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Top 24 Hotels Near Sinai Academy of the Berkshire
199 South St Pittsfield, MA 1201



Berkshire Inn

150 West Housatonic St Pittsfield, Massachusetts

The journey from Berkshire Inn to Sinai Academy of the Berkshire is a quick drive, a benefit that adds flexibility to any driving itinerary.

At Berkshire Inn, arrivals may highlight a compact lobby, practical desk service, and parking options set up for everyday convenience. Each guest room may include hardwood accents, comfortable bedding, and complimentary Wi-Fi, helping guests maintain comfort and connection. Facilities typically present compact breakfast rooms, guest laundries, and vending access that create balance for traveling visitors.

A stay often highlights Wi-Fi, compact breakfast areas, vending corners, and guest laundries, reflecting practical balance in budget travel.

  Call (855) 234-5074 to book with an agent.
  2.6 miles from Sinai Academy of the Berkshire

Starting at

$89.99

per night

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Hotel on North

297 North Street Pittsfield, Massachusetts

This quick car trip to Sinai Academy of the Berkshire from Hotel on North allows guests enjoy a bit of Pittsfield before their event.

At Hotel on North, arrivals may feature boutique-style reception, locally inspired design, and warm greetings from attentive staff members. Guest rooms may highlight artisanal furnishings, premium linens, and boutique bathrooms that contribute to a personalized retreat. Shared spaces often feature farm-to-table restaurants, artisanal cafés, and eclectic lounges that reflect boutique individuality.

A stay may include Wi-Fi, self-serve markets, laundry facilities, and bike rentals, aligning boutique hospitality with guest routines.

  Call (855) 233-0132 to book with an agent.
  2.6 miles from Sinai Academy of the Berkshire

Starting at

$145.99

per night

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Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street Pittsfield, Massachusetts

The value of being an easy drive from Sinai Academy of the Berkshire makes Holiday Inn & Suites Pittsfield-Berkshires by IHG a practical base of operations before the experience.

Seating clusters across Holiday Inn & Suites lobbies give families or colleagues comfortable regrouping spaces after arrival. All guest rooms supply sofa seating, flat-screen TVs, and USB ports, allowing travelers to relax and stay connected with ease. Meeting spaces equipped with AV tools, flexible seating, and breakout zones support professional gatherings with dependable clarity.

Business lounges, Wi-Fi, and breakfast service pair with parking and pools, offering clear routines for both leisure and professional use.

  Call (855) 235-6136 to book with an agent.
  2.6 miles from Sinai Academy of the Berkshire

Starting at

$116.99

per night

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Best Western Plus Berkshire Hills Inn & Suites

1350 West Housatonic St Pittsfield, Massachusetts

From the moment you leave the lobby of Best Western Plus Berkshire Hills Inn & Suites, Sinai Academy of the Berkshire is a quick drive for a calm transition, simplifying your visit.

Where airport shuttles operate, Best Western posts pickup markers at the entry, turning connections into straightforward movement right after keys. Every suite highlights expanded seating and a dedicated workspace, enabling calm huddles without relying on public lounge areas downstairs. The café counter may offer espresso, teas, and packaged bites, supporting short pauses before evening events or early departures with groups.

Between meeting rooms, Wi-Fi, and lobby bars or cafés where present, travelers balance coordination and short social pauses on site.

  Call (855) 239-4019 to book with an agent.
  3.9 miles from Sinai Academy of the Berkshire

Starting at

$81.99

per night

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Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield, Massachusetts

Sinai Academy of the Berkshire is a simple drive of Berkshire Mountain Lodge, a benefit that allows the hotel to serve as an easy-to-navigate base.

Guests at Berkshire Mountain Lodge may encounter artisanal coffee, curated décor, and boutique reception touches that emphasize a personal experience. Guest rooms often feature eclectic décor, artisanal details, and curated minibars that emphasize a polished boutique-style retreat. Facilities may showcase intimate bars, curated co-working corners, and design-forward lounges that emphasize boutique orientation.

Accommodations often highlight Wi-Fi, laundry support, yoga mats, and artisanal breakfast, maintaining a boutique rhythm of ease.

  Call (855) 233-7850 to book with an agent.
  5.6 miles from Sinai Academy of the Berkshire

Starting at

$88.99

per night

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Hilton Garden Inn Lenox Pittsfield

1032 South Street Pittsfield, Massachusetts

The hotel's spot an uncomplicated drive of Sinai Academy of the Berkshire gives Hilton Garden Inn Lenox Pittsfield guests a direct way to manage their daily schedule.

The Pavilion Pantry inside Hilton Garden Inn offers 24-hour snacks and beverages, giving guests reliable convenience right at reception. Guest rooms feature blackout curtains, soft bedding, and climate control, ensuring restorative sleep that helps travelers wake energized. Fitness centers with treadmills, weights, and stretching mats allow guests to maintain consistent exercise routines while traveling.

Complimentary breakfast, indoor pools, business lounges, Wi-Fi connectivity, and valet service simplify travel and support routines.

  Call (855) 236-8982 to book with an agent.
  6.1 miles from Sinai Academy of the Berkshire

Starting at

$142.99

per night

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Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

1055 South Street Pittsfield, Massachusetts

The journey from Holiday Inn Express & Suites Pittsfield - Berkshires by IHG to Sinai Academy of the Berkshire is a direct run, a benefit that contributes to a hassle-free visit.

Markets beside Holiday Inn Express reception desks stock travel essentials, helping guests manage small needs immediately upon arrival. Guest rooms are equipped with plush bedding, blackout curtains, and quiet climate systems, ensuring travelers rest well every night. Pools with indoor lanes, loungers, and towel service create leisure areas where families and solo travelers can recharge together.

Complimentary breakfast, pet accommodations, and Wi-Fi combine with laundry and parking, keeping family travel smooth and simple.

  Call (855) 235-0725 to book with an agent.
  6.1 miles from Sinai Academy of the Berkshire

Starting at

$149.00

per night

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The Yankee Trademark Collection by Wyndham

461 Pittsfield Rd Lenox, Massachusetts

Upon arrival at The Yankee Trademark Collection by Wyndham, Sinai Academy of the Berkshire is an easy drive with no need for a long commute, simplifying your visit.

Concierge-level insights from front desk staff help Trademark Collection guests tap into the best of the destination from their first moments. All guest rooms include hairdryers and complimentary toiletries in the bathroom, saving packing space and ensuring travel routine essentials are on hand. Well-equipped fitness centers include treadmills, ellipticals, and strength-training gear, catering to a wide variety of exercise preferences.

For a self-contained trip, on-site dining, a refreshing pool, modern event spaces, and a fitness center provide comprehensive support.

  Call (855) 236-8982 to book with an agent.
  6.5 miles from Sinai Academy of the Berkshire

Starting at

$102.99

per night

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FairBridge Inn Express

16 Cheshire Road Pittsfield, Massachusetts

The hotel's spot a simple drive to Sinai Academy of the Berkshire gives FairBridge Inn Express guests a simple way to transition into their day.

Guests at FairBridge Inn Express may encounter quick front-desk support, vending access, and complimentary parking for predictable arrival flow. Rooms typically highlight simple seating, curated décor, and in-room coffee that may provide a reliable sense of comfort during travel. Shared spaces may include vending areas, modest lobbies, and laundry rooms that provide reliable consistency throughout each stay.

Accommodations may present Wi-Fi, modest breakfast, vending access, and laundry facilities, reinforcing simple daily consistency.

  Call (855) 235-6136 to book with an agent.
  6.6 miles from Sinai Academy of the Berkshire

Starting at

$89.99

per night

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Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox, Massachusetts

The hotel's location is ideal for straightforward travel, with Sinai Academy of the Berkshire a simple drive away, allowing for predictable travel times.

For quick paperwork, Howard Johnson desks with printing or copy access support confirmations or passes while registrations complete. Each guest room positions a coffee maker with cups near the desk, helping mornings start cleanly before you head out for the day ahead. Hot tubs beside pool decks let small groups soak and chat, turning late afternoons into gentle downtime that resets energy for dinner.

Between Wi-Fi, breakfast, and market essentials, plus a business center, small tasks finish quickly so evenings can stay unhurried and calm.

  Call (855) 233-7850 to book with an agent.
  6.6 miles from Sinai Academy of the Berkshire

Starting at

$76.99

per night

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Hampton Inn & Suites Berkshires-Lenox

445 Pittsfield Rd Lenox, Massachusetts

A notable advantage of Hampton Inn & Suites Berkshires-Lenox in Pittsfield is the simple drive to Sinai Academy of the Berkshire, making the hotel a strategic hub for a multi-purpose visit.

Hampton Inn breakfasts with hot buffets and pastries maintain dependable hospitality, helping mornings unfold smoothly and with balance. Each suite includes rainfall showers, premium toiletries, and soft towels, letting guests refresh comfortably after a day of activities. Lobby seating clusters with sofas, small tables, and armchairs provide pause points where families can regroup comfortably on arrival.

On-site Pavilion Pantry counters, complimentary Wi-Fi, breakfast bags, indoor pools, and fitness centers keep guest routines efficient daily.

  Call (855) 234-7135 to book with an agent.
  6.8 miles from Sinai Academy of the Berkshire

Starting at

$139.99

per night

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Berkshires Untold

194 Pittsfield Rd Lenox, Massachusetts

At Berkshires Untold, Sinai Academy of the Berkshire is a simple drive, a central element that connects the hotel to the area's highlights.

Berkshires Untold often presents arrivals with eclectic design, intimate lobby seating, and staff offering tailored boutique-style attention. Accommodations may highlight unique furnishings, premium bedding, and boutique bathrooms that create a refined guest impression. Amenities typically highlight eclectic interiors, small dining venues, and cocktail lounges that frame a boutique-style impression.

A visit may offer complimentary Wi-Fi, bike storage, laundry service, and pet allowances, creating boutique practicality for all guests.

  Call (855) 235-0725 to book with an agent.
  8.3 miles from Sinai Academy of the Berkshire

Starting at

$98.10

per night

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Courtyard by Marriott Lenox Berkshires

70 Pittsfield Rd Lenox, Massachusetts

From Courtyard by Marriott Lenox Berkshires, Sinai Academy of the Berkshire is a direct run, a benefit that keeps the day's main event easily reachable.

Guests arriving at Courtyard encounter community tables and modular furniture, encouraging conversation or casual work before check-in. Every suite offers rainfall showers, plush robes, and premium amenities, ensuring relaxation and consistency across visits. At the lobby lounge, modular seating, community tables, and bright finishes create casual hubs for orientation and conversation.

Guests enjoy valet parking, fitness centers, pet-friendly spaces, and breakfast spreads, supporting reliable comfort each day.

  Call (855) 233-7850 to book with an agent.
  9.2 miles from Sinai Academy of the Berkshire

Starting at

$168.99

per night

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The Whitlock

16 Church St Lenox, Massachusetts

Because The Whitlock is a convenient base, guests can choose to get to Sinai Academy of the Berkshire refreshed after an easy drive.

The Whitlock typically includes an easy check-in point, nearby parking stalls, and modest seating focused on utility over formality. Accommodations may feature compact layouts, functional desks, and streaming access, supporting productivity and relaxation throughout the stay. Facilities often highlight vending machines, breakfast counters, and guest laundries that maintain clarity and convenience for travelers.

A visit may feature Wi-Fi, guest laundry, vending machines, and compact breakfast service, sustaining clarity across travel routines.

  Call (855) 239-4019 to book with an agent.
  11.6 miles from Sinai Academy of the Berkshire

Starting at

$130.99

per night

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The Springs Motel

94 U.S. 7 New Ashford, Massachusetts

From The Springs Motel, the easy regional drive to Sinai Academy of the Berkshire is a core principle of accessibility uncomplicated that defines the beginning of the stay.

Guests at The Springs Motel may encounter compact lobbies, vending access, and parking near rooms that reinforce straightforward travel ease. Guest rooms may include cable channels, mini-fridges, and modest desks, reinforcing functional daily balance during travel routines. Public areas may feature modest lobbies, vending machines, and compact breakfast counters that help sustain reliable convenience.

Guests may enjoy Wi-Fi, ice machines, vending access, and exterior parking, reinforcing straightforward convenience across overnight visits.

  Call (855) 239-5277 to book with an agent.
  15.0 miles from Sinai Academy of the Berkshire

Starting at

$108.99

per night

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The Black Swan Lee - Lenox an Ascend Collection Hotel

435 Laurel St Lee, Massachusetts

The uncomplicated regional drive from The Black Swan Lee - Lenox an Ascend Collection Hotel to Sinai Academy of the Berkshire in Pittsfield means the commute is always efficient.

The Black Swan Lee - Lenox an Ascend Collection Hotel often greets arrivals with elegant lobby décor and concierge service, ensuring a polished and refined first impression. Rooms may highlight refined interiors, premium bedding, and minibars with selections that emphasize a comfortable luxury experience. Property amenities often include upscale dining, stylish lounges, and wellness areas designed to emphasize a polished luxury experience.

Guests may enjoy plush bedding, spa-style bathrooms, cocktail lounges, and Wi-Fi, sustaining luxury comfort alongside modern ease.

  Call (855) 233-0132 to book with an agent.
  15.6 miles from Sinai Academy of the Berkshire

Starting at

$94.99

per night

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Pleasant Valley Motel West Stockbridge

42 Stockbridge Rd West Stockbridge, Massachusetts

For a visit combining key destinations, Pleasant Valley Motel West Stockbridge is a sensible base, keeping Sinai Academy of the Berkshire an easy regional drive away.

Pleasant Valley Motel West Stockbridge typically includes vending machines, modest reception, and exterior entries that help ensure functional arrival support. Rooms often provide Wi-Fi, climate control, and compact bedding, sustaining reliable consistency across straightforward overnight visits. Shared spaces often present vending corners, modest seating, and guest laundries that reflect the functional focus of budget motels.

A visit may include Wi-Fi, modest coffee service, parking, and guest laundry, creating reliable daily balance for budget-conscious travelers.

  Call (855) 235-6136 to book with an agent.
  16.3 miles from Sinai Academy of the Berkshire

Starting at

$60.99

per night

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Sunset Inn

150 Housatonic Street Lee, Massachusetts

In Pittsfield, Sunset Inn provides a practical base, keeping Sinai Academy of the Berkshire an easy regional drive away for guests.

Arrivals at Sunset Inn may present a simple reception, self-serve coffee, and accessible parking configured for routine travel. Guest rooms often include tasteful interiors, climate control, and plush bedding, creating a consistent and comfortable overnight setting. Shared spaces may feature compact business areas, vending corners, and modest lobbies that reinforce practical guest routines daily.

Guests may encounter Wi-Fi, breakfast counters, laundry facilities, and parking, helping support reliable routines while away from home.

  Call (855) 235-0725 to book with an agent.
  18.0 miles from Sinai Academy of the Berkshire

Starting at

$75.99

per night

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Pilgrim Inn

165 Housatonic St Lee, Massachusetts

The primary advantage of Pilgrim Inn as a base in Pittsfield is keeping Sinai Academy of the Berkshire within driving reach.

Pilgrim Inn often provides an uncomplicated desk experience, on-site parking, and a compact lobby aimed at keeping wait times low. Standard guest rooms may include hardwood floors, modest seating, and in-room coffee stations that add to the balance of each stay. Public areas typically include breakfast rooms, vending access, and seating clusters that sustain consistency for overnight visitors.

A stay may include Wi-Fi, vending access, modest breakfast, and laundry rooms, reinforcing straightforward consistency for budget guests.

  Call (855) 234-5074 to book with an agent.
  18.0 miles from Sinai Academy of the Berkshire

Starting at

$75.99

per night

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Quality Inn Lee - Lenox South

170 Housatonic Street Lee, Massachusetts

The hotel's spot as a sensible base gives Quality Inn Lee - Lenox South guests a simple method for managing their time.

With covered drop-offs and sheltered entries Quality Inn protects guests from weather while bell or desk staff assist with luggage and directions. Every guest room maintains a luggage rack, clear dresser top, and accessible plugs so packing, charging, and morning prep stay streamlined. Lobby seating clusters include accessible outlets and small tables so companions charge devices and review itineraries while waiting.

With dependable Wi-Fi and full breakfast service at many locations, mornings remain compact so guests can head to meetings or travel without delay.

  Call (855) 239-4019 to book with an agent.
  18.1 miles from Sinai Academy of the Berkshire

Starting at

$81.99

per night

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The Red Lion Inn

30 Main Street Stockbridge, Massachusetts

As a convenient base, The Red Lion Inn is a central feature that elevates the convenience of the stay.

A pet-friendly welcome makes Red Lion hotels a top choice for travelers with four-legged companions, ensuring a stress-free check-in. Suites offer spacious layouts with separate living areas and comfortable sleeper sofas, providing ample room for families and groups. A bubbling hot tub or whirlpool spa is often located next to the pool, providing a perfect spot for soothing tired muscles after a long day.

A smart amenity package including a fitness center, a pool, a free breakfast, and an on-site restaurant caters to savvy travelers.

  Call (855) 236-8982 to book with an agent.
  20.0 miles from Sinai Academy of the Berkshire

Starting at

$166.99

per night

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Econo Lodge Lee - Great Barrington

980 Pleasant Street Lee, Massachusetts

Guests at Econo Lodge Lee - Great Barrington can rely on it as a sensible base to set a relaxed and convenient tone for their stay.

At many Econo locations, mobile check-in via the brand app shortens desk time so arrivals can proceed to elevators sooner when ready. Guest rooms include a microwave, refrigerator, a coffee maker and free Wi-Fi, keeping short stays practical and meals within reach. Club lounges (where available) offer beverage stations, light bites and quiet seating to let solo work or informal catchups proceed with calm.

With free Wi-Fi, grab-and-go breakfast picks, pool access at many sites, meeting rooms, guest laundry and accessible parking, mornings feel more orderly.

  Call (855) 236-8982 to book with an agent.
  20.3 miles from Sinai Academy of the Berkshire

Starting at

$64.99

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

This practical location allows Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG to offer a blend of convenience and calm before the easy drive to Sinai Academy of the Berkshire.

Concierge desks inside Holiday Inn & Suites lobbies provide immediate orientation support, reducing stress for new arrivals. Suites add large TVs, sofa beds, and lounge chairs, creating versatile setups that serve groups and families effectively. Breakfast rooms serving hot buffets, cereals, and coffee provide predictable routines, ensuring travelers begin days with clarity.

Free Wi-Fi, pet accommodations, and breakfast buffets join with laundry and pools, simplifying longer stays across all properties.

  Call (855) 234-7135 to book with an agent.
  20.8 miles from Sinai Academy of the Berkshire

Starting at

$97.95

per night

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Chatham Travelodge

598 NY 295 Old Chatham, New York

The primary advantage of Chatham Travelodge as a base in Pittsfield is keeping Sinai Academy of the Berkshire an easy regional drive away.

Reception desks at Travelodge are consistently staffed and visible, helping new arrivals achieve clarity and confidence in check-in. Each guest room provides microwaves, fridges, and coffee stations, ensuring guests maintain everyday convenience without stress. Business centers with Wi-Fi, printers, and computers provide functional tools for guests who need productivity support while away.

Business centers, breakfast service, and Wi-Fi pair with laundry and parking, ensuring clarity for guests balancing work and rest.

  Call (855) 233-0132 to book with an agent.
  23.9 miles from Sinai Academy of the Berkshire

Starting at

$115.99

per night

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