Top 24 Hotels In Winchester Highlands, Massachusetts 01890

For a relaxing stay near Winchester Highlands, The Inn at Woburn Boston offers intimate accommodations with rates beginning at $120.99, creating a warm, inviting atmosphere for rest. Find a comfortable retreat with rooms that offer more amenities and space, ensuring a relaxing and value-driven stay.

Staying at The Inn at Woburn Boston ensures quick access to downtown Winchester Highlands, where the city’s best dining, shopping, and entertainment options are easily reached. Take advantage of a Winchester Highlands hotel that keeps both quality and cost in mind—reserve now!

At Best Western Plus New Englander, travelers bound for Winchester Highlands will find inviting comfort with rooms beginning at $109.99, creating a clean and welcoming space perfect for relaxation. Stay active with recreational activities offered at Best Western Plus, including options for cycling and hiking nearby.

With the best of Winchester Highlands easily accessible, guests at Best Western Plus New Englander can explore downtown while returning to a quieter, more relaxed setting. Find budget-friendly lodging that makes your Winchester Highlands trip unforgettable—book today!

Choose Courtyard by Marriott Woburn / Boston North for your trip to Winchester Highlands, where welcoming accommodations offer comfort and quality, with room rates beginning at an accessible $129.99. Wrap yourself in luxury with Courtyard's bathrobe and slipper service, adding an extra layer of comfort to your stay.

Courtyard by Marriott Woburn / Boston North ensures that guests can enjoy the best of downtown Winchester Highlands, with the city’s most popular attractions just a short distance away. Relax and unwind in Winchester Highlands at a hotel that feels like a home away from home—reserve now!

Enjoy a perfect blend of charm and comfort at Hilton Boston / Woburn on your trip to Winchester Highlands, with quiet rooms available at accessible nightly rates starting at $149.99. Enjoy the views from Hilton's sky lounges, where stunning panoramas of the city skyline or natural landscapes await.

From Hilton Boston / Woburn, a short drive delivers guests to the heart of downtown Winchester Highlands, where the city’s best attractions await. Discover how refined Winchester Highlands can be with accommodations that offer an unforgettable experience—secure now!

Stay at Homewood Suites by Hilton Boston Woburn as you explore Winchester Highlands, where snug accommodations create a warm retreat, with affordable rates starting at $158.99 per night. Experience the family-friendly environment at Homewood Suites, offering activities and amenities that delight guests of all ages.

At Homewood Suites by Hilton Boston Woburn, guests are never far from downtown Winchester Highlands, where a quick drive brings them to the city’s most iconic spots. Rest and recharge in Winchester Highlands with a hotel that keeps your comfort front and center—reserve now!

Guests bound for Winchester Highlands will find homely comfort at Hampton Inn Boston Woburn, where inviting rooms start at $130.99, creating a welcoming atmosphere ideal for relaxation. Enjoy a seamless travel experience with Hampton's efficient online check-in process, saving you time upon arrival.

From Hampton Inn Boston Woburn, guests can easily reach downtown Winchester Highlands by car, where the city’s top destinations are always within easy reach. Enjoy the best of Winchester Highlands with a hotel that puts your comfort first—lock in your room now!

For an affordable stay near Winchester Highlands, Fairfield Inn by Marriott Boston Woburn Burlington offers inviting accommodations with rooms beginning at $129.99, creating a clean and comfortable space. Relax in the upscale ambiance of Fairfield's executive lounges, offering a refined space for business discussions or personal relaxation.

With downtown Winchester Highlands only a short drive away, guests at Fairfield Inn by Marriott Boston Woburn Burlington can explore the city’s best destinations while enjoying a quieter stay. Step into a stress-free Winchester Highlands stay with accommodations designed to impress—book today!

For an affordable stay near Winchester Highlands, Holiday Inn Express Boston North Woburn an IHG Hotel offers inviting rooms with rates starting at $132.99, creating a clean, comfortable atmosphere perfect for relaxation. Experience the personalized touch of Holiday Inn Express's guest experience managers, dedicated to ensuring your stay is perfect.

With downtown Winchester Highlands just a brief drive away, guests at Holiday Inn Express Boston North Woburn an IHG Hotel can easily visit the city’s most iconic spots while staying in a quieter area. Explore Winchester Highlands worry-free with accommodations that prioritize comfort—secure today!

With a hospitable ambiance, Crowne Plaza Boston Woburn an IHG Hotel near Winchester Highlands offers quality rooms crafted for relaxation, with nightly rates beginning at an accessible $132.59. Enjoy the serenity of Crowne Plaza's garden or courtyard areas, ideal for a peaceful stroll or a quiet moment amidst natural beauty.

At Crowne Plaza Boston Woburn an IHG Hotel, guests are close enough to downtown Winchester Highlands for a quick drive to the city’s top destinations while still enjoying a quieter stay. Plan your Winchester Highlands travels with a hotel that makes elegance accessible—reserve now!

At Red Roof Inn PLUS+ Boston Woburn / Burlington, guests visiting Winchester Highlands will find inviting rooms with rates starting at $119.49, providing a clean and welcoming space perfect for relaxation. Relax in Red Roof Inn’s comfortable and quiet rooms, designed to be your peaceful retreat away from home.

From Red Roof Inn PLUS+ Boston Woburn / Burlington, a brief drive takes guests into downtown Winchester Highlands, where the city’s most vibrant spots are easily accessible. Feel at home in Winchester Highlands with accommodations that keep comfort affordable—reserve now!

At Extended Stay America Suites Boston Woburn, guests bound for Winchester Highlands will find inviting rooms with rates beginning at $106.99, creating a warm and comfortable space perfect for relaxation. Stay connected with complimentary high-speed Wi-Fi at Extended Stay America, perfect for staying in touch with work and family.

Extended Stay America Suites Boston Woburn is ideally positioned for guests wanting to visit downtown Winchester Highlands, where the city’s best sights are just a short drive away. Make every moment in Winchester Highlands memorable with a hotel that offers budget-friendly perks—reserve now!

Unwind at Hyatt Place Boston / Medford on your visit to Winchester Highlands, where comfortable accommodations offer warmth and relaxation, with room rates starting at an affordable $145.99. Discover the convenience and flexibility of Hyatt Place's 24/7 dining concept, allowing you to eat on your schedule without compromise.

Guests staying at Hyatt Place Boston / Medford will appreciate the short drive to downtown Winchester Highlands, where the city’s most iconic destinations await exploration. Take your Winchester Highlands trip to the next level with well-appointed, budget-friendly accommodations—secure now!

Stay at HYATT house Boston / Burlington when visiting Winchester Highlands, where restful accommodations provide a warm welcome, with affordable rates beginning at $179.00 per night. Enjoy Hyatt House’s fireplaces in select suites, adding warmth and ambiance to your living space during colder months.

At HYATT house Boston / Burlington, guests are close enough to downtown Winchester Highlands for a quick drive to the city’s top destinations while still enjoying a quieter stay. Make your Winchester Highlands visit special with a hotel that combines elegance and practicality—reserve now!

Relax in the peaceful surroundings of Residence Inn by Marriott Boston Woburn as you explore Winchester Highlands, where quality accommodations offer warmth and comfort, with inviting rates at $170.99. Residence Inn's commitment to cleanliness ensures a safe and hygienic environment for all guests during their stay.

Guests staying at Residence Inn by Marriott Boston Woburn are never far from downtown Winchester Highlands, where a short drive brings them to the city’s most exciting spots. Unwind in Winchester Highlands with a hotel that makes relaxation feel effortless and affordable—reserve now!

Enjoy an elegant stay at Boston Marriott Burlington on your journey to Winchester Highlands, where refined rooms provide a welcoming environment, with inviting rates from $189.99. Dive deep into the local culture with Marriott's uniquely crafted experiences, enriching your stay with authentic local insights.

From Boston Marriott Burlington, guests can easily reach downtown Winchester Highlands, where the city’s most exciting attractions are always within easy reach. Discover a Winchester Highlands hotel that combines world-class amenities with a warm welcome—secure now!

With affordable rooms from $106.99, Lakeside Inn provides intimate comfort for travelers bound for Winchester Highlands, creating a warm, inviting environment perfect for rest. Enjoy standard amenities in rooms that offer a comfortable environment for a pleasant visit.

At Lakeside Inn, a brief drive delivers guests into downtown Winchester Highlands, where the city’s most exciting attractions are always within reach. Plan a stress-free, budget-savvy stay for your Winchester Highlands visit—book your room today!

Find restful accommodations at Staybridge Suites Burlington Boston an IHG Hotel as you journey to Winchester Highlands, where inviting rooms offer comfort, with rates beginning at an affordable $129.00 per night. Take in stunning views from Staybridge Suites' rooftop terraces, available at select urban locations.

Guests staying at Staybridge Suites Burlington Boston an IHG Hotel will love the convenience of being close to downtown Winchester Highlands, where a brief drive takes them to the city’s best destinations. Enjoy every moment of your Winchester Highlands trip with accommodations that go the extra mile—lock in today!

Stay comfortably at Hilton Garden Inn Boston Burlington as you explore Winchester Highlands, where inviting rooms provide relaxation and quality, with room rates beginning at just $110.99. Appreciate the personal touches at Hilton Garden Inn, from the warm welcome at check-in to the attentive service throughout your stay.

At Hilton Garden Inn Boston Burlington, guests are close enough to downtown Winchester Highlands for a quick drive to the city’s top attractions, while still enjoying a quieter setting. Enjoy exceptional amenities and affordability for your Winchester Highlands visit—secure your room now!

Relax in the peaceful surroundings of Residence Inn by Marriott Boston Burlington as you explore Winchester Highlands, where quality accommodations provide warmth, with affordable rates starting at $189.99. Book a suite with a fully equipped kitchen at Residence Inn, perfect for guests preferring to prepare their meals.

Guests staying at Residence Inn by Marriott Boston Burlington will love the convenience of being close to downtown Winchester Highlands, where a brief drive takes them to the city’s best destinations. Enjoy a Winchester Highlands hotel that offers more than just a stay—it’s an experience to remember—book today!

Unwind at Homewood Suites by Hilton Boston / Cambridge Arlington MA near Winchester Highlands, where inviting accommodations create a warm retreat, with room rates beginning at an affordable $169.99 per night. Join the Hilton Honors program during your stay at Homewood Suites, earning points towards free nights and exclusive rewards.

With a quick drive into downtown Winchester Highlands, guests at Homewood Suites by Hilton Boston / Cambridge Arlington MA can explore the city’s most popular destinations while enjoying a more peaceful retreat. Find your perfect Winchester Highlands escape with a hotel that turns your stay into a delightful experience—lock in today!

For an affordable stay near Winchester Highlands, Extended Stay America Suites Boston Burlington offers inviting rooms with rates starting at $93.99, creating a clean, comfortable atmosphere perfect for relaxation. Appreciate the eco-friendly initiatives at Extended Stay America, including recycling programs and energy-efficient practices.

At Extended Stay America Suites Boston Burlington, guests are always close enough to downtown Winchester Highlands for a quick drive, making it simple to explore the city’s most exciting spots. Maximize your Winchester Highlands experience with a hotel that makes your stay unforgettable—reserve today!

Unwind at AC Hotel by Marriott Boston Cambridge as you explore Winchester Highlands, where refined accommodations offer a blend of charm and comfort, with inviting rates from $229.99. Select AC Hotels by Marriott for your travel needs, where you can expect elegance, functionality, and a superior hospitality experience.

Staying at AC Hotel by Marriott Boston Cambridge ensures that guests are always close to downtown Winchester Highlands, where a quick drive brings them right into the heart of the action. Discover the elegance of Winchester Highlands with a hotel that delivers unmatched quality—secure now!

Guests bound for Winchester Highlands will find sheltered accommodations at Fairfield Inn & Suites by Marriott Boston Medford, where rooms start at $169.99, creating a warm and inviting environment ideal for relaxation. Start your day with Fairfield's complimentary breakfast, featuring healthy options, hot classics, and fresh coffee to energize your morning.

With downtown Winchester Highlands only a short drive away, guests at Fairfield Inn & Suites by Marriott Boston Medford can explore the city’s top destinations while staying in a quieter, more peaceful setting. Get ready to experience Winchester Highlands in style with affordable, well-appointed lodging—reserve now!

At TownePlace Suites by Marriott Boston Medford, travelers to Winchester Highlands will find gentle, budget-friendly accommodations with rates from $199.99, creating a welcoming environment perfect for rest. The 24-hour In a Pinch® market at TownePlace Suites offers snacks and necessities any time of the day.

With a short drive to downtown Winchester Highlands, guests at TownePlace Suites by Marriott Boston Medford can experience the city’s top attractions while returning to a quieter retreat. Settle in and enjoy your Winchester Highlands stay with amenities that make all the difference—reserve now!