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Top 24 Hotels Near Chester Academy-Middle/high School
64 Hambletonian Ave Chester, NY 10918

Holiday Inn Express Hotel & Suites Chester by IHG

2 Bryle Place Chester, New York

At Holiday Inn Express Hotel & Suites Chester by IHG, being an easy drive from Chester Academy-Middle/high School is a functional aspect that simplifies event-day travel.

Holiday Inn Express reception areas feature bright layouts and staffed desks, reinforcing reliable first impressions every time. All guest rooms feature in-room coffee makers, outlets, and comfortable seating, creating functional convenience during visits. Breakfast rooms serving buffets, cereals, and coffee keep mornings straightforward and predictable for both business and family guests.

Pet policies, free Wi-Fi, and breakfast service join with pools and laundry, covering both family and business traveler priorities.

  Call (855) 235-6136 to book with an agent.
  2.1 miles from Chester Academy-Middle/high School

Starting at

$119.99

per night

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Sleep Inn & Suites Monroe - Woodbury

1 Sleep Way Monroe, New York

The hotel's sensible location ensures Chester Academy-Middle/high School is a simple drive, underscoring its suitability for regional travel.

With a modest footprint and purposeful layout, Sleep Inn keeps the arrival experience streamlined, reducing time spent finding rooms or services. Suites provide separate living space, a mini-fridge, a microwave and a desk, allowing families or colleagues to spread out. Breakfast areas provide hot buffet stations, grab-and-go picks and seating with outlets so mornings stay efficient and predictable.

With free Wi-Fi, grab-and-go breakfast, a small marketplace, fitness center access, meeting rooms and laundry, trips remain convenient.

  Call (855) 234-5074 to book with an agent.
  5.9 miles from Chester Academy-Middle/high School

Starting at

$118.99

per night

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The Orange Inn Boutique Hotel

159 Main St Goshen, New York

For travelers with a car-based itinerary, The Orange Inn Boutique Hotel offers a direct run to Chester Academy-Middle/high School, making it a smart anchor for exploring the region.

Guests at The Orange Inn Boutique Hotel may encounter a no-frills front desk, self-serve coffee, and parking options that support daily travel needs. Guest rooms typically include blackout curtains, climate control, and streaming access, ensuring both privacy and entertainment options. Shared spaces typically provide vending access, guest laundries, and compact lobbies that reflect the functional focus of budget hotels.

Guests may enjoy Wi-Fi, guest laundry, modest breakfast, and vending access, sustaining balance and practicality across guest stays.

  Call (855) 236-8982 to book with an agent.
  7.8 miles from Chester Academy-Middle/high School

Starting at

$206.99

per night

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Fairfield Inn & Suites by Marriott Goshen Middletown

20 Hatfield Ln Goshen, New York

In Chester, Fairfield Inn & Suites by Marriott Goshen Middletown has a accessible location keeping Chester Academy-Middle/high School within easy reach, letting guests move at their own pace.

At the lobby, Fairfield Inn groups tall counters with outlets, communal benches, and soft seating to support short meetings and device charging. Guest rooms are equipped with ergonomic seating, strong lighting, and reliable Wi-Fi, supporting both productivity and balanced guest routines. Pantry markets offer cold beverages, snacks, and packaged meals, giving travelers predictable convenience without requiring them to leave.

Guests benefit from 24/7 Market access, hot breakfast variety, complimentary Wi-Fi, and fitness centers, ensuring convenience around the clock.

  Call (855) 233-7850 to book with an agent.
  8.2 miles from Chester Academy-Middle/high School

Starting at

$129.99

per night

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Hampton Inn Harriman Woodbury

60 Centre Dr Central Valley, New York

For guests in the Chester region, Hampton Inn Harriman Woodbury is a sensible base, a location that makes for an unhurried start to the day.

Digital check-in services in Hampton Inn receptions streamline arrivals for loyalty members, offering dependable recognition and speed. Each suite provides ergonomic desks, Wi-Fi access, and multiple charging hubs, helping travelers stay productive in reliable work settings. Lobby lounges with sofa clusters, coffee service, and bright décor create social hubs where guests can relax and connect comfortably.

Self-parking, complimentary breakfast, Wi-Fi connectivity, fitness centers, and business rooms provide reliable amenities for all guests.

  Call (855) 234-2997 to book with an agent.
  11.7 miles from Chester Academy-Middle/high School

Starting at

$132.99

per night

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Americas Best Value Inn at Central Valley-Woodbury

139 Route 32 Central Valley, New York

Chester Academy-Middle/high School is an easy regional drive from Americas Best Value Inn at Central Valley-Woodbury, a plan that ensures the commute itself is a pleasant one.

With staffed desks and wayfinding Americas Best Value Inn enables quick check-in, brief local guidance, and routing to parking or rooms. Suites add separate living zones, sofa beds, and extra surface space, helping families eat, work, and relax together without crowding the bed. Co-working tables pair task lighting with power strips and comfortable chairs, supporting short focused work sessions in public spaces.

Between pools, fitness studios, and lounge seating with towels, guests find on-property options that reduce off-site detours and delays, keeping routines simple.

  Call (855) 239-4019 to book with an agent.
  11.9 miles from Chester Academy-Middle/high School

Starting at

$86.99

per night

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The Hamlet Inn at Warwick

1 Overlook Dr Warwick, New York

For a trip to the area, The Hamlet Inn at Warwick acts as a sensible base, placing Chester Academy-Middle/high School within driving reach for visitors.

The Hamlet Inn at Warwick typically offers easy check-in, on-site parking, and a modest lobby space focused on practicality and efficiency. Accommodations may highlight hardwood finishes, compact layouts, and rainfall showers, reinforcing comfort and style during each stay. Facilities may showcase modest breakfast spaces, vending corners, and coin-operated laundry that sustain clarity and convenience daily.

A stay may highlight Wi-Fi, vending corners, breakfast areas, and laundry rooms, reflecting the straightforward style of budget travel.

  Call (855) 239-4019 to book with an agent.
  13.5 miles from Chester Academy-Middle/high School

Starting at

$95.00

per night

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Microtel Inn & Suites by Wyndham Middletown

19 Crystal Run Crossing Middletown, New York

Reaching Chester Academy-Middle/high School from Microtel Inn & Suites by Wyndham Middletown is an easy regional drive, a feature that allows for a more flexible daily schedule.

With Wyndham Key rolling out across brands, Microtel supports digital keys where available, shrinking desk time during peak windows. Every guest room keeps a compact safe at some locations plus a desk, securing passports and small devices while work wraps up nearby. Fitness rooms cap sessions with wipe dispensers and fresh towels, maintaining a clean rhythm that supports consistency across trips nightly.

With EV charging or ample parking at select sites, Wi-Fi, and breakfast, arrivals feel clear and departures stay reliably on schedule.

  Call (855) 239-5277 to book with an agent.
  13.7 miles from Chester Academy-Middle/high School

Starting at

$102.99

per night

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Hampton Inn by Hilton Middletown

20 Crystal Run Crossing Middletown, New York

For a trip to the area, Hampton Inn by Hilton Middletown's location as a practical base is a foundational aspect of its appeal.

Sofa clusters adjacent to reception at Hampton Inn provide regrouping areas, letting families pause comfortably before moving forward. Every guest room features microwaves, refrigerators, and coffee makers, letting guests enjoy snacks and beverages with in-room convenience. Indoor pools with spa tubs, towel service, and lounge chairs offer restorative spaces, helping guests recharge during busy travel days.

Complimentary Wi-Fi, hot breakfast buffets, meeting spaces, indoor pools, and laundry service deliver dependable support during every stay.

  Call (855) 234-7135 to book with an agent.
  13.8 miles from Chester Academy-Middle/high School

Starting at

$129.99

per night

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Courtyard by Marriott Middletown Goshen

24 Crystal Run Xing Middletown, New York

For a trip to the area, Courtyard by Marriott Middletown Goshen's role as a convenient base is an essential part of its convenience.

Courtyard greets loyalty travelers with Digital Key check-in, ensuring smooth arrivals and signaling consistency for frequent guests. Suites deliver hardwood floors, stocked minibars, and bright décor, stylish touches that reinforce comfort with consistent reliability. Guests at the Bistro enjoy Starbucks® coffee, sandwiches, and soft seating, dependable amenities that create reliable morning rituals.

Amenities include Starbucks® service, complimentary Wi-Fi, outdoor pools, and 24/7 markets, providing consistency for all travelers.

  Call (855) 239-4019 to book with an agent.
  13.8 miles from Chester Academy-Middle/high School

Starting at

$113.99

per night

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Holiday Inn Express & Suites Middletown - Goshen by IHG

20 MED PARC ROAD Middletown, New York

The journey from Holiday Inn Express & Suites Middletown - Goshen by IHG to Chester Academy-Middle/high School is an easy regional drive, a benefit that adds to the overall sense of convenience.

Communal zones in Holiday Inn Express lobbies create natural hubs for planning, offering clarity and connection for arriving guests. Suites include sofa beds, large TVs, and multiple seating areas, offering flexible comfort for family groups or extended stays. Fitness rooms containing treadmills, weights, and mats provide travelers with clarity and balance for daily exercise on the go.

Connectivity with Wi-Fi, hot breakfast, and business centers pairs with laundry and parking, giving guests simple and reliable stays.

  Call (855) 235-0725 to book with an agent.
  14.2 miles from Chester Academy-Middle/high School

Starting at

$146.99

per night

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Days Inn by Wyndham Middletown

4939 Route 17 M New Hampton, New York

As a practical base, Days Inn by Wyndham Middletown is a central element that connects the hotel to the area's highlights.

Days Inn pairs elevator icons with room-range arrows at eye level, turning first-time navigation into direct, confidence-building steps. Every guest room maintains independent temperature control and quiet fan modes, supporting steady rest at different times of day. Small lobby markets, where present, organize coolers, microwaveables, and utensils near seating for efficient one-stop grabs after travel.

Where airport shuttles operate, transfers, Wi-Fi, and parking pair with a business corner so curb-to-room moves and prints run smoothly.

  Call (855) 239-5277 to book with an agent.
  14.2 miles from Chester Academy-Middle/high School

Starting at

$90.99

per night

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Candlewood Suites Middletown Goshen by IHG

21 Med Parc Road Middletown, New York

The inherent advantage of Candlewood Suites Middletown Goshen by IHG in Chester is its role as a convenient base, keeping Chester Academy-Middle/high School within driving reach.

Candlewood Suites may orient restrooms just off the lobby with clear icons, minimizing elevator trips during arrival and departure windows. Every suite routes lighting to bedside switches and a desk lamp, reducing night trips as alarms set and plans finalize comfortably. Vending banks position cold drinks, snacks, and a microwave along main corridors, covering late arrivals when neighborhood shops are closed.

Lending Locker items, a 24/7 market, and free Wi-Fi combine with complimentary laundry, reducing errands while plans stay flexible.

  Call (855) 239-5277 to book with an agent.
  14.2 miles from Chester Academy-Middle/high School

Starting at

$129.00

per night

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Home2 Suites by Hilton Middletown

600 Route 211 East Middletown, New York

Guests at Home2 Suites by Hilton Middletown can appreciate it as a practical base for the easy drive to Chester Academy-Middle/high School.

Lobby designs at Home2 Suites feature bright finishes, flexible furniture, and community tables, encouraging relaxed conversation. Each guest room includes blackout curtains, plush bedding, and coffee service, ensuring consistent comfort across multiple nights. In the fitness center, bikes, treadmills, and mats are available, giving wellness-focused guests resources to stay consistent.

Amenities such as self-parking, pet-friendly policies, business centers, and Wi-Fi keep trips convenient, flexible, and stress-free.

  Call (855) 235-6136 to book with an agent.
  15.5 miles from Chester Academy-Middle/high School

Starting at

$181.99

per night

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Super 8 by Wyndham Middletown

563 Route 211 E Middletown, New York

For a trip to the Chester area, Super 8 by Wyndham Middletown's function as a sensible base delivers a convenient and stress-free travel option.

Murals and bold design elements in Super 8 lobbies reflect the brand’s modern refresh, creating memorable yet functional first looks. Suites come with sofa beds, larger layouts, and lounge seating, giving families dependable flexibility and comfort across stays. Breakfast counters with cereals, fruit, and hot beverages reinforce predictable day-start clarity for business and leisure travelers.

Breakfast service, Wi-Fi, and laundry pair with parking and pools, helping travelers sustain predictable daily convenience easily.

  Call (855) 234-5074 to book with an agent.
  15.7 miles from Chester Academy-Middle/high School

Starting at

$76.99

per night

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La Quinta Inn & Suites by Wyndham Middletown-Goshen

551 Route 211 E Middletown, New York

For guests in the Chester area, La Quinta Inn & Suites by Wyndham Middletown-Goshen is a practical base, a position that supports an efficient and enjoyable itinerary.

Lobbies at La Quinta emphasize modernized finishes and bright layouts, producing orientation clarity and reliable first impressions. All guest rooms contain ergonomic chairs, large desks, and Wi-Fi, giving professionals practical setups to remain productive easily. Business spaces containing computers, Wi-Fi, and printers offer reliable support for professionals who need quick work solutions.

Business lounges, Wi-Fi, and complimentary breakfast combine with laundry and parking, providing clarity for working travelers.

  Call (855) 234-7135 to book with an agent.
  15.8 miles from Chester Academy-Middle/high School

Starting at

$126.99

per night

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Residence Inn by Marriott Middletown Goshen

57 TOWER DRIVE Middletown, New York

For a visit combining key destinations, Residence Inn by Marriott Middletown Goshen is a sensible base, keeping Chester Academy-Middle/high School an easy regional drive away.

The Mix evening social events at Residence Inn provide guests a dependable nightly pause, fostering community and easing day-end fatigue. Guest rooms feature blackout drapes, quiet HVAC, and plush bedding, helping travelers rest deeply and wake prepared for the day ahead. Breakfast spaces with self-serve counters, omelet stations, and communal seating offer dependable hospitality that starts each day clearly.

Pet-friendly services, indoor pools, free Wi-Fi, hot breakfast, and valet parking provide consistent support for families and long stays.

  Call (855) 235-6136 to book with an agent.
  15.9 miles from Chester Academy-Middle/high School

Starting at

$209.99

per night

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Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown, New York

For travelers with a wide-ranging itinerary, Sleep Inn & Suites Middletown - Goshen is a sensible base, keeping Chester Academy-Middle/high School an easy regional drive away.

Sleep Inn lobbies follow the Designed to Dream open plan with sofas and gathering space, easing the shift from travel to a calm check-in. All suites include a desk area, premium linens, coffee provisions and free Wi-Fi to make both leisure and work routines easier. The lobby features seating clusters, charging hubs and a marketplace corner that help guests regroup and handle quick tasks on arrival.

Between complimentary Wi-Fi, hot breakfast, a gym, meeting rooms, EV charging at select hotels and laundry, stays support daily routines.

  Call (855) 233-7850 to book with an agent.
  16.1 miles from Chester Academy-Middle/high School

Starting at

$106.99

per night

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Super 8 by Wyndham Montgomery Maybrook

207 Montgomery Rd Montgomery, New York

The journey from Super 8 by Wyndham Montgomery Maybrook to Chester Academy-Middle/high School is a simple commute, a benefit that contributes to a hassle-free visit.

Super 8 offers complimentary tea and coffee throughout the day, reinforcing attention to care and easing transitions after long drives. Guest rooms provide flat-screen TVs, microwaves, and bedside USB ports, ensuring entertainment and device charging remain convenient. Fitness centers offering ellipticals, treadmills, and free weights make it easy for travelers to preserve balance and consistency.

Complimentary Wi-Fi, breakfast buffets, and pet accommodations join with vending and parking, keeping travel routines stress-free.

  Call (855) 234-7135 to book with an agent.
  17.9 miles from Chester Academy-Middle/high School

Starting at

$79.99

per night

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Holiday Inn Express & Suites Montgomery by IHG

2105 Route 208 Montgomery, New York

The easy regional drive from Holiday Inn Express & Suites Montgomery by IHG to Chester Academy-Middle/high School in Chester means guests can enjoy local convenience before the hotel experience.

Lobby furniture and bright décor at Holiday Inn Express contribute to dependable arrival comfort and reinforce the brand’s identity. Guest rooms highlight plush beds, blackout curtains, and climate controls, giving travelers restful nights across every stay type. Lobby lounges featuring communal tables, lounge chairs, and bright lighting create orientation points that support easy connection.

Complimentary breakfast, fitness rooms, and Wi-Fi link with pools and laundry, making routines balanced and stress-free consistently.

  Call (855) 235-6136 to book with an agent.
  18.9 miles from Chester Academy-Middle/high School

Starting at

$127.99

per night

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Homewood Suites Stewart Airport

180 Breunig Rd New Windsor, New York

This convenient function as a base is a key feature of Homewood Suites Stewart Airport, since it promotes a relaxed and manageable itinerary.

Evening receptions at Homewood Suites combine casual food and drinks, encouraging guest connection and marking a dependable tradition. Guest rooms provide climate control, blackout drapes, and cozy mattresses, ensuring restful nights for travelers across all stays. Guests in the breakfast area can choose cereals, pastries, and hot selections, starting mornings with clarity and dependable variety.

Complimentary Wi-Fi, pet-friendly rooms, hot breakfast, and outdoor grills provide flexibility that eases stays for all travelers.

  Call (855) 233-7850 to book with an agent.
  20.4 miles from Chester Academy-Middle/high School

Starting at

$239.99

per night

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Cadet Motel

2582 US Highway 9W Cornwall, New York

Guests at Cadet Motel can leverage it as a sensible base, a perk that adds a relaxing touch to the stay.

Arrivals at Cadet Motel may include vending access, compact reception, and exterior room entries that sustain clear travel support. Rooms often feature double beds, compact bathrooms, and Wi-Fi, reinforcing reliable comfort and connectivity during short visits. Facilities often provide vending machines, compact breakfast rooms, and modest lobbies that sustain practical guest support daily.

Accommodations may highlight Wi-Fi, vending machines, modest coffee service, and parking, reinforcing straightforward clarity daily.

  Call (855) 239-5277 to book with an agent.
  21.3 miles from Chester Academy-Middle/high School

Starting at

$79.00

per night

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Red Roof Inn & Suites Newburgh – Stewart Airport / West Point

915 Union Ave New Windsor, New York

Within the region, Red Roof Inn & Suites Newburgh – Stewart Airport / West Point is a sensible base that keeps Chester Academy-Middle/high School within driving reach.

The cost-saving benefit of Red Roof Inn's pet policy is a significant part of its welcome, making it a top choice for pet owners. The simplicity and functionality of the guest rooms provide a no-nonsense, comfortable space for travelers who prioritize value and rest. The lobby coffee station is always kept clean and well-stocked, ensuring a fresh, hot beverage is available whenever guests need a pick-me-up.

From free Wi-Fi and premium TV for entertainment to a pool for recreation, the hotel provides a well-rounded and affordable experience.

  Call (855) 234-5074 to book with an agent.
  22.4 miles from Chester Academy-Middle/high School

Starting at

$106.99

per night

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Courtyard by Marriott Newburgh Stewart Airport

4 Governor Dr Newburgh, New York

This sensible base of operations from Courtyard by Marriott Newburgh Stewart Airport helps guests enjoy the Chester region while keeping Chester Academy-Middle/high School accessible.

Guests entering Courtyard encounter bold finishes, modular seating, and open layouts, details that produce modern and practical cues. Each guest room features ergonomic desks, streaming TVs, and bedside outlets, providing comfort and productivity without compromise. At the outdoor pool, shaded umbrellas, loungers, and towel service provide reliable comfort for families to recharge together.

Guests access The Bistro, fitness centers, meeting rooms, and valet parking, amenities that keep daily routines practical and reliable.

  Call (855) 235-0725 to book with an agent.
  22.7 miles from Chester Academy-Middle/high School

Starting at

$157.99

per night

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