The best deals on hotels near Berkshire Junior-Senior High School in Canaan, NY.

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 Berkshire Junior-Senior High School
13640 Ny-22 Canaan, NY



Best Western Plus Berkshire Hills Inn & Suites

1350 West Housatonic St Pittsfield, Massachusetts

From Best Western Plus Berkshire Hills Inn & Suites, Berkshire Junior-Senior High School is a direct run, a detail that enhances the feeling of being well-situated.

Lobby coffee or hydration points may be offered by Best Western, providing small resets that help late arrivals settle before elevator rides. Every suite may include a mini-fridge for drinks and leftovers, keeping routines simple when dining runs late or mornings start early. Fitness rooms feature mirrors, mats, and space for stretches, supporting quick warm-ups or end-of-day resets that keep balance consistent.

With free Wi-Fi, breakfast corners, business desks, and printers, trip tasks advance steadily while tickets and plans refresh in one place.

  Call (855) 235-0725 to book with an agent.
  8.0 miles from Berkshire Junior-Senior High School

Starting at

$81.99

per night

Read Reviews View Amenities View All Rooms

Pleasant Valley Motel West Stockbridge

42 Stockbridge Rd West Stockbridge, Massachusetts

In the Canaan area, Pleasant Valley Motel West Stockbridge has a strategic location, serving as a practical base for visiting Berkshire Junior-Senior High School.

Guests at Pleasant Valley Motel West Stockbridge may encounter modest desk service, vending corners, and exterior parking that sustain daily convenience for travelers. Each guest room may highlight modest bathrooms, climate control, and Wi-Fi, creating reliable comfort for overnight visitors. Facilities may present small breakfast rooms, vending areas, and modest lobbies that create reliable consistency across budget properties.

A visit may present Wi-Fi, exterior parking, vending machines, and guest laundries, creating reliable balance for budget-focused visitors.

  Call (855) 235-0725 to book with an agent.
  10.6 miles from Berkshire Junior-Senior High School

Starting at

$60.99

per night

Read Reviews View Amenities View All Rooms

Berkshires Untold

194 Pittsfield Rd Lenox, Massachusetts

This convenient base of operations from Berkshires Untold allows guests enjoy the Canaan region while keeping Berkshire Junior-Senior High School accessible.

Berkshires Untold often greets arrivals with warm staff welcomes, eclectic décor, and complimentary coffee or tea in the reception area. Rooms may include unique décor, premium bedding, and boutique bathrooms that emphasize a stylish and boutique-forward retreat. Shared spaces may present intimate lounges, farm-to-table restaurants, and curated cafés for a personalized boutique retreat.

Guests may encounter bike storage, Wi-Fi, boutique breakfast, and laundry service, reflecting boutique practicality and convenience.

  Call (855) 235-0725 to book with an agent.
  11.4 miles from Berkshire Junior-Senior High School

Starting at

$98.10

per night

Read Reviews View Amenities View All Rooms

The Yankee Trademark Collection by Wyndham

461 Pittsfield Rd Lenox, Massachusetts

Berkshire Junior-Senior High School is a simple commute from The Yankee Trademark Collection by Wyndham, a detail that allows for easy travel to other local points.

Travelers can expect a departure from the ordinary at Trademark Collection, where each arrival is curated to the hotel's specific identity. Each guest room provides a dedicated workspace and complimentary Wi-Fi, allowing travelers to maintain productivity in a private, focused setting. Well-maintained gardens with walking paths give guests a pleasant on-site option for a morning stroll or a bit of light exercise.

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

  Call (855) 235-6136 to book with an agent.
  11.5 miles from Berkshire Junior-Senior High School

Starting at

$96.99

per night

Read Reviews View Amenities View All Rooms

Courtyard by Marriott Lenox Berkshires

70 Pittsfield Rd Lenox, Massachusetts

Within the region, Courtyard by Marriott Lenox Berkshires is a sensible base, a fact that offers a simple solution for daily travel to Berkshire Junior-Senior High School.

Courtyard reinforces practicality with its Bistro, a lobby hub where meals, drinks, and casual seating support daily convenience. Guest rooms provide blackout curtains, espresso service, and plush bedding, ensuring travelers enjoy restful sleep and energized mornings. The fitness center with treadmills, ellipticals, and weights helps guests sustain wellness and balance consistently while on the road.

Guests enjoy pet-friendly rooms, 24/7 markets, meeting facilities, and fitness centers, ensuring flexible comfort across extended stays.

  Call (855) 235-0725 to book with an agent.
  11.5 miles from Berkshire Junior-Senior High School

Starting at

$168.99

per night

Read Reviews View Amenities View All Rooms

Hampton Inn & Suites Berkshires-Lenox

445 Pittsfield Rd Lenox, Massachusetts

The journey from Hampton Inn & Suites Berkshires-Lenox to Berkshire Junior-Senior High School is a simple commute, a perk that adds to the overall sense of convenience.

Lobby coffee service at Hampton Inn reflects attention to detail, providing familiar comfort that eases arrivals and guest transitions. Each suite contains rainfall showers, premium bath products, and bright mirrors, giving travelers comfort and refreshment daily. Outdoor pools surrounded by cabanas, shaded tables, and towels offer relaxing areas where leisure and social connection come together.

Fitness rooms, complimentary Wi-Fi, hot breakfast, laundry service, and Pavilion Pantry offerings provide practical support every day.

  Call (855) 235-0725 to book with an agent.
  11.5 miles from Berkshire Junior-Senior High School

Starting at

$139.99

per night

Read Reviews View Amenities View All Rooms

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox, Massachusetts

For a trip to the area, Howard Johnson by Wyndham Lenox's role as a convenient base is a foundational part of its convenience.

Howard Johnson lobbies maintain 24/7 front desk coverage, smoothing late arrivals and giving travelers quick answers when plans shift. Suites may include a kitchenette-style layout with a larger fridge and microwave, supporting simple meals during extended stays. Meeting spaces scale from a single room to small suites with dividers, making ad-hoc sessions or celebrations straightforward to stage.

From guest laundry and Wi-Fi to a hot tub and fitness room, recovery and routines balance neatly around the day’s activities.

  Call (855) 234-2997 to book with an agent.
  11.6 miles from Berkshire Junior-Senior High School

Starting at

$76.99

per night

Read Reviews View Amenities View All Rooms

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield, Massachusetts

For a visit combining key destinations, Berkshire Mountain Lodge is a practical base, keeping Berkshire Junior-Senior High School an easy regional drive away.

At Berkshire Mountain Lodge, arrivals may highlight cozy seating, boutique design, and artisanal refreshments that reflect a personal touch. Guest rooms often highlight eclectic design, curated amenities, and plush bedding for a polished and personalized impression. Facilities often highlight co-working corners, eclectic décor, and stylish bars that create a boutique-oriented guest experience.

A stay may feature complimentary Wi-Fi, family breakfast, laundry support, and artisanal coffee, balancing boutique routines with ease.

  Call (855) 234-5074 to book with an agent.
  11.7 miles from Berkshire Junior-Senior High School

Starting at

$88.99

per night

Read Reviews View Amenities View All Rooms

Hilton Garden Inn Lenox Pittsfield

1032 South Street Pittsfield, Massachusetts

As a practical base, Hilton Garden Inn Lenox Pittsfield keeps Berkshire Junior-Senior High School accessible for business travel, enhancing the visit.

Sofa clusters in Hilton Garden Inn lobbies establish comfortable regrouping areas, letting families or groups pause before moving forward. Every guest room provides blackout curtains, premium bedding, and climate control, creating restful sleep environments that restore energy. Fitness centers with ellipticals, treadmills, and resistance weights enable travelers to keep workouts steady during extended visits.

Complimentary breakfast, parking options, Wi-Fi, Pavilion Pantry markets, and fitness areas simplify routines and reduce guest stress.

  Call (855) 234-2997 to book with an agent.
  11.7 miles from Berkshire Junior-Senior High School

Starting at

$142.99

per night

Read Reviews View Amenities View All Rooms

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

1055 South Street Pittsfield, Massachusetts

This practical location permits Holiday Inn Express & Suites Pittsfield - Berkshires by IHG to offer a blend of convenience and calm before the easy drive to Berkshire Junior-Senior High School.

Holiday Inn Express coffee and tea service signals care and consistency, giving travelers refreshing touches immediately upon entry. All guest rooms include branded bath products, showers, and soft linens, ensuring reliable refreshment during every hotel visit. Breakfast areas offering hot selections, pastries, and cereals provide travelers with consistent clarity in starting daily routines.

Business centers, breakfast buffets, and Wi-Fi align with fitness facilities and parking, delivering predictable routines each stay.

  Call (855) 234-2997 to book with an agent.
  11.8 miles from Berkshire Junior-Senior High School

Starting at

$149.00

per night

Read Reviews View Amenities View All Rooms

The Whitlock

16 Church St Lenox, Massachusetts

Berkshire Junior-Senior High School is a simple commute from The Whitlock, a feature that allows for easy travel to other local points.

Guests at The Whitlock may encounter quick check-in, self-serve coffee, and modest lobby seating focused on practical convenience. Rooms typically include plush bedding, climate control, and blackout curtains, reinforcing privacy and comfort for restful overnight stays. Facilities often present vending areas, compact breakfast spaces, and guest laundries that help visitors manage routines while away.

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

  Call (855) 236-8982 to book with an agent.
  12.0 miles from Berkshire Junior-Senior High School

Starting at

$130.99

per night

Read Reviews View Amenities View All Rooms

The Village Inn Bed & Breakfast

16 Church St. Lenox, MA 01240, USA Lenox, Massachusetts

Because The Village Inn Bed & Breakfast is a practical base, guests can plan on a simple commute to Berkshire Junior-Senior High School.

The Village Inn Bed & Breakfast typically offers simple arrivals with front desk service, on-site parking, and vending options for guest accessibility. Each guest room may highlight compact desks, ergonomic seating, and Wi-Fi, supporting productivity and ease during travel routines. Shared spaces may highlight vending machines, modest seating, and breakfast rooms that provide practical balance during travel stays.

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

  Call (855) 233-0132 to book with an agent.
  12.0 miles from Berkshire Junior-Senior High School

Starting at

$136.99

per night

Read Reviews View Amenities View All Rooms

Berkshire Inn

150 West Housatonic St Pittsfield, Massachusetts

In the Canaan area, Berkshire Inn serves as a practical base, a position that makes travel easy.

Arrivals at Berkshire Inn may feature efficient check-in, complimentary parking, and a straightforward lobby for easy navigation. Guest rooms often include hardwood finishes, rainfall showers, and tasteful décor, creating a setting that balances comfort and style. Facilities often showcase compact lobbies, vending areas, and coin-operated laundry that emphasize functional routines for guests.

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

  Call (855) 235-0725 to book with an agent.
  12.2 miles from Berkshire Junior-Senior High School

Starting at

$89.99

per night

Read Reviews View Amenities View All Rooms

Chatham Travelodge

598 NY 295 Old Chatham, New York

Reaching Berkshire Junior-Senior High School from Chatham Travelodge is a direct drive, a trait that weaves simplicity into the guest's daily routine.

Reception at Travelodge remains brightly lit and clearly marked, helping guests complete arrivals with confidence and consistency. Guest rooms feature branded bath amenities, showers, and towels, giving guests clarity and consistency across daily personal routines. Breakfast dining areas with buffets, cereals, and coffee maintain clarity and predictability, easing day-start routines for travelers.

Complimentary breakfast, Wi-Fi, and laundry align with vending and parking, delivering consistent clarity for everyday travel routines.

  Call (855) 235-6136 to book with an agent.
  12.7 miles from Berkshire Junior-Senior High School

Starting at

$115.99

per night

Read Reviews View Amenities View All Rooms

Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street Pittsfield, Massachusetts

Reaching Berkshire Junior-Senior High School from Holiday Inn & Suites Pittsfield-Berkshires by IHG is an easy regional drive, a feature that weaves convenience into the fabric of the stay.

Concierge desks at Holiday Inn & Suites remain visible and accessible, providing travelers with support and orientation from entry. Guest rooms include in-room coffee stations, mini-fridges, and bedside outlets, helping travelers maintain routines with ease. Breakfast areas with buffets, cereals, and coffee machines deliver clarity for travelers seeking predictable routines each morning.

Connectivity with Wi-Fi, breakfast buffets, and pools aligns with business centers and laundry, balancing work and leisure needs.

  Call (855) 234-2997 to book with an agent.
  12.9 miles from Berkshire Junior-Senior High School

Starting at

$116.99

per night

Read Reviews View Amenities View All Rooms

Hotel on North

297 North Street Pittsfield, Massachusetts

For a trip to the area, Hotel on North's location as a convenient base is an essential aspect of its appeal.

Guests at Hotel on North may find intimate lobby seating, curated interiors, and staff offering tailored check-in experiences. Accommodations may provide stylish interiors, premium linens, and artisanal décor that contribute to a boutique-oriented stay. Amenities may include artisanal lounges, curated cafés, and intimate dining venues that emphasize a creative boutique impression.

A stay often includes complimentary Wi-Fi, boutique breakfast, laundry service, and pet-friendly policies, sustaining balanced routines.

  Call (855) 236-8982 to book with an agent.
  13.2 miles from Berkshire Junior-Senior High School

Starting at

$145.99

per night

Read Reviews View Amenities View All Rooms

The Black Swan Lee - Lenox an Ascend Collection Hotel

435 Laurel St Lee, Massachusetts

Berkshire Junior-Senior High School is a simple commute from The Black Swan Lee - Lenox an Ascend Collection Hotel, a layout that ensures travel plans are always straightforward.

Arrivals at The Black Swan Lee - Lenox an Ascend Collection Hotel typically feature professional concierge guidance, refined interiors, and polished reception service. Rooms often highlight elegant furnishings, upscale décor, and in-room espresso machines that provide added guest convenience. Shared spaces may include stylish lounges, upscale dining options, and wellness facilities that contribute to a refined guest experience.

A visit may include cocktail bars, wellness spaces, valet service, and Wi-Fi, ensuring refined balance across leisure and convenience.

  Call (855) 234-5074 to book with an agent.
  15.9 miles from Berkshire Junior-Senior High School

Starting at

$94.99

per night

Read Reviews View Amenities View All Rooms

The Red Lion Inn

30 Main Street Stockbridge, Massachusetts

Because The Red Lion Inn is a practical base, guests can enjoy a moment of fresh air before their drive to Berkshire Junior-Senior High School.

The stylish, uncluttered lobbies at a Red Lion hotel offer a chic and calming entry, setting a tone for a relaxing, modern stay. Guest rooms are designed as comfortable, welcoming spaces with a warm, residential feel, making all travelers feel instantly at home. Guests can look forward to the free breakfast buffet, a major cost-saving perk that adds significant value to every stay.

From the cost-saving free breakfast to the free Wi-Fi, pet-friendly policy, and fitness center, the focus is always on guest comfort.

  Call (855) 239-4019 to book with an agent.
  16.7 miles from Berkshire Junior-Senior High School

Starting at

$166.99

per night

Read Reviews View Amenities View All Rooms

FairBridge Inn Express

16 Cheshire Road Pittsfield, Massachusetts

Berkshire Junior-Senior High School is within driving reach from FairBridge Inn Express, a layout that ensures the pre-event journey is always a calm one.

FairBridge Inn Express often highlights accessible arrivals with modest reception, vending access, and practical on-site parking for travelers. Accommodations may feature plush bedding, modest seating, and climate control, helping ensure rest and comfort during overnight stays. Shared spaces may include breakfast rooms, vending machines, and guest laundries that reinforce clarity and convenience during visits.

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

  Call (855) 233-7850 to book with an agent.
  17.7 miles from Berkshire Junior-Senior High School

Starting at

$89.99

per night

Read Reviews View Amenities View All Rooms

Sunset Inn

150 Housatonic Street Lee, Massachusetts

From Sunset Inn, the simple regional drive to Berkshire Junior-Senior High School removes travel complications on any given day before the stay.

At Sunset Inn, arrivals may present straightforward check-in, available parking, and simple lobby furnishings for guest use. Rooms typically highlight compact layouts, premium bedding, and coffee stations, maintaining balance and convenience across guest visits. Shared spaces may feature vending machines, breakfast counters, and modest lobbies that reinforce straightforward travel convenience daily.

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

  Call (855) 234-2997 to book with an agent.
  18.4 miles from Berkshire Junior-Senior High School

Starting at

$75.99

per night

Read Reviews View Amenities View All Rooms

Pilgrim Inn

165 Housatonic St Lee, Massachusetts

As a sensible base, Pilgrim Inn is a key element that connects the hotel to the area's highlights.

Guests at Pilgrim Inn may encounter practical reception, vending services, and complimentary parking during the arrival experience. Each guest room often provides hardwood floors, curated décor, and blackout curtains, giving guests a restful and consistent experience. Facilities often include guest laundries, vending corners, and compact business areas that create balance for both rest and productivity.

Accommodations often highlight Wi-Fi, vending machines, compact breakfast areas, and laundry support, sustaining clarity during visits.

  Call (855) 239-4019 to book with an agent.
  18.5 miles from Berkshire Junior-Senior High School

Starting at

$75.99

per night

Read Reviews View Amenities View All Rooms

Quality Inn Lee - Lenox South

170 Housatonic Street Lee, Massachusetts

The uncomplicated regional drive from Quality Inn Lee - Lenox South to Berkshire Junior-Senior High School in Canaan keeps travel easy and efficient.

With 24-hour front-desk service at many addresses Quality Inn supports late check-ins, luggage storage, and rapid local guidance for arrivals. Each suite balances multiple lighting zones and ample outlets with a roomy desk area to support focused work while preserving evening ambience. Pool decks position loungers, shade elements, and towel pickup near shallow sections so families and guests enjoy easy recovery periods.

Pet-friendly accommodations and designated relief areas at many properties let companion travel slot into busy itineraries with minimal fuss.

  Call (855) 233-0132 to book with an agent.
  18.5 miles from Berkshire Junior-Senior High School

Starting at

$81.99

per night

Read Reviews View Amenities View All Rooms

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

190 Meadow Street South Lee, Massachusetts

The hotel's regional location is a strategic choice, serving as a practical base with Berkshire Junior-Senior High School within driving reach.

Holiday Inn & Suites pantry markets remain open all hours, giving guests reliable options to cover travel needs and quick cravings. Each guest room offers sofa seating, HDTVs, and charging stations, making it easy to relax while staying connected to devices. Fitness centers equipped with treadmills, ellipticals, and weights let guests sustain healthy habits and daily balance while away.

Business lounges, reliable Wi-Fi, and complimentary breakfast combine with parking and fitness spaces, supporting clarity for travelers.

  Call (855) 233-0132 to book with an agent.
  19.1 miles from Berkshire Junior-Senior High School

Starting at

$97.95

per night

Read Reviews View Amenities View All Rooms

Econo Lodge Lee - Great Barrington

980 Pleasant Street Lee, Massachusetts

Guests at Econo Lodge Lee - Great Barrington can appreciate it as a practical base, with Berkshire Junior-Senior High School an easy regional drive away.

Econo provides clear signage and a simple desk layout near the entrance, helping first-time visitors locate reception and services fast. Each guest room pairs premium bedding, a coffee maker, free Wi-Fi and bedside outlets to keep sleep, streaming and charging seamless. Guest laundries provide washers, dryers and folding counters plus vending in some locations, helping longer stays stay practical and light.

Free Wi-Fi, free breakfast, meeting space, indoor pools at some hotels, laundry and accessible parking smooth morning routines for guests.

  Call (855) 233-0132 to book with an agent.
  19.2 miles from Berkshire Junior-Senior High School

Starting at

$64.99

per night

Read Reviews View Amenities View All Rooms