The best deals on hotels near High Point School in Lenox, MA.

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Top 24 Hotels Near High Point School
242 W Mountain Rd Lenox, MA 1240

Courtyard by Marriott Lenox Berkshires

70 Pittsfield Rd Lenox, Massachusetts

When your itinerary in Lenox requires quick access to High Point School, Courtyard by Marriott Lenox Berkshires's location a brief trip away is a useful asset.

With Bistro seating clustered near reception, Courtyard creates spaces where travelers can pause, socialize, or enjoy a quick refresh. Suites deliver walk-in showers, rainfall heads, and premium toiletries, creating spa-like rituals that refresh guests consistently. At the pool deck, loungers, umbrellas, and towel service deliver reliable relaxation areas for families and leisure travelers.

Complimentary Wi-Fi, indoor pools, The Bistro dining, and valet parking combine to give guests dependable comfort and balanced routines.

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

Starting at

$379.99

per night

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Element Lenox Berkshires

130 PITTSFIELD ROAD Lenox, Massachusetts

High Point School is a short drive from Element Lenox Berkshires, a plan that ensures travel logistics are always straightforward.

Complimentary Rise breakfast at Element features healthy selections and fresh coffee, ensuring mornings begin with clarity and dependable care. Every suite offers Marriott bedding, blackout curtains, and quiet climate systems, ensuring travelers wake refreshed and ready for daily routines. Lobby areas emphasize eco-conscious finishes, natural light, and seating groups, signaling wellness and providing calm orientation points.

Amenities include self-parking, Rise breakfast service, Wi-Fi access, and evening receptions, offering balance and dependability every evening.

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

Starting at

$379.99

per night

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Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield, Massachusetts

The quick drive from Berkshire Mountain Lodge to High Point School in Lenox ensures guests can enjoy local convenience before the hotel experience.

Berkshire Mountain Lodge often presents arrivals with locally inspired décor, complimentary refreshments, and warm boutique-style greetings. Rooms may highlight premium bedding, unique décor, and boutique bathrooms that create a polished and stylish guest retreat. Facilities may showcase art-filled lounges, boutique dining options, and curated cafés that highlight an individualized guest retreat.

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

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

Starting at

$151.99

per night

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Hampton Inn & Suites Berkshires-Lenox

445 Pittsfield Rd Lenox, Massachusetts

The hotel's spot an easy drive from High Point School gives Hampton Inn & Suites Berkshires-Lenox guests a direct method for managing their time.

Hampton Inn infused water setups inside lobbies demonstrate thoughtful details, giving arrivals refreshing pauses after long drives. Every guest room offers sofa beds, televisions, and lounge chairs, ensuring groups or families enjoy versatile areas to relax together. Outdoor pools with shaded cabanas, loungers, and towel racks offer recreation, supporting leisure and relaxation in shared spaces.

Complimentary Wi-Fi, breakfast bags, fitness centers, laundry service, and outdoor pools simplify stays by covering daily guest essentials.

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

Starting at

$248.99

per night

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Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox, Massachusetts

The quick drive from Howard Johnson by Wyndham Lenox to High Point School in Lenox renders travel between the two uncomplicated and efficient.

With mobile check-in and digital key at select hotels, Howard Johnson reduces counter time so room access starts sooner for tired travelers. All guest rooms position a work desk with a chair near outlets and reliable Wi-Fi, organizing planning time while you settle into the space. The lobby arranges seating clusters near reception with charging points, enabling companions to regroup while itineraries finalize.

From guest laundry and Wi-Fi to a business center and printing, small tasks finish quickly while breakfast keeps early departures on time.

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

Starting at

$115.99

per night

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The Yankee Trademark Collection by Wyndham

461 Pittsfield Rd Lenox, Massachusetts

Because The Yankee Trademark Collection by Wyndham is a simple drive from High Point School, guests can utilize a moment of quiet before their event.

A sense of place is the core amenity at Trademark Collection, with the hotel's story beginning to unfold for guests right at the front door. High-speed internet access is a standard in all guest rooms, supporting everything from video conferencing to streaming entertainment reliably. On-site restaurants feature locally inspired menus and comfortable seating, offering a convenient and authentic dining experience without leaving.

Travelers can rely on a core set of amenities including a business center, a fitness center, an on-site restaurant, and a hotel lounge.

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

Starting at

$189.99

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 High Point School is a short drive, a perk that adds flexibility to any driving itinerary.

Markets inside Holiday Inn Express properties stock beverages and packaged meals, helping guests simplify their stay without detours. All guest rooms feature plush mattresses, blackout shades, and climate control, supporting consistent and restorative nightly rest. Fitness facilities stocked with treadmills, weights, and stretching mats help ensure exercise habits remain intact on the road.

Complimentary breakfast, fitness centers, and Wi-Fi connect with pools and laundry, keeping travel routines clear and consistent.

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

Starting at

$227.99

per night

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Hilton Garden Inn Lenox Pittsfield

1032 South Street Pittsfield, Massachusetts

The journey from Hilton Garden Inn Lenox Pittsfield to High Point School is a short drive, a perk that adds to the overall sense of convenience.

Hilton Garden Inn receptions with open layouts and curated finishes provide welcoming impressions that feel dependable and polished. Every guest room includes ergonomic desks, strong Wi-Fi, and task chairs, supporting productivity for both business and leisure travelers. Meeting spaces with audiovisual setups, whiteboards, and flexible tables ensure collaborative productivity for group travelers.

Complimentary internet, hot breakfast, fitness areas, outdoor pools, and self-parking ensure dependable amenities across every stay.

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

Starting at

$227.99

per night

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The Black Swan Lee - Lenox Ascend Hotel Collection

435 Laurel St Lee, Massachusetts

The benefit of a uncomplicated drive to High Point School renders The Black Swan Lee - Lenox Ascend Hotel Collection into a starting point for a day of easy transitions.

At check-in, Ascend reception areas combine visible counters and luggage storage so early arrivals can explore without carrying bags. Guest rooms include a generous desk, multiple outlets, a mini-fridge and a flat-screen TV to support both planning and downtime. Fitness centers are sited near restrooms and water dispensers and include basic towels to help guests transition from exercise to travel.

Between complimentary Wi-Fi, hot breakfast, a fitness center, meeting spaces, vending and EV charging at some hotels, trips stay straightforward.

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

Starting at

$309.00

per night

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Best Western Plus Berkshire Hills Inn & Suites

1350 West Housatonic St Pittsfield, Massachusetts

From the moment you leave Best Western Plus Berkshire Hills Inn & Suites, High Point School is an easy drive, simplifying your plans.

Best Western places restrooms just off the lobby path where possible, offering brief relief and minimizing detours during the arrival window. All guest rooms can provide ADA-aligned layouts where booked—grab bars or roll-in configurations—supporting accessible, confident stays. Picnic patios or grills at some properties enable simple meals outdoors, letting groups reset together without lengthy off-property detours.

Between breakfast buffets, lobby markets, Wi-Fi, and parking, departures stay punctual as routes and confirmations settle in one place.

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

Starting at

$145.99

per night

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Sunset Inn

150 Housatonic Street Lee, Massachusetts

In Lenox, Sunset Inn has a easy-transit location keeping High Point School within easy reach, letting guests move at their own pace.

Sunset Inn often presents modest reception counters, vending machines, and available parking that emphasize budget practicality. Accommodations often include plush bedding, Wi-Fi, and compact layouts, delivering a balance of connectivity and comfort for guests. Shared spaces often provide vending areas, breakfast spaces, and modest seating that reflect the straightforward style of budget stays.

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

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

Starting at

$164.99

per night

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Quality Inn

170 Housatonic Street Lee, Massachusetts

In Lenox, Quality Inn is situated an easy drive from High Point School, a spot that enables a sense of calm.

With covered drop-offs and sheltered entries Quality Inn helps guests stay dry while staff assist with luggage and directions efficiently. Standard rooms feature blackout drapes, supportive mattresses, and quiet HVAC so restorative sleep and steadier mornings fit travel schedules. Pool decks place loungers, shade structures, and towel service near shallow sections to support family dips and relaxed afternoon breaks.

Business support desks and meeting suites pair with dependable Wi-Fi so last-minute slides, prints, and boarding passes are handled on site.

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

Starting at

$119.99

per night

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Berkshire Inn

150 West Housatonic St Pittsfield, Massachusetts

This accessible location keeps High Point School within easy reach from Berkshire Inn, ensuring a simple start.

At Berkshire Inn, arrivals may showcase a no-frills desk, complimentary parking, and modest seating for uncomplicated guest routines. Rooms may highlight curated décor, functional desks, and seating areas, supporting both productivity and relaxation throughout the stay. Facilities may feature guest laundries, vending machines, and breakfast corners that sustain reliable convenience across daily visits.

A stay may include Wi-Fi, vending access, laundry rooms, and compact breakfast service, aligning simplicity with daily travel routines.

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

Starting at

$145.99

per night

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Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street Pittsfield, Massachusetts

This convenient drive to High Point School from Holiday Inn & Suites Pittsfield-Berkshires by IHG is a defining feature, because it promotes a relaxed and manageable itinerary.

Lobby seating at Holiday Inn & Suites integrates charging hubs, giving travelers comfortable pause points to regroup and recharge devices. Each guest room features ergonomic workstations, strong Wi-Fi, and bright lighting, helping professionals maintain productivity. Breakfast setups with hot dishes, cereals, and coffee provide dependable clarity, helping families and individuals start days well.

Free Wi-Fi, breakfast service, and laundry pair with indoor pools and parking, ensuring routines remain straightforward and consistent.

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

Starting at

$159.99

per night

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Hotel on North

297 North Street Pittsfield, Massachusetts

Guests at Hotel on North can appreciate High Point School being within easy reach as a defining perk of their stay.

At Hotel on North, guests are often welcomed with curated furnishings, artisanal details, and staff providing personal attention. Guest rooms typically present artisanal touches, plush bedding, and curated minibars for a refined and boutique-oriented stay. Amenities may include cozy lounges, locally inspired dining, and cocktail bars that emphasize a polished boutique-style retreat.

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

  Call (855) 233-0132 to book with an agent.
  9.5 miles from High Point School

Starting at

$356.99

per night

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Econo Lodge Lee - Great Barrington

980 Pleasant Street Lee, Massachusetts

From Econo Lodge Lee - Great Barrington, High Point School is a simple commute, a feature that makes for an uncomplicated start to the day.

Upon check-in, Econo staff commonly offer concise directions and luggage hold so guests can drop bags, grab a snack and begin local plans without waiting. Guest rooms place a roomy desk, multiple outlets, a flat-screen TV and a mini-fridge to keep devices charged and snacks within reach. Fitness centers locate water stations, interval machines and free weights together so short training sessions stay convenient during trips.

Free Wi-Fi, hot breakfast, meeting space, a gym at participating properties, laundry and accessible parking help stays keep pace with plans.

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

Starting at

$99.99

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

High Point School is an easy regional drive from Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, a convenience that ensures the journey there is as simple as the stay itself.

Open-plan lobbies with modern finishes at Holiday Inn & Suites establish consistent brand identity across all global properties. All guest rooms supply sofa seating, flat-screen TVs, and USB ports, allowing travelers to relax and stay connected with ease. Fitness facilities containing cardio machines, free weights, and stretching zones let guests preserve personal routines while away.

Meeting spaces, breakfast buffets, and Wi-Fi connect with fitness facilities and pools, offering professional clarity and balance.

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

Starting at

$287.99

per night

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FairBridge Inn Express

16 Cheshire Road Pittsfield, Massachusetts

This convenient role as a base enables FairBridge Inn Express to be a peaceful yet connected hub before the easy drive to High Point School.

Guests at FairBridge Inn Express may encounter basic front desk help, self-serve coffee, and parking close to the lobby for predictable arrivals. Each guest room typically offers climate control, hardwood accents, and in-room coffee stations, adding convenience to daily guest routines. Shared spaces typically include modest lobbies, vending stations, and breakfast counters that reinforce simple travel consistency.

Accommodations often present Wi-Fi, guest laundry, modest breakfast, and parking, maintaining practical routines for visiting guests.

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

Starting at

$89.99

per night

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Travelodge by Wyndham Great Barrington Berkshires

400 Stockbridge Rd Great Barrington, Massachusetts

The hotel's spot as a practical base gives Travelodge by Wyndham Great Barrington Berkshires guests a direct method for managing their time.

Travelodge provides complimentary tea and coffee points in its lobbies, reinforcing predictable care touches across all properties. Each guest room highlights coffee stations, microwaves, and fridges, providing functional convenience for everyday travel needs. Business corners with Wi-Fi, seating, and printers support professionals who need reliable access to productivity tools.

Complimentary breakfast, free Wi-Fi, and pet accommodations pair with vending and parking, reinforcing clarity across family stays.

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

Starting at

$144.99

per night

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Holiday Inn Express Hotel & Suites Great Barrington by IHG

415 Stockbridge Rd Great Barrington, Massachusetts

High Point School is a simple commute from Holiday Inn Express Hotel & Suites Great Barrington by IHG, a feature that makes the hotel a logical choice.

Reception desks at Holiday Inn Express are clearly marked and staffed, making the check-in process quick and dependable every time. Suites include sofa beds, additional TVs, and larger layouts, creating flexible accommodations that suit families and group travel. Pools furnished with towel racks, seating, and umbrellas deliver recreational balance for families and individual travelers.

Valet parking, reliable Wi-Fi, and free breakfast pair with fitness facilities and business lounges, balancing productivity and comfort.

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

Starting at

$210.99

per night

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Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires

249 Stockbridge Rd Great Barrington, Massachusetts

Guests at Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires can count on it as a practical base to set a relaxed and convenient tone for their stay.

At check-in, Fairfield Inn ensures reception sightlines open to the market and seating, offering a predictable landing as you come through. Guest rooms include Marriott bedding, blackout curtains, and quiet climate systems, creating restful conditions that support daily recovery needs. Lobby seating zones include couches, small tables, and natural light, creating intuitive orientation points for travelers upon arrival.

Guests find a 24/7 Market, hot breakfast service, parking, and Wi-Fi access, giving them reliable amenities that support predictable daily routines.

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

Starting at

$309.99

per night

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Monument Mountain Motel

247 Stockbridge Rd Great Barrington, Massachusetts

The hotel's spot as a practical base gives Monument Mountain Motel guests a easy way to engage with the surrounding area.

Monument Mountain Motel typically presents modest lobbies, vending areas, and exterior room entries that maintain reliable arrivals for travelers. Rooms may include climate control, microwaves, and compact fridges, helping travelers manage basic routines during short motel stays. Public areas often provide modest breakfast areas, vending machines, and seating clusters that help sustain reliable guest routines.

A visit may highlight Wi-Fi, vending machines, ice dispensers, and parking, creating practical routines across budget accommodations.

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

Starting at

$175.74

per night

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East Rock Inn

304 State Rd Great Barrington, Massachusetts

The hotel's spot as a practical base gives East Rock Inn guests a direct way to start their day of travel.

East Rock Inn typically provides quick desk service, modest lobby space, and complimentary parking that sustain easy travel routines. Guest rooms often feature tasteful interiors, plush bedding, and Wi-Fi, creating a reliable foundation for comfortable overnight stays. Facilities often present vending areas, compact breakfast spaces, and guest laundries that help visitors manage routines while away.

A visit may feature Wi-Fi, vending machines, parking, and laundry facilities, reflecting the reliable ease of budget accommodations.

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

Starting at

$332.99

per night

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Quality Inn

372 Main Street Great Barrington, Massachusetts

The easy regional drive from Quality Inn to High Point School in Lenox guarantees guests have a reliable way to arrive without confusion.

When guests enter Quality Inn they often find vending and market shelves by reception for late-night snacks and bottled drinks. Guest rooms place bedside USB ports, task lamps, and reachable outlets so phones and laptops charge overnight while routines remain uninterrupted. Club lounges, where available, layer quieter seating, light refreshments, and work nooks that let small groups plan or unwind privately.

Pool decks, shaded loungers, and family swim sections give uncomplicated downtime options so guests recover between travel or event blocks.

  Call (855) 233-0132 to book with an agent.
  21.0 miles from High Point School

Starting at

$134.99

per night

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