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Top 24 Hotels Near Housatonic Academy
1450 W Housatonic St Pittsfield, MA

Best Western Plus Berkshire Hills Inn & Suites

1350 West Housatonic St Pittsfield, Massachusetts

In Pittsfield, Best Western Plus Berkshire Hills Inn & Suites is situated within an easy stroll of Housatonic Academy, which lends value to the guest experience.

Best Western sets an immediately functional lobby—staffed desk, seating clusters, and visible charging—so arrivals regroup and plan without losing pace. All guest rooms keep closets, drawers, hooks, and luggage racks within reach, preventing clutter and speeding up nightly repacks. The café counter may offer espresso drinks, teas, and packaged bites, supporting short pauses before evening events or early departures.

From pools where available, family rooms, breakfast, and pet amenities, comfort and inclusion stay visible without extra errands across town.

  Call (855) 234-5074 to book with an agent.
  0.3 miles from Housatonic Academy

Starting at

$114.99

per night

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Berkshire Inn

150 West Housatonic St Pittsfield, Massachusetts

For guests in Pittsfield, Berkshire Inn is a quick drive from Housatonic Academy, a spot that supports a relaxed and easy schedule.

Guests at Berkshire Inn may encounter a no-frills reception, modest lobby seating, and on-site parking for straightforward transitions. Each guest room may highlight tasteful interiors, hardwood finishes, and rainfall showers, supporting a polished yet modest stay. Facilities may present vending corners, compact breakfast areas, and laundry rooms that sustain practical routines in budget settings.

Guests may enjoy Wi-Fi, compact breakfast corners, vending machines, and laundry support, reinforcing practicality across overnight visits.

  Call (855) 235-6136 to book with an agent.
  4.5 miles from Housatonic Academy

Starting at

$109.99

per night

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Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield, Massachusetts

For a trip to Pittsfield, Berkshire Mountain Lodge's location a quick drive from Housatonic Academy is a fundamental element of its practical charm.

Berkshire Mountain Lodge often welcomes arrivals with stylish furnishings, local artwork, and staff offering tailored check-in experiences. Accommodations often provide eclectic décor, curated minibars, and unique design details that emphasize boutique hospitality. Amenities typically feature eclectic interiors, artisanal cafés, and cocktail lounges that reflect boutique hospitality and style.

A stay often provides Wi-Fi, boutique breakfast, laundry service, and yoga mats, balancing boutique individuality with convenience.

  Call (855) 236-8982 to book with an agent.
  4.8 miles from Housatonic Academy

Starting at

$107.99

per night

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Hilton Garden Inn Lenox Pittsfield

1032 South Street Pittsfield, Massachusetts

From the moment you leave Hilton Garden Inn Lenox Pittsfield, Housatonic Academy is an easy drive, simplifying your plans.

Digital Key access in Hilton Garden Inn receptions signals loyalty recognition, allowing frequent travelers to streamline their arrival routines. Guest rooms feature microwaves, refrigerators, and dining counters, allowing extended-stay guests to prepare snacks and light meals easily. Indoor pools featuring towel service, spa areas, and nearby lounge chairs create balanced zones for relaxation and guest comfort.

Valet service, complimentary breakfast, event spaces, Wi-Fi, and fitness areas keep routines simple and dependable for busy travelers.

  Call (855) 235-0725 to book with an agent.
  5.1 miles from Housatonic Academy

Starting at

$173.99

per night

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The Yankee Trademark Collection by Wyndham

461 Pittsfield Rd Lenox, Massachusetts

For travelers with a car-based itinerary, The Yankee Trademark Collection by Wyndham offers an easy drive to Housatonic Academy, making it a smart anchor for exploring the region.

The unique identity of each Trademark Collection hotel means arrivals are defined by discovery, not by a predictable, uniform brand script. Every guest room benefits from its hotel’s unique architectural footprint, resulting in varied layouts and interesting, non-standard room shapes. Breakfast areas provide a range of hot and cold options each morning, ensuring guests can fuel up for a busy day of meetings or sightseeing.

Between the on-site restaurant's local menu, the fitness center, and modern meeting rooms, guests experience both quality and convenience.

  Call (855) 236-8982 to book with an agent.
  5.1 miles from Housatonic Academy

Starting at

$115.99

per night

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Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

1055 South Street Pittsfield, Massachusetts

When the primary destination in Pittsfield is Housatonic Academy, Holiday Inn Express & Suites Pittsfield - Berkshires by IHG's location a simple drive away allows the focus to remain on the visit.

Bright décor and open layouts at Holiday Inn Express create a welcoming tone, softening the move from transit to the beginning of a stay. Guest rooms include in-room coffee, mini-fridges, and bedside outlets, simplifying routines and supporting everyday convenience. Lobby areas with soft seating, charging hubs, and natural lighting create social spaces where travelers can regroup after check-in.

Connectivity with Wi-Fi, business spaces, and breakfast service aligns with pools and laundry, ensuring guests enjoy dependable stays.

  Call (855) 239-5277 to book with an agent.
  5.1 miles from Housatonic Academy

Starting at

$189.99

per night

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Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street Pittsfield, Massachusetts

This flexible location means Housatonic Academy is a direct run from Holiday Inn & Suites Pittsfield-Berkshires by IHG, letting guests travel with ease.

Lobby lounges at Holiday Inn & Suites mix soft chairs, tables, and natural light, offering relaxed social connection on arrival. Each guest room offers branded toiletries, walk-in showers, and linens, giving travelers reliable refreshment during daily routines. Business centers that include computers, printers, and internet access give travelers clarity and convenience for task completion.

Fitness centers, free breakfast, and Wi-Fi combine with pools and parking, supporting dependable clarity across family travel needs.

  Call (855) 234-7135 to book with an agent.
  5.2 miles from Housatonic Academy

Starting at

$120.99

per night

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Wagon Wheel Inn

484 Pittsfield Rd Lenox, Massachusetts

From Wagon Wheel Inn, the simple automotive access to Housatonic Academy is a welcome feature to the venue for travelers.

Wagon Wheel Inn typically features practical front-desk service, self-serve beverages, and parking options aimed at easy, reliable arrivals. Guest rooms often feature climate control, ergonomic seating, and Wi-Fi, helping ensure both comfort and productivity during visits. Shared spaces often include modest lobbies, vending machines, and laundry access that help maintain reliable daily guest functions.

A stay may provide Wi-Fi, breakfast service, vending areas, and laundry rooms, sustaining clear and consistent routines in budget hotels.

  Call (855) 239-5277 to book with an agent.
  5.2 miles from Housatonic Academy

Starting at

$79.00

per night

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Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox, Massachusetts

The benefit of having Housatonic Academy an easy drive makes Howard Johnson by Wyndham Lenox into a great starting point for any visit.

For quick paperwork, Howard Johnson desks with printing or copy access support confirmations or passes while registrations complete. Suites may include a kitchenette-style layout with a larger fridge and microwave, supporting simple meals during extended stays. Breakfast areas arrange coffee taps, cereal bars, and some hot items with labeled stations, giving mornings clarity before itineraries begin.

For families, free breakfast, pools, and pet-friendly options at select locations combine with Wi-Fi to keep days flexible and low-stress.

  Call (855) 234-5074 to book with an agent.
  5.2 miles from Housatonic Academy

Starting at

$82.99

per night

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Hampton Inn & Suites Berkshires-Lenox

445 Pittsfield Rd Lenox, Massachusetts

When staying in Pittsfield, the uncomplicated drive from Hampton Inn & Suites Berkshires-Lenox to Housatonic Academy is a direct run, allowing for a low-stress start to the day.

Digital Key tools in Hampton Inn receptions allow loyalty guests to bypass front desk lines, offering smoother arrivals and faster access. Suites include microwaves, refrigerators, and Keurig coffee makers, giving guests easy access to meals, snacks, and hot beverages. Outdoor pools with shaded seating, towel service, and sun loungers deliver balanced recreation that blends relaxation with social energy.

Complimentary breakfast bags, outdoor pools, self-parking, Wi-Fi, and fitness facilities keep travel routines efficient and dependable.

  Call (855) 235-0725 to book with an agent.
  5.3 miles from Housatonic Academy

Starting at

$152.99

per night

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Hotel on North

297 North Street Pittsfield, Massachusetts

Guests at Hotel on North can rely on Housatonic Academy being within easy reach as a key amenity that defines the stay.

Arrivals at Hotel on North may highlight relaxed lobby seating, artisanal coffee service, and design-forward décor details. Rooms may showcase artisanal interiors, plush bedding, and bathrooms with boutique finishes for a personalized guest retreat. Shared spaces may present intimate lounges, farm-to-table restaurants, and curated cafés for a personalized boutique retreat.

Accommodations may present bike rentals, complimentary Wi-Fi, family breakfast, and laundry support, supporting consistent routines.

  Call (855) 239-4019 to book with an agent.
  5.6 miles from Housatonic Academy

Starting at

$160.99

per night

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Days Inn by Wyndham Lenox MA

194 Pittsfield Road Lenox, Massachusetts

From the lobby of Days Inn by Wyndham Lenox MA, Housatonic Academy is an easy drive with no stress, simplifying your visit.

Bell carts staged near the Days Inn desk shorten the handoff from registration to elevators when several parties arrive simultaneously. Each guest room positions a multipurpose table near seating that flips from laptop station to dining surface when timing is tight. Lobby markets, where available, group coolers, utensils, and napkins near seating, making one-stop grabs tidy after check-in.

Between the pool, towel return, and nearby restrooms plus Wi-Fi and signage, cooldowns feel tidy with short routes back to rooms.

  Call (855) 233-0132 to book with an agent.
  6.2 miles from Housatonic Academy

Starting at

$164.99

per night

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Element Lenox Berkshires

130 PITTSFIELD ROAD Lenox, Massachusetts

Reaching Housatonic Academy from Element Lenox Berkshires is a simple drive, a quality that contributes to a well-planned and easy stay.

Element greets arrivals with eco-conscious finishes, open seating clusters, and natural lighting, reinforcing sustainable comfort consistently. Each guest room features flat-screen TVs, ample outlets, and streaming capability, creating entertainment spaces that keep routines consistent. Motion gyms highlight treadmills, ellipticals, and free weights, supporting daily health routines and giving travelers dependable fitness access.

Guests find Rise breakfast, outdoor patios with grills, complimentary Wi-Fi, and saline pool access, creating dependable rhythms across stays.

  Call (855) 234-7135 to book with an agent.
  6.6 miles from Housatonic Academy

Starting at

$209.99

per night

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Courtyard by Marriott Lenox Berkshires

70 Pittsfield Rd Lenox, Massachusetts

Because Courtyard by Marriott Lenox Berkshires keeps Housatonic Academy within easy reach, guests can decide to begin their day with a simple commute.

Upon entry, Courtyard guests encounter floral displays, bright finishes, and polished counters, cues that provide clarity and comfort. Guest rooms supply plush bedding, blackout drapes, and climate control, promoting restful sleep and refreshed mornings every night. In the Bistro, evening cocktails, light dining, and seating clusters foster dependable routines for comfort and casual connection.

Amenities include Starbucks® coffee, meeting spaces, free Wi-Fi, and fitness studios, giving professionals productivity and comfort daily.

  Call (855) 239-5277 to book with an agent.
  6.9 miles from Housatonic Academy

Starting at

$209.99

per night

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The Whitlock

16 Church St Lenox, Massachusetts

For a trip to Pittsfield, The Whitlock's location a direct run from Housatonic Academy is a foundational piece of its appeal.

Arrivals at The Whitlock may present a simple reception, complimentary parking, and vending access that emphasize day-to-day practicality. Guest rooms may include curated décor, hardwood floors, and premium bedding that create a comfortable and stylish overnight experience. Facilities may highlight compact business areas, vending corners, and breakfast rooms that reinforce balance during travel routines.

Accommodations often present Wi-Fi, guest laundries, modest breakfast, and vending access, maintaining straightforward guest routines.

  Call (855) 234-2997 to book with an agent.
  8.9 miles from Housatonic Academy

Starting at

$208.99

per night

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FairBridge Inn Express

16 Cheshire Road Pittsfield, Massachusetts

From FairBridge Inn Express, Housatonic Academy is an easy regional drive, a choice that enhances the feeling of being well-situated.

FairBridge Inn Express often highlights efficient check-in, readily available parking, and a compact lobby to keep arrival steps clear and simple. Accommodations often feature compact seating areas, work surfaces, and Wi-Fi, providing convenience for both rest and daily routines. Shared spaces typically provide breakfast counters, vending access, and guest laundries that create straightforward travel support.

A visit may feature Wi-Fi, compact breakfast counters, vending machines, and laundry access, supporting daily travel balance reliably.

  Call (855) 234-7135 to book with an agent.
  10.1 miles from Housatonic Academy

Starting at

$89.99

per night

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Pleasant Valley Motel West Stockbridge

42 Stockbridge Rd West Stockbridge, Massachusetts

Housatonic Academy is a simple commute from Pleasant Valley Motel West Stockbridge, a feature that makes the hotel a logical choice.

At Pleasant Valley Motel West Stockbridge, arrivals may include modest reception, exterior parking, and vending areas that maintain straightforward guest routines. Each guest room often presents cable TV, Wi-Fi, and modest bedding, sustaining functional comfort throughout budget-conscious travel. Facilities often showcase compact lobbies, vending corners, and modest breakfast spaces that reflect straightforward practicality.

Guests may encounter Wi-Fi, coin-operated laundry, vending access, and modest coffee service, sustaining simple balance for travelers.

  Call (855) 234-7135 to book with an agent.
  12.5 miles from Housatonic Academy

Starting at

$58.99

per night

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The Black Swan Lee - Lenox Ascend Hotel Collection

435 Laurel St Lee, Massachusetts

For a trip to the area, The Black Swan Lee - Lenox Ascend Hotel Collection's location as a practical base is a fundamental piece of its appeal.

At entry, Ascend reception backdrops and natural finishes create a quieter first impression that eases travel fatigue on arrival. All guest rooms feature premium bedding, a roomy desk, complimentary Wi-Fi and a flat-screen TV so both sleep and streaming are easy. The lobby seating clusters are arranged near outlets and concession corners so device charging and quick snacks happen without fuss.

From free Wi-Fi and hot breakfast to pool access, business services, meeting rooms and laundry, mornings and work fit into the day smoothly.

  Call (855) 234-5074 to book with an agent.
  13.2 miles from Housatonic Academy

Starting at

$169.00

per night

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Sunset Inn

150 Housatonic Street Lee, Massachusetts

Within the region, Sunset Inn acts as a practical base, a detail that allows the hotel to feel both convenient and calm.

At Sunset Inn, arrivals may include a modest front desk, quick parking access, and self-serve coffee for a low-friction check-in. Rooms may provide premium linens, accent décor, and in-room coffee stations that support a balanced and comfortable stay. Public areas may include modest lobbies, vending machines, and laundry access, reflecting the functional focus of budget properties.

Guests may encounter Wi-Fi, modest breakfast, guest laundry, and parking, reflecting the functional style of budget accommodations.

  Call (855) 235-0725 to book with an agent.
  15.8 miles from Housatonic Academy

Starting at

$92.99

per night

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Quality Inn

170 Housatonic Street Lee, Massachusetts

In Pittsfield, Quality Inn's role as a practical base serves as a key asset for visitors who value easy travel.

Quality Inn arrival cues—lighting, signage, staff presence, and seating—combine to create a tidy, dependable first impression on arrival. Suites add separate living areas, sofa beds, and extra surface space, giving families room to eat, work, and relax without crowding the bed. Pre-function areas adjacent to meeting suites supply staging space, signage, and beverage points to keep sessions punctual and organized.

From grab-and-go shelves to dining bars, food options cover quick refuels and simple group meals so schedules remain compact and predictable.

  Call (855) 233-7850 to book with an agent.
  15.9 miles from Housatonic Academy

Starting at

$96.99

per night

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The Red Lion Inn

30 Main Street Stockbridge, Massachusetts

The benefit of using The Red Lion Inn as a practical base makes it into a starting point for a day of easy transitions.

The check-in process at a Red Lion hotel is designed to be quick and easy, with a focus on a warm, personal, and efficient welcome. The use of bright, fresh colors throughout the guest rooms, from accent walls to textiles, fosters a sense of energy and optimism. Fitness centers with cardio machines and free weights allow guests to easily maintain their workout schedules while they are traveling.

Between the fitness center, the indoor pool, the hot tub, and the free breakfast buffet, both wellness and convenience are well-covered.

  Call (855) 234-7135 to book with an agent.
  16.7 miles from Housatonic Academy

Starting at

$262.99

per night

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Econo Lodge Lee - Great Barrington

980 Pleasant Street Lee, Massachusetts

Guests at Econo Lodge Lee - Great Barrington can appreciate it as a practical base, with Housatonic Academy an easy regional drive away.

Econo often posts breakfast and morning pickup info at reception, allowing guests to plan early departures before heading to rooms. Every guest room offers a clear desk, a flat-screen TV, a mini-fridge and an in-room coffee maker to keep routines steady and simple. Breakfast dining places hot stations, cereal bars and coffee dispensers with high-top counters to speed up mornings and early checkouts.

With complimentary Wi-Fi, hot breakfast, a fitness area, meeting space, vending and laundry, stays keep both business needs and basic comforts covered.

  Call (855) 233-0132 to book with an agent.
  17.7 miles from Housatonic Academy

Starting at

$73.99

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

The journey from Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG to Housatonic Academy is an easy regional drive, a benefit that contributes to a cohesive and convenient visit.

Complimentary tea and coffee setups at Holiday Inn & Suites ease arrivals, signaling brand care with consistent courtesy touches. All guest rooms highlight ergonomic desks, supportive chairs, and Wi-Fi, helping professionals keep pace with tasks efficiently. Meeting rooms designed with lighting control, AV setups, and flexible seating ensure professional gatherings run smoothly.

Complimentary breakfast, pet policies, and Wi-Fi pair with fitness and laundry, ensuring longer visits remain comfortable and smooth.

  Call (855) 233-7850 to book with an agent.
  18.0 miles from Housatonic Academy

Starting at

$184.99

per night

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The Springs Motel

94 U.S. 7 New Ashford, Massachusetts

The hotel's location is a strategic choice, acting as a practical base with Housatonic Academy within driving reach.

Guests at The Springs Motel may find vending machines, compact lobbies, and exterior entries that sustain simple and reliable travel ease. Accommodations may provide compact bathrooms, climate control, and Wi-Fi, reinforcing practical clarity across each guest experience. Shared spaces may include vending machines, guest laundries, and modest lobbies that emphasize practical routines for overnight visitors.

A stay may highlight Wi-Fi, parking, vending machines, and guest laundry, reflecting consistent support across budget-friendly visits.

  Call (855) 235-0725 to book with an agent.
  18.7 miles from Housatonic Academy

Starting at

$102.99

per night

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