The best deals on hotels when visiting Roosterville in Massachusetts.

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Top 24 Hotels In Roosterville, Massachusetts 01255

The Old Inn on the Green

134 Hartsville NE Marlborough Rd Great Barrington, MA

Those visiting Roosterville will appreciate the charm of The Old Inn on the Green, where inviting rooms provide luxury, with affordable rates starting from just $265.00. Relax in a setting that offers both luxury and comfort, with rooms featuring elegant furnishings and advanced technological conveniences.

With a short drive into downtown Roosterville, guests at The Old Inn on the Green can enjoy the city’s top destinations before returning to a peaceful retreat. Stay comfortably in Roosterville with a hotel that offers a flawless blend of service and style—lock in today!

  Call (855) 236-8982 to book with an agent.
  8.6 miles from Roosterville, MA 01255

Starting at

$265.00

per night

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East Rock Inn

304 State Rd Great Barrington, MA

Guests bound for Roosterville will find budget-friendly comfort at East Rock Inn, where inviting rooms start at $142.99, creating a clean and welcoming space ideal for relaxation. Enjoy a comfortable retreat in rooms that offer the basic necessities for a relaxing and budget-conscious visit.

From East Rock Inn, a simple drive brings guests into downtown Roosterville, where they can explore the city’s attractions and return to the calm of the hotel. Enjoy more of Roosterville with budget-friendly, inviting accommodations—book now!

  Call (855) 234-5074 to book with an agent.
  15.8 miles from Roosterville, MA 01255

Starting at

$142.99

per night

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Monument Mountain Motel

247 Stockbridge Rd Great Barrington, MA

At Monument Mountain Motel, guests traveling to Roosterville can enjoy budget-friendly rooms starting at $70.00, creating a warm and welcoming space perfect for unwinding. Enjoy a straightforward and comfortable stay, with rooms that provide the basics for rest and relaxation at an affordable price.

Guests at Monument Mountain Motel can enjoy a restful escape, while knowing downtown Roosterville remains nearby for a day of adventure. Choose a hotel in Roosterville that gives you more for your money—reserve your stay now!

  Call (855) 233-7850 to book with an agent.
  16.6 miles from Roosterville, MA 01255

Starting at

$70.00

per night

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Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires

249 Stockbridge Rd Great Barrington, MA

At Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires, travelers bound for Roosterville can unwind in relaxing rooms with rates starting at $179.99, creating a warm and welcoming environment. Enjoy the flexibility of Fairfield's check-in and check-out times, designed to accommodate the needs of busy travelers.

Rest in the serene setting of Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires, while downtown Roosterville remains close enough for easy access to city attractions. Relax and recharge in Roosterville with a hotel that offers more for less—secure today!

  Call (855) 236-8982 to book with an agent.
  16.6 miles from Roosterville, MA 01255

Starting at

$179.99

per night

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Holiday Inn Express Hotel & Suites Great Barrington an IHG Hotel

415 Stockbridge Rd Great Barrington, MA

For an affordable and comfortable stay, Holiday Inn Express Hotel & Suites Great Barrington an IHG Hotel offers inviting rooms with rates starting at $125.00, creating a clean, welcoming environment near Roosterville. Relax in Holiday Inn Express's modern rooms, featuring a fresh and contemporary design for a comfortable and inviting atmosphere.

Guests at Holiday Inn Express Hotel & Suites Great Barrington an IHG Hotel can unwind in a tranquil setting, with the added benefit of downtown Roosterville being a convenient drive away. Stay smart and relaxed in Roosterville with a hotel that fits your budget perfectly—lock in today!

  Call (855) 234-7135 to book with an agent.
  16.7 miles from Roosterville, MA 01255

Starting at

$125.00

per night

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Econo Lodge Lee Great Barrington

980 Pleasant Street Lee, MA

For a peaceful and budget-friendly stay, Econo Lodge Lee Great Barrington offers inviting rooms with rates starting at $55.99, creating a clean, welcoming environment near Roosterville. Choose Econo Lodge for your next trip, where the focus is on providing a good night's sleep at a great price.

Escape the hustle of downtown Roosterville at Econo Lodge Lee Great Barrington, where peaceful surroundings create a restful stay. Stay affordably and comfortably while exploring Roosterville—reserve today!

  Call (855) 233-7850 to book with an agent.
  16.8 miles from Roosterville, MA 01255

Starting at

$55.99

per night

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Quality Inn

372 Main Street Great Barrington, MA

At Quality Inn, travelers to Roosterville can enjoy inviting accommodations with rates starting at $82.99, providing a welcoming, comfortable environment. Utilize Quality Inn's in-room smart devices, including thermostats and lighting controls, for a customized and convenient stay.

At Quality Inn, the quiet atmosphere offers a restful stay, with the added convenience of downtown Roosterville being nearby for sightseeing. Explore Roosterville effortlessly with a hotel that offers exceptional value—reserve now!

  Call (855) 234-7135 to book with an agent.
  16.9 miles from Roosterville, MA 01255

Starting at

$82.99

per night

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Travelodge by Wyndham Great Barrington Berkshires

400 Stockbridge Rd Great Barrington, MA

For an affordable stay near Roosterville, Travelodge by Wyndham Great Barrington Berkshires provides budget-conscious accommodations with rooms from $67.99, creating a gentle, inviting space for rest. Discover newly renovated Travelodge properties, where contemporary style meets the brand’s trusted standard of hospitality.

Unwind in the peaceful surroundings of Travelodge by Wyndham Great Barrington Berkshires, while knowing that downtown Roosterville is still within reach for sightseeing and exploration. Enjoy an affordable stay that keeps comfort in mind while visiting Roosterville—secure now!

  Call (855) 236-8982 to book with an agent.
  17.2 miles from Roosterville, MA 01255

Starting at

$67.99

per night

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The Little Lion

506 Stockbridge Road Great Barrington, MA

Encounter the secure charm of The Little Lion near Roosterville, where quality rooms provide a peaceful retreat, with nightly rates beginning at an accessible $88.99. Relax in accommodations that provide a perfect blend of comfort and modern amenities, ensuring a pleasant and memorable stay.

Rest in the peaceful surroundings of The Little Lion, while knowing downtown Roosterville is just a convenient drive away for your city adventures. Discover the perfect Roosterville retreat with accommodations that exceed expectations—lock in today!

  Call (855) 236-8982 to book with an agent.
  17.4 miles from Roosterville, MA 01255

Starting at

$88.99

per night

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Quality Inn

170 Housatonic Street Lee, MA

With budget-friendly rooms from $93.99, Quality Inn provides inviting comfort for travelers visiting Roosterville, creating a warm, welcoming space. Relax with Quality Inn's personalized streaming services, allowing you to access your favorite content directly in your room.

Rest at Quality Inn in the calm surroundings, while downtown Roosterville remains nearby for easy access to the city's attractions. Maximize your Roosterville adventure with inviting, well-appointed lodging—secure your room now!

  Call (855) 236-8982 to book with an agent.
  17.6 miles from Roosterville, MA 01255

Starting at

$93.99

per night

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Pilgrim Inn

165 Housatonic St Lee, MA

For a comfortable stay, Pilgrim Inn offers inviting accommodations with rates starting at $89.99, creating a warm and welcoming space perfect for those headed to Roosterville. Enjoy a pleasant upgrade in comfort, with rooms equipped with additional amenities for a satisfying and economical visit.

For a peaceful stay with convenient access to downtown Roosterville, Pilgrim Inn offers quiet surroundings and a short drive into the heart of the city. Get ready to enjoy Roosterville with accommodations that balance cost and comfort—lock in today!

  Call (855) 239-4019 to book with an agent.
  17.6 miles from Roosterville, MA 01255

Starting at

$89.99

per night

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Sunset Inn

150 Housatonic Street Lee, MA

At Sunset Inn, travelers bound for Roosterville will find harmonious rooms starting at $90.99, creating a welcoming, comfortable environment perfect for a peaceful stay. Stay in rooms that deliver reliable comfort and convenience, making your stay both enjoyable and affordable.

Relax in the serene environment of Sunset Inn, where guests can enjoy quiet surroundings and a short drive to downtown Roosterville. Plan your Roosterville visit affordably and comfortably—book your hotel room today!

  Call (855) 233-7850 to book with an agent.
  17.6 miles from Roosterville, MA 01255

Starting at

$90.99

per night

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Americas Best Value Inn Torrington CT

395 Winsted Rd Torrington, CT

For a comfortable stay, Americas Best Value Inn Torrington CT offers inviting rooms with rates beginning at $110.99, creating a warm and inviting space ideal for travelers visiting Roosterville. Enjoy the convenience and security of on-site parking at Americas Best Value Inn, enhancing your ease of travel.

Guests at Americas Best Value Inn Torrington CT will appreciate the calm retreat, with downtown Roosterville remaining within easy reach for city exploration. Take advantage of extra features and affordability while exploring Roosterville—lock in now!

  Call (855) 233-0132 to book with an agent.
  17.7 miles from Roosterville, MA 01255

Starting at

$110.99

per night

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Quality Inn Westfield Springfield

2 Southampton Rd Westfield, MA

With budget-friendly rooms beginning at $96.99, Quality Inn Westfield Springfield provides inviting comfort for travelers bound for Roosterville, creating a warm and welcoming space. Trust in Quality Inn for a consistent, dependable stay, where guest satisfaction is a top priority.

Unwind at Quality Inn Westfield Springfield, where the calm atmosphere is complemented by easy access to downtown Roosterville for a day of adventure. Enjoy the best of Roosterville with accommodations that enhance your travel experience—reserve now!

  Call (855) 233-7850 to book with an agent.
  17.8 miles from Roosterville, MA 01255

Starting at

$96.99

per night

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Hampton Inn Westfield

39 Southampton Rd Westfield, MA

For an affordable and comfortable stay, Hampton Inn Westfield offers inviting rooms with rates starting at $137.99, creating a clean, welcoming environment near Roosterville. Depend on meticulous housekeeping at Hampton, where daily service ensures your room remains clean and comfortable throughout your stay.

Guests at Hampton Inn Westfield will enjoy the calm atmosphere, while the convenience of downtown Roosterville remains just a short drive away. Make every moment in Roosterville count with a hotel that offers more for less—reserve your room now!

  Call (855) 236-8982 to book with an agent.
  18.1 miles from Roosterville, MA 01255

Starting at

$137.99

per night

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The Red Lion Inn

30 Main Street Stockbridge, MA

Those visiting Roosterville will appreciate the elevated comfort at The Red Lion Inn, where calm accommodations provide relaxation, with rates from $150.99 per night. Find comfort in luxury with rooms that offer sophisticated decor and a high level of amenities for your pleasure.

Escape to the quiet of The Red Lion Inn, where peaceful surroundings provide a restful stay and downtown Roosterville is still nearby. Choose a hotel in Roosterville that turns your visit into a refined and enjoyable escape—book today!

  Call (855) 233-7850 to book with an agent.
  18.6 miles from Roosterville, MA 01255

Starting at

$150.99

per night

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Days Inn by Wyndham Torrington

492 East Main St Torrington, CT

Guests bound for Roosterville will find inviting accommodations at Days Inn by Wyndham Torrington, with budget-friendly rooms starting at $86.99, creating a warm and welcoming environment. Relax with Days Inn's pet-friendly rooms, allowing you to travel with your beloved pets without stress.

Unwind at Days Inn by Wyndham Torrington, where guests can enjoy peaceful surroundings with downtown Roosterville still close enough for city exploration. Plan your Roosterville trip with ease and affordability in mind—book your room today!

  Call (855) 234-2997 to book with an agent.
  18.7 miles from Roosterville, MA 01255

Starting at

$86.99

per night

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The Black Swan Lee Lenox Ascend Hotel Collection

435 Laurel St Lee, MA

Find comfort and value at The Black Swan Lee Lenox Ascend Hotel Collection near Roosterville, where inviting rooms create a soothing atmosphere, with room rates starting from a friendly $98.99. Relax in rooms that are designed to offer more than just comfort, with amenities that cater to your every need.

A restful retreat awaits at The Black Swan Lee Lenox Ascend Hotel Collection, where quiet surroundings provide relaxation and downtown Roosterville remains close by. Take your Roosterville experience to the next level with a hotel that delivers on all fronts—lock in today!

  Call (855) 233-7850 to book with an agent.
  19.3 miles from Roosterville, MA 01255

Starting at

$98.99

per night

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Simsbury Inn

397 Hopmeadow Street Weatogue, CT

Find charm and relaxation at Simsbury Inn as you explore Roosterville, where quality accommodations provide comfort, with inviting rates starting at $179.99. Enjoy a stay that marries sophistication with comfort, providing rooms that feature elegant decor and thoughtful amenities.

Recharge at Simsbury Inn, a serene haven found perfectly for guests who want to explore Roosterville at their own pace. Get the most out of your Roosterville trip with a hotel that turns hospitality into a luxury experience—book today!

  Call (855) 233-0132 to book with an agent.
  20.6 miles from Roosterville, MA 01255

Starting at

$179.99

per night

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Interlaken Inn & Resort

74 Interlaken Road Lakeville, CT

Enjoy the inviting ambiance of Interlaken Inn & Resort near Roosterville, where refined rooms offer relaxation, with nightly rates beginning at an accessible $229.99. Relax in accommodations that set a new standard for luxury, with features that cater to your comfort and well-being.

Escape to Interlaken Inn & Resort for a restful stay, with a calm setting and Roosterville's lively attractions within reach. Choose a hotel in Roosterville that creates a truly memorable travel experience—book today!

  Call (855) 235-0725 to book with an agent.
  21.3 miles from Roosterville, MA 01255

Starting at

$229.99

per night

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Little Cat Lodge

37 Catamount Rd Copake Falls, NY

For an affordable stay near Roosterville, Little Cat Lodge provides budget-conscious accommodations with rooms from $198.99, creating a enveloping, inviting space for rest. Find comfort in rooms that deliver reliable amenities, ensuring a pleasant stay at a budget-friendly price.

Discover the ideal retreat at Little Cat Lodge, where restful nights meet the lively streets of Roosterville just minutes away. Enjoy Roosterville to the fullest with a hotel that prioritizes comfort and value—book now!

  Call (855) 235-0725 to book with an agent.
  21.7 miles from Roosterville, MA 01255

Starting at

$198.99

per night

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Residence Inn by Marriott Hartford Avon

55 Simsbury Rd Avon, CT

Enjoy a warm retreat at Residence Inn by Marriott Hartford Avon on your trip to Roosterville, where inviting accommodations provide comfort, with nightly rates beginning at $169.99. Enjoy the convenience of on-site parking at Residence Inn, making it easy to explore the local area or commute to business meetings.

Escape to Residence Inn by Marriott Hartford Avon for a refreshing stay, and enjoy being just a drive away from the excitement of Roosterville. Find out how stress-free Roosterville travel can be with a hotel that does it all—reserve now!

  Call (855) 234-2997 to book with an agent.
  22.2 miles from Roosterville, MA 01255

Starting at

$169.99

per night

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Sheraton Hartford Hotel at Bradley Airport

1 Bradley International Airport Windsor Locks, CT

Those visiting Roosterville will find Sheraton Hartford Hotel at Bradley Airport a refined choice, where quality rooms provide a warm and welcoming atmosphere, with rates from $239.99. Relax with the serenity of Sheraton's yoga and meditation classes, designed to bring balance and peace to your travel routine.

Enjoy a restful stay at Sheraton Hartford Hotel at Bradley Airport, where calm accommodations and easy access to Roosterville make for the ideal balance. Choose a hotel in Roosterville that turns your visit into a refined and enjoyable escape—book today!

  Call (855) 236-8982 to book with an agent.
  22.4 miles from Roosterville, MA 01255

Starting at

$239.99

per night

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Pleasant Valley Motel West Stockbridge

42 Stockbridge Rd West Stockbridge, MA

With rooms beginning at $55.99, Pleasant Valley Motel West Stockbridge offers budget-friendly accommodations for travelers bound for Roosterville, creating a warm, comfortable space. Relax in accommodations that offer practical comfort and standard amenities, making your stay both pleasant and economical.

Settle into comfort at Pleasant Valley Motel West Stockbridge, where guests can recharge in a serene setting with the energy of Roosterville a short drive away. Stay budget-savvy and relaxed on your Roosterville adventure—lock in your hotel today!

  Call (855) 239-5277 to book with an agent.
  22.6 miles from Roosterville, MA 01255

Starting at

$55.99

per night

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