The best deals on hotels near Osceola Park in Pittsfield, MA.

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Top 25 Hotels Near Osceola Park
Osceola St Pittsfield, MA 1201

Berkshire Inn

150 West Housatonic St Pittsfield, MA

Champion your travel budget at Berkshire Inn, where affordable rates come with a cozy, inviting atmosphere, from just $91.34.

Stay at Berkshire Inn for easy approach to Osceola Park via a quick drive, providing a peaceful and convenient base for exploring the wonders of Pittsfield. Experience the vibrant spirit of Pittsfield from the convenience of Berkshire Inn, where economical-friendly meets journeyer-friendly. Impeccable for adventurers and explorers. Reserve now!

  Call +1-855-233-0132 to book with an agent.
  1.3 miles from Osceola Park

Starting at

$91.34

per night

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Best Western Plus Berkshire Hills Inn & Suites

1350 West Housatonic St Pittsfield, MA

Seize the day and the game at Best Western Plus Berkshire Hills Inn & Suites, where our cozy and cost-effective accommodations ensure you're always at your best, from $103.55. Host your next event or meeting at Best Western, with flexible spaces and concentrated staff to make your gathering a success.

Enjoy the serene environment of Best Western Plus Berkshire Hills Inn & Suites, with Osceola Park accessible by a short drive, offering a quiet refuge amidst the expedition of Pittsfield. Revel in the ease and affordability of Best Western Plus Berkshire Hills Inn & Suites, your strategic base for Pittsfield's events and attractions. Ideal for the proactive planner. Reserve your strategic stay!

  Call +1-855-233-0132 to book with an agent.
  1.4 miles from Osceola Park

Starting at

$103.55

per night

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Holiday Inn & Suites Pittsfield Berkshires an IHG Hotel

One West Street Pittsfield, MA

Welcome to Holiday Inn & Suites Pittsfield Berkshires an IHG Hotel, where every athlete finds a space to relax and recharge, with top-notch amenities from just $109.00, ensuring you're always game-ready. Stay energized with Holiday Inn's tea and coffee making installations in every room, impeccable for a morning pick-me-up or a peaceful evening brew.

Enjoy the blend of benefit and serenity at Holiday Inn & Suites Pittsfield Berkshires an IHG Hotel, where a short drive brings you to Osceola Park, perfectly situating you in the lively Pittsfield. Toast to your victories in the refined ambiance of Holiday Inn & Suites Pittsfield Berkshires an IHG Hotel, a haven for those who mark sport in style. Reserve your celebratory suite!

  Call +1-855-233-0132 to book with an agent.
  1.7 miles from Osceola Park

Starting at

$109.00

per night

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Hotel on North

297 North Street Pittsfield, MA

Score a sophisticated retreat at Hotel on North, where the fusion of luxury and sports spirit makes every stay a win, from $154.00.

Hotel on North sits in a peaceful spot, a quick drive from Osceola Park, ensuring that the thrill of Pittsfield is never too far away. Unlock the door to refined relaxation at Hotel on North, where sports and luxury blend for an unforgettable stay. Ideal for celebrating wins or recovering from the competition. Schedule now!

  Call +1-855-233-0132 to book with an agent.
  1.9 miles from Osceola Park

Starting at

$154.00

per night

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Hilton Garden Inn Lenox / Pittsfield

1032 South Street Pittsfield, MA

Gear up for the game at Hilton Garden Inn Lenox / Pittsfield, where our commitment to quality and value provides a winning base for athletes, starting from $219.00. Relax with Hilton's signature wellness features, including fitness gear lending and guided wellness activities.

Discover the benefit of staying at Hilton Garden Inn Lenox / Pittsfield, with Osceola Park just a quick drive away, ensuring a tranquil yet accessible Pittsfield experience. Achievement feels even sweeter in the plush well-being of Hilton Garden Inn Lenox / Pittsfield, where sports dreams are complemented by luxurious rest. Reserve your dream quarters now!

  Call +1-855-233-0132 to book with an agent.
  2.6 miles from Osceola Park

Starting at

$219.00

per night

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The Yankee Trademark Collection by Wyndham

461 Pittsfield Rd Lenox, MA

Sprint towards comfort at The Yankee Trademark Collection by Wyndham, where our slightly enhanced amenities give you an edge, starting from just $107.10.

The strategic location of The Yankee Trademark Collection by Wyndham offers a peaceful retreat a quick drive away from Osceola Park, perfect for those seeking both serenity and eagerness in Pittsfield. Indulge in economical-friendly luxury at The Yankee Trademark Collection by Wyndham, where well-being doesn’t come at a premium. Ideal for indulgent escapades. Reserve your indulgent hideaway!

  Call +1-855-233-0132 to book with an agent.
  2.8 miles from Osceola Park

Starting at

$107.10

per night

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Wagon Wheel Inn

484 Pittsfield Rd Lenox, MA

Gear up for your adventures from Wagon Wheel Inn, providing a solid foundation for rest and relaxation, starting at just $69.00.

Wagon Wheel Inn serves as a tranquil oasis, just a quick drive or an invigorating walk away from Osceola Park, offering athletes and fans a perfect blend of peace and nearness in Pittsfield. Embrace the thrill of discounts at Wagon Wheel Inn, supplying comfortable accommodations that don’t compromise on quality. Ideal for thrill-seekers and exploration lovers in Pittsfield. Guarantee your adrenaline-fueled stay!

  Call +1-855-233-0132 to book with an agent.
  2.9 miles from Osceola Park

Starting at

$69.00

per night

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Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox, MA

Experience the winning combination of comfort and value at Howard Johnson by Wyndham Lenox, featuring slightly elevated amenities to support your competitive edge, from $75.05. Explore local eating and entertainment options with ease from Howard Johnson's central locations, putting you close to the action.

Nestled away, yet a quick drive to Osceola Park, Howard Johnson by Wyndham Lenox is the perfect place for those seeking a peaceful stay in the exciting Pittsfield. Achievement awaits at Howard Johnson by Wyndham Lenox with rooms that excel affordability and relaxation. Optimal for your sports-centric travels. Reserve today!

  Call +1-855-233-0132 to book with an agent.
  2.9 miles from Osceola Park

Starting at

$75.05

per night

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Hampton Inn & Suites Berkshires Lenox

445 Pittsfield Rd Lenox, MA

Kick back at Hampton Inn & Suites Berkshires Lenox, where the blend of friendly service and cozy amenities scores big with sports enthusiasts, from $155.00. Join Hilton Honors through your stay at Hampton, earning points towards free nights, top benefits, and more.

The serene locale of Hampton Inn & Suites Berkshires Lenox, with Osceola Park reachable by a quick drive, offers a tranquil counterpoint to the bustling Pittsfield streets. Success in style and value awaits at Hampton Inn & Suites Berkshires Lenox. Impeccable for those chasing the stylish game. Confirm your cost-effective stylish quarters!

  Call +1-855-233-0132 to book with an agent.
  3.0 miles from Osceola Park

Starting at

$155.00

per night

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Life House Berkshires

194 Pittsfield Rd Lenox, MA

Uncover the blend of sport and luxury at Life House Berkshires, offering a premium stay for teams and families, designed for comfort and success, from $110.99.

Nestled in a tranquil area, Life House Berkshires is just a short drive from the vibrant Osceola Park, perfect for clans and squads seeking peace close to Pittsfield's middle. Indulge in the ultimate convenience at Life House Berkshires, where sporting achievements are celebrated with luxury accommodations. Ideal for every victor. Reserve now!

  Call +1-855-233-0132 to book with an agent.
  3.9 miles from Osceola Park

Starting at

$110.99

per night

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Courtyard by Marriott Lenox Berkshires

70 Pittsfield Rd Lenox, MA

Rest assured at Courtyard by Marriott Lenox Berkshires, where our 3-star amenities provide the perfect recovery space after a day of victories, starting from $161.00. Indulge in the tranquility of Courtyard's soundproof rooms, ensuring a silence environment for rest and relaxation.

Discover the charm of Courtyard by Marriott Lenox Berkshires, a peaceful haven with Osceola Park accessible by a brief drive, offering a serene stay close to Pittsfield's bustling scene. Commemorate your passion for sports in style at Courtyard by Marriott Lenox Berkshires, where every occupant enjoys VIP treatment. Impeccable for making lasting memories. Reserve your quarters now!

  Call +1-855-233-0132 to book with an agent.
  4.4 miles from Osceola Park

Starting at

$161.00

per night

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Pittsfield Inn

16 Cheshire Rd Pittsfield, MA

Dash into comfort and value at Pittsfield Inn, the perfect pit stop for athletes and supporters alike, from just $69.99.

Pittsfield Inn serves as an ideal base for those visiting Pittsfield, with Osceola Park accessible by a quick drive, fusing serenity with accessibility. Land a hole-in-one for your purse at Pittsfield Inn, extending cost-effective stays for golf enthusiasts and sports devotees in Pittsfield. Confirm your golfer's refuge!

  Call +1-855-233-0132 to book with an agent.
  4.6 miles from Osceola Park

Starting at

$69.99

per night

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The Black Swan Lee Lenox Ascend Hotel Collection

435 Laurel St Lee, MA

Embrace the spirit of the game at The Black Swan Lee Lenox Ascend Hotel Collection, where our engaging amenities and services rally around you, from $94.50.

Stay at The Black Swan Lee Lenox Ascend Hotel Collection to enjoy the tranquility of its location, with the bustling Osceola Park a moderate drive away, offering a serene escape in Pittsfield. Observe sportsmanship and sophistication at The Black Swan Lee Lenox Ascend Hotel Collection, where every stay is a tribute to the finer things in life. Reserve your opulent accommodation!

  Call +1-855-233-0132 to book with an agent.
  8.4 miles from Osceola Park

Starting at

$94.50

per night

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Pleasant Valley Motel West Stockbridge

42 Stockbridge Rd West Stockbridge, MA

Race to relaxation at Pleasant Valley Motel West Stockbridge, where you find the perfect balance of affordability and a hospitable stay, from $58.50.

Pleasant Valley Motel West Stockbridge offers visitors a serene setting with the activity of Osceola Park a moderate drive away, providing a quiet retreat amidst the energy of Pittsfield. Step into a world of budget-friendly elegance at Pleasant Valley Motel West Stockbridge, where grace and value dance together. Exemplary for ballet enthusiasts and arts patrons in Pittsfield. Reserve your graceful escape!

  Call +1-855-233-0132 to book with an agent.
  8.9 miles from Osceola Park

Starting at

$58.50

per night

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Berkshire Travelodge

12703 Rte 22 Austerlitz, NY

Lead your team to comfort at Berkshire Travelodge, offering a bit more space and service for your sports journey, from just $66.99. Make the most of your travel budget with Travelodge's affordable rates, allowing you to save more for experiences.

The quiet locale of Berkshire Travelodge, a moderate drive from Osceola Park, offers relatives and squads a serene retreat after a day of quest in Pittsfield. Experience the blend of premium amenities and low-cost-friendly prices at Berkshire Travelodge. Ideal for the modern adventurer. Reserve your stay!

  Call +1-855-233-0132 to book with an agent.
  9.2 miles from Osceola Park

Starting at

$66.99

per night

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Sunset Inn

150 Housatonic Street Lee, MA

Score a seamless stay at Sunset Inn, blending affordability with a warm, inviting environment, from just $75.99.

Relax at Sunset Inn, where the hustle and bustle of Osceola Park are easily reached by a moderate drive, providing a quiet retreat in the lively Pittsfield. Outplay the competition in economies at Sunset Inn, where staying on economical is as easy as scoring points. Optimal for sportspersons and families. Reserve now!

  Call +1-855-233-0132 to book with an agent.
  10.0 miles from Osceola Park

Starting at

$75.99

per night

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Pilgrim Inn

165 Housatonic St Lee, MA

Seize the day with Pilgrim Inn, offering amenities that boost both relaxation and team spirit, starting at just $69.99.

Relax at Pilgrim Inn, where the hustle and bustle of Osceola Park are easily reached by a moderate drive, providing a quiet retreat in the lively Pittsfield. Step up to the plate with reasonable elegance at Pilgrim Inn, your home ground for sports and leisure. Exemplary for every fan. Arrange your winning stay now!

  Call +1-855-233-0132 to book with an agent.
  10.0 miles from Osceola Park

Starting at

$69.99

per night

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Quality Inn

170 Housatonic Street Lee, MA

Relax in the lead at Quality Inn, where our accommodations ensure you're refreshed for every challenge, from just $89.10. Explore local banqueting and entertainment options with Quality Inn's prime locations, offering simple access to the best of each destination.

Experience the calm retreat of Quality Inn, ideally found a moderate drive from Osceola Park, offering a tranquil base for exploring the energetic Pittsfield. Indulge in resources-friendly-friendly elegance at Quality Inn, providing a welcoming haven for sportspeople and families alike. Confirm your luxury stay!

  Call +1-855-233-0132 to book with an agent.
  10.0 miles from Osceola Park

Starting at

$89.10

per night

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The Red Lion Inn

30 Main Street Stockbridge, MA

Champion your stay with the refined offerings of The Red Lion Inn, where superior comfort and service await to celebrate your sports achievements, from $121.99.

Decide on The Red Lion Inn for an escape into Pittsfield's charming surroundings, with Osceola Park reachable by a drive that's as captivating as the events themselves. Delight in the premier comforts of The Red Lion Inn, a sanctuary of luxury for those seeking an elevated sports experience. Guarantee your sophisticated suite!

  Call +1-855-233-0132 to book with an agent.
  11.1 miles from Osceola Park

Starting at

$121.99

per night

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Berkshire Valley Inn

2541 Hancock Rd Williamstown, MA

Secure a spot at Berkshire Valley Inn, where comfort and value support your goals on and off the field, from just $124.99.

Opt for the peaceful locale of Berkshire Valley Inn, where the drive to Osceola Park through Pittsfield offers a serene interlude to the eagerness of major events. Unlock the best of both worlds at Berkshire Valley Inn: exceptional costs and comfortable luxury. Ideal for every client. Reserve today!

  Call +1-855-233-0132 to book with an agent.
  11.2 miles from Osceola Park

Starting at

$124.99

per night

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Econo Lodge Lee Great Barrington

980 Pleasant Street Lee, MA

Dash into comfort and value at Econo Lodge Lee Great Barrington, the perfect pit stop for athletes and supporters alike, from just $55.99. Stay connected and productive with Econo Lodge's free high-speed Wi-Fi, an essential amenity for both business and leisure travelers.

Nestled away from the hustle, Econo Lodge Lee Great Barrington offers a tranquil retreat with easy entry to Osceola Park, promising a drive through Pittsfield that's as captivating as the events. Identify a haven of affordability at Econo Lodge Lee Great Barrington, where every stay is priced just right for explorers and history buffs in Pittsfield. Confirm your historical journey!

  Call +1-855-233-0132 to book with an agent.
  11.3 miles from Osceola Park

Starting at

$55.99

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

Unwind with distinction at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires an IHG Hotel, where our 3.5-star experience meets the dynamic needs of teams and solo athletes alike, from $139.00. Enjoy the freshness of Holiday Inn's daily housekeeping service, ensuring your room is clean and comfy throughout your stay.

Embrace the tranquility and journey of Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires an IHG Hotel, set within a drive that bridges Pittsfield's serene outskirts with the bustling energy of Osceola Park. Indulge in the exceptional relaxation of Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires an IHG Hotel, where sports enthusiasts find luxury within reach. Flawless for pre-game prep and post-game rest. Arrange now!

  Call +1-855-233-0132 to book with an agent.
  11.6 miles from Osceola Park

Starting at

$139.00

per night

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The Briarcliff Motel

506 Stockbridge Road Great Barrington, MA

Catch your breath in comfort at The Briarcliff Motel, where our thoughtful amenities cater to the post-game cooldown, from $99.99.

The strategic setting of The Briarcliff Motel encourages exploration, with Osceola Park a journey away, inviting patrons to uncover the broader allure of Pittsfield. Pioneer your travel experience at The Briarcliff Motel, where luxury and the competitive spirit converge. Impeccable for crews and enthusiasts alike. Reserve your stay now!

  Call +1-855-233-0132 to book with an agent.
  14.1 miles from Osceola Park

Starting at

$99.99

per night

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Chatham Travelodge

598 North 295 Old Chatham, NY

Rest and regroup at Chatham Travelodge, where our accommodations are perfectly pitched for athletes seeking a balance of comfort and value, from $94.99. Discover Travelodge's family-warm accommodations, with options suitable for guests of all ages.

Enjoy the balance of seclusion and eagerness at Chatham Travelodge, where the drive to Osceola Park unveils the diverse landscapes and urban highlights of Pittsfield. Vault into value at Chatham Travelodge, where every stay is a leap into affordability and well-being. Optimal for gymnasts and athletic adventurers. Reserve your vault to discounts!

  Call +1-855-233-0132 to book with an agent.
  14.2 miles from Osceola Park

Starting at

$94.99

per night

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