The best deals on hotels near Berkshire School in Sheffield, MA.

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Top 24 Hotels Near Berkshire School
245 N Undermountain Rd Sheffield, MA 1257

Quality Inn

372 Main Street Great Barrington, Massachusetts

Berkshire School is a simple commute from Quality Inn, a layout that ensures the pre-event journey is always a calm one.

With visible bell or attendant presence Quality Inn streamlines luggage handoffs and reduces first-step hassles for families and groups. Every guest room supplies a luggage rack, broad dresser top, and easy-access outlets so packing, charging, and morning prep stay streamlined. Breakfast areas arrange hot items, waffle stations, and coffee taps beside mixed seating so early departures fuel up quickly and stay on schedule.

Between meeting AV support, catering partners at select sites, and event parking, on-site logistics keep small conferences efficient and contained.

  Call (855) 234-2997 to book with an agent.
  11.5 miles from Berkshire School

Starting at

$81.99

per night

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East Rock Inn

304 State Rd Great Barrington, Massachusetts

Berkshire School is a simple commute from East Rock Inn, a feature that allows for confident and easy journeys.

At East Rock Inn, arrivals may showcase a no-frills desk, complimentary parking, and modest seating for uncomplicated guest routines. Rooms may highlight premium linens, curated décor, and climate control, creating a comfortable balance of style and rest for visitors. Public areas often highlight guest laundries, vending corners, and modest lobbies that help guests maintain consistency during travel.

Guests may enjoy Wi-Fi, compact breakfast corners, vending machines, and laundry support, reinforcing practicality across overnight visits.

  Call (855) 235-6136 to book with an agent.
  12.1 miles from Berkshire School

Starting at

$164.99

per night

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The Old Inn on the Green

134 Hartsville New Marlborough Rd Great Barrington, Massachusetts

From the lobby of The Old Inn on the Green, Berkshire School is a simple commutefor a calm transition, simplifying your visit.

Guests at The Old Inn on the Green typically encounter refined design details, polished reception service, and luggage support for a sophisticated entry. Guest rooms typically include refined furnishings, upscale bedding, and spa-inspired bathrooms that reflect a luxury experience. Property amenities may highlight stylish lounges, polished bars, and fitness areas that provide a sophisticated impression for guests.

Accommodations often feature plush bedding, spa facilities, cocktail bars, and Wi-Fi, reinforcing balance across polished guest routines.

  Call (855) 236-8982 to book with an agent.
  12.3 miles from Berkshire School

Starting at

$330.00

per night

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Little Cat Lodge

37 Catamount Rd Copake Falls, New York

Reaching Berkshire School from Little Cat Lodge is an easy regional drive, a trait that weaves convenience into the fabric of the stay.

Guests at Little Cat Lodge may encounter basic front desk help, self-serve coffee, and parking close to the lobby for predictable arrivals. Each guest room typically provides ergonomic seating, compact desks, and Wi-Fi, supporting productivity alongside guest comfort. Shared spaces may feature breakfast rooms, vending access, and compact business corners that support both clarity and productivity.

A stay may provide Wi-Fi, breakfast service, vending areas, and laundry rooms, sustaining clear and consistent routines in budget hotels.

  Call (855) 235-6136 to book with an agent.
  12.6 miles from Berkshire School

Starting at

$199.99

per night

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Gedney Farm

34 Hartsville New Marlborough Rd Great Barrington, Massachusetts

In the Sheffield region, Gedney Farm's role as a convenient base lets guests travel in a way that feels natural and easy.

At Gedney Farm, arrivals may feature local design influences, artisanal refreshments, and a cozy reception atmosphere. Accommodations often highlight artisanal décor, refined furnishings, and boutique bathrooms that create a personalized retreat. Facilities typically feature artisanal cafés, eclectic lounges, and locally inspired dining that highlight boutique individuality.

Accommodations may present Wi-Fi, laundry service, family breakfast, and EV charging, offering flexibility across boutique visits.

  Call (855) 239-4019 to book with an agent.
  12.7 miles from Berkshire School

Starting at

$202.99

per night

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Prospect Berkshires

50 Prospect Lake Rd Egremont, Massachusetts

In Sheffield, Prospect Berkshires acts as a practical base, which lets for an easy, low-stress commute to Berkshire School.

Guests at Prospect Berkshires often encounter warm staff greetings, curated lobby details, and boutique-style check-in experiences. Rooms may showcase eclectic design, curated minibars, and plush bedding that reflect boutique hospitality and comfort. Amenities may present curated cocktail bars, small libraries, and stylish lounges that create a polished boutique-style environment.

A visit often includes boutique breakfast, laundry facilities, Wi-Fi, and bike rentals, reflecting balance and consistent travel routines.

  Call (855) 234-7135 to book with an agent.
  13.2 miles from Berkshire School

Starting at

$340.99

per night

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Monument Mountain Motel

247 Stockbridge Rd Great Barrington, Massachusetts

From Monument Mountain Motel, Berkshire School is within driving reach, a choice that makes for a smooth transition from hotel to event.

Monument Mountain Motel often presents vending machines, modest lobbies, and exterior room entries that emphasize simple and practical arrivals. Rooms may include climate control, microwaves, and compact fridges, helping travelers manage basic routines during short motel stays. Public areas may feature vending machines, compact lobbies, and laundry rooms that help sustain reliable routines during travel visits.

Accommodations often present Wi-Fi, vending machines, ice dispensers, and parking, sustaining practical balance across overnight visits.

  Call (855) 234-7135 to book with an agent.
  13.2 miles from Berkshire School

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 hotel's location is a strategic choice, acting as a practical base with Berkshire School within driving reach.

Upon arrival, Fairfield Inn places signposted accessible routes and nearby seating clusters so guests with mobility needs can regroup easily. Each guest room features plush bedding, quiet HVAC systems, and blackout shades, ensuring consistent sleep quality that prepares guests for tomorrow. Business centers supply terminals, printers, and ergonomic chairs, enabling continuity for work tasks and maintaining daily productivity.

Amenities like business centers, self-parking, complimentary breakfast, and Wi-Fi access combine to simplify travel and reduce daily stressors.

  Call (855) 234-2997 to book with an agent.
  13.3 miles from Berkshire School

Starting at

$199.99

per night

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Holiday Inn Express Hotel & Suites Great Barrington by IHG

415 Stockbridge Rd Great Barrington, Massachusetts

In Sheffield, Holiday Inn Express Hotel & Suites Great Barrington by IHG is situated as a sensible base, a spot that enables a sense of calm.

Holiday Inn Express lobby markets operate 24/7, ensuring travelers can handle late-night cravings or early-morning essentials with ease. All guest rooms supply mini-fridges, coffee makers, and bedside outlets, supporting convenient access to daily travel essentials. Fitness facilities with cardio machines, free weights, and mirrors enable travelers to maintain wellness and balance away from home.

Complimentary breakfast, fitness rooms, and Wi-Fi pair with indoor pools and parking, balancing relaxation with convenience.

  Call (855) 234-2997 to book with an agent.
  14.0 miles from Berkshire School

Starting at

$132.99

per night

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the Alander

7519 NY 22 Copake, New York

The journey from the Alander to Berkshire School is an easy regional drive, a perk that adds flexibility to any itinerary.

the Alander typically provides quick desk service, modest lobby space, and complimentary parking that sustain easy travel routines. Guest rooms often feature plush bedding, climate control, and streaming access, allowing guests to rest while enjoying entertainment. Facilities typically present vending stations, guest laundries, and modest lobbies that create a functional base for everyday travel.

Accommodations often present Wi-Fi, guest laundries, modest breakfast, and vending access, maintaining straightforward guest routines.

  Call (855) 234-2997 to book with an agent.
  14.2 miles from Berkshire School

Starting at

$160.99

per night

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The Brooks Motel

2871 New York 23 Hillsdale, New York

This convenient base of operations from The Brooks Motel allows guests enjoy the Sheffield region while keeping Berkshire School accessible.

At The Brooks Motel, arrivals may include vending corners, compact reception, and exterior parking that sustain clear guest consistency. Each guest room typically highlights Wi-Fi, modest bedding, and cable access, reinforcing consistent comfort across budget accommodations. Shared spaces often include compact breakfast rooms, vending corners, and modest lobbies that reinforce straightforward practicality.

Guests may enjoy Wi-Fi, pet-friendly policies, exterior parking, and vending access, creating reliable clarity for traveling visitors.

  Call (855) 236-8982 to book with an agent.
  15.2 miles from Berkshire School

Starting at

$107.10

per night

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Travelodge by Wyndham Great Barrington Berkshires

400 Stockbridge Rd Great Barrington, Massachusetts

From the moment you leave Travelodge by Wyndham Great Barrington Berkshires, Berkshire School is a simple commuteto get there easily, simplifying your plans.

Communal seating in Travelodge lobbies encourages social connection while providing travelers with practical orientation points. Each guest room supplies ergonomic desks, outlets, and Wi-Fi, enabling business travelers to maintain productivity while away. Vending setups adjacent to reception offer snacks, drinks, and essentials, giving guests dependable access upon arrival each day.

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

  Call (855) 235-0725 to book with an agent.
  15.8 miles from Berkshire School

Starting at

$70.99

per night

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Interlaken Inn & Resort

74 Interlaken Road Lakeville, Connecticut

From Interlaken Inn & Resort, Berkshire School is an easy regional drive, a detail that makes for an uncomplicated start to the day.

Interlaken Inn & Resort may present arrivals with stylish seating, locally sourced décor, and complimentary lobby coffee or tea service. Guest rooms typically include stylish interiors, premium linens, and artisanal décor for a polished boutique-style impression. Shared spaces often include locally sourced dining, art-focused décor, and intimate lounges that emphasize boutique hospitality.

Guests may encounter self-serve markets, complimentary Wi-Fi, yoga mats, and pet allowances, reinforcing boutique hospitality ease.

  Call (855) 239-4019 to book with an agent.
  16.9 miles from Berkshire School

Starting at

$319.99

per night

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The Little Lion

506 Stockbridge Road Great Barrington, Massachusetts

Guests at The Little Lion can rely on it as a practical base for the easy regional drive to Berkshire School.

At The Little Lion, guests are often welcomed with cozy furnishings, artisanal design elements, and small-scale concierge support. Accommodations may provide curated furnishings, plush bedding, and bathrooms with boutique finishes for a refined experience. Facilities may highlight artisanal coffee shops, farm-to-table dining, and eclectic lounges for a personalized boutique guest retreat.

A stay may provide EV charging, artisanal breakfast, laundry service, and Wi-Fi, sustaining convenience and boutique individuality.

  Call (855) 234-2997 to book with an agent.
  17.1 miles from Berkshire School

Starting at

$159.99

per night

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The Red Lion Inn

30 Main Street Stockbridge, Massachusetts

From the moment you check in at The Red Lion Inn, Berkshire School is a simple commutewith no traffic.

Red Lion hotels offer a unique arrival, where guests immediately feel the brand's commitment to authentic, local hospitality. The exclusive toiletries provide a luxurious, high-quality amenity that elevates the daily self-care ritual for every guest. After a swim, the adjacent hot tub provides a warm, relaxing soak, creating a complete and rejuvenating aquatic experience for guests.

A strong set of features like an indoor pool, a hot tub, a fitness center, and a free hot breakfast adds comfort to any journey.

  Call (855) 236-8982 to book with an agent.
  22.0 miles from Berkshire School

Starting at

$600.99

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

Guests at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG can utilize it as a convenient base, a defining feature of a well-located stay.

Complimentary coffee and tea at Holiday Inn & Suites serve as consistent care signals, making arrivals feel smoother across stays. Suites come with sofa beds, multiple TVs, and expanded layouts, supporting families or groups with flexible and comfortable stays. Lobby lounges with communal tables, soft chairs, and bright lighting support orientation points and casual social interaction daily.

Complimentary breakfast, Wi-Fi, and fitness centers align with pools and laundry, providing consistent balance during every visit.

  Call (855) 236-8982 to book with an agent.
  22.1 miles from Berkshire School

Starting at

$170.99

per night

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Econo Lodge Lee - Great Barrington

980 Pleasant Street Lee, Massachusetts

From Econo Lodge Lee - Great Barrington, Berkshire School is within driving reach, a feature that makes for a smooth transition from hotel to event.

With straightforward circulation and visible counters, Econo keeps peak check-in periods orderly so the first minutes on property feel calm. Guest rooms come with a flat-screen TV, a microwave, a mini-fridge and bedside electrical outlets for quick device top-ups and charging. Meeting rooms include AV carts, adjustable lighting and simple setup checklists to reduce setup time for presenters and organizers.

Between complimentary Wi-Fi, grab-and-go breakfast, meeting rooms, a small gym, vending and laundry, travelers keep plans moving without extra steps.

  Call (855) 234-2997 to book with an agent.
  23.0 miles from Berkshire School

Starting at

$82.99

per night

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Quality Inn

170 Housatonic Street Lee, Massachusetts

As a practical base, Quality Inn keeps Berkshire School accessiblefor regional events, enhancing the visit.

Quality Inn arrival areas balance modest decorative accents with clear wayfinding so the lobby feels tidy and approachable without cluttering routes. Each suite balances multiple lighting zones and outlets with ample surfaces, enabling work, meals, and casual unwind in one space. Business centers supply computers, printers, and fast Wi-Fi so last-minute printing, boarding passes, and simple prep happen without leaving the property.

With laundry options, vending, and mini-fridges, families and long-stay guests manage essentials without extra errands off property late at night.

  Call (855) 235-0725 to book with an agent.
  25.8 miles from Berkshire School

Starting at

$96.99

per night

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Sunset Inn

150 Housatonic Street Lee, Massachusetts

The uncomplicated regional drive from Sunset Inn to Berkshire School in Sheffield guarantees guests have a reliable way to arrive without confusion.

Arrivals at Sunset Inn may feature vending access, efficient reception, and accessible parking to reinforce guest convenience. Accommodations may include tasteful interiors, hardwood floors, and rainfall showers, reinforcing comfort in a practical guest setting. Shared spaces may include vending areas, modest breakfast rooms, and guest laundries that reinforce simple travel routines for visitors.

A visit may feature Wi-Fi, compact breakfast counters, vending machines, and laundry access, supporting daily travel balance reliably.

  Call (855) 234-2997 to book with an agent.
  25.9 miles from Berkshire School

Starting at

$89.99

per night

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Pilgrim Inn

165 Housatonic St Lee, Massachusetts

Guests at Pilgrim Inn can depend on it as a sensible base to set a relaxed and convenient tone for their stay.

Pilgrim Inn often highlights practical desk service, nearby parking stalls, and compact lobby areas for smooth and direct arrivals. Rooms may provide compact seating, curated décor, and in-room coffee, helping travelers maintain comfort and routine while away. Facilities often present compact lobbies, vending stations, and laundry spaces that help maintain clarity and practicality for guests.

Guests may encounter Wi-Fi, modest breakfast, guest laundry, and parking, reflecting the functional style of budget accommodations.

  Call (855) 239-5277 to book with an agent.
  25.9 miles from Berkshire School

Starting at

$76.99

per night

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Pleasant Valley Motel West Stockbridge

42 Stockbridge Rd West Stockbridge, Massachusetts

Within the region, Pleasant Valley Motel West Stockbridge acts as a convenient base, a fact that lets the hotel to feel well-connected.

Guests at Pleasant Valley Motel West Stockbridge may find modest desk service, vending machines, and exterior entries that create reliable support for travelers. Accommodations may present compact bathrooms, climate control, and Wi-Fi, supporting clear routines throughout each stay. Facilities may present vending access, guest laundries, and compact seating that create daily consistency for overnight motel stays.

A visit may highlight Wi-Fi, guest laundry, vending machines, and modest coffee service, reinforcing functional travel routines daily.

  Call (855) 235-6136 to book with an agent.
  26.3 miles from Berkshire School

Starting at

$55.99

per night

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The Black Swan Lee - Lenox Ascend Hotel Collection

435 Laurel St Lee, Massachusetts

From The Black Swan Lee - Lenox Ascend Hotel Collection, the easy regional drive to Berkshire School is a core principle of accessibilitystraightforward that defines the beginning of the stay.

Ascend lobbies commonly include visible information or concierge stands to help guests orient to local dining and quick transportation options. All guest rooms include a clear work surface, complimentary Wi-Fi, blackout curtains and a coffee station to support rest and focused time. Guest laundries often include detergent vending, cycle timers and a tidy folding area so packing swaps are quick and simple.

With free Wi-Fi, hot breakfast, meeting rooms, accessible parking, a fitness area and guest laundry, travel days keep both tasks and rest simple.

  Call (855) 239-5277 to book with an agent.
  27.4 miles from Berkshire School

Starting at

$142.00

per night

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Berkshire Travelodge

12703 Rte 22 Austerlitz, New York

The easy regional drive from Berkshire Travelodge to Berkshire School in Sheffield guarantees guests have a reliable way to arrive without confusion.

Markets and vending spaces inside Travelodge hotels deliver packaged food, drinks, and travel items, easing everyday guest routines. All guest rooms present sofa seating, flat-screen HDTVs, and USB ports, creating functional spaces for relaxation and connectivity. Breakfast rooms stocked with hot dishes, cereals, and coffee reinforce clarity and predictability across family and business stays.

Complimentary breakfast, vending setups, and Wi-Fi combine with parking and pools, covering both essentials and travel convenience.

  Call (855) 233-7850 to book with an agent.
  29.7 miles from Berkshire School

Starting at

$74.99

per night

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Apple Tree Inn

10 Richmond Mountain Rd Lenox, Massachusetts

This convenient location enables Apple Tree Inn to provide a convenient yet peaceful setting before the easy drive to Berkshire School.

Guests at Apple Tree Inn may encounter boutique décor, complimentary refreshments, and staff focused on creating a tailored arrival. Rooms often highlight artisanal décor, premium bedding, and curated minibars that frame a creative boutique-style guest retreat. Amenities typically feature curated lounges, stylish cocktail bars, and small dining spaces that reflect boutique guest character.

Accommodations often highlight bike rentals, Wi-Fi, laundry facilities, and boutique breakfast, ensuring balanced daily guest rhythms.

  Call (855) 239-4019 to book with an agent.
  29.7 miles from Berkshire School

Starting at

$181.99

per night

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