The best deals on hotels near Stearns School in Pittsfield, 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 Stearns School
75 Lebanon Ave Pittsfield, MA

Best Western Plus Berkshire Hills Inn & Suites

1350 West Housatonic St Pittsfield, Massachusetts

From Best Western Plus Berkshire Hills Inn & Suites, Stearns School is a quick drive, a feature that makes for an uncomplicated and well-placed stay.

Best Western keeps a calm security presence near reception, reassuring travelers while traffic cycles through evening check-in and early departures. All guest rooms may offer ADA-aligned features where booked—grab bars, visual alerts, or roll-in layouts—supporting confident accessibility. Business centers provide computers, printers, and seating, allowing forms and itineraries to update without leaving the hotel between errands.

From lobby cafés where present, Wi-Fi, fitness access, and parking, guests pair brief pauses with progress without leaving the footprint.

  Call (855) 234-2997 to book with an agent.
  1.1 miles from Stearns School

Starting at

$118.99

per night

Read Reviews View Amenities View All Rooms

Berkshire Inn

150 West Housatonic St Pittsfield, Massachusetts

The hotel's location is ideal for motorists, with Stearns School a simple drive away, allowing for easy coordination of travel and parking.

Berkshire Inn often showcases practical arrivals with modest lobby seating, vending access, and available parking for daily travel ease. Guest rooms often feature tasteful interiors, plush bedding, and Wi-Fi, creating a reliable foundation for comfortable overnight stays. Facilities may highlight vending corners, guest laundries, and compact seating zones that reinforce practical ease for each visit.

A visit may present Wi-Fi, modest breakfast, laundry facilities, and vending corners, creating functional balance for traveling guests.

  Call (855) 235-0725 to book with an agent.
  3.1 miles from Stearns School

Starting at

$85.99

per night

Read Reviews View Amenities View All Rooms

Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street Pittsfield, Massachusetts

Within Pittsfield, Holiday Inn & Suites Pittsfield-Berkshires by IHG is a simple drive from Stearns School, a detail that delivers a sense of connection to the place.

Communal tables in Holiday Inn & Suites lobbies encourage casual connection, offering versatile spaces for groups or solo guests. Suites contain sofa beds, lounge areas, and multiple desks, offering layouts that adapt well to group or family travel needs. Fitness rooms stocked with treadmills, weights, and open space make it convenient for travelers to maintain balance during trips.

Complimentary breakfast, Wi-Fi, and fitness centers align with pools and laundry, providing consistent balance during every visit.

  Call (855) 239-5277 to book with an agent.
  3.8 miles from Stearns School

Starting at

$116.99

per night

Read Reviews View Amenities View All Rooms

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield, Massachusetts

When visiting Stearns School in Pittsfield, the drive from Berkshire Mountain Lodge is a simple drive, allowing for a quick return to the hotel for rest.

Guests at Berkshire Mountain Lodge may encounter boutique décor, complimentary refreshments, and staff focused on creating a tailored arrival. Accommodations may provide unique furnishings, plush bedding, and curated amenities that create a boutique-forward atmosphere. Facilities often feature artisanal cafés, eclectic lounges, and curated cocktail bars that reflect boutique guest character and style.

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

  Call (855) 233-7850 to book with an agent.
  4.0 miles from Stearns School

Starting at

$134.99

per night

Read Reviews View Amenities View All Rooms

Hotel on North

297 North Street Pittsfield, Massachusetts

Stearns School is a quick drive from Hotel on North, a layout that ensures the trip there is a pleasant part of the experience.

Hotel on North often greets guests with eclectic lobby features, artisanal coffee service, and a relaxed boutique-style reception. Rooms often feature refined interiors, locally inspired décor, and curated minibars that emphasize boutique character and comfort. Amenities may highlight locally inspired dining, art-forward lounges, and intimate bars for a polished and boutique-driven stay.

Accommodations often showcase Wi-Fi, family dining, laundry services, and bike rentals, aligning routines with boutique hospitality.

  Call (855) 239-5277 to book with an agent.
  4.2 miles from Stearns School

Starting at

$211.99

per night

Read Reviews View Amenities View All Rooms

Hilton Garden Inn Lenox Pittsfield

1032 South Street Pittsfield, Massachusetts

In Pittsfield, Hilton Garden Inn Lenox Pittsfield is situated a quick drive from Stearns School, which lets for a simple daily commute.

Hilton Garden Inn décor with contemporary finishes produces polished first impressions, reinforcing reliable identity on arrival. All guest rooms provide blackout curtains, premium mattresses, and quiet climate systems, ensuring restorative sleep across each stay. Lobbies with sofa seating, natural light, and bar adjacency provide comfortable social areas that foster guest interaction.

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

  Call (855) 239-5277 to book with an agent.
  4.3 miles from Stearns School

Starting at

$183.99

per night

Read Reviews View Amenities View All Rooms

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

1055 South Street Pittsfield, Massachusetts

The primary travel benefit of Holiday Inn Express & Suites Pittsfield - Berkshires by IHG in Pittsfield is Stearns School being a simple drive away, ensuring a simple arrival.

Lobby seating areas in Holiday Inn Express include long communal desks and lounge chairs, offering guests both comfort and utility. All guest rooms supply mini-fridges, coffee makers, and bedside outlets, supporting convenient access to daily travel essentials. Breakfast areas with hot buffets, cereals, and coffee stations provide day-start clarity, ensuring guests begin mornings with ease.

Connectivity with Wi-Fi, breakfast buffets, and pools aligns with fitness centers and laundry, covering daily convenience reliably.

  Call (855) 234-5074 to book with an agent.
  4.4 miles from Stearns School

Starting at

$180.99

per night

Read Reviews View Amenities View All Rooms

The Yankee Trademark Collection by Wyndham

461 Pittsfield Rd Lenox, Massachusetts

The hotel's spot a straightforward hop from Stearns School gives The Yankee Trademark Collection by Wyndham guests a direct way to manage their daily schedule.

Because each is independently owned, Trademark Collection hotels offer an arrival experience that feels more personal and less transactional. High-speed internet access is a standard in all guest rooms, supporting everything from video conferencing to streaming entertainment reliably. The restaurant's seasonal menu highlights local ingredients, giving guests a true taste of the destination's unique culinary character.

Access to a business center, on-site dining, a modern fitness center, and a hotel lounge supports both productive and relaxed moments.

  Call (855) 234-2997 to book with an agent.
  4.6 miles from Stearns School

Starting at

$127.99

per night

Read Reviews View Amenities View All Rooms

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox, Massachusetts

From Howard Johnson by Wyndham Lenox, the short drive to Stearns School is a core benefit to stay on schedule before the day begins.

Howard Johnson maintains round-the-clock reception, so questions resolve quickly and first minutes feel organized rather than hectic. Guest rooms at renovated properties add backlit mirrors and brighter task lighting, improving morning routines and clarity at the sink. Fitness rooms add mirrors, mats, and foam rollers alongside cardio, supporting recovery when weather keeps runs and walks indoors.

With free Wi-Fi, daily breakfast, and a fitness room, plus indoor or seasonal outdoor pools, routines stay balanced from morning to night.

  Call (855) 235-0725 to book with an agent.
  4.7 miles from Stearns School

Starting at

$96.99

per night

Read Reviews View Amenities View All Rooms

Hampton Inn & Suites Berkshires-Lenox

445 Pittsfield Rd Lenox, Massachusetts

For a trip to Pittsfield, Hampton Inn & Suites Berkshires-Lenox's location an easy drive from Stearns School is an essential aspect of its appeal.

Grab-and-go counters within Hampton Inn lobbies supply snacks and drinks, offering immediate convenience that reduces arrival stress. Each suite contains sofa beds, televisions, and coffee tables, supporting family flexibility with shared areas for relaxation or dining. Fitness studios with stretching mats, cardio stations, and resistance weights ensure balance, letting guests maintain wellness while away.

Fitness studios, complimentary Wi-Fi, hot breakfast bags, Pavilion Pantry counters, and indoor pools support dependable daily routines.

  Call (855) 234-2997 to book with an agent.
  4.8 miles from Stearns School

Starting at

$148.99

per night

Read Reviews View Amenities View All Rooms

Element Lenox Berkshires

130 PITTSFIELD ROAD Lenox, Massachusetts

For travelers who appreciate a direct route, Element Lenox Berkshires is a direct run from Stearns School, making for a low-stress trip.

Complimentary Rise breakfast at Element features healthy selections and fresh coffee, ensuring mornings begin with clarity and dependable care. Each guest room features flat-screen TVs, ample outlets, and streaming capability, creating entertainment spaces that keep routines consistent. Lobby lounges combine comfortable seating, bright windows, and modern décor, making arrivals intuitive while offering relaxed social zones.

Complimentary Wi-Fi, Rise breakfast selections, Motion gyms, and saline pools combine to create clarity and balance that travelers can trust.

  Call (855) 234-7135 to book with an agent.
  6.5 miles from Stearns School

Starting at

$259.99

per night

Read Reviews View Amenities View All Rooms

Courtyard by Marriott Lenox Berkshires

70 Pittsfield Rd Lenox, Massachusetts

Reaching Stearns School from Courtyard by Marriott Lenox Berkshires is an uncomplicated drive, a trait that enhances the overall guest experience with simplicity.

Guests at Courtyard encounter complimentary lobby coffee service, simple rituals that add comfort and reduce fatigue upon arrival. Every suite highlights walk-in showers, stocked bath products, and bright décor, refreshing routines with consistency and ease. In the 24/7 Market, travelers access drinks, packaged meals, and snacks, practical offerings that maintain routines across stays.

Amenities such as fitness studios, indoor pools, breakfast spreads, and business spaces help guests sustain productivity and wellness.

  Call (855) 239-4019 to book with an agent.
  6.8 miles from Stearns School

Starting at

$259.99

per night

Read Reviews View Amenities View All Rooms

FairBridge Inn Express

16 Cheshire Road Pittsfield, Massachusetts

The benefit of having Stearns School an easy drive renders FairBridge Inn Express into a great starting point for any visit.

At FairBridge Inn Express, arrivals may feature streamlined check-in, basic coffee service, and accessible parking for reliable guest support. Accommodations may include rainfall showers, hardwood floors, and compact layouts, reinforcing both practicality and simple comfort. Public areas may include vending machines, compact breakfast rooms, and modest lobbies that support consistent convenience for guests.

Guests may enjoy Wi-Fi, compact breakfast service, vending access, and laundry support, maintaining reliable daily routines away from home.

  Call (855) 239-5277 to book with an agent.
  8.7 miles from Stearns School

Starting at

$89.99

per night

Read Reviews View Amenities View All Rooms

The Whitlock

16 Church St Lenox, Massachusetts

The journey from The Whitlock to Stearns School is a direct run, a perk that contributes to a cohesive and convenient visit.

Guests at The Whitlock may encounter simple reception counters, vending machines, and parking designed to minimize arrival stress. Rooms may provide premium bedding, modest seating, and streaming access, giving guests consistent comfort and entertainment options. Shared spaces often showcase guest laundries, vending access, and breakfast counters that emphasize reliable travel routines daily.

A stay often features Wi-Fi, guest laundry, vending machines, and modest breakfast, sustaining clarity and convenience for travelers.

  Call (855) 234-7135 to book with an agent.
  9.0 miles from Stearns School

Starting at

$253.99

per night

Read Reviews View Amenities View All Rooms

Apple Tree Inn

10 Richmond Mountain Rd Lenox, Massachusetts

This convenient drive to Stearns School permits Apple Tree Inn to serve as a calm starting point before a quick trip to the event.

At Apple Tree Inn, arrivals may highlight personalized greetings, unique décor, and complimentary lobby tea or coffee service. Guest rooms may highlight artisanal furnishings, premium linens, and boutique bathrooms that contribute to a personalized retreat. Shared spaces typically showcase curated interiors, artisanal coffee service, and cozy lounges that reflect boutique orientation.

A visit may provide complimentary Wi-Fi, yoga mats, laundry facilities, and pet allowances, offering balanced boutique convenience.

  Call (855) 235-6136 to book with an agent.
  9.4 miles from Stearns School

Starting at

$189.99

per night

Read Reviews View Amenities View All Rooms

The Black Swan Lee - Lenox Ascend Hotel Collection

435 Laurel St Lee, Massachusetts

The benefit of using The Black Swan Lee - Lenox Ascend Hotel Collection as a sensible base turns it into a great hub before the main experience begins.

Ascend lobbies typically combine local art and clear wayfinding, helping first-time visitors recognize the entrance and find reception fast. Guest rooms come with premium bedding, a flat-screen TV, a refrigerator and a dedicated desk so rest and remote work stay organized. Fitness centers include cardio machines, free weights and stretching zones, helping guests maintain routines without leaving property.

Between complimentary Wi-Fi, hot breakfast, a pool at many properties, fitness equipment, business services and laundry, travel runs smoother.

  Call (855) 236-8982 to book with an agent.
  13.2 miles from Stearns School

Starting at

$179.00

per night

Read Reviews View Amenities View All Rooms

Pleasant Valley Motel West Stockbridge

42 Stockbridge Rd West Stockbridge, Massachusetts

For guests in Pittsfield, Pleasant Valley Motel West Stockbridge is a convenient base that keeps Stearns School within driving reach.

Pleasant Valley Motel West Stockbridge typically features vending corners, exterior parking, and compact desk service that sustain simple and reliable arrivals. Accommodations may present Wi-Fi, modest bedding, and climate control, reinforcing straightforward balance for overnight guests. Facilities often highlight modest lobbies, vending access, and breakfast spaces that reflect no-frills consistency for budget stays.

A stay may highlight Wi-Fi, vending access, modest coffee stations, and parking, sustaining functional ease for budget-conscious guests.

  Call (855) 234-7135 to book with an agent.
  13.4 miles from Stearns School

Starting at

$58.99

per night

Read Reviews View Amenities View All Rooms

Berkshire Travelodge

12703 Rte 22 Austerlitz, New York

In the Pittsfield region, Berkshire Travelodge is situated as a convenient base, which lends value to the guest experience.

Travelodge offers complimentary tea and coffee throughout the day, reinforcing brand care with courtesy touches travelers expect. Suites add sofa beds, lounge areas, and televisions, giving groups and families flexibility and comfort throughout longer stays. Pools designed with loungers, towels, and umbrellas create dependable recreation areas for both families and solo travelers daily.

Complimentary breakfast, Wi-Fi, and pet accommodations align with laundry and parking, giving families predictable clarity daily.

  Call (855) 233-0132 to book with an agent.
  13.8 miles from Stearns School

Starting at

$74.99

per night

Read Reviews View Amenities View All Rooms

Sunset Inn

150 Housatonic Street Lee, Massachusetts

Because Sunset Inn is a convenient base, guests can utilize a low-key journey before their day begins.

Sunset Inn typically offers a compact front desk, complimentary parking, and modest lobby space aligned with routine travel needs. Each guest room often highlights hardwood accents, curated décor, and Wi-Fi, providing a polished yet straightforward overnight setting. Facilities may include modest lobbies, vending machines, and compact seating zones that create practical balance for budget travelers.

A visit may include Wi-Fi, modest breakfast, vending access, and guest laundry, maintaining straightforward convenience for all guests.

  Call (855) 234-5074 to book with an agent.
  15.8 miles from Stearns School

Starting at

$126.99

per night

Read Reviews View Amenities View All Rooms

Pilgrim Inn

165 Housatonic St Lee, Massachusetts

When a trip to the Pittsfield area involves multiple stops, Pilgrim Inn's position as a sensible base is a functional asset.

Arrivals at Pilgrim Inn may present quick desk service, self-serve beverages, and accessible parking that emphasize easy transitions. Guest rooms typically include climate control, in-room coffee, and plush bedding, supporting rest and refreshment across guest routines. Shared spaces typically provide vending areas, breakfast corners, and laundry access that maintain straightforward routines on the road.

Guests may encounter Wi-Fi, compact breakfast areas, vending machines, and parking, sustaining clear routines across budget accommodations.

  Call (855) 235-6136 to book with an agent.
  15.8 miles from Stearns School

Starting at

$100.99

per night

Read Reviews View Amenities View All Rooms

Quality Inn

170 Housatonic Street Lee, Massachusetts

This adaptable location means Quality Inn is a convenient base, letting guests travel to Stearns School with ease.

At the threshold Quality Inn often locates restrooms and info boards close to entry so quick pit stops and orientation happen without detours. Suites present flexible layouts with sofa beds, extra seating, and storage to accommodate families or overflow guests without crowding bedrooms. Fitness centers combine cardio machines, free weights, and water stations with clear layouts so short workouts fit naturally between plans.

Between Wi-Fi, breakfast, meeting rooms, and straightforward parking, amenities assemble the essentials so stays feel composed and work-ready.

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

Starting at

$111.99

per night

Read Reviews View Amenities View All Rooms

The Red Lion Inn

30 Main Street Stockbridge, Massachusetts

The hotel's location is ideal for regional travelers, serving as a convenient base with Stearns School within driving reach.

Red Lion's philosophy of local hospitality is clear upon arrival, with staff who are friendly, authentic, and engaging with guests. A comfortable armchair or chaise lounge in many rooms provides a serene corner for relaxing with a book or enjoying the view. After a swim, the adjacent hot tub provides a warm, relaxing soak, creating a complete and rejuvenating aquatic experience for guests.

From the complimentary breakfast buffet to a refreshing pool, a business center, and pet-friendly rooms, all travel needs are covered.

  Call (855) 236-8982 to book with an agent.
  17.2 miles from Stearns School

Starting at

$291.99

per night

Read Reviews View Amenities View All Rooms

Econo Lodge Lee - Great Barrington

980 Pleasant Street Lee, Massachusetts

From Econo Lodge Lee - Great Barrington, the easy regional drive to Stearns School is a core principle of accessibility that defines the beginning of the stay.

Upon arrival, many Econo properties provide a clear path from curb to desk and visible parking information so vehicle loading and key pickup happen smoothly. Suites provide a separate sitting area, a mini-fridge, a microwave and a dedicated desk to help families or small teams spread out. Meeting rooms include AV hookups, modular tables and event support so local teams and visiting groups run presentations with minimal setup fuss.

With free Wi-Fi, a hot buffet or grab-and-go, meeting rooms, a fitness corner, laundry and EV charging at select sites, travel runs smoother.

  Call (855) 239-5277 to book with an agent.
  17.8 miles from Stearns School

Starting at

$81.99

per night

Read Reviews View Amenities View All Rooms

The Springs Motel

94 U.S. 7 New Ashford, Massachusetts

A key planning advantage of The Springs Motel in Pittsfield is its role as a sensible base with Stearns School within driving reach.

Arrivals at The Springs Motel may present modest lobbies, vending machines, and exterior entries that reflect straightforward practicality. Guest rooms often include cable TV, compact fridges, and microwaves, supporting reliable ease for travelers during short visits. Public areas may feature vending machines, compact lobbies, and laundry rooms that help sustain reliable routines during travel visits.

Accommodations often showcase Wi-Fi, vending machines, exterior parking, and guest laundry, creating practical balance during travel.

  Call (855) 234-7135 to book with an agent.
  17.8 miles from Stearns School

Starting at

$100.99

per night

Read Reviews View Amenities View All Rooms