The best deals on hotels near Osborn Hill School in Fairfield, CT.

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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) 239-4019 to book with an agent.
  2.7 miles from Osborn Hill School

Starting at

$245.99

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) 234-2997 to book with an agent.
  3.0 miles from Osborn Hill School

Starting at

$340.99

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) 234-7135 to book with an agent.
  3.8 miles from Osborn Hill School

Starting at

$247.99

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) 233-0132 to book with an agent.
  11.0 miles from Osborn Hill School

Starting at

$170.99

per night

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Super 8 by Wyndham Milford / New Haven

1015 Boston Post Rd Milford, Connecticut

Osborn Hill School is an easy regional drive away from Super 8 by Wyndham Milford / New Haven, a feature that makes the hotel a logical choice.

Lobby seating at Super 8 includes simple chairs and tables, allowing families or groups to regroup comfortably after check-in. Each guest room presents flat-screen TVs, USB charging, and sofa seating, balancing entertainment, connectivity, and relaxation. Business spaces containing workstations, Wi-Fi, and printers create functional hubs where travelers can remain productive easily.

Business corners, Wi-Fi, and complimentary breakfast connect with laundry and parking, creating reliable support for business travel.

  Call (855) 236-8982 to book with an agent.
  12.2 miles from Osborn Hill School

Starting at

$90.99

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) 236-8982 to book with an agent.
  12.4 miles from Osborn Hill School

Starting at

$294.99

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.

Guests at Norwalk Inn & Conference Center 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) 234-5074 to book with an agent.
  13.1 miles from Osborn Hill School

Starting at

$454.99

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) 235-6136 to book with an agent.
  13.3 miles from Osborn Hill School

Starting at

$427.99

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) 236-8982 to book with an agent.
  13.5 miles from Osborn Hill School

Starting at

$414.99

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) 233-0132 to book with an agent.
  13.6 miles from Osborn Hill School

Starting at

$209.99

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.

The Watershed 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) 234-2997 to book with an agent.
  13.7 miles from Osborn Hill School

Starting at

$470.99

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) 236-8982 to book with an agent.
  15.6 miles from Osborn Hill School

Starting at

$396.99

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) 236-8982 to book with an agent.
  16.4 miles from Osborn Hill School

Starting at

$448.99

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

Starting at

$484.99

per night

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Hampton Inn Milford

129 Plains Rd Milford, Connecticut

From Hampton Inn Milford, the easy regional drive to Osborn Hill School is a welcome feature to the main event for travelers.

Weekday On the Run breakfast bags at Hampton Inn add grab-and-go simplicity, supporting travelers who need efficiency during early mornings. Every guest room contains microwaves, mini-fridges, and coffee makers, providing in-room convenience that helps guests manage meals. Lobby seating clusters with sofas, small tables, and armchairs provide pause points where families can regroup comfortably on arrival.

Pet services, complimentary Wi-Fi, Pavilion Pantry access, fitness centers, and hot breakfast ensure flexible balance for long trips.

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

Starting at

$282.99

per night

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Hilton Garden Inn Shelton

25 Old Stratford Rd Shelton, Connecticut

For a trip to the area, Hilton Garden Inn Shelton's location as a convenient base is a foundational aspect of its appeal.

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) 235-0725 to book with an agent.
  17.2 miles from Osborn Hill School

Starting at

$315.09

per night

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Ethan Allen Hotel

21 Lake Ave. Extension Danbury, Connecticut

This useful function as a base is a key aspect of Ethan Allen Hotel, because it facilitates a smooth and easy visit to Osborn Hill School.

Arrivals at Ethan Allen Hotel 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) 234-7135 to book with an agent.
  18.4 miles from Osborn Hill School

Starting at

$197.99

per night

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Days Inn by Wyndham Ridgefield

296 Ethan Allen Hwy Ridgefield, Connecticut

As a sensible base, Days Inn by Wyndham Ridgefield is a key element that supports a flexible and relaxed visit.

Days Inn commonly positions vending and ice along the lobby path, letting late arrivals resolve basics quickly without leaving the floor. All guest rooms route lighting to bedside switches and a focused desk lamp, limiting night trips as alarms and notes finalize calmly. Meeting rooms support movable seating, wall screens, and sign-in tables, making brief trainings and small gatherings easy to stage.

Market coolers, microwaves, and utensils plus Wi-Fi and seating make casual meals and quick breaks tidy and close at hand indoors.

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

Starting at

$113.99

per night

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Hilton Garden Inn Milford

291 Old Gate Lane Milford, Connecticut

Osborn Hill School is within driving reach from Hilton Garden Inn Milford, a location that offers a simple way to get there.

Lounge areas adjacent to bars at Hilton Garden Inn create visible social hubs, encouraging relaxed conversation before guests move on. Guest rooms feature sofa beds, televisions, and comfortable armchairs, offering guests versatile spaces for family relaxation together. Business centers with computers, printers, and ergonomic seating provide reliable support that keeps guests productive on the road.

Complimentary breakfast, pet services, indoor pools, laundry facilities, and Wi-Fi access keep stays versatile and worry-free.

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

Starting at

$351.99

per night

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Home2 Suites by Hilton East Haven New Haven

30 Frontage Rd East Haven, Connecticut

From the lobby of Home2 Suites by Hilton East Haven New Haven, Osborn Hill School is an easy regional drive for a calm transition, simplifying your visit.

Guests visiting Home2 Suites find community tables in lobbies, providing convenient gathering points that encourage casual interaction. Every suite includes walk-in showers, stocked toiletries, and plush robes, delivering refreshing routines in a consistent fashion. Guests using the business center find computers, printers, and shared desks, providing resources for productivity during travel days.

Guests enjoy complimentary breakfast, markets, pools, and Wi-Fi, ensuring extended stays remain convenient and stress-free daily.

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

Starting at

$385.99

per night

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Mayflower Motel Milford

219 Woodmont Rd Milford, Connecticut

For guests in Fairfield, Mayflower Motel Milford is a sensible base that keeps Osborn Hill School a simple commute.

Guests at Mayflower Motel Milford may find compact reception, exterior entries, and vending areas that emphasize consistent clarity during arrivals. Each guest room typically provides microwaves, compact fridges, and cable access, sustaining consistent routines across short trips. Facilities may present modest lobbies, vending machines, and laundry access that help sustain reliable convenience during visits.

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

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

Starting at

$83.99

per night

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Red Carpet Inn

1209 East Main St Stamford, Connecticut

Osborn Hill School is within driving reach from Red Carpet Inn, a convenience that allows for easy travel to other local points.

For travelers on the go, the quick check-in at Red Carpet Inn is a key feature, respecting their time and need for a fast transition. Complimentary Wi-Fi is available in all guest rooms, allowing travelers to stay connected with work or family without any extra charges. Free and convenient parking is a guarantee, giving travelers one less thing to worry about during their stopover or extended stay.

With free Wi-Fi, free parking, an outdoor pool, and in-room microwaves, the hotel offers a convenient and value-packed stay.

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

Starting at

$138.99

per night

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The Stamford Hotel

700 East Main Street Stamford, Connecticut

When visiting the Fairfield area, the drive from The Stamford Hotel to Osborn Hill School is an easy regional drive, allowing for a simple return.

The Stamford Hotel may provide arrivals with cozy interiors, boutique check-in, and complimentary artisanal coffee or tea service. Rooms may feature premium bedding, unique décor, and artisanal touches that highlight a refined and creative boutique stay. Amenities may showcase curated lounges, small dining venues, and stylish bars that emphasize a refined boutique-style orientation.

A stay may highlight complimentary Wi-Fi, family meals, laundry service, and bike rentals, sustaining flexibility for boutique guests.

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

Starting at

$184.99

per night

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Stamford Suites

720 Bedford St Stamford, Connecticut

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

Stamford Suites 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.
  25.7 miles from Osborn Hill School

Starting at

$189.99

per night

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