Ludlow

Day Trips

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

day 1
Exploring Historic Center
morning
:

Start your day with a delightful breakfast at a local café, enjoying freshly brewed coffee and homemade pastries. Afterward, embark on a walking tour of Ludlow's historic center, taking in the charming architecture and rich history. Don’t forget to stop by the local bookstore to browse unique titles and local authors.

afternoon
:

Head to the Ludlow Museum and Historical Society to delve deeper into the town's past and learn about its role in the region's development. Enjoy a leisurely lunch at a family-owned restaurant, sampling regional specialties that reflect the local culture. After lunch, visit the picturesque Ludlow Village Park for a stroll, soaking in the greenery and vibrant community atmosphere.

evening
:

As the sun sets, make your way to a local pub for an evening of craft beer tasting and live music. Engage with locals and fellow travelers, sharing stories and recommendations about the area. Conclude your day with a nightcap at a cozy bar, reflecting on the day's adventures.

day 2
Nature Walks and Scenic Views
morning
:

Begin your morning with a hearty breakfast at a popular diner, fueling up for a day of exploration. After breakfast, head to the nearby Black River for a serene nature walk, where you can admire the local flora and fauna. Capture the beauty of the landscape as you stroll along the riverbank, enjoying the fresh air.

afternoon
:

Pack a picnic lunch to enjoy at one of the scenic overlooks in the Okemo State Forest, where panoramic views await. Spend the afternoon hiking along the well-marked trails, discovering hidden gems and enjoying the tranquility of nature. Keep an eye out for wildlife as you traverse the beautiful terrain.

evening
:

Return to Ludlow in the evening and treat yourself to dinner at a farm-to-table restaurant that emphasizes local ingredients. Savor the flavors of Vermont cuisine while enjoying the rustic ambiance. After your meal, take a leisurely walk through town, soaking in the peaceful evening atmosphere.

day 3
Adventures in Snow Sports
morning
:

If you're visiting during winter, kick off your day with an early breakfast before heading to Okemo Mountain Resort for a day on the slopes. Rent your gear at the resort and get ready for an exhilarating morning of skiing or snowboarding. Spend a few hours honing your skills on the well-groomed trails, surrounded by breathtaking mountain views.

afternoon
:

After a morning of snow sports, take a break for lunch at one of the on-site lodges where you can refuel with hearty meals. In the afternoon, try your hand at snowshoeing or take a guided snowmobile tour to explore the wintery landscape. Don't forget to capture photos of the stunning vistas and snow-covered trees.

evening
:

After a thrilling day, unwind at a cozy lodge with a fireplace, enjoying a warm drink as you share tales of your adventures. Treat yourself to a comforting dinner featuring seasonal dishes made with local ingredients. End your evening with a relaxing soak in a hot tub, reflecting on the day’s excitement.

day 4
Cultural Exploration and Art
morning
:

Begin your day with breakfast at a quaint café known for its artisanal coffee and fresh baked goods. Afterward, visit the local art galleries to appreciate the works of regional artists and immerse yourself in the local creative scene. Engage with artists and gallery owners to learn about their inspirations and the stories behind their art.

afternoon
:

Stop for lunch at a bistro that showcases local flavors, before heading to the Weston Playhouse Theatre for a matinee performance. Enjoy the vibrant cultural offerings that Ludlow has to offer, and appreciate the talent of local performers. After the show, take a leisurely stroll around the scenic town square, soaking in the unique charm of the area.

evening
:

Dine at a restaurant featuring live music, where you can enjoy a delicious meal accompanied by local musicians. Savor the lively atmosphere as you relax and let the music wash over you. End the night with a visit to a local ice cream shop, treating yourself to a sweet dessert as you reflect on a day filled with art and culture.

day 5
Exploring Local History and Heritage
morning
:

Kick off your day with breakfast at a local favorite, where you can enjoy classic American breakfast dishes. Afterward, visit the Ludlow Historical Society for a guided tour that delves into the area’s rich history and heritage. Engage with knowledgeable guides who can share fascinating stories about the town's past.

afternoon
:

Enjoy lunch at a historic inn, where the ambiance reflects the town's character and charm. Spend the afternoon exploring the nearby historic sites, including old mills and churches that tell the story of Ludlow's development. Take the time to snap photos of these picturesque landmarks.

evening
:

As evening approaches, join a local ghost tour that reveals the haunted history of Ludlow. Listen to spine-tingling stories while exploring the town's darker past, adding an exciting twist to your trip. Conclude your evening with a warm drink at a café, reflecting on the tales you've encountered.

day 6
Farm Visits and Culinary Delights
morning
:

Start your day with a farm-fresh breakfast at a local farm that offers seasonal produce and homemade treats. After breakfast, take a guided tour of a nearby farm to learn about sustainable agriculture and the farm-to-table movement. Engage with farmers and discover the hard work that goes into producing local goods.

afternoon
:

Enjoy a leisurely lunch highlighting local ingredients at a restaurant that partners with nearby farms. Afterward, join a cooking class where you can learn how to prepare dishes using fresh, local produce. Delve into culinary techniques and savor your creations at the end of the class.

evening
:

Spend your evening at a wine tasting event featuring local wineries, where you can sample Vermont’s finest wines. Pair your tastings with artisanal cheeses for a delightful experience. Wrap up your day with a stroll through the charming streets of Ludlow, taking in the evening ambiance and perhaps stopping for a nightcap at a local bar.

day 7
Outdoor Adventure and Recreation
morning
:

Begin your day with a filling breakfast at a local café, fueling up for a day full of outdoor activities. After breakfast, head to the nearby lakes for kayaking or paddleboarding, enjoying the picturesque waters. Take in the scenic beauty as you glide across the surface, surrounded by lush greenery.

afternoon
:

After a refreshing morning on the water, enjoy a picnic lunch by the lakeside, soaking up the sun and nature. Spend your afternoon biking on the nearby trails, taking in the stunning views and fresh air. Feel the thrill of the ride as you navigate the beautiful landscape.

evening
:

Return to Ludlow and grab dinner at a popular eatery known for its hearty portions and friendly atmosphere. Relish in the delicious food as you share stories of your outdoor exploits with fellow diners. Cap off the night with a stroll through the town, where you can enjoy the twinkling lights and lively vibe.

day 8
Winter Wonderland Experience
morning
:

If visiting during winter, start your day with a hearty breakfast at a local café before heading out to enjoy a magical winter wonderland. Visit the nearby snow-covered landscapes for a morning of snowshoeing or cross-country skiing, surrounded by serene forests. Breathe in the crisp air and marvel at the beauty of the snow-laden scenery.

afternoon
:

After a morning of outdoor fun, warm up with a cozy lunch at a lodge featuring a fireplace. Spend your afternoon enjoying winter activities such as ice skating or building a snowman at a local park. Capture the joy of winter through photographs, making memories in the snow.

evening
:

As evening falls, return to Ludlow and enjoy a festive dinner at a restaurant decorated for the season. Indulge in warming dishes that evoke the spirit of winter, and perhaps enjoy a holiday-themed dessert. Conclude your day with a visit to a local holiday market or festival if available, enjoying the festive atmosphere.

day 9
Relaxation and Wellness Retreat
morning
:

Kickstart your day with a rejuvenating yoga session at a local studio, allowing you to center your mind and body. Follow up with a healthy breakfast at a café that specializes in nutritious meals and fresh juices. Enjoy the calm atmosphere as you prepare for a day of relaxation.

afternoon
:

Spend your afternoon indulging in a spa treatment at a local wellness center, where you can choose from massages, facials, or body treatments. Relax and unwind as trained professionals help melt away your stress. After your treatment, enjoy a light lunch at the spa café, focusing on wellness and nourishment.

evening
:

For your final evening, partake in a meditation session to reflect on your journey and set intentions for the future. Treat yourself to a nourishing dinner at a health-conscious restaurant, savoring dishes designed to promote wellness. Conclude your stay with a peaceful walk under the stars, cherishing the tranquility of Ludlow.

Discover Ludlow

Read more in our Ludlow 2025 Travel Guide.

Ludlow Travel Guide