Stockbridge hotels from RM279
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27 Aug - 28 AugTomorrow
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28 Aug - 30 AugNext weekend
4 Sept - 6 SeptOur top choices for Stockbridge hotels
1. The Red Lion Inn
The Red Lion InnStockbridge
Patricia
RM637
RM912 total
includes taxes & fees
8 Sept - 9 Sept
2. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and ChesterwoodStockbridge
Philippe
RM1,460
RM1,767 total
includes taxes & fees
11 Sept - 12 Sept
3. The Inn at Stockbridge
The Inn at StockbridgeStockbridge
Michele
RM1,518
RM1,780 total
includes taxes & fees
14 Sept - 15 Sept
4. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
BJORN
RM499
RM558 total
includes taxes & fees
7 Sept - 8 Sept
5. Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
Claudia
RM471
RM605 total
includes taxes & fees
10 Sept - 11 Sept
6. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
Rinat
RM513
RM573 total
includes taxes & fees
21 Sept - 22 Sept
7. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
Lisa
RM647
RM722 total
includes taxes & fees
7 Sept - 8 Sept
8. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
Christine
RM441
RM493 total
includes taxes & fees
16 Sept - 17 Sept
9. Shaker Mill Inn
Shaker Mill InnWest Stockbridge
Mervin
RM724
RM794 total
includes taxes & fees
31 Aug - 1 Sept
10. The Little Lion
The Little LionGreat Barrington
Anne
RM453
RM506 total
includes taxes & fees
2 Sept - 3 Sept
11. The Yankee Inn
The Yankee InnLenox
Karen
RM612
RM684 total
includes taxes & fees
27 Sept - 28 Sept
12. Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox BerkshiresLenox
Laura
RM715
RM799 total
includes taxes & fees
7 Sept - 8 Sept
13. The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The BerkshiresLenox
Edward
RM799
RM916 total
includes taxes & fees
31 Aug - 1 Sept
14. Devonfield Inn B&B
Devonfield Inn B&BLee
Richard
RM1,566
RM1,749 total
includes taxes & fees
3 Sept - 4 Sept
15. Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
James
RM591
RM661 total
includes taxes & fees
13 Sept - 14 Sept
16. Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
Jermaine
RM462
RM516 total
includes taxes & fees
21 Sept - 22 Sept
17. Chambery Inn
Chambery InnLee
Richard
RM1,087
RM1,214 total
includes taxes & fees
27 Sept - 28 Sept
18. Granville House
Granville HouseHousatonic
Nicole
RM1,107
RM1,237 total
includes taxes & fees
10 Sept - 11 Sept
19. Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-LenoxLenox
Nancy
RM501
RM559 total
includes taxes & fees
9 Sept - 10 Sept
20. Element by Marriott Lenox Berkshires
Element by Marriott Lenox BerkshiresLenox
Lawrence
RM717
RM800 total
includes taxes & fees
7 Sept - 8 Sept
Stay near popular Stockbridge attractions
Norman Rockwell Museum
9.4/10 (347 reviews)
This gallery houses the world's largest collection of Norman Rockwell's iconic American illustrations. Explore his relocated studio on the scenic Berkshire estate for insight into his creative process.
National Shrine of the Divine Mercy
9.0/10 (83 reviews)
This serene sanctuary in the Berkshire Mountains is a centre for Divine Mercy devotion inspired by Saint Faustina. Visitors can join the daily 3:00 PM Chaplet or walk contemplative trails.
Naumkeag Museum
9.4/10 (10 reviews)
This Gilded Age estate features a 44-room "cottage" with original Choate family furnishings. Explore the iconic Blue Steps and designed gardens while enjoying panoramic Berkshire Mountain views.
Berkshire Botanical Garden
9.4/10 (14 reviews)
Explore 15 acres of meticulously designed "garden rooms" showcasing over 3,000 plant species native to the Berkshires. The garden's seasonal exhibitions offer an educational journey through horticulture and conservation.
Stockbridge Bowl
This 372-acre Berkshire lake offers serene boating, fishing, and swimming against a backdrop of rolling hills. In winter, Stockbridge Bowl transforms into a magical venue for ice-skating and ice-fishing.
Berkshire Theatre Festival
8.8/10 (3 reviews)
The historic Berkshire Theatre Festival presents classic and contemporary plays in intimate venues. Attend a summer evening performance for an immersive cultural experience in picturesque Stockbridge.
Schantz Galleries
7.2/10 (5 reviews)
This renowned gallery showcased museum-quality glass sculptures from masters like Chihuly and Tagliapietra. Though permanently closed since 2023, its legacy lives on in the contemporary glass art movement.
Frelinghuysen Morris House and Studio
8.2/10 (10 reviews)
Step inside the Bauhaus-inspired home of pioneering abstract artists Morris and Frelinghuysen, surrounded by masterworks from Picasso and Lรฉger. Wander the estate's woodland trails after admiring their art collection.
Learn more about Stockbridge
Norman Rockwell's Museum showcases the artist's iconic paintings of small-town American life in his former studio. Stroll down Main Street's historic district before hiking Monument Mountain for views that inspired Nathaniel Hawthorne's literary works.
See all hotels in Stockbridge
Top Stockbridge Hotel Reviews
The Red Lion Inn
10/10 Excellent
"Great visit to Stockbridge. Can't think of a better place to stay than the iconic Red Lion Inn."
Holiday Inn Club Vacations Oak 'n Spruce Resort
10/10 Excellent
"Helpful staff, clean large suite with 2 beds and baths. Enjoyed the activity center and all it had to offer."
The Yankee Inn
10/10 Excellent
"Charming hotel with a wonderful breakfast and two lovely pools, plus a nature walk to a lake. The staff were great, really nice and helpful."
Berkshire Mountain Lodge
10/10 Excellent
"We were very happy with how large the rooms were and it felt like you were in an apartment great location and very clean excellent customer service at the front desk"
The Inn at Stockbridge
10/10 Excellent
"The property and grounds are beautiful and perfectly appointed. The staff are friendly and accommodating. The room was very comfortable. The gym is small but was very functional for our purposes and we appreciated having it available. The pool is beautiful but sadly we were unable to use it as it was closed the afternoon we came back early to swim and enjoy the sun. Breakfast was outstanding all 3 days and we appreciated having an access to machine for espresso and cappuccino. Would definitely stay here again."
Best Western Plus Berkshire Hills Inn & Suites
10/10 Excellent
"Fine place to stay in the Lenox area."
FairBridge Inn Express
10/10 Excellent
"It was very nice and everyone was extremely helpful"
Howard Johnson by Wyndham Lenox
8/10 Good
"Room was clean and comfortable. Always nice to have a frig and microwave."
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
10/10 Excellent
"My stay at Dianeโs bed and breakfast was absolutely wonderful. Diane herself is incredibly warm, welcoming, and genuinely informative โ she made the entire experience feel personal and cared for. The room was quaint, cozy, and charming in that classic New England way, with comfortable beds, plenty of towels, and a generous selection of bath amenities that made settling in effortless. Breakfast was a standout: a truly amazing cookโtoโorder meal that felt both homemade and highโend. Every dish was fresh, delicious, and clearly prepared with pride. Parking was plentiful and convenient, making arrival and departure stressโfree. Overall, this B&B is a gem โ comfortable, inviting, and thoughtfully run. Iโd happily return and recommend it to anyone looking for a relaxing stay."
More cheap stays in Stockbridge
FairBridge Inn Express
16 Cheshire Road Pittsfield MA
RM250
RM279 total
1 Sept - 2 Sept
includes taxes & fees
Howard Johnson by Wyndham Lenox
462 Pittsfield Rd Lenox MA
RM318
RM355 total
7 Sept - 8 Sept
includes taxes & fees
7.6/10 Good! (903 reviews)
Quality Inn Great Barrington
372 Main Street Great Barrington MA
RM373
RM417 total
16 Sept - 17 Sept
includes taxes & fees
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St Pittsfield MA
RM462
RM516 total
21 Sept - 22 Sept
includes taxes & fees
8.4/10 Very good! (1,012 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
1055 South Street Pittsfield MA
RM481
RM537 total
24 Sept - 25 Sept
includes taxes & fees
The Yankee Inn
461 Pittsfield Rd Lenox MA
RM612
RM684 total
27 Sept - 28 Sept
includes taxes & fees
9.2/10 Wonderful! (1,022 reviews)
