The best deals on hotels when visiting Stockbridge in Massachusetts.

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Top 24 Hotels In Stockbridge, Massachusetts 01229

The Red Lion Inn

30 Main Street Stockbridge, MA

Experience quality and comfort at The Red Lion Inn near Stockbridge, where tranquil accommodations create a welcoming retreat, with rates starting from just $150.99. Relax in accommodations that blend sophisticated design with ultimate comfort, creating a uniquely luxurious experience.

From The Red Lion Inn, a short drive takes guests right into downtown Stockbridge, where the city’s best sights and attractions await exploration. Discover how refined Stockbridge can be with accommodations that offer an unforgettable experience—secure now!

  Call (855) 235-0725 to book with an agent.
  1.6 miles from Stockbridge, MA 01229

Starting at

$150.99

per night

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Pleasant Valley Motel West Stockbridge

42 Stockbridge Rd West Stockbridge, MA

With budget-friendly rooms from $55.99, Pleasant Valley Motel West Stockbridge provides inviting accommodations for travelers to Stockbridge, creating a clean, comfortable environment for all. Enjoy a setting that blends affordability with comfort, where each room is equipped with everything needed for a restful stay.

With a quick drive into downtown Stockbridge, guests at Pleasant Valley Motel West Stockbridge can enjoy the best of the city while staying in a more peaceful setting. Choose value-driven comfort for your Stockbridge visit—book your affordable stay today!

  Call (855) 234-2997 to book with an agent.
  2.5 miles from Stockbridge, MA 01229

Starting at

$55.99

per night

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The Black Swan Lee Lenox Ascend Hotel Collection

435 Laurel St Lee, MA

Stay affordably at The Black Swan Lee Lenox Ascend Hotel Collection on your trip to Stockbridge, where safe rooms create a welcoming environment, with room rates starting from $98.99. Relax in rooms that are tailored to provide a superior level of comfort, with amenities that make your stay special.

At The Black Swan Lee Lenox Ascend Hotel Collection, guests are just a short drive from downtown Stockbridge, where the city’s top destinations are always within easy reach. Experience Stockbridge with accommodations that elevate your travel experience—book today!

  Call (855) 234-7135 to book with an agent.
  3.5 miles from Stockbridge, MA 01229

Starting at

$98.99

per night

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Econo Lodge Lee Great Barrington

980 Pleasant Street Lee, MA

Guests traveling to Stockbridge will enjoy the affordable comfort at Econo Lodge Lee Great Barrington, where rooms start at $55.99, creating a warm, inviting atmosphere for relaxation. Appreciate the pet-friendly policy of Econo Lodge, allowing you to bring along your furry friends for a nominal fee at select locations.

At Econo Lodge Lee Great Barrington, guests can easily access downtown Stockbridge, where the city’s most exciting spots are always just a short drive away. Book an inviting, economical stay for your Stockbridge trip and save—reserve today!

  Call (855) 239-5277 to book with an agent.
  3.6 miles from Stockbridge, MA 01229

Starting at

$55.99

per night

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Sunset Inn

150 Housatonic Street Lee, MA

Guests traveling to Stockbridge can unwind at Sunset Inn, where budget-friendly rooms start at $90.99, providing a warm and welcoming space perfect for rest. Find value and comfort in rooms that deliver just what you need for a pleasant and economical visit.

At Sunset Inn, guests are close enough to downtown Stockbridge for easy access, while still enjoying a quieter stay just a short drive away. Stay affordably and comfortably while exploring the best of Stockbridge—lock in your room today!

  Call (855) 235-0725 to book with an agent.
  4.2 miles from Stockbridge, MA 01229

Starting at

$90.99

per night

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Quality Inn

170 Housatonic Street Lee, MA

With budget-friendly rooms from $93.99, Quality Inn provides gentle accommodations for travelers bound for Stockbridge, creating a warm, welcoming space. Stay informed with Quality Inn's digital guest directory, providing easy access to hotel services, local attractions, and dining options.

Guests at Quality Inn will appreciate the convenience of being a short drive from downtown Stockbridge, making it easy to explore the city while enjoying a peaceful retreat. Stay refreshed and relaxed in Stockbridge with inviting, budget-friendly lodging—reserve now!

  Call (855) 234-7135 to book with an agent.
  4.2 miles from Stockbridge, MA 01229

Starting at

$93.99

per night

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Pilgrim Inn

165 Housatonic St Lee, MA

For budget-savvy travelers headed to Stockbridge, Pilgrim Inn offers inviting rooms with rates beginning at $89.99, creating a warm, comfortable space perfect for rest. Find enhanced comfort in rooms that offer a little more than the basics, designed for travelers who appreciate extra amenities.

With downtown Stockbridge just a short drive from Pilgrim Inn, guests can explore the city’s best sights while staying in a quieter, more peaceful area. Enjoy added perks and peace of mind while staying in Stockbridge—secure your room now!

  Call (855) 235-0725 to book with an agent.
  4.2 miles from Stockbridge, MA 01229

Starting at

$89.99

per night

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The Little Lion

506 Stockbridge Road Great Barrington, MA

Unwind at The Little Lion as you travel to Stockbridge, where soft accommodations offer a peaceful escape, with rates beginning at a welcoming $88.99 per night. Find rooms that cater to your needs with enhanced amenities, ensuring a comfortable and memorable stay.

From The Little Lion, a brief drive takes guests into downtown Stockbridge, where the city’s most vibrant spots are easily accessible. Relax and rejuvenate in Stockbridge with a hotel that makes you feel right at home—secure now!

  Call (855) 234-7135 to book with an agent.
  4.3 miles from Stockbridge, MA 01229

Starting at

$88.99

per night

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Travelodge by Wyndham Great Barrington Berkshires

400 Stockbridge Rd Great Barrington, MA

Travelodge by Wyndham Great Barrington Berkshires offers budget-friendly comfort for travelers headed to Stockbridge, with rooms starting at $67.99, creating a clean, inviting environment perfect for unwinding. Choose Travelodge for its family-friendly accommodations, ensuring a comfortable and enjoyable stay for guests of all ages.

At Travelodge by Wyndham Great Barrington Berkshires, you can rest in peaceful surroundings while keeping the lively streets of Stockbridge within easy reach. Book a practical and comfortable stay for your Stockbridge travels—secure today!

  Call (855) 233-0132 to book with an agent.
  5.1 miles from Stockbridge, MA 01229

Starting at

$67.99

per night

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Courtyard by Marriott Lenox Berkshires

70 Pittsfield Rd Lenox, MA

Find comfort and value at Courtyard by Marriott Lenox Berkshires when visiting Stockbridge, where homely accommodations provide a peaceful escape, with room rates starting at $161.99. Discover a new favorite with Courtyard's specialty coffee program, featuring a rotation of high-quality beans and expert brewing.

A brief drive from Courtyard by Marriott Lenox Berkshires delivers guests into downtown Stockbridge, where they can explore the city’s best attractions before returning to a peaceful stay. Relax in a Stockbridge hotel that turns your trip into a delightful experience—lock in today!

  Call (855) 233-0132 to book with an agent.
  5.8 miles from Stockbridge, MA 01229

Starting at

$161.99

per night

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Berkshire Travelodge

12703 Rte 22 Austerlitz, NY

Guests traveling to Stockbridge will find inviting accommodations at Berkshire Travelodge, with rooms starting at $84.99, creating a clean and welcoming environment ideal for relaxation. Benefit from Travelodge's pet-friendly accommodations, where your best friend is always welcome to join in on the fun.

With downtown Stockbridge still a convenient drive away, guests at Berkshire Travelodge can enjoy city adventures and return to the peaceful setting of the hotel. Enjoy a hassle-free Stockbridge visit with accommodations that prioritize value—reserve today!

  Call (855) 233-7850 to book with an agent.
  6.2 miles from Stockbridge, MA 01229

Starting at

$84.99

per night

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Holiday Inn Express Hotel & Suites Great Barrington an IHG Hotel

415 Stockbridge Rd Great Barrington, MA

For a welcoming and budget-friendly stay, Holiday Inn Express Hotel & Suites Great Barrington an IHG Hotel offers inviting rooms with rates from $125.00, creating a soft space ideal for travelers bound for Stockbridge. Relax in Holiday Inn Express's garden areas, offering a natural retreat for guests to unwind and enjoy the outdoors.

From Holiday Inn Express Hotel & Suites Great Barrington an IHG Hotel, guests can take advantage of easy access to downtown Stockbridge, while enjoying a more spacious and quiet retreat at the hotel. Get ready for a memorable Stockbridge trip with lodging that puts you first—secure now!

  Call (855) 239-4019 to book with an agent.
  6.3 miles from Stockbridge, MA 01229

Starting at

$125.00

per night

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Life House Berkshires

194 Pittsfield Rd Lenox, MA

Those visiting Stockbridge will find Life House Berkshires a refined choice, where quality rooms create a welcoming stay, with inviting rates from $108.99. Experience a stay where luxury meets comfort, with rooms equipped with the finest amenities for a truly enjoyable visit.

The serene surroundings at Life House Berkshires provide a relaxing retreat, with downtown Stockbridge still accessible for a day of city exploration. Choose a hotel in Stockbridge that creates a truly memorable travel experience—book today!

  Call (855) 234-2997 to book with an agent.
  6.3 miles from Stockbridge, MA 01229

Starting at

$108.99

per night

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Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires

249 Stockbridge Rd Great Barrington, MA

Guests bound for Stockbridge will find sheltered comfort at Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires, with inviting rooms starting at $179.99, creating a warm and welcoming space perfect for relaxation. Enjoy the charm of Fairfield’s local shuttle service, offering rides to nearby attractions and business hubs.

With a quick drive into downtown Stockbridge, guests at Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires can explore the city’s best spots while retreating to a quieter, more relaxing stay. Make the most of Stockbridge with a hotel that pairs convenience with savings—lock in now!

  Call (855) 233-0132 to book with an agent.
  6.7 miles from Stockbridge, MA 01229

Starting at

$179.99

per night

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Monument Mountain Motel

247 Stockbridge Rd Great Barrington, MA

With rooms beginning at $70.00, Monument Mountain Motel provides affordable accommodations for travelers visiting Stockbridge, creating a warm and welcoming environment for relaxation. Find added comfort in rooms that provide more than the essentials, offering a step up in amenities for a pleasant visit.

From Monument Mountain Motel, the drive into downtown Stockbridge offers easy access to the city’s top destinations while providing a peaceful escape at the end of the day. Plan your Stockbridge adventure with a hotel that’s as inviting as it is affordable—secure now!

  Call (855) 234-2997 to book with an agent.
  6.7 miles from Stockbridge, MA 01229

Starting at

$70.00

per night

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Hampton Inn & Suites Berkshires Lenox

445 Pittsfield Rd Lenox, MA

With budget-friendly rooms from $135.99, Hampton Inn & Suites Berkshires Lenox is an ideal choice for guests traveling to Stockbridge, creating a clean and inviting space for unwinding. Enjoy peaceful moments in Hampton’s gardens or courtyards, beautifully maintained areas ideal for relaxation or a leisurely walk.

Guests at Hampton Inn & Suites Berkshires Lenox can enjoy being slightly removed from the city’s busiest areas, with downtown Stockbridge still within easy reach for all their sightseeing needs. Get ready for an unforgettable Stockbridge visit with thoughtfully designed, budget-friendly lodging—lock in today!

  Call (855) 234-5074 to book with an agent.
  7.4 miles from Stockbridge, MA 01229

Starting at

$135.99

per night

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East Rock Inn

304 State Rd Great Barrington, MA

For a relaxing stay near Stockbridge, East Rock Inn offers inviting accommodations with rooms beginning at $142.99, creating a clean, welcoming environment ideal for rest. Enjoy practical comfort in rooms that deliver essential amenities, ensuring a comfortable stay without the extra cost.

With Stockbridge a drive away, guests at East Rock Inn can balance city adventures with a restful stay in more spacious accommodations. Make your Stockbridge travels relaxing and budget-friendly—book your hotel stay now!

  Call (855) 235-6136 to book with an agent.
  7.5 miles from Stockbridge, MA 01229

Starting at

$142.99

per night

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Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox, MA

Guests bound for Stockbridge will find budget-conscious comfort at Howard Johnson by Wyndham Lenox, with sheltered rooms starting at $77.99, creating a clean, inviting environment for relaxation. Rely on Howard Johnson’s strategic locations, making it easy to explore major attractions and local gems.

The peaceful location of Howard Johnson by Wyndham Lenox allows guests to relax, with downtown Stockbridge still within easy reach for exploring the city’s top attractions. Enjoy a practical, affordable hotel for your Stockbridge travels—reserve your room now!

  Call (855) 233-7850 to book with an agent.
  7.5 miles from Stockbridge, MA 01229

Starting at

$77.99

per night

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The Yankee Trademark Collection by Wyndham

461 Pittsfield Rd Lenox, MA

With budget-friendly rooms from $100.99, The Yankee Trademark Collection by Wyndham provides inviting comfort for travelers visiting Stockbridge, creating a warm, welcoming space. Experience unique charm and personality in each room of the Trademark Collection by Wyndham, where no two stays are exactly alike.

Guests at The Yankee Trademark Collection by Wyndham will appreciate the balance of city access and peaceful surroundings, with downtown Stockbridge still accessible by car for easy exploration. Get more out of your Stockbridge adventure with accommodations that save you money—secure now!

  Call (855) 239-4019 to book with an agent.
  7.5 miles from Stockbridge, MA 01229

Starting at

$100.99

per night

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Wagon Wheel Inn

484 Pittsfield Rd Lenox, MA

For an affordable stay near Stockbridge, Wagon Wheel Inn provides budget-conscious accommodations with rooms from $69.00, creating a soothing, inviting space for rest. Stay in a room that offers dependable comfort, with practical amenities that make your visit both enjoyable and economical.

From Wagon Wheel Inn, a convenient drive into downtown Stockbridge allows guests to enjoy the city’s highlights while returning to a quiet, restful stay. Make your Stockbridge trip both cozy and budget-friendly—secure your room today!

  Call (855) 239-5277 to book with an agent.
  7.6 miles from Stockbridge, MA 01229

Starting at

$69.00

per night

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Quality Inn

372 Main Street Great Barrington, MA

With rooms beginning at $82.99, Quality Inn provides affordable accommodations for travelers visiting Stockbridge, creating a warm and welcoming environment for relaxation. Kick back and relax with Quality Inn's premium cable TV offerings, perfect for unwinding after a day of travel.

From Quality Inn, guests can easily access downtown Stockbridge by car, making it simple to explore the city’s attractions while retreating to a peaceful stay. Take advantage of a Stockbridge hotel that keeps both quality and cost in mind—reserve now!

  Call (855) 235-0725 to book with an agent.
  7.9 miles from Stockbridge, MA 01229

Starting at

$82.99

per night

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Hilton Garden Inn Lenox Pittsfield

1032 South Street Pittsfield, MA

Unwind in the heartwarming atmosphere of Hilton Garden Inn Lenox Pittsfield as you explore Stockbridge, where restful rooms provide quality and warmth, with rates from just $141.99. Benefit from the personalized service of Hilton Garden Inn's Gallery Hosts, who are on hand to assist with dining recommendations and more.

With Stockbridge a drive away, guests at Hilton Garden Inn Lenox Pittsfield can explore the city’s highlights while enjoying the hotel’s quieter, more serene setting. Find unmatched comfort and style for your Stockbridge travels—book your hotel room today!

  Call (855) 239-5277 to book with an agent.
  7.9 miles from Stockbridge, MA 01229

Starting at

$141.99

per night

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Best Western Plus Berkshire Hills Inn & Suites

1350 West Housatonic St Pittsfield, MA

At Best Western Plus Berkshire Hills Inn & Suites, travelers visiting Stockbridge can enjoy inviting accommodations with rooms from $97.99, creating a clean and welcoming environment ideal for rest. Appreciate the special seasonal decorations at Best Western Plus during holidays, enhancing the festive atmosphere.

With downtown Stockbridge a drive from Best Western Plus Berkshire Hills Inn & Suites, guests can explore the city’s top spots while enjoying a more relaxed stay away from the bustle. Make your Stockbridge travels both fun and affordable with thoughtfully designed accommodations—secure today!

  Call (855) 234-2997 to book with an agent.
  9.1 miles from Stockbridge, MA 01229

Starting at

$97.99

per night

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Berkshire Inn

150 West Housatonic St Pittsfield, MA

Guests bound for Stockbridge can unwind at Berkshire Inn, where budget-friendly rooms start at $88.99, providing a warm and comfortable space ideal for a restful stay. Find value in rooms that offer dependable comfort, ensuring a pleasant stay at an economical price.

Relax at Berkshire Inn in a peaceful setting, knowing downtown Stockbridge is within easy reach by car for city adventures. Enjoy a stress-free, budget-conscious Stockbridge stay with added comfort—book today!

  Call (855) 235-6136 to book with an agent.
  10.2 miles from Stockbridge, MA 01229

Starting at

$88.99

per night

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