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Top 24 Hotels Near Osborn Hill School
760 Stillson Rd Fairfield, CT 6824



Best Western Plus Fairfield Hotel

100 Kings Highway Cutoff Fairfield, Connecticut

For a trip where a simple car ride is essential, Best Western Plus Fairfield Hotel is a short drive from Osborn Hill School, making it a logical hub for any itinerary.

Best Western frames arrival lounges with warm lighting and comfortable finishes, easing the shift from transit to stay as bearings and routes lock in. Every guest room maintains clear pathways from door to bath and bed, aiding midnight navigation and reducing stumbles in unfamiliar spaces. Guest laundries place detergent vending beside machines, ensuring cycles start quickly so gear is ready for the next segment of travel.

From co-working corners, Wi-Fi, and printers to parking and rideshare pickup, days stay organized while routes and tickets update quickly.

  Call (855) 235-0725 to book with an agent.
  2.7 miles from Osborn Hill School

Starting at

$157.99

per night

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The Circle Hotel Fairfield

417 Post Road Fairfield, Connecticut

In Fairfield, The Circle Hotel Fairfield's well-connected location to Osborn Hill School lets guests move in a way that feels natural and easy.

At The Circle Hotel Fairfield, arrivals may highlight locally inspired décor, artisanal coffee, and relaxed seating that set a boutique-style tone. Accommodations may highlight unique furnishings, premium bedding, and boutique bathrooms that create a refined guest impression. Facilities may present farm-to-table restaurants, cocktail bars, and artisanal lounges for a personalized boutique guest experience.

A stay often includes complimentary Wi-Fi, yoga mats, laundry service, and pet allowances, creating flexibility in boutique travel routines.

  Call (855) 233-7850 to book with an agent.
  3.0 miles from Osborn Hill School

Starting at

$158.99

per night

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Delamar Southport

275 Old Post Rd Southport, Connecticut

Guests at Delamar Southport can appreciate the easy drive to Osborn Hill School as a defining perk of their stay.

Guests at Delamar Southport typically find polished interiors, luggage assistance, and concierge presence that frame a refined first impression. Accommodations often showcase elegant décor, premium bedding, and minibars that may include premium snacks and beverage selections. Facilities typically present upscale dining, refined lounges, and wellness areas that support a sophisticated luxury orientation.

Guests may encounter premium bedding, spa facilities, cocktail bars, and Wi-Fi, reinforcing balance in both leisure and productivity.

  Call (855) 233-0132 to book with an agent.
  3.8 miles from Osborn Hill School

Starting at

$423.99

per night

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Hotel Hi-Ho - Contactless Check-In

4180 Black Rock Turnpike Fairfield, Connecticut

For visitors to Fairfield, Hotel Hi-Ho - Contactless Check-In is a simple drive from Osborn Hill School, a feature that supports a stress-free travel plan.

Guests at Hotel Hi-Ho - Contactless Check-In may encounter warm greetings, curated art, and complimentary lobby tea or coffee for a personalized arrival. Rooms typically present artisanal interiors, curated décor, and plush bedding designed for a personalized boutique experience. Amenities typically provide stylish interiors, curated cafés, and intimate lounges that reinforce a polished boutique environment.

Accommodations may provide Wi-Fi, self-serve markets, laundry facilities, and family dining, ensuring consistency for longer boutique stays.

  Call (855) 234-2997 to book with an agent.
  3.8 miles from Osborn Hill School

Starting at

$114.99

per night

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Quality Suites Stratford

1500 South Ave Stratford, Connecticut

As a sensible base, Quality Suites Stratford is a central element that allows for a more dynamic daily rhythm.

Arrivals at Quality Suites Stratford may present quick desk service, vending access, and complimentary parking to sustain budget-focused travel. Rooms may provide premium bedding, modest seating, and streaming access, giving guests consistent comfort and entertainment options. Facilities often provide vending access, compact breakfast areas, and laundry spaces that maintain clarity and reliability for guests.

A stay often features Wi-Fi, coin-operated laundry, parking, and compact breakfast spaces, sustaining practical travel routines for guests.

  Call (855) 234-7135 to book with an agent.
  11.0 miles from Osborn Hill School

Starting at

$134.99

per night

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Red Carpet Inn Norwalk

469 Westport Avenue Norwalk, Connecticut

In Fairfield, Red Carpet Inn Norwalk provides a practical base, keeping Osborn Hill School a simple commute for guests.

A simple and courteous welcome is a hallmark of Red Carpet Inn, where staff are focused on providing a pleasant and hassle-free stay. Every guest room includes a private bathroom that is kept clean and is stocked with fresh towels and basic toiletries for convenience. The availability of on-site laundry is a major convenience for guests staying for multiple days, supporting a more comfortable visit.

The essentials for a great trip are covered with free Wi-Fi, free parking, an outdoor pool, and a microwave and fridge in every room.

  Call (855) 234-5074 to book with an agent.
  11.0 miles from Osborn Hill School

Starting at

$119.99

per night

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The Surfside Hotel

10 Washington Pkwy Stratford, Connecticut

Osborn Hill School is an easy regional drive from The Surfside Hotel, a layout that ensures travel logistics are always straightforward.

The Surfside Hotel often provides efficient check-in, modest lobby seating, and nearby parking, helping guests start visits with ease. Each guest room often highlights hardwood accents, curated décor, and Wi-Fi, providing a polished yet straightforward overnight setting. Shared spaces typically feature modest lobbies, vending machines, and breakfast rooms that help sustain functional daily guest routines.

Accommodations may include Wi-Fi, vending areas, laundry facilities, and parking, helping maintain straightforward balance each day.

  Call (855) 234-5074 to book with an agent.
  11.8 miles from Osborn Hill School

Starting at

$189.99

per night

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Trumbull Marriott Shelton

180 Hawley Ln Trumbull, Connecticut

The benefit of using Trumbull Marriott Shelton as a convenient base renders it into a smart choice before the drive to Osborn Hill School.

Concierge desks in Marriott lobbies stand in plain view, reinforcing upscale service and ensuring immediate access to tailored support. Suites include lounge areas, sofa seating, and oversized TVs, creating a relaxed space for families to enjoy evenings together comfortably. The fitness center is equipped with treadmills, weights, and fresh towels, making it easy to keep personal routines intact while traveling.

Free Wi-Fi, breakfast buffets, and indoor pools combine with EV charging and concierge support, making travel simple and dependable.

  Call (855) 233-7850 to book with an agent.
  12.4 miles from Osborn Hill School

Starting at

$158.99

per night

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Hilton Garden Inn Norwalk

560 Main Ave Norwalk, Connecticut

The journey from Hilton Garden Inn Norwalk to Osborn Hill School is a direct drive, an advantage that helps frame a convenient and well-organized stay.

Hilton Garden Inn receptions offer Digital Key and mobile check-in, ensuring guests bypass delays and begin their stays with smooth efficiency. All guest rooms provide ergonomic workstations, strong Wi-Fi, and multiple outlets, ensuring reliable productivity during every stay. Lobby lounges with bar service, sofa clusters, and natural light encourage guests to connect casually while easing into their evenings.

On-site dining, complimentary breakfast, EV charging, fitness facilities, and meeting spaces deliver dependable support every day.

  Call (855) 235-6136 to book with an agent.
  13.1 miles from Osborn Hill School

Starting at

$143.99

per night

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Guesthouse at Norwalk Inn

93 East Avenue Norwalk, Connecticut

For a trip to the Fairfield area, Guesthouse at Norwalk Inn's function as a sensible base delivers a convenient and stress-free travel option.

Guesthouse at Norwalk Inn often welcomes arrivals with stylish furnishings, boutique décor, and staff focused on creating a tailored experience. Guest rooms may include stylish furnishings, premium linens, and bathrooms with boutique finishes for a polished environment. Shared spaces may include eclectic seating areas, curated cocktail bars, and locally inspired dining for boutique-style hospitality.

A visit often offers complimentary Wi-Fi, bike storage, laundry service, and artisanal breakfast, aligning boutique ease with routines.

  Call (855) 233-7850 to book with an agent.
  13.1 miles from Osborn Hill School

Starting at

$265.99

per night

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Norwalk Inn & Conference Center

99 East Avenue Norwalk, Connecticut

This practical base helps Norwalk Inn & Conference Center guests feel acquainted with the local Fairfield area without a long drive.

Norwalk Inn & Conference Center may greet arrivals with polished interiors, professional concierge support, and courteous staff for a refined first impression. Guest rooms may include upscale interiors, plush linens, and bathrooms with luxury-style finishes designed for refined relaxation. Amenities may include cocktail bars, spa services, and elegant public spaces that highlight a polished and luxury-focused stay.

A visit may present refined dining, wellness services, valet support, and Wi-Fi, sustaining a polished rhythm across guest experiences.

  Call (855) 234-5074 to book with an agent.
  13.1 miles from Osborn Hill School

Starting at

$160.99

per night

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Courtyard by Marriott Norwalk

474 Main Ave Norwalk, Connecticut

Guests at Courtyard by Marriott Norwalk can enjoy it as a sensible base for visiting Osborn Hill School and the wider region.

Courtyard’s lobby tables and work pods provide light privacy, letting travelers confirm plans or messages before moving upstairs. Each guest room presents ergonomic seating, ample outlets, and fast Wi-Fi, supporting professionals with reliable setups. At the Bistro, light meals, Starbucks® drinks, and soft seating balance productivity and relaxation for guests throughout the day.

Amenities include outdoor pools, valet parking, pet-friendly rooms, and business hubs, covering flexible needs across each visit.

  Call (855) 235-0725 to book with an agent.
  13.3 miles from Osborn Hill School

Starting at

$178.99

per night

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EVEN Hotel Norwalk by IHG

426 Main Ave. Route 7 Norwalk, Connecticut

Osborn Hill School is a simple commute from EVEN Hotel Norwalk by IHG, a convenience that ensures the journey there is as simple as the stay itself.

EVEN Hotels keeps brochure racks and neighborhood guides by reception, shortening conversations and making first outings straightforward. Each guest room pairs free Wi-Fi with a dedicated workspace, task lighting, and desk-level outlets, making quick emails and maps simple. The bar and market together provide beverages and grab-and-go choices, keeping evening options varied without leaving the property.

From accessible parking and elevators to visual alerts, roll-in showers, a lobby market, and Wi-Fi, routines remain predictable for varied needs.

  Call (855) 234-7135 to book with an agent.
  13.5 miles from Osborn Hill School

Starting at

$136.99

per night

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Extended Stay America Suites Norwalk Stamford

400 Main Ave Norwalk, Connecticut

From Extended Stay America Suites Norwalk Stamford, Osborn Hill School is a simple commute, offering a reliable anchor for trips focused on the event.

A consistent and friendly reception is a hallmark of Extended Stay America, where staff are trained to be helpful and efficient. Guest rooms include ample storage with large closets and drawers, a crucial feature for helping long-term hotel guests unpack. The fitness room, where available, provides a private and secure place for guests to exercise at their own convenience and pace.

The hotel ensures a great stay with free Wi-Fi, a seasonal pool, a pet-friendly policy, and a fully equipped in-room kitchen.

  Call (855) 235-6136 to book with an agent.
  13.6 miles from Osborn Hill School

Starting at

$150.99

per night

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The Watershed

353 Main Ave Norwalk, Connecticut

This convenient base from The Watershed allows guests to feel more in control of their schedule in the Fairfield area.

Arrivals at The Watershed may feature artisanal details, relaxed lobby seating, and complimentary refreshments upon entry. Accommodations often showcase eclectic design, curated minibars, and spa-style bathrooms that reflect boutique guest comfort. Facilities often highlight co-working areas, artisanal coffee shops, and cozy lounges that reflect boutique creativity and comfort.

Guests may enjoy Wi-Fi, yoga mats, laundry facilities, and self-serve markets, maintaining practical balance during boutique stays.

  Call (855) 234-2997 to book with an agent.
  13.7 miles from Osborn Hill School

Starting at

$189.99

per night

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Extended Stay America Suites Shelton Fairfield County

945 Bridgeport Ave Shelton, Connecticut

Osborn Hill School is an easy regional drive from Extended Stay America Suites Shelton Fairfield County, a layout that ensures travel logistics are never a concern.

The arrival process at Extended Stay America is designed to be simple, recognizing that guests want to settle into their suites promptly. By providing a full kitchen in every suite, the hotel offers a more residential and less transient lodging experience for travelers. The no-fuss grab-and-go breakfast reinforces the brand's focus on practical, time-saving solutions for its busy, self-sufficient guests.

From laundry and a grab-and-go breakfast to a swimming pool and a full kitchen, the hotel provides the essentials that make a stop feel complete.

  Call (855) 239-5277 to book with an agent.
  15.0 miles from Osborn Hill School

Starting at

$115.99

per night

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Residence Inn by Marriott Norwalk

45 South Main Street Norwalk, Connecticut

For guests in the Fairfield area, Residence Inn by Marriott Norwalk is a practical base, a spot that supports a relaxed and easy schedule.

Lobby coffee and tea stations at Residence Inn showcase attentiveness, helping guests feel cared for while transitioning into their stay. Each suite provides sofa beds, televisions, and lounge chairs, creating flexible living spaces where families can relax comfortably together. Evening lounges serving complimentary wine, small plates, and casual seating create relaxed gatherings that help guests transition into night.

EV charging, concierge support, complimentary breakfast, meeting rooms, and fitness areas deliver simplicity that makes travel effortless.

  Call (855) 235-6136 to book with an agent.
  15.0 miles from Osborn Hill School

Starting at

$176.99

per night

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Residence Inn by Marriott Milford

62 Rowe Avenue Milford, Connecticut

The journey from Residence Inn by Marriott Milford to Osborn Hill School is a straightforward drive, a perk that suits regional visitors.

Grab-and-go options within Residence Inn receptions provide convenience that reduces arrival friction and supports immediate guest needs. Every guest room includes blackout curtains, plush bedding, and quiet HVAC, ensuring restorative environments that support deep, reliable sleep. Indoor pools with whirlpools, towel racks, and lounge seating supply restorative spaces that combine comfort, balance, and shared leisure.

Self-parking, breakfast buffets, complimentary Wi-Fi, outdoor pools, and business centers give guests consistent routines with ease.

  Call (855) 233-7850 to book with an agent.
  15.5 miles from Osborn Hill School

Starting at

$163.99

per night

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Springhill Suites Milford

50 Rowe Ave Milford, Connecticut

The journey from Springhill Suites Milford to Osborn Hill School is an easy regional drive, a benefit that helps frame a convenient and well-organized stay.

SpringHill Suites complements bright design with breakfast convenience, giving mornings a consistent start that reduces planning overhead. Each guest room highlights a west elm sofa, flat-screen TV with streaming, and reliable Wi-Fi, letting guests relax with comfort and connectivity. The breakfast zone highlights hot selections, fruit, and pastries with coffee service, ensuring families start mornings together with clarity.

Complimentary Wi-Fi, breakfast with Rainforest Alliance coffee, fitness centers, and parking access create a predictable mix that eases stays.

  Call (855) 233-0132 to book with an agent.
  15.6 miles from Osborn Hill School

Starting at

$136.99

per night

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Red Roof Inn Milford - New Haven

10 Rowe Ave Milford, Connecticut

From Red Roof Inn Milford - New Haven, the easy regional drive to Osborn Hill School is a welcome feature to the destination for travelers.

The practical lobby design at Red Roof Inn provides a sheltered, well-lit entry, offering a safe and secure feeling for nighttime arrivals. Select rooms are equipped with in-room coffee makers, a convenient amenity for guests who want their first cup right after waking up. The 24/7 lobby coffee service features freshly brewed coffee and tea, ensuring a warm beverage is always on hand for a traveler's comfort.

The hotel's offerings—a pool, a laundry room, free coffee, and a pet-friendly policy—are chosen to maximize guest comfort and value.

  Call (855) 234-2997 to book with an agent.
  15.7 miles from Osborn Hill School

Starting at

$85.99

per night

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Motel 6 Milford CT

111 Schoolhouse Road Milford, Connecticut

As a sensible base, Motel 6 Milford CT is a core element that connects the hotel to the area's highlights.

At Motel 6, front desks operate around the clock, giving late arrivals a dependable place to get keys, ask quick questions, and settle in confidently. Guest rooms consistently feature flat-screen TVs with cable programming, ensuring reliable in-room entertainment for every traveler daily. Outdoor pools often include shaded seating and posted hours, helping guests plan short breaks that fit around road trips or errands.

From pet-friendly policies and free coffee to vending and Wi-Fi, properties address varied traveler needs with practical consistency.

  Call (855) 234-2997 to book with an agent.
  16.0 miles from Osborn Hill School

Starting at

$79.99

per night

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Hyatt House Shelton

830 Bridgeport Ave Shelton, Connecticut

The easy regional drive from Hyatt House Shelton to Osborn Hill School in Fairfield renders the connection between the two simple and fast.

Reception staff at Hyatt House maintain dependable service, ensuring orientation and arrivals remain stress-free across properties. Suites are furnished with spacious work desks, ergonomic chairs, and reliable Wi-Fi, helping business travelers stay productive on the go. Business centers including computers, printers, and internet access ensure clarity and convenience for travelers managing work.

Complimentary breakfast, self-parking, and Wi-Fi join with laundry and H Markets, offering predictability for extended-stay routines.

  Call (855) 233-0132 to book with an agent.
  16.1 miles from Osborn Hill School

Starting at

$129.99

per night

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Courtyard by Marriott Shelton

780 Bridgeport Ave Shelton, Connecticut

The hotel's spot as a sensible base gives Courtyard by Marriott Shelton guests a easy method for managing their time.

At Courtyard, clear desk lines and concise signage make the next step obvious, preserving momentum from entry to room access. Every suite offers rainfall showers, plush robes, and premium amenities, ensuring relaxation and consistency across visits. In the Bistro, breakfast sandwiches, Starbucks® espresso, and casual seating provide routines that ease mornings with dependable comfort.

Guests access fitness centers, The Bistro, complimentary Wi-Fi, and indoor pools, dependable features that maintain daily comfort.

  Call (855) 239-5277 to book with an agent.
  16.4 miles from Osborn Hill School

Starting at

$147.99

per night

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Homewood Suites by Hilton Stratford

6905 Main St Stratford, Connecticut

In Fairfield, Homewood Suites by Hilton Stratford is situated as a practical base, which creates a sense of calm.

Homewood Suites uses its evening social with snacks and beverages to create a dependable tradition that eases transitions from travel. Each guest room includes ergonomic desks, task chairs, and outlets, supporting business travelers with tools to remain focused easily. Laundry facilities with washers, dryers, and folding stations make extended stays easier by keeping clothing routines manageable.

Complimentary Wi-Fi, business centers, indoor pools, and breakfast buffets combine to provide comfort, productivity, and reliability.

  Call (855) 234-5074 to book with an agent.
  16.4 miles from Osborn Hill School

Starting at

$132.00

per night

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