Top 24 Hotels Near Chestertown Middle School
402 E Campus Ave Chestertown, MD 21620

This practical location means Chestertown Middle School is an easy drive from Red Roof Inn & Suites Chestertown, allowing for a smooth start to the day.

A simple seating area in the Red Roof Inn lobby gives guests a place to briefly pause and organize themselves before heading to their room. Every room offers a consistently clean, comfortable, and functional space, delivering on the brand's promise of essential quality. The convenience of on-site laundry saves valuable time, allowing guests on longer trips to maintain their routine with minimal disruption.

For travelers with pets, the free pet policy, combined with free parking, guest laundry, and Wi-Fi, creates an unbeatable value proposition.

Chestertown Middle School is an uncomplicated drive from Comfort Inn & Suites Chestertown, a setup that ensures the trip there is a pleasant part of the experience.

Comfort Inn aligns front desk, bell, and rideshare pickup in a readable zone so guests avoid backtracking and move confidently onward. Standard guest rooms prioritize clear sightlines from door to desk to bed so late arrivals can set in quickly and start routines fast. Business centers often support parcel acceptance, simple office supplies, and printing services, helping teams handle logistics on-site.

From pet-friendly rooms and nearby relief areas to laundry service, fitness centers, and free Wi-Fi, longer stays stay practical and easy.

Within the region, Residence Inn by Marriott Annapolis acts as a sensible base, a fact that lets the hotel to feel well-connected.

Lobbies with open layouts and natural light at Residence Inn provide orientation clarity, helping guests feel anchored from the moment they arrive. All guest rooms include sofa beds, dining tables, and armchairs, offering flexible layouts that support both mealtimes and relaxation. Fitness facilities with rowing machines, cardio equipment, and 24-hour access ensure wellness practices remain consistent throughout travel.

Complimentary Wi-Fi, self-parking, breakfast offerings, fitness centers, and concierge support simplify travel through everyday consistency.

As a practical base, Fairfield Inn & Suites by Marriott Annapolis is a central element that connects the hotel to the area's highlights.

Upon entry, Fairfield Inn emphasizes a compact lobby core—reception, market, seating—so first choices are direct and the arrival flow is short. Every guest room offers Marriott bedding, blackout curtains, and adjustable climate, helping guests prepare for restful nights and refreshed days. At the 24/7 Market guests can purchase bottled water, quick meals, and packaged snacks, simplifying routines with flexible access anytime.

Complimentary Wi-Fi, hot breakfast, parking, and meeting spaces deliver practical services that simplify travel and maintain dependable support.

From Baltimore Marriott Inner Harbor at Camden Yards, Chestertown Middle School is within driving reach, a detail that enhances the feeling of being well-situated.

Communal tables in Marriott’s open lobbies offer spaces for informal meetings or group coordination before moving to guest rooms. Guest rooms are equipped with single-serve coffee machines, mini-fridges, and outlets, supporting personal routines during the stay. The meeting space includes flexible setups, breakout tables, and AV screens, making collaboration seamless for professional groups.

Pet-friendly rooms, hot breakfast, and indoor pools combine with structured parking and Wi-Fi, creating simplicity across family travel.

This sensible base from Hampton Inn Baltimore-Downtown-Convention Center allows guests to feel more in control of their schedule in the Chestertown area.

Open lobby layouts with bright lighting at Hampton Inn create orientation clarity, ensuring arrivals navigate the space without confusion. Every guest room offers sofa beds, televisions, and lounge chairs, ensuring groups or families enjoy versatile areas to relax together. Lobby seating with sofas, chairs, and community tables produces regrouping areas, letting families pause comfortably after arrivals.

Complimentary internet, breakfast buffets, indoor pools, Pavilion Pantry markets, and business facilities give guests practical routines.

The benefit of using BWI Suites as a practical base makes it into a smart choice before the drive to Chestertown Middle School.

Guests at BWI Suites may encounter a no-frills front desk, self-serve coffee, and parking options that support daily travel needs. Guest rooms often include tasteful interiors, climate control, and plush bedding, creating a consistent and comfortable overnight setting. Shared spaces often highlight vending areas, guest laundries, and compact seating zones that reflect straightforward guest routines.

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

For a trip to the area, Hampton Inn & Suites Annapolis acts as a practical base, placing Chestertown Middle School within driving reach for visitors.

Casual décor with regional accents inside Hampton Inn receptions delivers polished impressions, reinforcing authenticity and consistency. Suites come with microwaves, mini-fridges, and coffee makers, offering dependable access to light meals and beverages within rooms. Business lounges with desks, copy machines, and reliable Wi-Fi provide dependable productivity, helping guests manage tasks easily.

Fitness studios, complimentary breakfast, Wi-Fi, outdoor pools, and laundry services support everyday balance for both leisure and business.

As a convenient base, Holiday Inn Express Annapolis East-Kent Island by IHG is a central element that allows for a more dynamic daily rhythm.

Concierge-style reception at Holiday Inn Express ensures orientation clarity, offering travelers confidence in their arrival process. Each guest room offers ergonomic desks, supportive chairs, and Wi-Fi, ensuring professionals can keep up with tasks effectively. Fitness facilities offering cardio machines, weights, and stretching areas make it convenient to keep exercise routines consistent.

Complimentary breakfast, reliable Wi-Fi, and pet accommodations pair with pools and laundry, supporting extended stays with care.

In Chestertown, Quality Inn Grasonville near Kent Island acts as a convenient base, which lets for an easy, low-stress commute to Chestertown Middle School.

With canopy access and direct curb pulls Quality Inn eases vehicle handoffs so guests step inside without long walks to the desk. Guest rooms place bedside USB ports, task lamps, and reachable outlets so phones and laptops charge overnight while routines remain uninterrupted. Lobby cafés turn out espresso and grab-and-go items quickly, creating an efficient stop before meetings, transit, or early departures from the hotel.

Meeting rooms with basic AV, event parking, and catering partners let teams host compact sessions while keeping event logistics on site.

This convenient role as a base makes Best Western Kent Narrows Inn a core hub for those visiting Chestertown Middle School from out of town.

For Rewards recognition, Best Western verifies membership swiftly at the desk, keeping queues fair while expectations are acknowledged clearly. Every guest room supplies ample outlets near beds and desks, so phones, tablets, and laptops charge reliably while plans and maps update. Fitness studios at larger properties add ellipticals and rowers, maintaining variety when training needs extend beyond basic cardio machines.

From breakfast areas and lobby markets to Wi-Fi, microwaves, and mini-fridges, quick meals and connectivity keep first hours clear and steady.

For a trip to the area, Hyatt Place Kent Narrows & Marina's location as a convenient base is a fundamental component of the guest journey.

Lobby markets at Hyatt Place provide grab-and-go snacks and essentials, giving travelers convenience within steps of the reception desk. Each guest room includes flat-screen TVs, blackout drapes, and plush bedding, giving travelers relaxation and dependable nightly rest. Bars with visible counters, comfortable seating, and table service provide relaxed hubs where travelers can unwind and recharge.

Gallery Market dining, fitness centers, and Wi-Fi pair with breakfast and self-parking, ensuring predictable amenities for all travelers.

This practical function as a base is a defining feature of Hilton Garden Inn Kent Island Marina, since it makes the stay both simple and enjoyable.

Hilton Garden Inn receptions offer Digital Key and mobile check-in, ensuring guests bypass delays and begin their stays with smooth efficiency. Suites feature sofa beds, televisions, and armchairs, creating flexible living areas that balance rest, leisure, and family convenience. Lobbies with sofa clusters, community tables, and adjacent bars create versatile gathering spaces where guests can connect comfortably.

On-site dining, fitness centers, complimentary Wi-Fi, event spaces, and breakfast buffets keep stays seamless for business or leisure.

Within the region, Hampton Inn Middletown is a sensible base, which provides a sense of connection to Chestertown Middle School.

Hampton Inn breakfasts with hot entrees, fruit, and pastries establish reliable morning clarity, supporting routines across every stay. All guest rooms contain blackout drapes, premium bedding, and thermostats, producing restful environments that support restorative sleep. Breakfast nooks with pastries, cereals, and fresh coffee give mornings dependable clarity, ensuring daily routines remain consistent.

Complimentary Wi-Fi, hot breakfast, indoor pools, fitness centers, and business areas provide dependable routines that simplify daily travel.

The hotel's spot as a convenient base gives SpringHill Suites Baltimore White Marsh / Middle River guests a direct way to transition into their day of travel.

Guests find bright, modern lobbies at SpringHill Suites with clear reception sightlines, helping orientation feel simple and stress free. Suites combine ample work desks, ergonomic chairs, and reliable Wi-Fi, supporting business travelers who need productive spaces on the road. The lobby lounge includes couches, modern décor, and charging outlets, offering a flexible zone for both conversation and independent relaxation.

Free breakfast, self-parking, reliable Wi-Fi, and a market pantry combine to create dependable convenience that eases everyday travel demands.

The simple regional drive from The Inn at Chesapeake Bay Beach Club to Chestertown Middle School in Chestertown makes the connection between the two easy and fast.

The Inn at Chesapeake Bay Beach Club may greet guests with a refined entrance, courteous doorman support, and polished seating areas that set a luxury tone. Accommodations often provide elegant furnishings, plush seating, and spa-style bathrooms designed to emphasize a luxury-focused stay. Shared spaces may present polished interiors, upscale lounges, and wellness services that highlight a comfortable and refined retreat.

Guests may encounter plush bedding, spa-inspired bathrooms, fine dining, and Wi-Fi, balancing indulgence with digital consistency.

The inherent advantage of Kent Island Resort in Chestertown is its role as a convenient base, keeping Chestertown Middle School within driving reach.

Guests at Kent Island Resort may encounter artisanal touches, boutique check-in, and complimentary refreshments upon arrival at the property. Guest rooms may showcase artisanal décor, unique design elements, and curated minibars that create a polished boutique orientation. Amenities may showcase curated lounges, small dining venues, and stylish bars that emphasize a refined boutique-style orientation.

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

Chestertown Middle School is within driving reach from Motel Edgewood, a layout that ensures travel logistics are never a concern.

Arrivals at Motel Edgewood may highlight vending machines, compact reception, and exterior entries that reinforce budget-friendly arrivals. Each guest room typically highlights Wi-Fi, modest bathrooms, and climate control, creating straightforward consistency for all guests. Facilities often provide compact breakfast corners, vending machines, and laundry areas that reflect reliable support in budget motels.

Accommodations often provide Wi-Fi, pet-friendly options, vending corners, and parking, sustaining functional clarity during budget stays.

The primary advantage of Super 8 by Wyndham Baltimore / Essex Area as a base in Chestertown is keeping Chestertown Middle School an easy regional drive away.

Lobby designs at Super 8 highlight clean décor and murals, creating refreshed but practical impressions across properties worldwide. Guest rooms feature flat-screen TVs, ergonomic chairs, and Wi-Fi, giving travelers practical setups for relaxation or work sessions. Business lounges outfitted with Wi-Fi, seating, and printers create functional hubs where travelers can remain productive daily.

Complimentary breakfast, vending areas, and Wi-Fi pair with pools and parking, ensuring families have access to core travel routines.

The simple regional drive from Hampton Inn Easton to Chestertown Middle School in Chestertown makes travel simple and efficient.

Lobby coffee service at Hampton Inn demonstrates care in small gestures, giving guests comforting rituals that ease travel transitions. Guest rooms provide ergonomic desks, Wi-Fi, and task lighting, giving travelers reliable setups to stay focused during their travels. Fitness rooms with treadmills, resistance machines, and mats create reliable wellness spaces, letting guests maintain balance away from home.

Pet-friendly policies, free internet, breakfast bags, outdoor pools, and meeting rooms ensure versatile options for families and groups.

From the moment you check in at Home2 Suites by Hilton Arundel Mills / BWI Airport, Chestertown Middle School is a simple commute.

Home2 Suites greets guests with beverage stations near reception, reliable rituals that ease arrivals and reinforce familiarity. Guest rooms include ergonomic chairs, work desks, and Wi-Fi, helping professionals stay productive during travel consistently. In the breakfast area, cereals, pastries, and hot coffee are served, ensuring guests begin mornings smoothly and without disruption.

Guests benefit from complimentary breakfast, self-parking, laundry, and Wi-Fi, ensuring routines remain simple and consistent daily.

In the Chestertown region, Element Arundel Mills BWI Airport offers a accessible location, acting as a practical base for visiting Chestertown Middle School.

Evening Relax receptions at many Element hotels feature small bites and beverages, offering social connection that eases the shift from travel. Suites provide ergonomic desks, strong Wi-Fi, and ample outlets, supporting productivity for professionals managing work while on extended stays. Lobby lounges combine comfortable seating, bright windows, and modern décor, making arrivals intuitive while offering relaxed social zones.

Amenities such as Motion fitness centers, Rise breakfast, saline pools, and business services provide dependable routines that reduce travel stress.

From the moment you check in at Americas Best Value Inn Edgewood, Chestertown Middle School is within driving reach.

When entering Americas Best Value Inn guests often notice visible maps and desk staff nearby that simplify initial orientation and plans. Suites commonly provide dining-height counters or small tables, letting quick meals, family snacks, and planning happen inside the room. Co-working areas pair power access with comfortable seating and modest privacy, enabling remote work without booking dedicated rooms.

With pet-friendly footprints at many locations, relief spots, and nearby green space, quick outdoor breaks slot naturally into days, keeping routines simple.

For a trip where a straightforward drive is essential, Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area serves as a practical base for reaching Chestertown Middle School.

Reception areas at Wingate by Wyndham are staffed and brightly lit, giving travelers confidence and reassurance upon arrival. All guest rooms provide mini-fridges, microwaves, and coffee makers, making it easy for guests to manage daily routines conveniently. Pools equipped with loungers, towels, and umbrellas create leisure spaces where families and individuals can relax or recharge daily.

Free Wi-Fi, breakfast buffets, and vending options combine with pools and parking, reinforcing consistent balance for all travelers.