Cortland

Day Trips

Make the most of your day with our curated plans, packed with Cortland's hidden gems and unique experiences!

day 1
Arrival in Cortland
morning
:

Arrive in Cortland and check into your cozy accommodation. Take a leisurely stroll around the picturesque downtown area, soaking in the local architecture and quaint shops. Enjoy a hearty breakfast at a local diner to kickstart your adventure.

afternoon
:

Explore the Cortland County Historical Society, where you can learn about the fascinating history of the region. Afterward, visit the nearby Dwyer Memorial Park for a scenic walk or a peaceful afternoon by the lake. Grab a coffee at a local café and relax while chatting with friendly locals.

evening
:

Dine at one of Cortland's popular restaurants, where you can savor delicious regional cuisine. After dinner, enjoy a live performance or local music at a nearby venue. Wind down the evening with a sunset walk along the Cortland Parks Trail.

day 2
Outdoor Adventures
morning
:

Start your day with a visit to the beautiful Lime Hollow Nature Center, where you can hike among the serene trails and observe local wildlife. Participate in a guided nature walk for an interactive experience. After hiking, pack a picnic to enjoy at one of the scenic rest areas.

afternoon
:

Spend your afternoon kayaking or canoeing on nearby Lake Otisco, embracing the tranquility of the water. You can rent equipment from local vendors who will help you find the best spots. Take breaks to capture photos of the stunning landscape.

evening
:

Return to Cortland and visit a brewery for a tasting of locally crafted beers. Enjoy the vibrant atmosphere and meet fellow travelers. Indulge in light bites from a food truck or casual eatery nearby for dinner.

day 3
Cultural Exploration
morning
:

Dedicate this morning to exploring the State University of New York College at Cortland campus. Visit the art galleries and take in the impressive sculpture installations found throughout the grounds. Stop by the college’s dining hall for an affordable yet tasty breakfast.

afternoon
:

Head to Cortland's main street to visit local boutiques and art studios, discovering handmade crafts and unique souvenirs. Enjoy the art and cultural scene while meeting local artisans. Pause for lunch at a charming café that features farm-to-table options.

evening
:

Attend a theatrical performance at The Center for the Arts, experiencing the local talent on display. Afterward, join an open mic night at a local venue to appreciate the vibrant community of performers. Wrap up your night by enjoying desserts at a nearby bakery.

day 4
Exploring Nature
morning
:

Kick off your day with a scenic drive to the nearby Greek Peak Mountain Resort, where you can hike or explore the beautiful trails surrounding the area. Breathe in the fresh air and relish the breathtaking views. Enjoy a light breakfast at the resort's café.

afternoon
:

Spend the afternoon mountain biking along the trails or visiting the Adventure Center for zip-lining and other outdoor activities. Challenge yourself and your companions with exciting adventures. Grab a bite at the resort’s grill to refuel.

evening
:

Head back to Cortland and enjoy a casual dinner at a family-owned restaurant that prides itself on homemade dishes. After dinner, consider taking a night walk at the local parks or along the main street to enjoy the ambiance. End the evening with a nightcap at a local pub.

day 5
A Day in the City
morning
:

Spend the morning driving to Syracuse, just a short distance from Cortland, and visit the famous Destiny USA mall. Browse the shops and enjoy breakfast at one of the many eateries inside the mall. This bustling environment is perfect for lively people-watching.

afternoon
:

After shopping, head to the Syracuse Museum of Science and Technology (MoST) for an enjoyable and educational experience. Engage in interactive exhibits and perhaps catch a planetarium show. Take a leisurely lunch at a nearby restaurant with outdoor seating.

evening
:

Return to Cortland and relax at a local vineyard for an evening of wine tasting. Sample a range of local wines while enjoying the picturesque vineyard views. Share your favorite moments from the day around a cozy fire pit at the vineyard.

day 6
Local Festivals
morning
:

Check the local events calendar and attend any festival or farmers' market happening in Cortland, experiencing local culture first-hand. Indulge in breakfast items like fresh pastries or farm fresh eggs from local vendors. Enjoy the vibrant atmosphere with music and laughter all around.

afternoon
:

Spend your afternoon discovering handmade crafts and artisanal goods at the festival. You might find a unique piece to bring back home and cherish the memory of Cortland. Refuel with delicious food offered by local food trucks or booths.

evening
:

As the sun sets, savor your last meal in Cortland at a favorite local spot. This comfort food experience will leave you with a happy heart. Reflect on your Cortland experiences while enjoying the evening ambiance, perhaps with new friends you made at the festival.

day 7
Relax and Recharge
morning
:

Dedicate a day to relaxation by starting off with a spa morning. Treat yourself to a massage or rejuvenating facial at a local spa. Afterward, enjoy a healthy brunch at a café focused on wellness.

afternoon
:

Spend a leisurely afternoon at a local park, reading a book or simply enjoying nature's beauty. Bring a blanket and bask in the sun or take a short walk along the paths. Take a break to reflect and recharge by disconnecting from technology.

evening
:

As the day winds down, indulge in a peaceful dinner at a quiet restaurant with a beautiful setting. Opt for something light and refreshing to complement your day of relaxation. Conclude your evening with a stroll through Cortland’s charming streets, checking out local shops that may have caught your eye.

day 8
Connecting with Community
morning
:

Start your day with a community breakfast event or fundraiser at a local church or community center. This is a wonderful opportunity to meet residents and learn about their culture. Share stories and make connections with the people around you.

afternoon
:

Afterward, participate in a community service project, helping local initiatives or volunteering at a nearby shelter. This experience will enrich your journey, providing a different perspective on the town. Lunch might be provided, offering a chance to bond further with fellow volunteers.

evening
:

On your final evening, join a community gathering or event that showcases local talents. Embrace the camaraderie and warmth of the Cortland community as you bid farewell to this hidden gem. Spend your last night sharing experiences with locals, reflecting on your journey, and taking in the peaceful atmosphere.

Discover Cortland

Read more in our Cortland 2025 Travel Guide.

Cortland Travel Guide