The best deals on hotels near Undermountain in Sheffield, MA.

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Hotels Closest To Undermountain
Box 326 Sheffield, MA 1257

Race Brook Lodge

864 South Undermountain Rd Sheffield, MA

Experience the winning combination of comfort and value at Race Brook Lodge, featuring slightly elevated amenities to support your competitive edge, from $149.99.

Enjoy Sheffield from the peaceful vantage point of Race Brook Lodge, where Undermountain is just a short drive away, combining comfort with advantage. Unlock the secrets of Sheffield without unlocking a hefty hotel bill at Race Brook Lodge, presenting comfortable stays for mystery lovers and thrill-seekers. Schedule your suspenseful stay!

  Call +1-855-233-0132 to book with an agent.
  2.1 miles from Undermountain

Starting at

$149.99

per night

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Quality Inn

372 Main Street Great Barrington, MA

Revel in the camaraderie at Quality Inn, offering a warm space for teams to bond and recharge, from just $82.77. Explore local mealtime and entertainment options with Quality Inn's prime locations, offering smooth access to the best of each destination.

Discover the quiet charm of Quality Inn, where you're only a moderate drive from the lively Undermountain, providing a peaceful respite in Sheffield. Navigate the stylish streets of Sheffield from Quality Inn, where relaxation and chic come without the hefty price. Ideal for stylish navigators. Confirm your chic base!

  Call +1-855-233-0132 to book with an agent.
  7.1 miles from Undermountain

Starting at

$82.77

per night

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The Old Inn on the Green

134 Hartsville NE Marlborough Rd Great Barrington, MA

Experience a haven of luxury at The Old Inn on the Green, where refined amenities meet the rigorous needs of competitive sports, from $265.00.

The serene setting of The Old Inn on the Green, a moderate drive from Undermountain, ensures a restful retreat after living through the vibrancy of Sheffield. Experience a winning combination of luxury and athleticism at The Old Inn on the Green, where every stay is a tribute to the high standards of competitors and devotees. Reserve your opulent escape today!

  Call +1-855-233-0132 to book with an agent.
  7.6 miles from Undermountain

Starting at

$265.00

per night

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Gedney Farm

34 Hartsville NE Marlborough Rd Great Barrington, MA

Dive into the upscale ambiance of Gedney Farm, where our pool and wellness amenities ensure you’re always at your best, from $249.99.

Enjoy the tranquil setting of Gedney Farm, where the vibrant life of Undermountain and Sheffield is just a moderate drive away, offering the best of relaxation and accessibility. Commemorate your sports journey in the luxurious confines of Gedney Farm, where every stay scores high on relaxation and elegance. Ideal for those who cherish both competition and relaxation. Reserve now!

  Call +1-855-233-0132 to book with an agent.
  7.9 miles from Undermountain

Starting at

$249.99

per night

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Monument Mountain Motel

247 Stockbridge Rd Great Barrington, MA

Relax after the game at Monument Mountain Motel, where our slightly enhanced accommodations provide the perfect recovery spot, from $66.50.

Experience the calm retreat of Monument Mountain Motel, ideally located a moderate drive from Undermountain, offering a tranquil base for exploring the energetic Sheffield. Indulge in economical-friendly luxury at Monument Mountain Motel, where convenience doesn’t come at a premium. Ideal for indulgent escapades. Reserve your indulgent getaway!

  Call +1-855-233-0132 to book with an agent.
  8.2 miles from Undermountain

Starting at

$66.50

per night

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Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires

249 Stockbridge Rd Great Barrington, MA

Experience the champion's rest at Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires, where our enhanced accommodations ensure you're always ready to compete, from $131.00. Discover the added value of staying at Fairfield by Marriott, where essential conveniences are provided without extra fees or charges.

Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires provides a perfect escape from the hustle and bustle, with Undermountain accessible through a moderate drive, situating you ideally for exploring Sheffield. Navigate the stylish streets of Sheffield from Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires, where ease and chic come without the hefty price. Ideal for stylish navigators. Ensure your chic base!

  Call +1-855-233-0132 to book with an agent.
  8.3 miles from Undermountain

Starting at

$131.00

per night

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Holiday Inn Express Hotel & Suites Great Barrington an IHG Hotel

415 Stockbridge Rd Great Barrington, MA

Relish in the extra mile we go at Holiday Inn Express Hotel & Suites Great Barrington an IHG Hotel, ensuring your team's comfort and satisfaction without the extra cost, from $164.00. Experience the family-affable atmosphere at Holiday Inn, where children stay and eat free, making family travel more affordable and appreciateable.

Holiday Inn Express Hotel & Suites Great Barrington an IHG Hotel offers visitors a serene setting with the dynamics of Undermountain a moderate drive away, providing a quiet retreat amidst the energy of Sheffield. Relax in style without stretching your economical at Holiday Inn Express Hotel & Suites Great Barrington an IHG Hotel, providing a luxurious touch to every visit. Reserve your shelter now!

  Call +1-855-233-0132 to book with an agent.
  8.7 miles from Undermountain

Starting at

$164.00

per night

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the Alander

7519 North 22 Copake, NY

Find your competitive edge with a stay at the Alander, where enhanced amenities fuel your sports aspirations, from $170.99.

Experience the calm of the Alander, ideally positioned for those wishing to explore Sheffield with Undermountain just a moderate drive away, offering a serene escape from the urban rush. Stay in the loop without overspending at the Alander, where stylish rooms and smart dealings meet. Exemplary for the clever urbanite. Confirm your trendy base!

  Call +1-855-233-0132 to book with an agent.
  8.8 miles from Undermountain

Starting at

$170.99

per night

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Travelodge by Wyndham Great Barrington Berkshires

400 Stockbridge Rd Great Barrington, MA

Set your sights on Travelodge by Wyndham Great Barrington Berkshires for a stay that goes the extra mile, offering comfort and accessibility for athletes and their fans, from $59.85. Kickstart your day with Travelodge's complimentary breakfast, offering a variety of choices to fuel your voyages.

Nestled in a peaceful area, Travelodge by Wyndham Great Barrington Berkshires is just a moderate drive from the bustling Undermountain, providing a calm oasis close to Sheffield's heartbeat. Step into ease without overspending at Travelodge by Wyndham Great Barrington Berkshires. Identify your home away from home for every away game. Reserve now!

  Call +1-855-233-0132 to book with an agent.
  9.8 miles from Undermountain

Starting at

$59.85

per night

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Interlaken Inn & Resort

74 Interlaken Road Lakeville, CT

Embark on a sports escape with style at Interlaken Inn & Resort, offering a retreat that champions both relaxation and readiness, from $203.99.

The serene ambiance of Interlaken Inn & Resort, coupled with the exploratory drive to Undermountain, ensures a stay in Sheffield that's as peaceful as it is adventurous. Bask in the luxury of Interlaken Inn & Resort after your day on the field, where enhanced ease revitalizes every patron. Guarantee your premium accommodation today!

  Call +1-855-233-0132 to book with an agent.
  10.5 miles from Undermountain

Starting at

$203.99

per night

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The Briarcliff Motel

506 Stockbridge Road Great Barrington, MA

Find a sanctuary after the stadium at The Briarcliff Motel, where comfort meets sportsmanship in every detail, from just $99.99.

Staying at The Briarcliff Motel places you perfectly for delving deeper into Sheffield's society, with Undermountain accessible through a journey that's as enriching as the destination. Unwind in style at The Briarcliff Motel, where players and admirers find ease and convenience. Schedule your premier stay today!

  Call +1-855-233-0132 to book with an agent.
  10.6 miles from Undermountain

Starting at

$99.99

per night

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The Red Lion Inn

30 Main Street Stockbridge, MA

Relax in the sophisticated space of The Red Lion Inn, where athletes and supporters find a higher standard of comfort and service, from $148.99.

The setting of The Red Lion Inn offers a unique vantage point to discover Sheffield, with Undermountain reachable by a drive that promises new discoveries at every turn. Relax in refined convenience at The Red Lion Inn, providing a winning combination of luxury and convenience for every sports adventurer. Confirm today!

  Call +1-855-233-0132 to book with an agent.
  13.7 miles from Undermountain

Starting at

$148.99

per night

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Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires an IHG Hotel

190 Meadow Street South Lee, MA

Dive into the upscale ambiance of Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires an IHG Hotel, where our pool and wellness amenities ensure you’re always at your best, from $149.00. Relax knowing that Holiday Inn's properties are smoke-free, providing a healthier and more cozinessable environment for all guests.

The tranquil retreat of Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires an IHG Hotel, set against the backdrop of Sheffield, offers a longer drive to Undermountain filled with scenic views and local charm. Rejoice your love for the game in the lap of luxury at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires an IHG Hotel, crafting memorable experiences for every patron. Arrange your refined escape today!

  Call +1-855-233-0132 to book with an agent.
  13.7 miles from Undermountain

Starting at

$149.00

per night

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Econo Lodge Lee Great Barrington

980 Pleasant Street Lee, MA

Score a comfortable retreat at Econo Lodge Lee Great Barrington, where every guest finds a hospitable space to relax, starting from just $76.26. Stay rejuvenated with Econo Lodge's in-room features, including coffee makers and upscale bedding for a cozinessable night's sleep.

Enjoy a stay at Econo Lodge Lee Great Barrington, where you're encouraged to explore the surroundings of Sheffield on your way to Undermountain, making every journey an expedition. Experience Sheffield without experiencing sticker shock at Econo Lodge Lee Great Barrington, where economical-friendly stays keep your travels on track. Ideal for rail enthusiasts and commuters. Guarantee now!

  Call +1-855-233-0132 to book with an agent.
  14.3 miles from Undermountain

Starting at

$76.26

per night

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Quality Inn

170 Housatonic Street Lee, MA

Recharge your competitive spirit at Quality Inn, where extra amenities ensure you're ready for anything, starting at $102.99. Savor the moment in Quality Inn's genial and enticing public sanitariumces, exact for calming or catching up with fellow travelers.

Relish the opportunity to explore from Quality Inn, where the drive to Undermountain through Sheffield's landscape offers as much eagerness as the destination itself. Unlock the chic secrets of Sheffield with a stay at Quality Inn, where style and affordability go hand-in-hand. Impeccable for secret unlockers. Reserve now!

  Call +1-855-233-0132 to book with an agent.
  16.0 miles from Undermountain

Starting at

$102.99

per night

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Sunset Inn

150 Housatonic Street Lee, MA

After your day's adventures or competitions, find comfort and value at Sunset Inn, with rates starting at just $110.99.

Discover the appeal of staying at Sunset Inn, where the drive to Undermountain through Sheffield provides a perfect blend of exploration and anticipation. Unlock a world of value at Sunset Inn, where reasonable-friendly meets journeyer-friendly ambiance. Optimal for exploring Sheffield. Confirm your stay!

  Call +1-855-233-0132 to book with an agent.
  16.1 miles from Undermountain

Starting at

$110.99

per night

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Pilgrim Inn

165 Housatonic St Lee, MA

Break away to Pilgrim Inn, where athletes and fans find a cozy, convenient stay to gear up for the game, from $69.99.

Discover a different side of Sheffield by staying at Pilgrim Inn, where the journey to Undermountain showcases the area's scenic beauty and local heritage. Enjoy the convenience and luxury at Pilgrim Inn, where every detail is tailored for sports devotees and families alike. Reserve now!

  Call +1-855-233-0132 to book with an agent.
  16.1 miles from Undermountain

Starting at

$69.99

per night

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Pleasant Valley Motel West Stockbridge

42 Stockbridge Rd West Stockbridge, MA

After your day's adventures or competitions, find comfort and value at Pleasant Valley Motel West Stockbridge, with rates starting at just $69.99.

Opt for the peaceful locale of Pleasant Valley Motel West Stockbridge, where the drive to Undermountain through Sheffield offers a serene interlude to the thrill of major events. Rejoice the spirit of the game with stays that cut costs at Pleasant Valley Motel West Stockbridge. Confirm your fan-friendly quarters now!

  Call +1-855-233-0132 to book with an agent.
  16.4 miles from Undermountain

Starting at

$69.99

per night

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The Black Swan Lee Lenox Ascend Hotel Collection

435 Laurel St Lee, MA

Achieve your personal best with the comfort and accessibility of The Black Swan Lee Lenox Ascend Hotel Collection, where every stay is a step towards victory, from $139.50.

Relax at The Black Swan Lee Lenox Ascend Hotel Collection, where the distance to Undermountain is not just a drive but a journey through Sheffield's captivating scenery and vibrant local life. Let The Black Swan Lee Lenox Ascend Hotel Collection be your luxury locker accommodation, where preparation meets relaxation in a setting of sophistication. Reserve your stylish suite now!

  Call +1-855-233-0132 to book with an agent.
  17.0 miles from Undermountain

Starting at

$139.50

per night

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Troutbeck

515 Leedsville Rd Amenia, NY

Kick off your athletic journey with luxury at Troutbeck, where enhanced comfort and service set you on the path to victory, from $545.00.

Enjoy the charm of Troutbeck, where the longer drive to Undermountain is an invitation to experience Sheffield's stunning landscapes and rich cultural tapestry. Experience the grandeur of Troutbeck, supplying lavish accommodations that cater to the athlete's spirit. Book your upscale haven today!

  Call +1-855-233-0132 to book with an agent.
  17.8 miles from Undermountain

Starting at

$545.00

per night

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Berkshire Travelodge

12703 Rte 22 Austerlitz, NY

Revel in the camaraderie at Berkshire Travelodge, offering a warm space for teams to bond and recharge, from just $64.99. Explore the local area with confidence, thanks to Travelodge's knowledgeable staff ready to offer recommendations.

The tranquil locale of Berkshire Travelodge, combined with easy entrance to Undermountain, offers a peaceful yet adventurous base for exploring the wonders of Sheffield. Engage with economies and coziness at Berkshire Travelodge, the exemplary launchpad for your Sheffield escapades. Ideal for cost-effective-smart adventurers. Reserve today!

  Call +1-855-233-0132 to book with an agent.
  18.4 miles from Undermountain

Starting at

$64.99

per night

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Apple Tree Inn

10 Richmond Mountain Rd Lenox, MA

Find a home base for high achievers at Apple Tree Inn, offering the perfect retreat for rest and strategy, from an unbeatable $159.99.

Staying at Apple Tree Inn places you perfectly for delving deeper into Sheffield's heritage, with Undermountain accessible through a journey that's as enriching as the destination. Boost your event day with unparalleled convenience at Apple Tree Inn, where convenience and luxury meet for an epic stay. Ideal for spirited admirers and dedicated sportspeople. Confirm now!

  Call +1-855-233-0132 to book with an agent.
  18.5 miles from Undermountain

Starting at

$159.99

per night

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Hitching Post Country Motel

45 Kent Rd. S Cornwall Bridge, CT

Seize the day and the game at Hitching Post Country Motel, where our cozy and cost-effective accommodations ensure you're always at your best, from $130.00.

Discover the tranquility of staying at Hitching Post Country Motel, nestled within the picturesque outskirts of Sheffield, where Undermountain is a scenic drive away, perfect for those looking to explore. Launch your Sheffield voyage from Hitching Post Country Motel, where budget-friendly chic sets the stage for exploration. Flawless for adventurers. Reserve your launchpad!

  Call +1-855-233-0132 to book with an agent.
  18.9 miles from Undermountain

Starting at

$130.00

per night

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Cornwall Inn&Lodge

270 Kent Road Cornwall Bridge, CT

Find your competitive edge at Cornwall Inn&Lodge, where enhanced amenities support both peak performance and relaxation, all for just $199.00.

Relax at Cornwall Inn&Lodge, situated amidst the serene beauty of Sheffield, with a scenic drive to Undermountain that transforms every trip into a remarkable journey. Immerse yourself in the luxe life at Cornwall Inn&Lodge, the ultimate haven for sports lovers seeking an extraordinary stay. Arrange your lavish escape now!

  Call +1-855-233-0132 to book with an agent.
  20.5 miles from Undermountain

Starting at

$199.00

per night

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