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Top 24 Hotels Near Pittsfield High School
300 East St Pittsfield, MA 1201

Berkshire Inn

150 West Housatonic St Pittsfield, Massachusetts

This practical drive to Pittsfield High School is a key feature of Berkshire Inn, as it allows for a smooth and simple commute.

Arrivals at Berkshire Inn may present a simple reception, self-serve coffee, and accessible parking configured for routine travel. Each guest room typically offers climate control, hardwood accents, and in-room coffee stations, adding convenience to daily guest routines. Shared spaces often feature vending areas, laundry facilities, and compact lobbies that reinforce practical guest routines each day.

Accommodations often highlight Wi-Fi, laundry facilities, vending corners, and parking, sustaining functional routines across stays.

  Call (855) 235-6136 to book with an agent.
  2.6 miles from Pittsfield High School

Starting at

$85.99

per night

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Hotel on North

297 North Street Pittsfield, Massachusetts

This easy drive to Pittsfield High School from Hotel on North helps guests to feel oriented and comfortable in the Pittsfield area.

Hotel on North often presents arrivals with locally inspired décor, complimentary refreshments, and warm boutique-style greetings. Accommodations may present eclectic décor, curated minibars, and plush bedding that highlight a refined boutique experience. Facilities often provide co-working corners, artisanal cafés, and eclectic décor that emphasize boutique orientation and creativity.

A visit often highlights complimentary Wi-Fi, bike storage, family breakfast, and laundry access, supporting daily routines seamlessly.

  Call (855) 235-0725 to book with an agent.
  2.6 miles from Pittsfield High School

Starting at

$173.99

per night

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Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street Pittsfield, Massachusetts

The quick drive from Holiday Inn & Suites Pittsfield-Berkshires by IHG to Pittsfield High School in Pittsfield keeps travel between the two easy and efficient.

Reception spaces at Holiday Inn & Suites are consistently staffed and brightly lit, ensuring arrivals remain smooth across locations. Guest rooms highlight branded bath products, walk-in showers, and towels, refreshing travelers consistently across every property. Bars located in lobby spaces offer cocktails, snacks, and casual seating, giving guests natural hubs for relaxed evening downtime.

Free Wi-Fi, complimentary breakfast, and pools connect with business centers and parking, balancing relaxation with work routines.

  Call (855) 239-5277 to book with an agent.
  2.6 miles from Pittsfield High School

Starting at

$122.99

per night

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Best Western Plus Berkshire Hills Inn & Suites

1350 West Housatonic St Pittsfield, Massachusetts

In Pittsfield, Best Western Plus Berkshire Hills Inn & Suites's location a straightforward hop from Pittsfield High School lets guests travel easily before their stay begins.

Where lounge access applies, Best Western directs eligible guests to quiet seating and light refreshments, clearly marked as a members-only space. All guest rooms keep closets, drawers, and luggage racks in reach, preventing clutter and making repacks faster on back-to-back days. Fire pits or patio clusters at some properties invite brief evening meetups, adding warmth to quick conversations before rest.

Between courtyard seating where present, Wi-Fi, dining options, and parking, short meetups and meal breaks fit tightly scheduled itineraries.

  Call (855) 234-7135 to book with an agent.
  3.9 miles from Pittsfield High School

Starting at

$115.99

per night

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Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield, Massachusetts

This uncomplicated drive to Pittsfield High School helps Berkshire Mountain Lodge guests get grounded in the local Pittsfield environment without a long journey.

At Berkshire Mountain Lodge, guests are often welcomed with curated furnishings, artisanal details, and staff providing personal attention. Rooms often include artisanal design touches, premium bedding, and boutique bathrooms for a polished and stylish impression. Amenities may include stylish dining venues, curated cocktail bars, and cozy lounges that create a refined boutique impression.

Guests may encounter Wi-Fi, boutique breakfast, laundry facilities, and yoga mats, ensuring boutique routines remain consistent.

  Call (855) 236-8982 to book with an agent.
  5.6 miles from Pittsfield High School

Starting at

$107.99

per night

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Hilton Garden Inn Lenox Pittsfield

1032 South Street Pittsfield, Massachusetts

Pittsfield High School is within easy reach of Hilton Garden Inn Lenox Pittsfield, a convenience that ensures the journey there is as simple as the stay itself.

Digital Key access in Hilton Garden Inn receptions signals loyalty recognition, allowing frequent travelers to streamline their arrival routines. Every guest room offers televisions, sofa seating, and streaming options, allowing guests to unwind with entertainment after long days. Business corners with copy machines, Wi-Fi, and desk seating give guests dependable access to tools that make work efficient.

Complimentary Wi-Fi, hot breakfast, outdoor pools, self-parking, and laundry services provide ease that supports extended guest stays.

  Call (855) 234-7135 to book with an agent.
  6.1 miles from Pittsfield High School

Starting at

$160.99

per night

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Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

1055 South Street Pittsfield, Massachusetts

In Pittsfield, Holiday Inn Express & Suites Pittsfield - Berkshires by IHG's location an easy drive from Pittsfield High School lets guests commute easily before their stay begins.

Holiday Inn Express lobbies feature open layouts and bright décor, producing arrival clarity that feels consistent across properties. Each guest room includes plush mattresses, blackout shades, and quiet HVAC systems, making restorative rest simple and consistent. Fitness rooms containing treadmills, ellipticals, and weights give travelers reliable facilities to preserve healthy daily habits.

Business centers, Wi-Fi, and pet policies combine with breakfast and laundry, supporting productivity and family comfort together.

  Call (855) 239-4019 to book with an agent.
  6.1 miles from Pittsfield High School

Starting at

$146.99

per night

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Wagon Wheel Inn

484 Pittsfield Rd Lenox, Massachusetts

Because Wagon Wheel Inn keeps Pittsfield High School a simple drive, guests can utilize a moment of quiet before their event.

Wagon Wheel Inn often provides an uncomplicated desk experience, on-site parking, and a compact lobby aimed at keeping wait times low. Guest rooms often feature tasteful interiors, plush bedding, and Wi-Fi, creating a reliable foundation for comfortable overnight stays. Facilities typically include modest breakfast corners, vending machines, and seating zones that provide consistent ease for visitors.

A visit may provide Wi-Fi, continental breakfast, vending areas, and guest laundry, reinforcing simple travel support for all visitors.

  Call (855) 234-2997 to book with an agent.
  6.5 miles from Pittsfield High School

Starting at

$69.00

per night

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The Yankee Trademark Collection by Wyndham

461 Pittsfield Rd Lenox, Massachusetts

When plans in Pittsfield are spread out, Pittsfield High School is a simple drive from The Yankee Trademark Collection by Wyndham, letting guests arrive relaxed and on schedule.

Bell services at select Trademark Collection locations add a layer of convenience, assisting with luggage so guests can settle in faster. An in-room workspace with an ergonomic chair supports longer periods of productivity, making it easier to meet deadlines while on the road. Versatile meeting spaces with high-speed internet ensure that presentations and collaborative work can proceed smoothly and professionally.

The hotel's amenities, including a restaurant, a fitness center, a bar, and event spaces, are designed to enhance any travel agenda.

  Call (855) 235-0725 to book with an agent.
  6.5 miles from Pittsfield High School

Starting at

$125.99

per night

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FairBridge Inn Express

16 Cheshire Road Pittsfield, Massachusetts

From FairBridge Inn Express, Pittsfield High School is a direct run, a detail that makes for an uncomplicated start to the day.

At FairBridge Inn Express, arrivals may feature efficient reception, vending options, and close parking that favor practical guest routines. Accommodations may include rainfall showers, hardwood floors, and compact layouts, reinforcing both practicality and simple comfort. Shared spaces may provide coin-operated laundries, vending access, and compact business areas that help travelers stay productive.

Guests may encounter Wi-Fi, modest breakfast, vending access, and laundry support, helping create reliable balance during overnight stays.

  Call (855) 234-2997 to book with an agent.
  6.6 miles from Pittsfield High School

Starting at

$89.99

per night

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Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox, Massachusetts

This easy commute to Pittsfield High School permits Howard Johnson by Wyndham Lenox to be a convenient anchor before the on-site experience starts.

At the desk, Howard Johnson staff can point guests to shuttle pickups where available, clarifying transfers before keys are in hand. Each guest room’s mini-fridge keeps drinks cold while the microwave handles quick heat-ups, minimizing errands between activities and meals. Outdoor pool decks position umbrellas, towel stations, and shade cabanas, encouraging short sun breaks while energy rebounds gently.

From breakfast and Wi-Fi to a fitness room and indoor pool, mornings launch clearly and evenings wind down without extra errands.

  Call (855) 235-6136 to book with an agent.
  6.6 miles from Pittsfield High School

Starting at

$74.99

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 uncomplicated drive to Pittsfield High School, making the hotel a strategic hub for a multi-purpose visit.

Curated design touches in Hampton Inn receptions reinforce polished identity, ensuring first impressions remain dependable and clear. Each suite offers sofa beds, televisions, and armchairs, allowing families to relax together in practical and comfortable spaces. Lobby lounges with 24/7 coffee, sofa clusters, and bright lighting create welcoming areas where guests can relax or socialize casually.

Complimentary Wi-Fi, pet-friendly options, fitness facilities, laundry service, and breakfast buffets give travelers consistency and care.

  Call (855) 234-5074 to book with an agent.
  6.8 miles from Pittsfield High School

Starting at

$123.99

per night

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Days Inn by Wyndham Lenox MA

194 Pittsfield Road Lenox, Massachusetts

The hotel's location is designed for uncomplicated travel, with Pittsfield High School an easy drive away, ensuring a confident journey.

Days Inn sets a straightforward first look with a staffed front desk, clear elevator sightlines, and signage that makes the first walk direct. Standard guest rooms arrange a closet or hanging rail with hangers plus a luggage rack, keeping floors clear and movement calm at night. Fitness centers line treadmills, bikes, and free weights with towel bins and water, maintaining familiar routines without leaving the building.

Pool (where available), a fitness room, and Wi-Fi plus lounge chairs balance cooldowns, movement, and connection a few steps apart.

  Call (855) 234-5074 to book with an agent.
  8.3 miles from Pittsfield High School

Starting at

$129.99

per night

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Element Lenox Berkshires

130 PITTSFIELD ROAD Lenox, Massachusetts

The simple drive from Element Lenox Berkshires to Pittsfield High School in Pittsfield means guests have a pleasant option for their daily travel.

Guests encounter eco-conscious décor and recycled materials in Element lobbies, signaling a sustainable focus that supports responsible travel. Guest rooms integrate flat-screen TVs, bedside charging hubs, and streaming access, offering guests dependable entertainment at day’s end. Lobby areas emphasize eco-conscious finishes, natural light, and seating groups, signaling wellness and providing calm orientation points.

Guests enjoy Rise breakfast with fruit and hot items, Motion gyms, complimentary Wi-Fi, and evening receptions, supporting dependable wellness.

  Call (855) 234-2997 to book with an agent.
  8.8 miles from Pittsfield High School

Starting at

$209.99

per night

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Courtyard by Marriott Lenox Berkshires

70 Pittsfield Rd Lenox, Massachusetts

Pittsfield High School is a simple cross-town drive of Courtyard by Marriott Lenox Berkshires, a convenience that ensures the journey there is as simple as the stay itself.

Courtyard highlights its Bistro in the lobby, signaling convenience with food and beverage options that simplify daily routines. Every suite delivers rainfall showers, plush robes, and stocked toiletries, refreshing travelers and reinforcing daily consistency. At the meeting spaces, ergonomic seating, projectors, and AV support provide convenience and productivity for all types of events.

Amenities include business spaces, Starbucks® service, outdoor pools, and valet parking, dependable options that simplify stays daily.

  Call (855) 235-0725 to book with an agent.
  9.2 miles from Pittsfield High School

Starting at

$189.99

per night

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The Whitlock

16 Church St Lenox, Massachusetts

For guests in Pittsfield, The Whitlock is a practical base that keeps Pittsfield High School within driving reach.

Guests at The Whitlock may encounter a no-nonsense front desk, modest lobby chairs, and parking access for stress-reduced arrivals. Rooms may provide premium bedding, modest seating, and streaming access, giving guests consistent comfort and entertainment options. Facilities often highlight vending machines, modest lobbies, and laundry areas that emphasize simple and reliable daily guest routines.

A stay often includes Wi-Fi, laundry rooms, breakfast counters, and parking, maintaining straightforward guest routines on the road.

  Call (855) 234-7135 to book with an agent.
  11.6 miles from Pittsfield High School

Starting at

$172.99

per night

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Apple Tree Inn

10 Richmond Mountain Rd Lenox, Massachusetts

From Apple Tree Inn, Pittsfield High School is within driving reach, a convenience that makes the hotel a strategic choice.

Guests at Apple Tree Inn may encounter eclectic décor, complimentary lobby coffee, and boutique-style reception experiences. Guest rooms may feature stylish interiors, curated furnishings, and premium linens that underscore boutique sophistication. Shared spaces typically highlight art installations, artisanal cafés, and small dining rooms that reflect boutique-style creativity.

A stay may include Wi-Fi, EV charging, artisanal snacks, and laundry support, reinforcing boutique practicality for modern travel.

  Call (855) 236-8982 to book with an agent.
  12.2 miles from Pittsfield High School

Starting at

$181.99

per night

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The Springs Motel

94 U.S. 7 New Ashford, Massachusetts

This practical base from The Springs Motel helps guests to feel oriented and comfortable in the Pittsfield area.

At The Springs Motel, arrivals may feature modest front desks, vending machines, and direct parking that create straightforward consistency. Each guest room may highlight microwaves, Wi-Fi, and climate control, supporting simple practicality for travelers away from home. Shared spaces may include vending corners, compact lobbies, and laundry rooms that sustain daily consistency in budget accommodations.

Guests may encounter Wi-Fi, pet-friendly options, vending access, and parking, sustaining reliable routines across short overnight stays.

  Call (855) 234-2997 to book with an agent.
  15.0 miles from Pittsfield High School

Starting at

$98.99

per night

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The Black Swan Lee - Lenox Ascend Hotel Collection

435 Laurel St Lee, Massachusetts

For guests in Pittsfield, The Black Swan Lee - Lenox Ascend Hotel Collection is a convenient base that keeps Pittsfield High School within driving reach.

Ascend front desks commonly combine staffed counters and kiosk options so guests can choose a faster check-in path when available. Guest rooms begin with a roomy work desk, blackout curtains, a mini-fridge and in-room coffee so business and rest stay clearly balanced. Breakfast areas offer hot buffet stations, grab-and-go packs and seating with outlets so mornings stay efficient and predictable.

Between complimentary Wi-Fi, morning breakfast, meeting spaces, an on-site gym, vending and laundry, brief stays remain calm and capable.

  Call (855) 234-5074 to book with an agent.
  15.6 miles from Pittsfield High School

Starting at

$142.00

per night

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Berkshire Valley Inn

2541 Hancock Rd Williamstown, Massachusetts

From Berkshire Valley Inn, Pittsfield High School is an easy regional drive, a choice that enhances the feeling of being well-situated.

Berkshire Valley Inn typically offers quick desk service, self-serve beverages, and on-site parking so guests can settle in with minimal delay. Each guest room often highlights hardwood accents, curated décor, and Wi-Fi, providing a polished yet straightforward overnight setting. Public areas typically include breakfast counters, vending access, and compact seating that create practical support during visits.

Accommodations may present Wi-Fi, vending machines, compact breakfast spaces, and laundry facilities, supporting consistent daily ease.

  Call (855) 233-7850 to book with an agent.
  15.9 miles from Pittsfield High School

Starting at

$223.99

per night

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Pleasant Valley Motel West Stockbridge

42 Stockbridge Rd West Stockbridge, Massachusetts

Guests at Pleasant Valley Motel West Stockbridge can utilize it as a sensible base, a defining feature of a well-located stay.

Guests at Pleasant Valley Motel West Stockbridge may encounter compact lobbies, vending access, and exterior room entries that emphasize no-frills practicality. Accommodations often include modest bathrooms, cable channels, and climate control, maintaining reliable ease across guest stays. Facilities typically present vending machines, modest lobbies, and guest laundries that reinforce reliable travel routines each day.

A stay may feature Wi-Fi, coin-operated laundry, parking, and ice machines, creating simple consistency for travelers on the road.

  Call (855) 234-2997 to book with an agent.
  16.3 miles from Pittsfield High School

Starting at

$55.99

per night

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Berkshire Travelodge

12703 Rte 22 Austerlitz, New York

Within the region, Berkshire Travelodge is a convenient base, a fact that offers a sense of connection to Pittsfield High School.

Travelodge lobbies with refreshed décor, murals, or modern finishes contribute to updated identity while retaining functional clarity. All guest rooms contain ergonomic desks, chairs, and Wi-Fi, enabling business travelers to remain productive while away from the office. Vending areas with snacks, bottled drinks, and packaged meals simplify routines, offering convenience for guests at all hours.

Free Wi-Fi, laundry, and breakfast buffets align with parking and vending, giving travelers clarity across both short and long trips.

  Call (855) 233-7850 to book with an agent.
  16.6 miles from Pittsfield High School

Starting at

$74.99

per night

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Sunset Inn

150 Housatonic Street Lee, Massachusetts

For guests in the Pittsfield region, Sunset Inn is a practical base, a spot that makes for an unhurried start to the day.

Arrivals at Sunset Inn may include a basic reception setup, vending machines, and accessible parking that support budget travel needs. Guest rooms typically include climate control, in-room coffee, and plush bedding, supporting rest and refreshment across guest routines. Shared spaces may present vending corners, modest lobbies, and laundry rooms that reinforce straightforward consistency for travelers.

A visit may highlight Wi-Fi, modest breakfast, vending access, and parking, reinforcing clear and functional travel routines daily.

  Call (855) 234-7135 to book with an agent.
  18.0 miles from Pittsfield High School

Starting at

$89.99

per night

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Pilgrim Inn

165 Housatonic St Lee, Massachusetts

This convenient base from Pilgrim Inn allows guests to feel more in control of their schedule in the Pittsfield area.

Pilgrim Inn often provides quick front-desk support, nearby parking, and modest lobby seating that emphasize straightforward arrivals. Accommodations may feature compact layouts, tasteful décor, and rainfall showers that reinforce a comfortable and modern atmosphere. Facilities often provide vending access, compact breakfast areas, and laundry spaces that maintain clarity and reliability for guests.

Guests may enjoy Wi-Fi, guest laundry, breakfast areas, and vending corners, sustaining reliable convenience throughout budget-friendly stays.

  Call (855) 236-8982 to book with an agent.
  18.0 miles from Pittsfield High School

Starting at

$146.99

per night

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