The best deals on hotels near High Point School in Lenox, MA.
Access unmatched hotel rates and frequent flash deals on rooms.
Save up to 70% when booking as a group. Select 9+ rooms to get started.
Top 24 Hotels Near High Point School
242 W Mountain Rd Lenox, MA 1240
Courtyard by Marriott Lenox Berkshires
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.
The Village Inn Bed & Breakfast
From The Village Inn Bed & Breakfast, High Point School is a simple drive, a benefit that simplifies the logistics of the entire visit.
The Village Inn Bed & Breakfast 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.
The Whitlock
When your visit to Lenox is anchored by High Point School, The Whitlock's location a straightforward drive away allows for a seamless daily plan.
At The Whitlock, 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.
Days Inn by Wyndham Lenox MA
From the moment you leave the lobby of Days Inn by Wyndham Lenox MA, High Point School is a short drive to avoid traffic, simplifying your visit.
Front-desk placement at Days Inn lines up with elevators and maps along a short path, shrinking bottlenecks during busy arrival periods. Each guest room keeps independent A/C with quiet fan modes, while blackout drapes moderate light so sleep runs deep before early plans. Fitness centers pair treadmills and bikes with free weights and towels, making daily movement straightforward without leaving the property.
Before departures, printer access, a computer kiosk, and Wi-Fi align with coffee and seating, keeping labels and tickets on schedule.
Berkshires Untold
High Point School is a simple drive from Berkshires Untold, a location that offers a simple way to get there before the stay.
Berkshires Untold 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.
Hampton Inn & Suites Berkshires-Lenox
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.
Howard Johnson by Wyndham Lenox
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.
The Yankee Trademark Collection by Wyndham
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.
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
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.
Hilton Garden Inn Lenox Pittsfield
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.
Berkshire Mountain Lodge
From the moment you leave Berkshire Mountain Lodge, High Point School is a simple drive, simplifying your plans.
At Berkshire Mountain Lodge, 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.
The Black Swan Lee - Lenox an Ascend Collection Hotel
The simple drive from The Black Swan Lee - Lenox an Ascend Collection Hotel to High Point School in Lenox makes the connection between the two simple and fast.
The Black Swan Lee - Lenox an Ascend Collection Hotel may provide an elegant lobby lounge with professional staff, luggage support, and complimentary coffee or tea service. Rooms typically present refined interiors, premium linens, and bathrooms finished with upscale materials for a polished impression. Property amenities often include polished lounges, stylish restaurants, and spa-inspired areas for a refined and comfortable stay.
A stay often offers premium bedding, wellness areas, cocktail bars, and Wi-Fi, ensuring convenience and sophistication in equal measure.
Best Western Plus Berkshire Hills Inn & Suites
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.
Sunset Inn
In Lenox, Sunset Inn has a easy-transit location keeping High Point School within easy reach, letting guests move at their own pace.
Guests at Sunset Inn 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.
Pilgrim Inn
From Pilgrim Inn, the simple run to High Point School avoids complex roads to save time, making travel easy.
Pilgrim 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.
Quality Inn
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.
Berkshire Inn
This accessible location keeps High Point School within easy reach from Berkshire Inn, ensuring a simple start.
Arrivals at Berkshire Inn may feature vending access, efficient reception, and accessible parking to reinforce guest convenience. Accommodations may include rainfall showers, hardwood floors, and compact layouts, reinforcing both practicality and simple comfort. Shared spaces may highlight vending machines, modest seating, and breakfast rooms that provide practical balance during travel stays.
Guests may encounter Wi-Fi, continental breakfast, vending access, and laundry spaces, supporting consistent routines while traveling.
Pleasant Valley Motel West Stockbridge
This uncomplicated drive to High Point School helps Pleasant Valley Motel West Stockbridge guests feel more connected to the Lenox area.
Pleasant Valley Motel West Stockbridge 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.
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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.
Hotel on North
Guests at Hotel on North can appreciate High Point School being within easy reach as a defining perk of their stay.
Guests at Hotel on North may encounter eclectic décor, complimentary lobby coffee, and boutique-style reception experiences. Accommodations may include stylish interiors, premium linens, and bathrooms with boutique finishes that emphasize comfort. Shared spaces often feature art-forward interiors, co-working nooks, and artisanal cafés that support a creative boutique orientation.
A stay may include Wi-Fi, EV charging, artisanal snacks, and laundry support, reinforcing boutique practicality for modern travel.
The Red Lion Inn
In Lenox, The Red Lion Inn is situated as a sensible base, a position that fosters a sense of calm.
The stylish, uncluttered lobbies at a Red Lion hotel offer a chic and calming entry, setting a tone for a relaxing, modern stay. Bedrooms are pet-friendly, with plenty of space and durable surfaces to provide a worry-free and comfortable stay for animal guests. After a swim, the adjacent hot tub provides a warm, relaxing soak, creating a complete and rejuvenating aquatic experience for guests.
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.
Econo Lodge Lee - Great Barrington
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.
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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.
Berkshire Travelodge
Reaching High Point School from Berkshire Travelodge is a direct drive, a feature that enhances the overall guest experience with simplicity.
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.
Book as a group & pay separately.
Lowest Group Rate Guaranteed.
High Point School Local Area Guide
Event & Visitor Overview – High Point School
High Point School hosts a mix of school-organized athletics, after-school practices, youth and club matches, and occasional community tournaments and events. Visitors are primarily players, coaches, and families from the surrounding Berkshire-area communities, with referees and volunteer staff supporting weekend competitions. The level of play is predominantly youth and amateur scholastic competition, with seasonal shifts between gym-based contests and outdoor field play. Many trips are planned around scheduled fixtures or tournament brackets, so groups often travel specifically to attend multiple matches or a full day of games rather than a single short visit.
Day-of flowGame & Event Day Rhythm
Match days typically follow a compact cadence: early arrivals for warm-ups and team check-ins, short pregame routines, the scheduled contest, then cooldowns and postgame routines. Weekday activity often centers on late-afternoon practices and single evening games, while weekends can run as full days of bracket play with gaps between rounds for warm-ups and team coordination. Organizers and coaches commonly plan for staged arrivals and staggered departures when multiple age groups compete, and families tend to structure the day around a lead match or championship session, remaining on-site between games for player prep and breaks.
Getting thereTravel & Arrival Patterns
Most attendees arrive by car from nearby towns and suburbs, though longer-distance participants sometimes drive in the night before larger weekend tournaments. School buses or team vans are used regularly for away teams, and event timing produces clear surges shortly before scheduled start times and a larger outbound surge after final matches. Morning arrivals are common for tournament brackets, whereas weekday games usually see later-afternoon arrivals. Keeping travel windows flexible helps manage local congestion, and groups that plan for early arrival or postgame staging avoid much of the busiest movement periods.
Weather checkWeather & Seasonal Considerations
Seasonal shifts are pronounced in this part of Massachusetts, affecting both comfort and logistics. Winter conditions bring cold, wind, and the possibility of snow or icy approaches that favor indoor scheduling and extra time for arrivals; spring can be changeable with rain and cool mornings, while summer events are sunnier but can feel warm during midday. Fall typically offers crisp days and cooler evenings. Plan for layers, waterproof outerwear, and warm-up access indoors when available; bring sun protection and hydration for warm days, and allow extra travel time when precipitation or overnight freezes are possible.

