Top 24 Hotels Near Leonard Field
445 Washington St Winchester, MA 1890

Guests at Spark by Hilton Woburn Boston can appreciate being an easy drive from Leonard Field, a perk that allows for a more organic and flexible schedule.

Hilton reinforces consistency with polished finishes, floral décor, and open lobby layouts, ensuring first impressions feel dependable. Suites supply sofa seating, large TVs, and dining counters, supporting flexible routines for leisure, meals, or informal meetings. Guests at the outdoor pool enjoy shaded cabanas, loungers, and towel service, creating dependable spaces to relax or recharge together.

With business hubs, 24/7 markets, complimentary Wi-Fi, and pet-friendly policies, Hilton keeps stays flexible and stress-free daily.

At Best Western Plus New Englander, being an easy drive from Leonard Field is a key element that allows for a more dynamic daily schedule.

Best Western summarizes essentials—Wi-Fi, breakfast timing, and local pointers—so guests leave reception ready to navigate the first hour well. Every guest room maintains ample outlets at beds and desks, so phones, tablets, and laptops recharge while maps and routes refresh. The lobby frames sofa clusters, café tables, and charging, creating easy meetups while directions, rides, and messages are confirmed together.

Between indoor pools, fitness studios, Wi-Fi, and sauna or hot tub where offered, travelers weave wellness into schedules without extra detours.

The guest's journey from Courtyard by Marriott Woburn / Boston North in Winchester to Leonard Field is a simple drive, enhancing the sense of being in a convenient location.

Courtyard situates reception in open sightlines with bold wayfinding, helping arrivals move from entry to key steps without confusion. Guest rooms feature blackout curtains, plush bedding, and digital thermostats, ensuring restful conditions tailored to each traveler. The 24/7 Market stocked with bottled drinks, snacks, and frozen meals ensures practical convenience and reliability at all times.

Guests benefit from complimentary Wi-Fi, fitness centers, outdoor pools, and 24/7 markets, supporting reliable comfort during travel.

This versatile location relative to Leonard Field helps Hilton Boston / Woburn guests become oriented and comfortable in the Winchester area.

At Hilton, evening cocktail service in the lobby bar provides rituals that ease transitions and highlight brand-wide hospitality. Each guest room combines blackout drapes, plush pillows, and Serenity Beds, promoting quality rest and refreshed mornings daily. At the lobby café, barista coffee, light snacks, and soft seating provide casual hubs that support work, conversation, or downtime.

Amenities like indoor pools, fitness facilities, dining options, and breakfast ensure guests find both convenience and balance.

Upon arrival at Homewood Suites by Hilton Boston Woburn, Leonard Field is a short drive, simplifying your visit immediately.

Homewood Suites maintains evening socials as a hallmark ritual, offering light fare and drinks that reinforce reliability across visits. Every suite contains separate living and sleeping areas with sofas and TVs, giving guests space to relax and balance routines easily. In the fitness center, treadmills, weights, and mats are available, supporting wellness goals and maintaining exercise consistency.

Indoor pools, fitness centers, Suite Shop® markets, and pet policies support families with convenience and travel balance combined.

The guest's journey from Hampton Inn Boston Woburn in Winchester to Leonard Field is a simple drive, enhancing the sense of being in a convenient location.

Bright lighting and open layouts at Hampton Inn receptions support orientation clarity, giving travelers smooth navigation cues at check-in. Each suite offers sofa beds, televisions, and armchairs, allowing families to relax together in practical and comfortable spaces. Business lounges with desks, copy machines, and reliable Wi-Fi provide dependable productivity, helping guests manage tasks easily.

Complimentary Wi-Fi, laundry access, indoor pools, breakfast bags, and meeting spaces give guests flexibility and dependable support.

For visitors to Winchester, Fairfield Inn by Marriott Boston Woburn-Burlington is an easy drive from Leonard Field, a choice that supports a stress-free travel plan.

With staff nearby, Fairfield Inn provides guided routes from curb to seating and market so first steps feel organized rather than ad hoc. Each suite offers microwaves, mini-fridges, and coffee makers, ensuring travelers can access convenient food and drink options anytime needed. Indoor pools include lounge chairs, towel service, and bright décor, giving guests consistent leisure spaces where they can relax and refresh.

Amenities such as self-parking, complimentary breakfast, fitness rooms, and indoor pools simplify travel and ensure reliable comfort daily.

For a trip to Winchester, Holiday Inn Express Boston North-Woburn by IHG's location a quick drive from Leonard Field is a core part of its appeal to travelers.

Complimentary coffee and tea service at Holiday Inn Express reinforces brand care, helping weary travelers transition smoothly to stay. All guest rooms contain flat-screen TVs, sofa seating, and charging hubs, creating versatile spaces for relaxation and utility. Breakfast rooms serving buffets, cereals, and coffee keep mornings straightforward and predictable for both business and family guests.

Self-parking, hot breakfast, and fitness centers pair with reliable Wi-Fi and pools, ensuring comfort and clarity across all visits.

The benefit of being a straightforward drive from Leonard Field makes Crowne Plaza Boston - Woburn by IHG into a great starting point for any visit.

Grab-and-go counters in Crowne Plaza lobbies supply packaged meals, snacks, and drinks, reducing friction for busy travelers. Each guest room provides sofa seating, HDTVs, and bedside USB ports, making it easy to relax while staying connected to devices. Bars with cocktails, lounge seating, and casual dining provide relaxed social anchors where guests can recharge after busy days.

Fitness rooms, breakfast service, and free Wi-Fi combine with parking and laundry, simplifying everyday travel routines effectively.

Within Winchester, Red Roof Inn PLUS+ Boston - Woburn / Burlington is a short drive from Leonard Field, which underscores its convenient placement.

A pot of hot coffee is always available in the lobby, a small but consistent courtesy that makes any Red Roof Inn feel more welcoming. The inclusion of a desk and chair in every guest room gives travelers a proper space to eat a meal, plan their route, or check email. Convenient ice access on guest floors is a simple but important detail, supporting everything from in-room drinks to packing a cooler.

Between the seasonal outdoor pool, free morning coffee, high-speed Wi-Fi, and a no-cost pet policy, guests find many ways to save.

This useful drive to Leonard Field from Extended Stay America Suites Boston Woburn is a central element, as it ensures the stay is built on simplicity.

The friendly and helpful staff at Extended Stay America make the check-in process pleasant, offering assistance and local information. The combination of a work table and complimentary Wi-Fi in each suite creates a productive environment for any remote work needs. The lobby's breakfast station is kept stocked and clean, ensuring a pleasant and efficient morning routine for every guest.

With a grab-and-go breakfast, a full kitchen, a fitness center, and free Wi-Fi, the hotel is perfect for the modern business traveler.

Guests at Hyatt Place Boston / Medford can enjoy the direct run to Leonard Field as a defining perk of their well-located stay.

Hyatt Place greets guests with complimentary coffee in its open lobbies, a courtesy that helps travelers refresh quickly after arrival. All guest rooms include walk-in showers, soft towels, and branded amenities, refreshing travelers at both the start and end of each day. Bars with visible counters, comfortable seating, and table service provide relaxed hubs where travelers can unwind and recharge.

Meeting rooms, fitness centers, and breakfast buffets combine with Wi-Fi and parking, providing consistency across global locations.

In Winchester, HYATT house Boston / Burlington is situated a direct run from Leonard Field, which lets for a simple daily commute.

Seating areas with charging hubs in Hyatt House lobbies allow guests to relax, recharge devices, and regroup comfortably on arrival. All guest rooms contain Cozy Corner sofas or sofa-sleepers, flat-screen TVs, and charging outlets, supporting relaxation and convenience. H Bars offering cocktails, small plates, and casual seating act as social hubs where guests can relax or connect after busy days.

Business centers, indoor pools, and breakfast service align with Wi-Fi and laundry, simplifying professional and family routines alike.

For a trip to Winchester, Boston Marriott Burlington's location a simple cross-town drive from Leonard Field is an essential part of its practical appeal.

Hydration points in Marriott lobbies deliver fruit-infused water, giving travelers a refreshing pause before continuing with their stay. Each guest room provides plush mattresses, crisp linens, and climate controls, ensuring restful nights and comfortable wake-ups. The lobby lounge combines sofas and community tables, ensuring groups and solo travelers alike can find comfort while waiting or meeting.

Business lounges, meeting rooms, and Wi-Fi combine with breakfast and parking, keeping routines balanced between work and relaxation.

From Residence Inn by Marriott Boston Woburn, Leonard Field is a simple drive, a detail that makes for a smooth transition from hotel to event.

Community tables in Residence Inn receptions act as gathering hubs, giving colleagues or companions places to coordinate plans before moving on. Each suite provides vanities, mirrors, and premium toiletries, supporting daily refreshment routines with convenience and care. Evening gathering spaces with small plates, wine service, and social seating create relaxed connection points that balance daily rhythms.

EV charging, concierge support, complimentary breakfast, fitness rooms, and self-parking create convenience that reduces planning stress.

From Lakeside Inn, Leonard Field is a simple drive, a feature that makes for an uncomplicated start to the day.

Lakeside Inn often presents straightforward reception, vending machines, and compact lobby space arranged for budget practicality. Accommodations often provide premium bedding, climate control, and functional desks, supporting comfort and productivity for guests. Public areas may include modest lobbies, vending machines, and laundry access, reflecting the functional focus of budget properties.

Accommodations may present Wi-Fi, continental breakfast, vending machines, and laundry support, helping sustain reliable routines daily.

From Homewood Suites by Hilton Boston / Cambridge-Arlington MA, Leonard Field is a direct run, a choice that makes for an uncomplicated start to the day.

Homewood Suites situates the Suite Shop® within lobby sightlines, providing convenient access to snacks and essentials at arrival. Guest rooms feature premium bath amenities, walk-in showers, and soft towels, refreshing travelers after busy days on the road. At the indoor pool, loungers, fresh towels, and quiet surroundings create a space where families can relax and recharge together.

Guests enjoy hot breakfast, laundry services, evening socials, and Wi-Fi, giving reassurance that daily essentials are always covered.

This accessible location relative to Leonard Field helps Staybridge Suites Boston - Burlington by IHG guests feel oriented and comfortable in the Winchester area.

With sliding doors and weather mats, Staybridge Suites keeps the vestibule tidy and movement smooth as arrivals cycle in the rain. Every suite positions a refrigerator with freezer and an icemaker, keeping groceries, leftovers, and cold drinks ready throughout. Pool areas use non-slip decking and posted rules, setting expectations for swim times and quiet hours with minimal surprises.

Between a 24/7 market, ice, and vending plus free Wi-Fi and guest laundry, everyday essentials fit cleanly around calls, meals, and rest.

From Hilton Garden Inn Boston-Burlington, the direct commute provides access to Leonard Field and the wider area, enhancing the stay.

Sofa clusters in Hilton Garden Inn lobbies create regrouping areas, helping families pause comfortably before heading upstairs. Every guest room offers televisions, sofa seating, and streaming options, allowing guests to unwind with entertainment after long days. Breakfast spaces with fresh fruit, omelets, and community tables provide dependable hospitality that anchors guest routines each morning.

Pet-friendly options, complimentary breakfast, Wi-Fi access, laundry service, and fitness centers make extended stays simple and reliable.

Leonard Field is a simple cross-town drive from Residence Inn by Marriott Boston Burlington, a setup that ensures the trip there is a pleasant part of the experience.

Lobbies with open layouts and natural light at Residence Inn provide orientation clarity, helping guests feel anchored from the moment they arrive. Every guest room comes with refrigerators, stovetops, and counter space, allowing guests to cook meals that mirror the comfort of home. Indoor pools with lap lanes, whirlpools, and deck seating provide varied recreation that supports both activity and relaxation.

Pet services, hot breakfast, complimentary Wi-Fi, outdoor pools, and meeting rooms ensure reliable support across diverse guest routines.

In Winchester, AC Hotel by Marriott Boston Cambridge's accessible location keeps Leonard Field within easy reach, letting guests move with freedom.

Evenings at AC Hotels often center around the AC Lounge, where small plates and drinks create reliable opportunities for relaxed social connection. Guest rooms include ergonomic chairs, strong Wi-Fi, and bright desks, supporting continuity for professionals who need reliable workspaces. AC Lounge highlights wine service, cocktails, and modern seating, projecting dependable social energy that balances work and leisure daily.

Guests benefit from AC Kitchen breakfasts, AC Lounge wine, complimentary Wi-Fi, and parking, ensuring dependable support for every visit.

For a trip to Winchester, Fairfield Inn & Suites by Marriott Boston Medford's location an easy drive from Leonard Field is an essential element of its practical charm.

At the lobby, Fairfield Inn balances soft seating, communal benches, and charging hubs in one zone to support both brief rests and short meetings. Guest rooms highlight Marriott bedding, blackout curtains, and climate control, creating dependable conditions that ensure restorative rest daily. Lobby lounges showcase couches, group tables, and charging hubs, offering families and colleagues flexible zones for planning and connection.

Free Wi-Fi, hot breakfast, market access, and business centers give guests practical support that maintains both routines and productivity.

Because AC Hotel by Marriott Boston North keeps Leonard Field within easy reach, guests can enjoy a low-key journey before their day begins.

Complimentary Wi-Fi at AC Hotels makes it easy to reset devices and routines instantly, showing attentiveness to the everyday needs of modern travelers. Suites feature flat-screen TVs, soft seating, and blackout drapes, offering environments where comfort and entertainment are balanced together. Fitness facilities showcase cardio machines, resistance gear, and mats, giving guests reliable wellness tools to sustain balance while traveling.

Travelers can count on complimentary Wi-Fi, AC Kitchen meats and cheeses, AC Lounge service, and business spaces to sustain consistent routines.

From the moment you check in at Extended Stay America Suites Boston Burlington, Leonard Field is a simple cross-town drive, simplifying your itinerary.

Extended Stay America's approach to pet-friendly travel removes a major barrier, making it an easy choice for animal lovers. Having a full kitchen helps hotel guests stick to their dietary plans, a major advantage for health-conscious travelers on the road. The swimming pool area is a great social spot for guests, providing a relaxed setting to enjoy the afternoon with family or friends.

The hotel's complete amenity package—kitchen, laundry, pool, fitness, and pet-friendly policy—ensures a comfortable and convenient stay.