatleigh
From£308
Very good 4.0 /5 Recent Reviews Call BookMore Details
Pilgrim Inn in Lee
+1-888-965-8297

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165 Housatonic St., Lee, MA 01238 ~4.12 miles east of Stockbridge
  • 3 star hotel
  • Check-in time: 3:00 PM
More Photos Exterior of Pilgrim Inn
From£61
Average 3.0 /5 Guest Reviews Call BookMore Details
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Canyon Ranch Lenox - Lenox
+1-888-906-6358

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165 Kemble St., Lenox, MA 01240 ~4.47 miles northeast of Stockbridge
  • 3-star property
  • 102 rooms in hotel
More Photos Photo of Canyon Ranch Lenox
From£69
Average 3.0 /5 Latest Reviews Call BookMore Details
Apple Tree Inn
+1-888-749-6785

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10 Richmond Mountain Rd., Lenox, MA 01240 ~4.58 miles north of Stockbridge
  • High-end Mountain hotel
  • Check-in time: 4:00 PM
More Photos Exterior of Apple Tree Inn
From£77
Average 3.0 /5 Review Score Call BookMore Details
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Brook Farm Inn : 15 Hawthorne St.
+1-888-878-9982

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15 Hawthorne St., Lenox, MA 01240 ~4.79 miles north of Stockbridge
  • High-end Rural property
  • Check in time: 3 pm
More Photos Image of Brook Farm Inn
From£92
Very good 4.0 /5 Guest Reviews Call BookMore Details
Kemble Inn in Lenox
+1-888-389-4485

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2 Kemble St., Lenox, MA 01240 ~5.03 miles northeast of Stockbridge
  • Mid-scale Mountain hotel
  • 3 floors in hotel
More Photos Image of Kemble Inn
From£204
Very good 4.0 /5 Review Score Call BookMore Details
The Constance by The Lenox Collection
+1-888-389-4121

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11 Old Stockbridge Rd., Lenox, MA 01240 ~5.06 miles north of Stockbridge
  • High-end hotel
  • Free complimentary breakfast
More Photos Exterior of The Constance by The Lenox Collection
From£173
Average 3.0 /5 Reviews Call BookMore Details
The Whitlock by The Lenox Collection
+1-888-675-2083

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16 Church St., Lenox, MA 01240 ~5.14 miles northeast of Stockbridge
  • Midscale property
  • 30 sleeping rooms in hotel
More Photos hotel room
From£154
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Great Barrington - Great Barrington
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
415 Stockbridge Rd., Great Barrington, MA 01230 ~5.24 miles south of Stockbridge
  • Three Star Mountain property
  • Complimentary breakfast is offered
More Photos Image of Holiday Inn Express Great Barrington
From£68
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Travelodge by Wyndham Great Barrington Berkshires - Great Barrington
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
400 Stockbridge Rd., Great Barrington, MA 01230 ~5.34 miles south of Stockbridge
  • Economical Resort hotel
  • Comp. Breakfast
More Photos Exterior of Travelodge by Wyndham Great Barrington Berkshires
From£36
Average 3.0 /5 Recent Reviews Call BookMore Details
The Dewey by The Lenox Collection
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
7 Hubbard St., Lenox, MA 01240 ~5.58 miles north of Stockbridge
  • Expensive property
  • 2 floors in property
More Photos hotel room
From£57
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi - Great Barrington
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
249 Stockbridge Rd., Great Barrington, MA 01230 Website ~5.68 miles south of Stockbridge
  • Affordable Resort hotel
  • Check in: 3:00pm
More Photos Photo of Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
From£84
Very good 4.0 /5 Guest Reviews Call BookMore Details
The Cornell Inn Lenox - Lenox
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
203 Main St., Lenox, MA 01240 ~5.80 miles north of Stockbridge
  • Mid-scale Mountain property
  • 28 rooms in hotel
More Photos Photo of The Cornell Inn Lenox
From£46
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Eastover Estate & Retreat - Lenox
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
430 East St., Lenox, MA 01240 ~6.54 miles northeast of Stockbridge
  • 4-star Mountain property
  • Hotel has an eco-friendly policy See more
More Photos Exterior of Eastover Estate & Retreat
From£84
Average 3.5 /5 Reviews Call BookMore Details
Quality Inn in Great Barrington
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
372 Main St., Great Barrington, MA 01230 Website ~6.98 miles south of Stockbridge
  • Low priced Rural hotel
  • Fitness / Gym is on-site
More Photos Image of Quality Inn
From£77
Very good 4.0 /5 Latest Reviews Call BookMore Details
Life House Berkshires in Lenox
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
194 Pittsfield Rd., Lenox, MA 01240 ~7.24 miles north of Stockbridge
  • Low-priced Suburban property
  • Check in time: 2pm
More Photos Image of Life House Berkshires
From£37
Average 3.0 /5 Guest Reviews Call BookMore Details
Howard Johnson by Wyndham Lenox - Lenox
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
462 Pittsfield Rd., Lenox, MA 01240 ~7.43 miles north of Stockbridge
  • Two-star Resort hotel
  • 2 floors in property
More Photos Photo of Howard Johnson by Wyndham Lenox
From£50
Average 3.0 /5 Read Reviews Call BookMore Details
Miraval Berkshires Resort & Spa - All Inclusive Adults Only
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
55 Lee Rd., Lenox, MA 01240 ~8.00 miles north of Stockbridge
  • 4 star Resort hotel
  • 19 suites in property
More Photos Photo of Miraval Berkshires Resort & Spa - All Inclusive Adults Only
From£106
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Berkshires-Lenox
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
445 Pittsfield Rd., Lenox, MA 01240 ~8.40 miles north of Stockbridge
  • Mid-scale Mountain property
  • 24 suites in property
More Photos Image of Hampton Inn & Suites Berkshires-Lenox
From£84
Average 3.0 /5 Latest Reviews Call BookMore Details
Yankee Inn
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
461 Pittsfield Rd., Lenox, MA 01240 ~8.46 miles north of Stockbridge
  • Low-priced hotel
  • Fitness + Health Center
More Photos Exterior of Yankee Inn
From£111
Very good 4.0 /5 Guest Reviews Call BookMore Details
Tiara Equest (The Inn at Richmond & Berkshire Equestrian Center
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
802 State Rd., Richmond, MA 01254 ~8.47 miles north of Stockbridge
  • 3-star Rural property
  • 3 floors in hotel
More Photos hotel room
From£115
Very good 4.5 /5 Read Reviews Call BookMore Details
Knights Inn Lenox : 474 Pittsfield Rd.
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
474 Pittsfield Rd., Lenox, MA 01240 ~8.50 miles north of Stockbridge
  • Two-star Downtown hotel
More Photos Photo of Knights Inn Lenox
From£28
Poor 2.0 /5 Read Reviews Call BookMore Details
Lenox Inn - Lenox
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
525 Pittsfield Rd., Lenox, MA 01240 ~8.73 miles north of Stockbridge
  • Inexpensive hotel
  • 18 rooms in hotel
More Photos Image of Lenox Inn
From£46
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1032 South St., Pittsfield, MA 01201 ~8.79 miles north of Stockbridge
  • Affordable Suburban hotel
  • Check-in time: 03:00PM
More Photos Exterior of Hilton Garden Inn Lenox Pittsfield
From£73
Very good 4.0 /5 Guest Reviews Call BookMore Details
Berkshire Mountain Lodge : 8 Dan Fox Dr.
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
8 Dan Fox Dr., Pittsfield, MA 01201 ~9.14 miles north of Stockbridge
  • Economical Mountain property
  • Check-in time: 4:00PM
More Photos Exterior of Berkshire Mountain Lodge
From£96
Very good 4.5 /5 Hotel Reviews Call BookMore Details
The Windflower Inn in Great Barrington
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
684 South Egremont Rd., Great Barrington, MA 01230 ~9.44 miles southwest of Stockbridge
  • 3-star Mountain hotel
  • Hotel has 13 rooms
More Photos Exterior of The Windflower Inn
From£142
Excellent 5.0 /5 Guest Reviews Call BookMore Details
Best Western Plus Berkshire Hills Inn & Suites
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1350 West Housatonic St., Pittsfield, MA 01201 ~10.15 miles north of Stockbridge
  • 3 star Rural property
  • Check in: 3pm
More Photos Image of Best Western Plus Berkshire Hills Inn & Suites
From£61
Very good 4.0 /5 Recent Reviews Call BookMore Details
Berkshire Inn
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
150 West Housatonic St., Pittsfield, MA 01201 ~11.22 miles north of Stockbridge
  • Two star Downtown property
  • Check-in time: 1500
More Photos Image of Berkshire Inn
From£69
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn & Suites Pittsfield-Berkshires by IHG
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1 West St., Pittsfield, MA 01201 ~11.61 miles north of Stockbridge
  • 3 star Downtown hotel
  • 170 sleeping rooms in hotel
More Photos Exterior of Holiday Inn & Suites Pittsfield-Berkshires by IHG
From£61
Average 3.0 /5 Guest Reviews Call BookMore Details
Hotel on North
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
297 North St., Pittsfield, MA 01201 ~11.93 miles north of Stockbridge
  • 4-star Downtown hotel
  • 4 floors in property
More Photos Exterior of Hotel on North
From£115
Excellent 5.0 /5 Latest Reviews Call BookMore Details
Econo Lodge - Pittsfield
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
16 Cheshire Rd., Pittsfield, MA 01201 ~13.92 miles northeast of Stockbridge
  • Low-priced Downtown property
  • 2 floors in property
More Photos Photo of Econo Lodge
From£37
Poor 2.0 /5 Reviews Call BookMore Details
Club Wyndham Bentley Brook
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1 Corey Rd., Hancock, MA 01237 ~18.57 miles north of Stockbridge
  • 3 star Mountain property
  • 4 floors in hotel
More Photos Photo of Club Wyndham Bentley Brook
From£69
Very good 4.0 /5 Recent Reviews Call BookMore Details
Jiminy Peak Mountain Resort - Hancock
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
37 Corey Rd., Hancock, MA 01237 ~18.76 miles north of Stockbridge
  • Midscale Mountain hotel
  • Check-in: 4:00pm
More Photos Exterior of Jiminy Peak Mountain Resort
From£81
Very good 4.0 /5 Reviews Call BookMore Details
Vacation Village in The Berkshires
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
276 Brodie Mtn Rd., Lanesborough, MA 01237 ~19.52 miles north of Stockbridge
  • 3 star Mountain hotel
  • Check in: 16:00PM
More Photos Photo of Vacation Village in The Berkshires
From£57
Very good 4.0 /5 Read Reviews Call BookMore Details
Blackberry River Inn
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
538 Greenwoods Rd. West, Norfolk, CT 06058 ~19.85 miles south of Stockbridge
  • Midscale hotel
  • 17 rooms in property
More Photos Image of Blackberry River Inn
From£84
Very good 4.0 /5 Latest Reviews Call BookMore Details
Manor House Inn in Norfolk
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
69 Maple Ave., Norfolk, CT 06058 ~21.34 miles south of Stockbridge
  • Midscale Rural property
  • Hotel has 3 floors
More Photos Image of Manor House Inn
From£185
Very good 4.0 /5 Recent Reviews Call BookMore Details
Wake Robin Inn : 106 Sharon Rd.
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
106 Sharon Rd., Lakeville, CT 06039 ~23.51 miles south of Stockbridge
  • Three Star Rural hotel
  • Complimentary breakfast is offered
More Photos Image of Wake Robin Inn
From£68
Average 3.0 /5 Read Reviews Call BookMore Details
St. Charles Hotel : 16 Park Place
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
16 Park Place, Hudson, NY 12534 ~23.78 miles west of Stockbridge
  • Economical Downtown hotel
  • Check in time: 4:00 PM
More Photos Exterior of St. Charles Hotel
From£61
Average 3.0 /5 Read Reviews Call BookMore Details
Hudson Whaler
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
542 Warren St., Hudson, NY 12534 ~23.90 miles west of Stockbridge
  • Three Star Downtown hotel
  • 3 floors in property
More Photos hotel room
From£57
Very good 4.0 /5 Guest Reviews Call BookMore Details

Next: See My Stockbridge Hotels with Pricing

Graph: Upcoming 20 Days of Stockbridge Hotel Rates

Rates shown are nightly rates before taxes and do not necessarily reflect all Stockbridge, MA discounts available. The chart reflects the cheapest Stockbridge hotel for each day and each star rating category.

FAQs about hotels in Stockbridge

What are the most favored hotels in Stockbridge?

The Windflower Inn, Hotel on North and Chambery Inn are the best rated hotels based on customer reviews in the last 365 days.

What are the most high-end hotels in Stockbridge?

33 Main, Seven Hills Inn and Apple Tree Inn are the top 3 luxury hotels near Stockbridge city center.

What hotels are closest to the city center of Stockbridge?

The Red Lion Inn, Holiday Inn Club Vacations Oak N Spruce Resort, and Econo Lodge Lee - Great Barrington are the properties closest to Stockbridge city center.

What are the best independent hotels in Stockbridge?

The Windflower Inn, Hotel on North and Chambery Inn are the best rated independent hotels (not part of a big brand).

What are the most popular Choice Hotels branded hotels in Stockbridge?

Black Swan Inn Lee Lenox An Ascend Hotel, Quality Inn and Quality Inn are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the most popular IHG hotels in Stockbridge?

Holiday Inn Club Vacations Oak N Spruce Resort, Holiday Inn Express Great Barrington and Holiday Inn & Suites Pittsfield-Berkshires by IHG are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

Verified reviews of the city of Stockbridge

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

"The History"
Score 4.0 / 5

The history.

Joann P., from 03-Jan-2025
"Romantic Rooms With Fireplaces"
Score 4.0 / 5

Hot tubs and rooms in season have fake fireplaces that make it romantic in each room.

Cheryl P., from 24-Sep-2024
"The hotel was clean and beds comfortable. "
Score 4.0 / 5

The hotel was clean and beds comfortable. Some nice stores people are polite and friendly the catholic shrine is beautiful.

Richard B., from 18-Apr-2024
"Lovely Town & Shops!"
Score 5.0 / 5

I visited the shops in town and simply enjoyed walking in this lovely town!

Barbara S., from 10-Apr-2023
"Near the National Shrine of The Divine Mercy"
Score 4.0 / 5

We visited the National Shrine of The Divine Mercy and we liked the proximity to it from the hotel.

Dennis F., from 05-Mar-2023
"Rockwell Museum "
Score 5.0 / 5

Enjoyed walking & shopping. Everywhere we ate was delicious. Enjoyed the Rockwell Museum.

Marguerite C., from 13-Nov-2022
"Quaint Little Place & Shops to Wander Into!"
Score 5.0 / 5

It's a quaint little place to wander into all the shops.

Gwenn B., from 07-Nov-2022
"Great Location Near Attractions"
Score 4.0 / 5

Walkable to restaurants and shops. Quick drive to many attractions like Naumkeag, the Mount, Tanglewood, etc.

Paula S., from 15-Sep-2022
"Quaint!"
Score 4.0 / 5

The quaintness of the town echoing a time gone by coupled with an array and blend of history and a plethora of artsy things to do.

Richard S., from 14-Jun-2022
"Loved the Norman Rockwell Museum, the Quaint Downtown & Food!"
Score 4.0 / 5

Quaint downtown. Good food and loved the Norman Rockwell Museum which was about a 5 to 10 minute drive from hotel.

Roy S., from 24-Apr-2022
"Family Friendly"
Score 4.0 / 5

Quiet, simple living. I think people know each other well within the community.

Ludina F., from 13-Apr-2015
The average traveler rating of the city of Stockbridge, MA shown above is 4.3 out of 5 based on 11 reviews
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