1. Snap a Smile with an Icon - Photograph the Pollyanna of Littleton Statue
Location: Littleton, New Hampshire
Recommended For: Families, literature lovers, photographers, history buffs, and anyone who needs a smile.
What I Love: ♥ “A joyful bronze tribute to optimism, childhood imagination, and a hometown literary hero.”
- Visit the Pollyanna of Littleton Statue and be greeted by her cheerful pose and outstretched arms.
- Honor the legacy of Eleanor Hodgman Porter, author of the beloved 1913 children’s novel “Pollyanna.”
- Capture charming photos with the bronze sculpture located right in downtown Littleton.
- Celebrate the spirit of optimism during the town’s Annual Pollyanna Wave with residents and visitors alike.
- Reflect on Pollyanna’s lasting message of positive thinking and joyful resilience.
Cost: Free — it's a public art installation on Main Street.
Best time to visit: Spring through fall for pleasant weather and local festivities, especially during the annual wave event.
Local tips: Stop by the nearby Littleton Public Library to learn more about Eleanor Porter and local history. The statue is great for family photos!
How to Get to the Pollyanna Statue: Easily walkable in the heart of Littleton's charming downtown, just off Main Street with nearby parking and shops.
Address: 92 Main Street, Littleton, NH 03561
2. Step Into Granite State Legacy at the First Congregational Church
Location: Littleton, New Hampshire
Recommended For: History enthusiasts, architecture lovers, spiritual seekers, and cultural travelers.
What I Love: ♥ “A living piece of Littleton’s history crowned with Tiffany stained glass and Gothic grace.”
- Admire the church’s distinctive twin green steeples rising against the White Mountain backdrop.
- Step inside the 1833 English Gothic-style sanctuary for a glimpse of 19th-century craftsmanship.
- Marvel at the rare Hook and Hastings organ from 1881 and the 15 Tiffany stained glass windows added in 1902.
- Join in church services, lectures, and Bible study groups — the church is still active and welcoming.
- Learn about the church’s long legacy, originally founded in 1803 and a fixture of Main Street since 1833.
Cost: Free to visit — donations are welcome, especially during events or services.
Best time to visit: Any time of year, but interior viewing is best during services or scheduled public hours.
Local tips: Don’t miss the chance to hear the historic organ played during a live service. Ask about guided tours to see the Tiffany windows up close.
How to Get to the First Congregational Church: Conveniently located right on Main Street in downtown Littleton with nearby street parking and local shops.
Address: 189 Main Street, Littleton, NH 03561, Phone: 603-444-3376
Where to Eat
3. Relax at Schilling Beer Company
Location: Littleton, New Hampshire
Recommended For: Beer enthusiasts, casual foodies, couples, and riverside relaxers.
What I Love: ♥ “A European-inspired craft brewery set beside a scenic covered bridge and flowing river.”
- Sip your way through European-style artisan brews with a curated tasting flight in the Tap Room or on the river-view terrace.
- Enjoy the brewery’s wood-fired pizzas, cheese and charcuterie boards, or grab a bite from summer food trucks.
- Take in the relaxing Ammonoosuc River scenery with views of the adjacent iconic covered bridge.
- Learn the story of how three brothers and their father turned their passion into a thriving craft brewery.
- Unwind with friends or loved ones at one of Littleton’s most picturesque social spots.
Cost: Beer flights and food are affordably priced; no admission fee.
Best time to visit: Spring through fall for outdoor terrace seating and food trucks, though indoor seating is cozy year-round.
Local tips: Arrive early on weekends to secure a river-facing seat. Ask your server for beer pairing suggestions with food.
How to Get to Schilling Beer Company: Located in the heart of downtown Littleton just off Main Street on Mill Street, within walking distance from local shops and the covered bridge.
Address: 18 Mill St, Littleton, NH 03561, Phone: 603-444-4800
4. Slide Into a Booth at the Littleton Diner
Location: Littleton, New Hampshire
Recommended For: Breakfast lovers, families, nostalgic foodies, and anyone craving classic American diner fare.
What I Love: ♥ “A time-honored 1930s diner serving hearty meals in a cozy, retro setting.”
- Start your day with a famous breakfast feast of pancakes, waffles, eggs, bacon, sausage, and more.
- Dig into classic lunch and dinner options like fresh soups, salads, burgers, wraps, and hotdogs.
- Embrace the diner’s nostalgic 1930s charm—a local landmark loved by generations of regulars and visitors alike.
- Bring the family—the kids’ and senior menus make it easy for everyone to enjoy a great meal together.
- Support a small-town gem that has outlasted fast-food chains for nearly a century with good food and friendly service.
Cost: Affordable prices with generous portions; great value for families and groups.
Best time to visit: Early mornings or lunchtime for peak diner atmosphere and breakfast favorites.
Local tips: Weekends can be busy—arrive early for breakfast. Ask for the daily special or a homemade pie slice.
How to Get to Littleton Diner: The diner is located on Main Street in downtown Littleton, easily walkable from shops and attractions.
Address: 145 Main Street, Littleton, NH 03561, Phone: 603-444-3994
Plan Your Trip