Keene

Day Trips

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

day 1
Exploring Keene's Historic Downtown
morning
:

Start your day with a leisurely stroll through Keene's historic downtown area, taking in the charming architecture and vibrant storefronts. Stop at a local café for a fresh cup of coffee and a pastry while watching the town wake up. Don’t forget to visit the Keene Public Library, a beautiful building that showcases local history.

afternoon
:

After lunch, head to the local farmer's market if it's a Saturday, where you can find fresh produce and handmade goods from local artisans. Spend some time browsing the unique shops and galleries that line Main Street, offering everything from handmade crafts to vintage collectibles. Treat yourself to some ice cream from a local creamery as you enjoy the afternoon sunshine.

evening
:

As the sun begins to set, consider dining at one of Keene's excellent restaurants that serve locally sourced cuisine. After dinner, catch a performance at the Colonial Theatre, which features a range of shows from live music to community theater. Conclude your day with a peaceful walk in Wheelock Park, watching the stars twinkle above.

day 2
Adventure at Horatio Colony Nature Preserve
morning
:

Begin your day in nature with a hike through the Horatio Colony Nature Preserve, where well-marked trails guide you through scenic woodlands and beautiful vistas. Bring along a packed breakfast to enjoy at one of the scenic overlooks, soaking up the tranquility of the surroundings. The sounds of chirping birds and rustling leaves make for a refreshing way to start your day.

afternoon
:

After your hike, have lunch at a nearby café featuring local cuisine, then return to the preserve for some wildlife watching or possibly some birding, as it's a hotspot for various species. Spend the afternoon engaging in photography or simply enjoying the peace and quiet of this natural oasis. If you're feeling adventurous, try your hand at sketching the flora and fauna.

evening
:

As evening falls, retreat to your accommodation to refresh before venturing out for dinner at a family-owned restaurant that specializes in New England fare. Afterward, explore the local nightlife by visiting a nearby bar that features live music or craft cocktails. Wind down your day with a late-night stroll along the Ashuelot River.

day 3
Cultural Exploration at the Cheshire Historical Society
morning
:

Kick off your day with a visit to the Cheshire Historical Society, where you can dive into the local history of Keene and the surrounding area. Engage with knowledgeable staff and explore fascinating exhibits that tell the story of this vibrant community. Don’t forget to stop by the gift shop for unique souvenirs.

afternoon
:

For lunch, head to a popular local eatery and try a classic New England clam chowder, before visiting the nearby Keene Art Walk if it’s first Friday of the month. Spend your afternoon visiting art galleries and studios, mingling with local artists and enjoying the vibrant cultural scene. You may also come across street performers adding to the lively atmosphere.

evening
:

As the sun sets, join a guided ghost tour to explore Keene’s haunted history and hear intriguing tales about the town's past. Afterwards, dine at an intimate bistro offering a seasonal menu paired with local wines for a taste of New Hampshire's culinary delights. End the night with a nightcap at a downtown pub where you can relax and reflect on the day's adventures.

day 4
Outdoor Thrills at Mt. Monadnock
morning
:

Start early with a hearty breakfast before embarking on a big adventure to climb Mt. Monadnock, one of the most-climbed mountains in the U.S. Make sure to pack plenty of water and snacks to enjoy at the summit, where you'll be rewarded with breathtaking views of the surrounding landscape. The sense of accomplishment is a fantastic way to energize the rest of your day.

afternoon
:

After descending, treat yourself to lunch at a cozy restaurant nearby that offers hearty meals perfect for weary hikers. Spend the afternoon exploring the quaint shops and local boutiques in the nearby town of Jaffrey, exploring their unique offerings. Consider taking a scenic drive through the Monadnock Region to fully appreciate the fall colors if you're visiting in autumn.

evening
:

As evening approaches, return to Keene for a delicious dinner at a local steakhouse or seafood restaurant, enjoying the large portions and friendly service. After dinner, unwind at a local brewery, sampling freshly brewed beers while mingling with locals who share your love for the outdoors. Cap off your day with a bonfire at your accommodation, sharing stories and enjoying the night sky.

day 5
Family Fun at Keene Ice Arena
morning
:

Begin your day with a fun family outing to the Keene Ice Arena, where everyone can enjoy skating regardless of skill level. Rent some skates and take a turn on the rink to get your heart pumping and laughter flowing. If you're not into skating, the arena often has open sessions where you can enjoy some warmth in the cozy cafe.

afternoon
:

After your time on the ice, enjoy lunch at a family-friendly diner where kids can choose from a variety of meals. Next, explore the nearby playground or visit the Ashuelot River Park for some outdoor activities such as walking, picnicking, or playing games together. If the weather allows, rent bikes to cycle along the beautiful trails by the river.

evening
:

For dinner, find a restaurant that caters to families with a welcoming atmosphere, then head to a movie theater for a relaxing evening of film. Alternatively, you may enjoy a family-oriented event or festival if it coincides with your visit, fostering community connections. End the night with a round of board games or storytelling in your rental space.

day 6
Yoga and Wellness Day
morning
:

Start your day with a rejuvenating yoga class at a local studio, allowing you to center yourself and connect with the tranquil energy of Keene. Enjoy a healthy breakfast at a nearby café that specializes in nutritious options and fresh juices. This peaceful start sets a reflective tone for the rest of your day.

afternoon
:

After breakfast, visit a local spa for a pampering treatment, such as a massage or facial, to further unwind and relax. Take some time to explore wellness shops in downtown Keene that offer organic products, herbal remedies, and holistic health resources. Enjoy a light lunch at a health-conscious eatery that focuses on fresh, locally-sourced ingredients.

evening
:

Round off your day with a calming sunset walk around the Ashuelot River or through a local park, taking in the serenity of nature. Consider dining at a farm-to-table restaurant that focuses on wholesome and sustainable food options for dinner. Finally, reflect on your day with a journal session or meditation before heading to bed.

day 7
Creative Day at Keene State College
morning
:

Begin your day by visiting the Keene State College Art Gallery, where you can admire both student and professional artworks that fill the space with creativity. Exploring the exhibits will inspire you and stimulate conversation about art's role in society. Grab a coffee from the campus café to fuel your creative energy.

afternoon
:

Follow up with lunch at a vibrant campus dining hall filled with an array of delicious choices, benefiting from the college's focus on farm-fresh ingredients. Spend the afternoon attending a workshop or lecture that piques your interest, with many being open to the public. Have fun engaging with students and faculty as you dive deeper into the local arts and educational scene.

evening
:

As evening falls, attend a performance at the college's Redfern Arts Center that may include theater, music, or dance, showcasing the talents of students and faculty alike. After the show, take a leisurely stroll around the picturesque campus grounds, enjoying the beautiful architecture and landscaping. End your night at a local craft brewery near the campus to unwind and share moments with fellow enthusiasts of the arts.

day 8
Shopping and Pampering Day
morning
:

Begin your shopping escapade at local boutiques in downtown Keene, where you can discover unique clothes, gifts, and artisanal products that possess local charm. While shopping, stop for a quick breakfast at a trendy café, immersing yourself in the local culture. Take this relaxing morning to enjoy the atmosphere and engage with shop owners or fellow shoppers.

afternoon
:

After your shopping spree, spend the afternoon at a local spa where you can indulge in pampering treatments such as a manicure, pedicure, or soothing massage. Feeling refreshed, head to a delightful café where you can grab a light lunch and recharge for the next leg of your day. If time permits, visit a few more specialty shops to pick out souvenirs or gifts.

evening
:

For dinner, choose a chic eatery where you can enjoy an exquisite meal paired with a fine wine, allowing yourself to relish the culinary delights of Keene. Consider catching a live music show at a local venue to immerse yourself in the local music scene. End the day with a cozy dessert shop, enjoying a sweet treat as you wind down.

day 9
Biking the Scenic Backroads
morning
:

Start your day with an energizing breakfast before gearing up for a bike ride along Keene’s scenic backroads, filled with charming landscapes and serene country views. Take your time as you navigate the peaceful roads, enjoying the crisp morning air and the sounds of nature surrounding you. Stop at iconic lookout points to take photos and soak in the beautiful scenery.

afternoon
:

Pause for lunch at a roadside café or pond-side picnic spot, indulging in locally-sourced sandwiches and refreshing drinks. Spend the afternoon biking to nearby attractions, exploring the beautiful parks, or visiting historical sites along your route. Keep an eye out for local wildlife and flowers, making this ride not just physically invigorating but visually inspiring as well.

evening
:

Return to Keene for dinner at a local pizzeria known for their artisanal pizzas made from fresh ingredients. Settle into the evening by visiting a nearby park for some stargazing or to simply relax and reflect on your day. Conclude with a nightcap at your accommodations, anticipating the adventures yet to come.

Discover Keene

Read more in our Keene 2025 Travel Guide.

Keene Travel Guide