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Top 24 Hotels Near John Dewey Academy
389 Main St Great Barrington, MA 1230



East Rock Inn

304 State Rd Great Barrington, Massachusetts

The hotel's location is ideal for motorists, with John Dewey Academy a simple drive away, allowing for easy coordination of travel and parking.

At East Rock Inn, arrivals may highlight basic desk service, complimentary parking, and modest furnishings that favor simple arrivals. Guest rooms typically include blackout curtains, climate control, and streaming access, ensuring both privacy and entertainment options. Shared spaces may feature vending machines, breakfast counters, and modest lobbies that reinforce straightforward travel convenience daily.

A stay often features Wi-Fi, coin-operated laundry, parking, and compact breakfast spaces, sustaining practical travel routines for guests.

  Call (855) 234-5074 to book with an agent.
  1.9 miles from John Dewey Academy

Starting at

$144.99

per night

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Quality Inn Great Barrington

372 Main Street Great Barrington, Massachusetts

The hotel's location is designed for efficient travel, with John Dewey Academy a short drive away, ensuring guests can maximize their time.

Quality Inn frames arrival with staffed front desks and visible reception seating so arriving guests orient quickly and move toward rooms. Every guest room features a flat-screen TV with streaming and reliable Wi-Fi, combining entertainment with easy connectivity for calls. Meeting pre-function foyers supply signage, seating, and beverage points to keep arrivals organized and sessions punctual and calm.

Meeting rooms with AV hookups and event parking simplify small conferences, keeping logistics on site and reducing coordination burden.

  Call (855) 233-7850 to book with an agent.
  3.1 miles from John Dewey Academy

Starting at

$82.99

per night

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Monument Mountain Motel

247 Stockbridge Rd Great Barrington, Massachusetts

John Dewey Academy is a simple drive from Monument Mountain Motel, a convenience that allows for a smooth and integrated daily plan.

Monument Mountain Motel typically offers vending access, modest lobbies, and exterior parking that sustain straightforward guest arrivals daily. Guest rooms often include cable TV, compact fridges, and microwaves, supporting reliable ease for travelers during short visits. Facilities may highlight compact seating, modest lobbies, and vending areas that reinforce simple balance across budget accommodations.

A visit may highlight Wi-Fi, exterior parking, vending access, and compact laundry areas, sustaining simple routines for daily travelers.

  Call (855) 234-7135 to book with an agent.
  3.4 miles from John Dewey Academy

Starting at

$85.50

per night

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Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires

249 Stockbridge Rd Great Barrington, Massachusetts

The fundamental convenience of a stay at Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires in Great Barrington is the easy drive to John Dewey Academy, which streamlines the entire process of daily planning.

Upon arrival, Fairfield Inn guides guests toward a compact lobby core—desk, market, and seating—so first choices remain clear and immediate. Each suite provides ergonomic furniture, ample lighting, and charging outlets, letting travelers maintain effective work habits while away. Breakfast spaces present hot selections, cereals, and baked goods, giving families dependable clarity and choice for a smooth morning start.

Complimentary breakfast, indoor pools, self-parking, and Wi-Fi combine to deliver reliable convenience and predictable comfort for guests.

  Call (855) 239-4019 to book with an agent.
  3.5 miles from John Dewey Academy

Starting at

$180.99

per night

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Holiday Inn Express Hotel & Suites Great Barrington by IHG

415 Stockbridge Rd Great Barrington, Massachusetts

Because Holiday Inn Express Hotel & Suites Great Barrington by IHG is a simple drive from John Dewey Academy, guests can choose to get there quickly and without hassle.

Reception spaces at Holiday Inn Express are consistently staffed and brightly lit, ensuring arrivals feel guided and stress-free. Suites include sofa beds, lounge seating, and expanded floor space, creating flexible setups ideal for families or group travel. Meeting rooms with flexible layouts, breakout tables, and AV equipment allow professional groups to collaborate effectively on site.

Pet-friendly policies, breakfast buffets, and Wi-Fi join with laundry and parking, offering guests care and predictability daily.

  Call (855) 235-6136 to book with an agent.
  4.1 miles from John Dewey Academy

Starting at

$134.99

per night

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Travelodge by Wyndham Great Barrington Berkshires

400 Stockbridge Rd Great Barrington, Massachusetts

The journey from Travelodge by Wyndham Great Barrington Berkshires to John Dewey Academy is a direct run, an asset that adds to the overall sense of convenience.

Travelodge breakfast areas positioned near the lobby provide predictable routines, helping families or professionals start mornings easily. Guest rooms emphasize toiletries, soft towels, and showers, delivering reliable refreshment routines at the start and end of each day. Lobby seating areas arranged with tables, chairs, and bright décor provide orientation clarity and relaxed spaces for regrouping.

Free Wi-Fi, complimentary breakfast, and pools connect with parking and vending, delivering predictable care and convenience daily.

  Call (855) 239-4019 to book with an agent.
  5.8 miles from John Dewey Academy

Starting at

$76.99

per night

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The Little Lion

506 Stockbridge Road Great Barrington, Massachusetts

Upon leaving The Little Lion, John Dewey Academy is an easy drive with no car needed, simplifying your visit.

The Little Lion often welcomes arrivals with stylish furnishings, boutique décor, and staff focused on creating a tailored experience. Rooms often highlight eclectic interiors, premium bedding, and boutique-style bathrooms that reinforce a personalized stay. Shared spaces may highlight curated cocktail bars, artisanal cafés, and intimate lounges that reinforce boutique individuality and charm.

A stay may highlight complimentary Wi-Fi, boutique breakfast, laundry access, and bike rentals, helping guests balance travel routines.

  Call (855) 239-5277 to book with an agent.
  6.9 miles from John Dewey Academy

Starting at

$180.99

per night

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The Old Inn on the Green

134 Hartsville New Marlborough Rd Great Barrington, Massachusetts

The easy regional drive from The Old Inn on the Green to John Dewey Academy in Great Barrington ensures guests have a pleasant preamble to their day's main activities.

Arrivals at The Old Inn on the Green may feature polished reception spaces, professional luggage service, and refined décor for a luxury welcome. Guest rooms may highlight stylish décor, premium bedding, and bathrooms with marble finishes that reflect a refined and sophisticated tone. Property amenities often feature stylish cocktail bars, refined dining rooms, and wellness facilities that emphasize a sophisticated stay.

A visit often features spa-inspired amenities, upscale dining, valet services, and Wi-Fi, sustaining convenience throughout the stay.

  Call (855) 235-0725 to book with an agent.
  10.5 miles from John Dewey Academy

Starting at

$370.00

per night

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Gedney Farm

34 Hartsville New Marlborough Rd Great Barrington, Massachusetts

Reaching John Dewey Academy from Gedney Farm is a simple commute, a feature that enhances the overall guest experience with simplicity.

Arrivals at Gedney Farm may feature artisanal details, relaxed lobby seating, and complimentary refreshments upon entry. Guest rooms may showcase stylish furnishings, refined linens, and artisanal décor that create a polished boutique retreat. Facilities often present farm-to-table dining, eclectic lounges, and art-focused interiors for a polished boutique guest experience.

Accommodations often feature pet-friendly policies, EV charging, Wi-Fi, and self-serve markets, reflecting flexibility and boutique ease.

  Call (855) 235-0725 to book with an agent.
  10.9 miles from John Dewey Academy

Starting at

$247.99

per night

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The Red Lion Inn

30 Main Street Stockbridge, Massachusetts

In the Great Barrington region, The Red Lion Inn's role as a convenient base lets guests move easily to John Dewey Academy before their stay.

The pet program is a standout feature, ensuring a comfortable and memorable arrival for every member of the family at Red Lion hotels. Every detail in the room is intentionally placed to create a sense of chic, curated style, from the lighting to the hardware. The complimentary hot breakfast includes a variety of options, from fresh waffles and eggs to fruit and pastries, catering to all tastes.

From the convenience of in-room fridges to a pool and hot tub, plus a free hot breakfast and a restaurant, the hotel is well-equipped.

  Call (855) 234-2997 to book with an agent.
  11.7 miles from John Dewey Academy

Starting at

$276.99

per night

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

190 Meadow Street South Lee, Massachusetts

In the Great Barrington region, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG offers a strategic location, acting as a convenient base for visiting John Dewey Academy.

Markets beside reception at Holiday Inn & Suites stock snacks, travel items, and drinks, reducing friction for newly arrived guests. Guest rooms come with in-room coffee makers, mini-fridges, and ample outlets, supporting simple routines and everyday convenience. Breakfast rooms with cereals, hot dishes, and coffee machines make day-start routines straightforward and dependable each morning.

Business spaces, reliable Wi-Fi, and complimentary breakfast combine with pools and laundry, helping travelers remain consistent daily.

  Call (855) 236-8982 to book with an agent.
  11.8 miles from John Dewey Academy

Starting at

$97.95

per night

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Econo Lodge Lee - Great Barrington

980 Pleasant Street Lee, Massachusetts

From the lobby of Econo Lodge Lee - Great Barrington, John Dewey Academy is a simple commute.

Econo locates vending and small-market picks near the front desk so last-minute snacks and travel essentials are within immediate reach. Guest rooms place a roomy desk, multiple outlets, a flat-screen TV and a mini-fridge to keep devices charged and snacks within reach. The lobby pairs seating clusters, charging hubs and a small market so guests can regroup, top up devices and pick essentials before rooms.

With free Wi-Fi, a hot breakfast buffet, meeting rooms, an on-site gym at some locations, guest laundry and EV charging, short trips feel less stressful.

  Call (855) 234-7135 to book with an agent.
  12.7 miles from John Dewey Academy

Starting at

$62.99

per night

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The Brooks Motel

2871 New York 23 Hillsdale, New York

John Dewey Academy is an easy regional drive from The Brooks Motel, a layout that ensures travel logistics are always straightforward.

Arrivals at The Brooks Motel may present vending machines, compact desk service, and exterior room entries that reinforce daily routines. Rooms may provide modest bathrooms, Wi-Fi, and climate control, creating practical balance across budget guest routines. Public areas may provide vending machines, compact breakfast rooms, and laundry facilities that help sustain reliable travel routines.

Guests may encounter Wi-Fi, vending machines, modest coffee service, and parking, maintaining functional practicality for all visits.

  Call (855) 236-8982 to book with an agent.
  14.3 miles from John Dewey Academy

Starting at

$132.30

per night

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Quality Inn Lee - Lenox South

170 Housatonic Street Lee, Massachusetts

When regional plans include John Dewey Academy, Quality Inn Lee - Lenox South is a convenient base, letting guests arrive relaxed and on schedule.

At check-in Quality Inn places coffee and breakfast points near reception, giving guests immediate refreshment without extra walking. Standard rooms include blackout curtains, supportive mattresses, and quiet HVAC for restorative sleep before early meetings or travel days. Poolside family zones include shallow areas, loungers, and umbrella shade so caregivers and kids enjoy downtime with little hassle.

Fitness centers and pool access provide easy on-property spots to recharge so guests maintain wellness between flights or sessions.

  Call (855) 234-2997 to book with an agent.
  15.5 miles from John Dewey Academy

Starting at

$81.99

per night

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Pilgrim Inn

165 Housatonic St Lee, Massachusetts

Reaching John Dewey Academy from Pilgrim Inn is an easy regional drive, a quality that contributes to a well-planned and easy stay.

Guests at Pilgrim Inn may encounter efficient reception, vending access, and on-site parking aligned with practical travel routines. Accommodations may highlight hardwood finishes, compact layouts, and rainfall showers, reinforcing comfort and style during each stay. Facilities often include guest laundries, vending corners, and compact business areas that create balance for both rest and productivity.

Accommodations may include Wi-Fi, vending areas, laundry facilities, and parking, helping maintain straightforward balance each day.

  Call (855) 234-7135 to book with an agent.
  15.6 miles from John Dewey Academy

Starting at

$75.99

per night

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Pleasant Valley Motel West Stockbridge

42 Stockbridge Rd West Stockbridge, Massachusetts

This convenient function as a base is a central element for Pleasant Valley Motel West Stockbridge, since it ensures the stay is built on simplicity.

Pleasant Valley Motel West Stockbridge often provides modest lobbies, vending areas, and exterior parking that help maintain practical clarity for arrivals daily. Each guest room may feature compact seating, cable access, and Wi-Fi, ensuring clear consistency for travelers during short stays. Shared spaces may feature modest lobbies, vending corners, and guest laundries that create functional ease for overnight visitors.

A stay may present Wi-Fi, coin-operated laundry, vending access, and parking, reinforcing straightforward convenience for budget travelers.

  Call (855) 234-2997 to book with an agent.
  16.6 miles from John Dewey Academy

Starting at

$68.99

per night

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The Black Swan Lee - Lenox an Ascend Collection Hotel

435 Laurel St Lee, Massachusetts

For a trip to the Great Barrington area, The Black Swan Lee - Lenox an Ascend Collection Hotel's function as a convenient base delivers a convenient and stress-free travel option.

Guests at The Black Swan Lee - Lenox an Ascend Collection Hotel often find a sophisticated lobby setting with attentive staff, concierge presence, and upscale finishes. Accommodations often provide elegant furnishings, plush seating areas, and minibars with refreshments that enhance overall guest comfort. Facilities may provide polished lounges, upscale dining options, and spa-style services for a comfortable and luxury guest impression.

A stay may provide refined interiors, cocktail bars, wellness areas, and Wi-Fi, combining polished sophistication with reliable connectivity.

  Call (855) 234-7135 to book with an agent.
  17.1 miles from John Dewey Academy

Starting at

$94.99

per night

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The Whitlock

16 Church St Lenox, Massachusetts

From The Whitlock, the easy drive provides access to John Dewey Academy for other trips, enhancing the stay.

The Whitlock typically provides quick front desk support, modest lobby chairs, and self-serve beverages to reinforce simple arrivals. Rooms often feature plush bedding, modest seating, and climate control, providing consistent comfort and ease for traveling guests. Public areas may highlight breakfast rooms, vending stations, and modest seating that emphasize a simple and consistent guest routine.

A visit often provides Wi-Fi, continental breakfast, vending corners, and laundry access, ensuring consistent routines for travelers.

  Call (855) 239-4019 to book with an agent.
  20.3 miles from John Dewey Academy

Starting at

$120.99

per night

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the Alander

7519 NY 22 Copake, New York

Because the Alander is a sensible base, guests can opt to begin their day with a simple and scenic drive to John Dewey Academy.

Arrivals at the Alander may include straightforward desk help, parking convenience, and vending machines for daily guest use. Each guest room may include functional desks, ergonomic chairs, and Wi-Fi, supporting balance between productivity and relaxation routines. Shared spaces typically provide vending access, guest laundries, and compact lobbies that reflect the functional focus of budget hotels.

Guests may enjoy Wi-Fi, modest breakfast, parking, and laundry support, giving visitors a reliable base during budget-friendly stays.

  Call (855) 234-5074 to book with an agent.
  20.4 miles from John Dewey Academy

Starting at

$156.99

per night

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Berkshire Travelodge

12703 Rte 22 Austerlitz, New York

The hotel's spot as a practical base gives Berkshire Travelodge guests a simple way to start their day of travel.

Reception desks at Travelodge sit directly in view of entry, creating orientation clarity and reducing stress for first-time arrivals. Each guest room supplies mini-fridges, microwaves, and outlets, providing travelers with functional convenience across daily needs. Business corners with computers, printers, and Wi-Fi access deliver convenient setups for professionals completing quick tasks.

Breakfast service, Wi-Fi, and pet accommodations pair with parking and laundry, supporting balanced routines for longer-term visits.

  Call (855) 239-5277 to book with an agent.
  20.9 miles from John Dewey Academy

Starting at

$72.99

per night

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Courtyard by Marriott Lenox Berkshires

70 Pittsfield Rd Lenox, Massachusetts

Reaching John Dewey Academy from Courtyard by Marriott Lenox Berkshires is an easy regional drive, a trait that allows for a more flexible daily schedule.

At Courtyard, infused water and warm lighting soften the shift from travel, a small pairing that signals attentiveness and care. Every suite offers rainfall showers, stocked toiletries, and curated lighting, spa-like refreshment that keeps routines consistent. The fitness studio with treadmills, bikes, and mats ensures wellness routines remain dependable during extended travel days.

Guests benefit from free Wi-Fi, valet parking, breakfast buffets, and fitness centers, ensuring travel feels seamless and reliable.

  Call (855) 239-4019 to book with an agent.
  22.7 miles from John Dewey Academy

Starting at

$199.99

per night

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Berkshires Untold

194 Pittsfield Rd Lenox, Massachusetts

In the Great Barrington region, Berkshires Untold boasts a strategic location, serving as a sensible base for visiting John Dewey Academy.

Berkshires Untold may provide arrivals with cozy interiors, boutique check-in, and complimentary artisanal coffee or tea service. Accommodations typically offer curated minibars, plush bedding, and unique design touches for a boutique-forward impression. Amenities may feature artisanal coffee shops, curated seating areas, and stylish cocktail bars that emphasize boutique creativity.

A visit may include co-working nooks, artisanal breakfast, bike storage, and Wi-Fi, sustaining consistent routines with boutique character.

  Call (855) 239-5277 to book with an agent.
  23.7 miles from John Dewey Academy

Starting at

$148.99

per night

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Hampton Inn & Suites Berkshires-Lenox

445 Pittsfield Rd Lenox, Massachusetts

In Great Barrington, Hampton Inn & Suites Berkshires-Lenox's role as a sensible base remains a key asset for visitors who value easy travel.

Hot breakfast stations at Hampton Inn provide variety every morning, supporting daily clarity and dependable routines for travelers. Every guest room has blackout curtains, premium mattresses, and adjustable climate control, creating environments that restore nightly rest. Fitness facilities with ellipticals, resistance gear, and stretching zones keep wellness routines intact, helping guests stay balanced.

Pet-friendly policies, complimentary internet, business spaces, laundry access, and hot breakfast bags keep travel flexible for families.

  Call (855) 234-2997 to book with an agent.
  25.4 miles from John Dewey Academy

Starting at

$121.99

per night

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Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox, Massachusetts

Reaching John Dewey Academy from Howard Johnson by Wyndham Lenox is a simple commute, a quality that allows for a more flexible daily schedule.

Where a tour desk operates on site, Howard Johnson converts quick questions into booked experiences during the first minutes on property. Guest rooms set a flat-screen HDTV opposite the bed with Wi-Fi support, making unwind time easy after errands or long highway miles. Hot tubs near pool decks pair seating nooks and towel racks, turning late afternoons into gentle downtime that resets energy smoothly.

Between pet-friendly policies at some hotels, breakfast, Wi-Fi, and guest laundry, trips with companions stay easy and well-organized.

  Call (855) 236-8982 to book with an agent.
  25.6 miles from John Dewey Academy

Starting at

$76.99

per night

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