Things
To
Do

Peekskill is packed with experiences for every kind of visitor. Explore parks and trails, take in the local arts scene, dig into Revolutionary-era history, find family-friendly fun, or sit down to a great meal — there is always something to discover.

Printable Guide

In Peekskill there's always something happening

Download the printable Peekskill guide so you can save it to your phone, share it with friends, or print a copy before heading out. It is a quick two-page list of outdoor adventures, arts and culture, waterfront stops, local history, family fun, food, events, wellness ideas, and hidden gems.

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Things to Do in Peekskill

Parks, Hiking & Nature

From waterfront walks and sunny overlooks to wooded trails and peaceful lakes, Peekskill is full of ways to slow down and explore. Whether you are looking for an easy family outing or a scenic place to recharge, the city's parks and natural spaces always offer something worth discovering.

Outdoor Adventures
Parks and Hiking

The Arts & Culture

From working artist studios and live music to independent theater and gallery exhibitions, Peekskill pulses with creativity year-round. Catch a performance, explore Hudson Valley MoCA, or spend the day discovering the city's vibrant cultural scene.

Discover Local Arts
Arts and Culture

Museums & History

In Peekskill, history is not locked away — it is part of the living landscape. Whether you are touring Revolutionary-era sites or wandering streets shaped by generations of stories, every corner offers a chance to connect with the city's past.

Walk Through History
Museums and History

Family Friendly

Stroll, explore, and shop — Peekskill offers a welcoming place for families to connect and make memories. From waterfront parks and museum visits to family-friendly programs, celebrated festivals, and hands-on fun, there are endless experiences for all ages to enjoy.

Explore Family Fun
Family Activities

Dining & Drinks

Peekskill is a destination for food lovers. From cozy cafés and waterfront dining to lively bars, live music, and late-night bites, there is no shortage of ways to savor the city. Whether you are planning a relaxed lunch or a night out with friends, you will find plenty to taste, toast, and enjoy.

Taste the City
Dining and drinks in Peekskill

100 Fun Things to Do

Looking to dig deeper? Here are 100 ideas to inspire your next visit — from waterfront walks and local festivals to hidden art studios and family favorites.

Outdoor Adventures & Nature Escapes

  1. Hike to the top of Blue Mountain Reservation for stunning views
  2. Grab a nature kit from the Field Library and explore Depew Park
  3. Bike along the scenic Peekskill Riverfront
  4. Enjoy birdwatching (including eagles) at Charles Point Park
  5. Kayak or paddleboard along the Peekskill waterfront
  6. Go crabbing at Annsville Creek Preserve
  7. Have a nature scavenger hunt with kids at Fort Hill Park
  8. Watch the sunset from the Peekskill Landing Park pier
  9. Join a nature walk hosted by the Peekskill Parks & Rec Department
  10. Walk your dog along the MacGregory Brook Trail

Arts, Culture, and Community

  1. Browse local art at the Peekskill Arts Alliance Open Studios weekend
  2. Visit the Hudson Valley MOCA for cutting-edge contemporary art
  3. Take an art walk to see Peekskill's public art installations
  4. Attend a free concert at the Riverfront's Summer Music Series
  5. Catch a show at the Paramount Hudson Valley Theater
  6. Tour the Peekskill Museum's local history exhibits
  7. Take a ceramics class at Peekskill Clay Studios
  8. Visit a gallery on Main Street during First Friday Peekskill
  9. Listen to live music on Esther Street or Restaurant Row
  10. Join a poetry reading at The Field Library

Waterfront Wonders

  1. Take a Peekskill sunset or fall foliage cruise
  2. Dine al fresco at a waterfront or downtown restaurant
  3. Stroll the city's riverwalk for panoramic views of the Hudson
  4. Visit the city's stunning 9-11 Memorial
  5. Host a family BBQ at Riverfront Green Park
  6. Let kids play at the Riverfront Green Park playground
  7. Snap family photos with the Hudson Highlands as your backdrop
  8. Join the Waterfront Cleanup Day and help beautify the riverfront
  9. Enjoy live music and vendors during Riverfront festivals
  10. Paint or photograph nature scenes with views of the Hudson River

Local History & Heritage

  1. Visit the historic Peekskill Military Academy site
  2. Discover Peekskill's abolitionist roots on a self-guided walking tour of the Underground Railroad
  3. Visit the Lincoln Depot Museum and learn about Lincoln's stop in Peekskill
  4. Explore the Lincoln Excedra Monument
  5. Stroll past Victorian homes in the Fort Hill Historic District
  6. Learn about Peekskill's role in the American Revolution
  7. Take self-guided downtown history tours of churches, businesses, and architectural landmarks
  8. View the 250 year old milestone marker on Washington Street
  9. Tour the Peekskill Armory on Washington Street
  10. Visit the War Memorial at Monument Park

Family Fun & Kid-Approved Activities

  1. Sign up for a swim class
  2. Enjoy your favorite cool treat from an ice cream truck
  3. Visit the Peekskill Regeneration Farm
  4. Attend a family-friendly movie night in Pugsley Park
  5. Catch a ball game at Peekskill Stadium
  6. Enroll in a youth sports league or camp
  7. Join a library story time or summer reading challenge
  8. Take a "mommy & me" music or dance class
  9. Attend a youth theater production
  10. Play pickleball at one of Peekskill's public courts

Shop Local, Love Local

  1. Browse the Peekskill Farmers Market for local produce and treats
  2. Shop for handmade gifts in one of our quaint shops
  3. Browse a local bookstore filled with hidden literary gems
  4. Explore boutiques and galleries on North Division Street
  5. Find vintage, retro, and antique finds in downtown shops
  6. Find your next bargain at the downtown Flea Market
  7. Shop for Peekskill-themed merch
  8. Discover art prints, cards, and gifts made by Peekskill creatives
  9. Search for gold or jewelry at one of our downtown businesses
  10. Visit the Chamber of Commerce for things to do

Foodie Favorites & Culinary Gems

  1. Enjoy coffee and fresh pastries at a cozy local café
  2. Dine outdoors with riverfront views and seasonal menus
  3. Grab a slice of handmade pizza from a neighborhood pizzeria
  4. Try Peekskill's diverse cuisine in one of our local restaurants
  5. Enjoy a craft cocktail at one of our local restaurants
  6. Treat yourself to a weekend brunch
  7. Order takeout from a hidden gem and picnic in the park
  8. Indulge in dessert from your favorite local spot
  9. Shop for local wines and add to your collection
  10. Create your own food tour of local restaurants

Festivals, Events, and Annual Traditions

  1. Peekskill Juneteenth Parade & Festival
  2. 4th of July Fireworks at the Riverfront
  3. Riverfront Summer Concert Series
  4. Family Pride in the Park
  5. Peekskill St. Patrick's Parade
  6. Winter Holiday Tree Lighting in downtown
  7. National Night Out
  8. Hudson Valley Irish Festival
  9. Family Fun Day and Touch-A-Truck in Depew Park
  10. Guess the weight of the giant pumpkin at the Farmers Market

Wellness, Sports & Mindful Moments

  1. Enroll in a yoga class
  2. Walk a peaceful morning loop around Depew Park
  3. Meditate at the river's edge
  4. Join a Zumba class at the Neighborhood Center
  5. Take a mindfulness walk on the Blue Mountain Trail
  6. Enroll your teen in a martial arts, boxing or self-defense class
  7. Ride your bike in Depew during Bicycle Sundays
  8. Join a weekend 5K or family fun run
  9. Swim laps at Veterans Memorial Pool
  10. Enroll in one of our Parks and Rec programs

Hidden Gems & Just-for-Fun

  1. Visit the unique Peekskill Hat Factory studios
  2. See the miniature replica of Peekskill's historic downtown
  3. Count all the different Peekskill murals and post on Instagram
  4. Host a birthday party at one of our park pavilions
  5. Volunteer at a community clean-up day
  6. Join a local chess, book, or gardening club
  7. Attend a town hall or civic meeting and get involved
  8. Take a sunset photo at Charles Point
  9. Plant a tree on Arbor Day
  10. Share your photos with @cityofpeekskill and enjoy our river city with a natural edge!
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