The best deals on hotels near The Winchendon School in Winchendon, 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 The Winchendon School
172 Ash St Winchendon, MA 1475

The Colonial Hotel

625 Betty Spring Road Gardner, Massachusetts

The hotel's regional location is a strategic choice, serving as a practical base with The Winchendon School within driving reach.

At The Colonial Hotel, guests are often greeted with boutique interiors, artisanal coffee, and staff focused on creating a personal welcome. Rooms typically offer curated décor, plush bedding, and artisanal details for a boutique-forward and polished guest experience. Shared spaces may include small libraries, stylish cocktail bars, and curated lounges designed to reflect boutique hospitality.

Guests may enjoy artisanal breakfast, self-serve markets, Wi-Fi, and laundry facilities, ensuring flexibility for longer boutique visits.

  Call (855) 239-4019 to book with an agent.
  13.8 miles from The Winchendon School

Starting at

$143.99

per night

Read Reviews View Amenities View All Rooms

The Birchwood Inn

340 Senator Tobey Highway Temple, New Hampshire

From the lobby of The Birchwood Inn, The Winchendon School is a simple commutewith no stress, simplifying your visit.

Guests at The Birchwood Inn may encounter cozy lobby areas, curated design, and warm boutique-style reception from attentive staff. Guest rooms may feature premium bedding, unique interiors, and curated minibars that contribute to a stylish boutique stay. Facilities often highlight cozy lounges, locally inspired dining, and art-focused interiors that create a boutique guest experience.

A stay may present complimentary Wi-Fi, bike storage, laundry service, and family-friendly dining, reinforcing ease across guest stays.

  Call (855) 236-8982 to book with an agent.
  23.5 miles from The Winchendon School

Starting at

$170.00

per night

Read Reviews View Amenities View All Rooms

Riverhouse by Weekender (Formerly Jack Daniels Inn)

80 Concord Street Peterborough, New Hampshire

The benefit of using Riverhouse by Weekender (Formerly Jack Daniels Inn) as a practical base renders it into a great anchor point before the main experience.

Arrivals at Riverhouse by Weekender (Formerly Jack Daniels Inn) may present a simple reception, self-serve coffee, and accessible parking configured for routine travel. Standard guest rooms may include hardwood floors, modest seating, and in-room coffee stations that add to the balance of each stay. Shared spaces may feature vending machines, breakfast counters, and modest lobbies that reinforce straightforward travel convenience daily.

Guests may enjoy Wi-Fi, laundry facilities, vending access, and breakfast counters, reinforcing reliable support during travel stays.

  Call (855) 239-4019 to book with an agent.
  25.7 miles from The Winchendon School

Starting at

$179.99

per night

Read Reviews View Amenities View All Rooms

Doubletree by Hilton Hotel Leominster

99 Erdman Way Leominster, Massachusetts

The Winchendon School is within driving reach from Doubletree by Hilton Hotel Leominster, a convenience that allows for easy travel to other local points.

The grab-and-go market at DoubleTree lets families reset with snacks on arrival, easing the transition before unpacking and planning. Guest rooms provide multiple USB and charging points, ensuring business and leisure travelers keep devices powered at all times. Pools provide heated water and sundecks with chairs, offering recharge opportunities and comfortable rest after long flights or events.

Complimentary Wi-Fi, breakfast stations, indoor pools, laundry service, and valet simplify routines, supporting clarity and reliability.

  Call (855) 235-0725 to book with an agent.
  27.3 miles from The Winchendon School

Starting at

$168.99

per night

Read Reviews View Amenities View All Rooms

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro,

In the Winchendon region, Comfort Inn & Suites Brattleboro I-91's role as a practical base lets guests commute easily to The Winchendon School before their stay.

Comfort Inn arrival spaces balance durable floor finishes and welcoming textiles to support high traffic while signaling care. Guest rooms supply USB ports and bedside charging as well as task lamps at desks, letting devices power up while you check messages quickly. Club lounges may serve evening appetizers or a light breakfast, turning the space into an easy default for quick, quiet meals.

From laundry, mini-fridges, free breakfast, meeting space, Wi-Fi, and on-site dining, extended stays keep routines intact and workdays productive.

  Call (855) 239-5277 to book with an agent.
  28.7 miles from The Winchendon School

Starting at

$116.99

per night

Read Reviews View Amenities View All Rooms

Motel 6 Leominster MA

48 Commercial Rd Leominster, Massachusetts

Guests at Motel 6 Leominster MA can appreciate it as a sensible base, with The Winchendon School an easy regional drive away.

Motel 6 integrates lobby lighting and acoustics for composure, setting a calm tone that softens the transition from transit to stay. All guest rooms supply simple work areas with tables and chairs, offering practical space for planning, reading, or laptop use daily. Lobby coffee stations carry lids and sleeves, so guests can take hot cups safely to rooms when mornings require quick, simple starts.

With free coffee in lobbies, vending areas, and Wi-Fi throughout, amenities keep mornings clear and daily routines uninterrupted.

  Call (855) 234-2997 to book with an agent.
  29.2 miles from The Winchendon School

Starting at

$98.99

per night

Read Reviews View Amenities View All Rooms

Chocksett Inn and Restaurant

59 Laurelwood Road Sterling, Massachusetts

For a trip where a straightforward drive is essential, Chocksett Inn and Restaurant serves as a practical base for reaching The Winchendon School.

Chocksett Inn and Restaurant often greets arrivals with curated furnishings, locally inspired décor, and complimentary refreshments for guests. Accommodations often highlight artisanal décor, refined furnishings, and boutique bathrooms that create a personalized retreat. Amenities may present artisanal cafés, farm-to-table restaurants, and cocktail bars that reinforce boutique creativity and style.

Accommodations often feature Wi-Fi, yoga mats, breakfast options, and laundry service, creating consistency in boutique travel routines.

  Call (855) 236-8982 to book with an agent.
  34.1 miles from The Winchendon School

Starting at

$159.00

per night

Read Reviews View Amenities View All Rooms

Best Western Plus Keene Hotel

401 Winchester St Keene, New Hampshire

For a trip to the area, Best Western Plus Keene Hotel's location as a practical base is an essential element of its practical charm.

Where shuttles operate, Best Western marks pickup points near the doors, converting transfers into simple, directed movement after check-in. Every guest room typically features a shower/tub combo, reliable water pressure, and refillable toiletries, making quick refreshes simple. Indoor pools at select hotels include loungers, towel stations, and nearby restrooms, creating low-effort recovery that fits busy schedules.

Between indoor pools where available, fitness access, breakfast service, and vending, guests weave wellness and fuel into busy days without friction.

  Call (855) 234-7135 to book with an agent.
  34.7 miles from The Winchendon School

Starting at

$134.99

per night

Read Reviews View Amenities View All Rooms

Courtyard by Marriott Keene Downtown

75 Railroad St Keene, New Hampshire

For a trip to the area, Courtyard by Marriott Keene Downtown's location as a practical base is an essential component of the guest journey.

Lobby seating at Courtyard uses modular clusters and tables, creating natural hubs where families or teams can regroup comfortably. Every suite includes rainfall showers, marble vanities, and premium toiletries, refreshing guests with daily spa-quality rituals. The fitness studio with treadmills, bikes, and mats ensures wellness routines remain dependable during extended travel days.

Amenities include outdoor pools, pet-friendly policies, Wi-Fi, and meeting rooms, ensuring family routines and professional needs align.

  Call (855) 233-7850 to book with an agent.
  34.9 miles from The Winchendon School

Starting at

$198.99

per night

Read Reviews View Amenities View All Rooms

Hampton Inn & Suites Keene

126 Key Rd Keene, New Hampshire

For travelers with a wide-ranging itinerary, Hampton Inn & Suites Keene is a practical base, keeping The Winchendon School an easy regional drive away.

Sofa groupings throughout Hampton Inn lobbies form intuitive pause points, creating comfort zones for families to rest together. Guest rooms feature televisions, sofa seating, and blackout drapes, combining relaxation with restful comfort for traveling families. Breakfast areas with cereal bars, hot buffets, and pastries create reliable structure, ensuring mornings begin smoothly every day.

On-site markets, complimentary internet, indoor pools, breakfast bags, and laundry services ensure ease that keeps daily travel smooth.

  Call (855) 239-5277 to book with an agent.
  35.0 miles from The Winchendon School

Starting at

$202.99

per night

Read Reviews View Amenities View All Rooms

Fairfield Inn & Suites by Marriott Keene Downtown

30 Main Street Keene, New Hampshire

Reaching The Winchendon School from Fairfield Inn & Suites by Marriott Keene Downtown is an easy regional drive, a trait that allows for a more flexible daily schedule.

Upon arrival, Fairfield Inn guides guests toward a compact lobby core—desk, market, and seating—so first choices remain clear and immediate. All guest rooms contain mini-fridges, microwaves, and coffee makers, letting families maintain routines with ease during extended hotel stays. Breakfast halls deliver hot options, fruit, and oatmeal, ensuring guests can establish consistent and healthy morning starts across stays.

Amenities such as 24/7 Market access, fitness equipment, complimentary Wi-Fi, and breakfast service provide clear routines that reduce daily stress.

  Call (855) 235-6136 to book with an agent.
  35.1 miles from The Winchendon School

Starting at

$193.99

per night

Read Reviews View Amenities View All Rooms

HOLIDAY INN EXPRESS KEENE

175 KEY ROAD KEENE, NH

For a trip to the area, HOLIDAY INN EXPRESS KEENE's role as a sensible base is a fundamental part of its convenience.

Holiday Inn Express lobbies blend lounge seating and communal work tables, supporting productivity alongside relaxed conversation. Each guest room provides ergonomic chairs, spacious desks, and Wi-Fi, giving business travelers a reliable work-ready environment. Breakfast dining areas filled with cereals, fruit, and hot dishes keep morning routines stress-free and clear for all types of travelers.

Free breakfast, self-parking, and Wi-Fi combine with business spaces and fitness centers, delivering consistency across properties.

  Call (855) 239-4019 to book with an agent.
  35.1 miles from The Winchendon School

Starting at

$118.99

per night

Read Reviews View Amenities View All Rooms

Keene Elm City Hotel Ascend Hotel Collection

175 Key Rd Keene, New Hampshire

Reaching The Winchendon School from Keene Elm City Hotel Ascend Hotel Collection is a simple commute, a quality that enhances the overall guest experience with simplicity.

Ascend often situates a small marketplace or cafe counter by the entrance, enabling last-minute snacks and basic travel-essentials picks. Standard guest rooms place a clear work surface, a flat-panel TV, a microwave and ample outlets so device charging and tasks are simple. Indoor pools pair family swim zones, lap lanes and nearby seating so both exercise and child supervision fit into short stays.

With free Wi-Fi, grab-and-go breakfast, business services, a fitness room, EV charging at select hotels and laundry, mornings flow smoother.

  Call (855) 236-8982 to book with an agent.
  35.2 miles from The Winchendon School

Starting at

$120.99

per night

Read Reviews View Amenities View All Rooms

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene, New Hampshire

As a sensible base, Days Inn by Wyndham Keene NH is a key aspect that enhances the freedom of the guest.

From entrance to desk, Days Inn maintains open sightlines so new arrivals identify staff and next steps quickly day or night for clarity. Every guest room clusters microwave, refrigerator, and coffee supplies together, turning short windows into simple, no-drive meals. Fitness rooms line treadmills, bikes, and free weights beside towel bins and water, maintaining familiar routines without leaving property.

For families, breakfast seating, Wi-Fi, and a fitness room connect with a pool where available and towels, keeping routines balanced.

  Call (855) 234-2997 to book with an agent.
  35.5 miles from The Winchendon School

Starting at

$89.99

per night

Read Reviews View Amenities View All Rooms

SpringHill Suites by Marriott Boston Devens Common Center

27 Andrews Parkway Harvard, Massachusetts

In Winchendon, SpringHill Suites by Marriott Boston Devens Common Center is situated as a practical base, which creates a sense of calm.

Guests find bright reception zones and clear layouts at SpringHill Suites, providing intuitive navigation that reduces stress and confusion. Suites are designed with west elm furnishings, lounge seating, and modern décor, creating stylish retreats that feel both comfortable and functional. The breakfast space provides eggs, fruit, and baked goods with hot coffee, helping travelers establish consistent routines every morning.

Amenities include indoor pools, breakfast with quality coffee, 24/7 Market access, and self-parking, ensuring stays remain convenient and clear.

  Call (855) 234-7135 to book with an agent.
  37.6 miles from The Winchendon School

Starting at

$177.99

per night

Read Reviews View Amenities View All Rooms

Hilton Garden Inn Devens Common

59 Andrews Pkwy Harvard, Massachusetts

In the Winchendon area, Hilton Garden Inn Devens Common has a accessible location, serving as a convenient base for visiting The Winchendon School.

Statement lighting and regional décor in Hilton Garden Inn receptions reinforce polished design, offering guests welcoming first impressions. Suites offer sofa beds, televisions, and lounge seating, creating versatile living areas that balance relaxation with shared family use. Pavilion Pantry markets with packaged meals, bottled drinks, and frozen items deliver immediate convenience that reduces travel stress.

Complimentary breakfast, valet parking, indoor pools, business lounges, and Wi-Fi deliver ease and efficiency across extended stays.

  Call (855) 235-0725 to book with an agent.
  38.6 miles from The Winchendon School

Starting at

$181.99

per night

Read Reviews View Amenities View All Rooms

Nashoba Valley Inn & Suites

18 Fitchburg Road Ayer, Massachusetts

This useful role as a base is a defining feature of Nashoba Valley Inn & Suites, since it frames a stay built around easy travel.

Nashoba Valley Inn & Suites often provides an uncomplicated desk experience, on-site parking, and a compact lobby aimed at keeping wait times low. Accommodations often highlight comfortable bedding, Wi-Fi, and compact work surfaces, providing guests with simple and functional routines. Facilities often include guest laundries, vending corners, and compact business areas that create balance for both rest and productivity.

A stay often highlights Wi-Fi, vending areas, modest breakfast, and guest laundries, helping sustain clear routines for daily visitors.

  Call (855) 233-7850 to book with an agent.
  38.8 miles from The Winchendon School

Starting at

$119.99

per night

Read Reviews View Amenities View All Rooms

The Groton Inn

128 Main Street Groton, Massachusetts

When your visit to the Winchendon area is anchored by The Winchendon School, The Groton Inn's position as a practical base allows for a seamless plan.

At The Groton Inn, arrivals may highlight cozy seating, boutique details, and staff offering tailored service for each guest. Rooms may showcase eclectic design, curated minibars, and plush bedding that reflect boutique hospitality and comfort. Shared spaces often provide intimate bars, eclectic lounges, and co-working corners that emphasize boutique orientation and comfort.

A visit may highlight complimentary Wi-Fi, bike rentals, EV charging, and laundry support, offering boutique practicality and balance.

  Call (855) 233-0132 to book with an agent.
  40.0 miles from The Winchendon School

Starting at

$449.99

per night

Read Reviews View Amenities View All Rooms

The Inn at Crumpin Fox

71 Northfield Rd Bernardston, Massachusetts

Serving as a sensible base, The Inn at Crumpin Fox keeps The Winchendon School an easy regional drive away.

At The Inn at Crumpin Fox, arrivals may feature efficient reception, vending options, and close parking that favor practical guest routines. Rooms may include premium linens, rainfall showers, and hardwood floors that contribute to a practical yet stylish environment for rest. Public areas may highlight breakfast rooms, vending stations, and modest seating that emphasize a simple and consistent guest routine.

Accommodations may present Wi-Fi, vending machines, breakfast service, and laundry rooms, maintaining practical balance in budget hotels.

  Call (855) 233-7850 to book with an agent.
  40.2 miles from The Winchendon School

Starting at

$194.45

per night

Read Reviews View Amenities View All Rooms

Blue Bear Inn

534 Mountain Rd Francestown, New Hampshire

In the Winchendon region, Blue Bear Inn boasts a strategic location, serving as a practical base for visiting The Winchendon School.

Arrivals at Blue Bear Inn may include an elegant lobby, attentive concierge presence, and complimentary coffee or tea during check-in. Accommodations may include upscale décor, plush bedding, and spa-style bathrooms that highlight a polished and comfortable retreat. Amenities typically include elegant lounges, stylish cocktail bars, and spa-style spaces that highlight a polished guest impression.

Guests may enjoy elegant dining, wellness areas, valet support, and Wi-Fi, aligning indulgent experiences with dependable convenience.

  Call (855) 235-6136 to book with an agent.
  40.7 miles from The Winchendon School

Starting at

$301.20

per night

Read Reviews View Amenities View All Rooms

Hampton Inn Nashua

407 Amherst St Nashua, New Hampshire

Within the region, Hampton Inn Nashua serves as a practical base, keeping The Winchendon School within driving reach.

Community tables in Hampton Inn receptions foster relaxed connection, giving colleagues or friends functional spaces to plan ahead. Each suite offers vanities with bright lighting, rainfall showers, and premium bath amenities, supporting morning and evening refresh routines. Fitness centers with rowing machines, treadmills, and free weights allow wellness continuity, letting guests recharge through exercise.

Complimentary breakfast, pet services, outdoor pools, business centers, and Wi-Fi connectivity give guests balance across leisure and work.

  Call (855) 233-0132 to book with an agent.
  46.0 miles from The Winchendon School

Starting at

$148.99

per night

Read Reviews View Amenities View All Rooms

The Boxboro Regency

242 Adams Place Boxborough, Massachusetts

The benefit of using The Boxboro Regency as a convenient base turns it into a great starting point before the main experience.

Guests at The Boxboro Regency may find artisanal touches, intimate décor, and complimentary coffee or tea for a welcoming boutique start. Guest rooms typically include stylish interiors, premium linens, and artisanal décor for a polished boutique-style impression. Facilities may showcase art-filled lounges, boutique dining options, and curated cafés that highlight an individualized guest retreat.

Guests may encounter self-serve markets, complimentary Wi-Fi, laundry facilities, and pet allowances, sustaining flexible guest routines.

  Call (855) 233-7850 to book with an agent.
  46.2 miles from The Winchendon School

Starting at

$122.99

per night

Read Reviews View Amenities View All Rooms

Motel 6 Nashua NH - North

2 Progress Ave Nashua, New Hampshire

Reaching The Winchendon School from Motel 6 Nashua NH - North is an easy regional drive, a trait that weaves convenience into the start of any day.

Motel 6 underscores first impressions with free morning coffee, signaling basic care while keeping the check-in lane efficient and clear. Guest rooms combine climate control, Wi-Fi, and entertainment, creating a consistent foundation that keeps stays predictable and comfortable. Self-service laundry rooms provide change or card options and folding space, allowing travelers to keep wardrobes organized across weeks.

Between pools, guest laundry, and vending plus Wi-Fi, properties balance relaxation, upkeep, and connectivity in one predictable mix.

  Call (855) 234-7135 to book with an agent.
  46.4 miles from The Winchendon School

Starting at

$94.56

per night

Read Reviews View Amenities View All Rooms

Econo Lodge Brattleboro

515 Canal St Brattleboro, Vermont

As a convenient base, Econo Lodge Brattleboro is a central element that connects the hotel to the area's highlights.

At check-in, Econo staff commonly offer luggage storage and local directions so guests can explore before rooms are ready without burden. Each guest room balances premium bedding, a dedicated desk, a coffee maker and free Wi-Fi so sleep and short remote work remain feasible. Conference suites contain HDMI inputs, whiteboards and modular chairs that let organizers pivot quickly from presentation to workshop modes.

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.
  46.4 miles from The Winchendon School

Starting at

$74.99

per night

Read Reviews View Amenities View All Rooms