Take $500 off your monthly rent for 3 months Take $500 off your monthly rent for 3 months
If Holiday is the right place, now is the right time.

There’s no time like the present to take advantage of all Holiday has to offer – like dedicated service from our professional employees, quality amenities and daily opportunities to engage and connect. Choose Holiday today and receive this limited-time welcome offer: $500 off monthly rental rate for three months.*

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Welcoming senior living in Poughkeepsie, NY, just a mile from historic downtown on the Hudson River

Experience independent senior living near a variety of popular attractions at our welcoming retirement community at Holiday Manor at Woodside. We handle life's details so you have time to socialize, pursue your hobbies, and join daily events.

Starting at $3,569 / month

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Senior living amenities designed for you in Poughkeepsie, NY.

Discover the best of retirement living at Holiday Manor at Woodside senior living community in Poughkeepsie, NY. Meet friends in the bistro for coffee. Take your dog for a stroll. Pray in the chapel. With the amenities and services you want, you'll have plenty to do and a community of friends to join you.

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See all we have to offer in our retirement community photos.

Welcome to our inviting retirement community at Holiday Manor at Woodside. Meet friends for a movie night, a few rounds of pool, or just a chat in our common spaces or in your senior apartment. To see more of our senior living community lifestyle, take a look at our gallery of retirement community pictures.

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Socially Active Senior Living Lifestyle in Poughkeepsie, NY

Enjoy life at Holiday Manor at Woodside in Poughkeepsie, NY, with daily opportunities tailored for you. Join friends for a freshly prepared meal, sip coffee on the patio, or relax in your spacious senior apartment. Your independent senior lifestyle includes the option to hire a personal care provider, if needed.

Learn about the retirement lifestyle
  • Community Amenities
  • Photo Gallery
  • Lifestyle & Care

Senior living amenities designed for you in Poughkeepsie, NY.

Discover the best of retirement living at Holiday Manor at Woodside senior living community in Poughkeepsie, NY. Meet friends in the bistro for coffee. Take your dog for a stroll. Pray in the chapel. With the amenities and services you want, you'll have plenty to do and a community of friends to join you.

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Explore the neighborhood

Spend the morning pampering yourself at Hand and Stone Massage and Facial Spa. Afterward, enjoy a delicious meal with friends at Essie’s Restaurant or Brasserie 292. Find a local congregation of your choice at Christian Life Church or Tabernacle Baptist Church. Enjoy a stroll with neighbors at Pershing Avenue Park or Crestwood Park. If needed, find medical care at Nuvance Health Vassar Brothers Medical. Experience a fulfilling lifestyle at Holiday Manor at Woodside independent living community.

Engage Life

No matter your interests, no matter your personality, you'll find exceptional opportunities to learn new skills, socialize, stay fit and achieve goals with Holiday's signature Engage Life® program. Through six dimensions of engagement, you'll discover a new level of senior living.

Stay engaged
Eat Well. Live Well.

Wellness starts with nutrition. That's why Holiday's professional dining team designs their meals around your dietary and nutritional needs. We work with you to optimize your health with three delicious homestyle meals every day of the week.

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Quality First

You can rest assured knowing that Holiday communities maintain the highest standard of quality. In addition to yearly, unannounced quality enhancement reviews, we also receive state oversight and regulation to ensure we continue to provide exceptional service to our residents.

Experience quality

My dad loved it there. He made many friends, his meals were taken care of, and everyone there is friendly and helpful. Staff is amazing, like family.

Joe N, Family member

Tour was great, the facilities wonderful, and the cost affordable. Overwhelming impression is the management involvement and caring for the residents.

Joe P, Family member

My mother has lived here since 2019. The people go above and beyond to show up for anything she needs. Such a relief. Thank you to all the staff!

Judith S, Family member

Awards

Holiday Manor at Woodside is a great place to live and work, but don’t take our word for it—here are just a few of the ways residents and industry leaders have recognized our commitment to excellence.

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Your Safety

To ensure the safety of all of our residents, Holiday has established comprehensive emergency response plans. Whether the threat comes from severe weather or an illness, we stand ready to protect you quickly and effectively.

*Terms and conditions apply. See HolidaySeniorLiving.com/Special-Offer for details.

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