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There's something magical about New England in autumn that speaks to my soul. Having grown up with my mom's Japanese appreciation for seasonal changes, I've always been drawn to places that celebrate nature's transitions. Londonderry, New Hampshire might not make the typical travel bucket lists, but this charming apple country town captured my heart during a recent weekend escape from city life. Just an hour from Boston, it offers the perfect balance of outdoor adventure, culinary delights, and small-town charm that makes for an ideal couples getaway when the leaves begin their colorful transformation.
Apple Picking Adventures: Orchards That Tell Stories
Londonderry proudly wears its apple heritage like a badge of honor, and no visit would be complete without spending time in at least one of its historic orchards. My personal favorite is Mack's Apples, a 400-acre farm that's been family-operated since the 1700s. Walking through their Pick-Your-Own orchards feels like stepping into a living postcard, with rows of trees heavy with McIntosh, Cortland, and Honeycrisp varieties.
What makes Mack's special isn't just the quality of their apples (though they're exceptional) but the multi-generational family stories that permeate the property. I spent nearly an hour chatting with one of the Mack family members about sustainable farming practices while sampling fresh apple cider that put any store-bought version to shame.
For something a bit different, Sunnycrest Farm offers not just apple picking but also a farm stand that's a treasure trove of local products. I couldn't resist picking up their famous apple cider donuts and a bottle of pure maple syrup that's now a prized possession in my pantry. The rich amber color and complex flavor profile make store-bought syrups pale in comparison.

đź’ˇ Pro Tips
- Visit orchards mid-week to avoid weekend crowds and get more personal attention from staff
- Bring a small collapsible cooler to keep cider and perishable farm purchases fresh
- Wear layers - orchard mornings can be chilly but afternoons warm up considerably
Beyond Apples: Londonderry's Hidden Gems
While orchards might be Londonderry's claim to fame, the town offers much more for couples seeking a romantic weekend. The Londonderry Rail Trail provides a perfect opportunity to work off those apple cider donuts while enjoying the spectacular fall foliage. The 4.5-mile paved path follows a former railway line, making it an easy, scenic walk or bike ride.
For history buffs, the Londonderry Historical Society's Morrison House Museum offers a fascinating glimpse into early New England life. The preserved 18th-century farmhouse contains original furnishings and artifacts that tell the story of the town's founding families.
One unexpected delight was discovering Aviation Museum of New Hampshire just minutes away. My husband's passion for aviation made this a must-visit, and even I was captivated by the vintage aircraft and interactive exhibits. If you're traveling with someone who appreciates engineering or history, this hidden gem is worth the detour.
After a day of exploration, we treated ourselves to dinner at Coach Stop Restaurant & Tavern, housed in a historic stagecoach stop dating back to 1810. The ambiance alone—with original wooden beams and a crackling fireplace—creates the perfect setting for a romantic dinner. Their locally-sourced menu changes seasonally, but if available, don't miss the apple and brie stuffed chicken—it perfectly captures the flavors of the region.

đź’ˇ Pro Tips
- The Rail Trail is best experienced in early morning when wildlife is most active
- Many historic sites have limited hours, so check schedules before planning your day
- Make dinner reservations at Coach Stop at least a week in advance during peak foliage season
Cozy Accommodations with Local Flair
Finding the right place to stay can make or break a romantic weekend, and Londonderry's accommodation options lean heavily toward the charming and intimate rather than large chain hotels. We chose to stay at the Stillmeadow Bed & Breakfast, a restored 1750s colonial home that offers just four uniquely decorated rooms. Our room featured hand-sewn quilts, period furniture, and windows that framed the colorful autumn landscape perfectly.
What elevated our stay was the attention to detail from innkeepers Martha and Paul. Each morning began with a farm-to-table breakfast featuring ingredients sourced within a 20-mile radius, including eggs from their own chickens and apples from neighboring orchards. Martha's apple pancakes with homemade caramel sauce were so incredible that I begged for the recipe (which she graciously shared).
If B&Bs aren't your style, there are several vacation rentals in the area that offer more privacy. We almost booked a charming cottage on Airbnb that overlooked a small apple orchard, complete with a private fire pit perfect for evening stargazing. For chilly autumn nights, I always pack my portable fire pit which has been a game-changer for outdoor evenings when rental properties don't have built-in fire features.

đź’ˇ Pro Tips
- Book accommodations at least 2-3 months in advance for peak foliage season (late September to mid-October)
- Many B&Bs offer special packages that include orchard tours or tastings - ask when booking
- Pack a cozy blanket for outdoor stargazing in the crisp autumn evenings
Seasonal Events & Festivals: Timing Your Visit
While Londonderry is charming year-round, timing your visit to coincide with local festivals adds an extra layer of magic to your experience. The Apple Festival at Mack's Apples (typically held in mid-September) transforms the already beautiful orchard into a celebration of all things apple. From pie-eating contests to live bluegrass music and artisanal vendors, it's a quintessential New England autumn experience.
October brings the Harvest Festival at Sunnycrest Farm, which we were lucky enough to catch during our visit. The hayrides might seem designed for families, but trust me—cuddling under a wool throw blanket while touring the moonlit orchard creates unforgettable romantic memories.
For something truly special, time your visit to coincide with one of the Farm-to-Table Dinners hosted by various orchards throughout September and October. These communal dining experiences feature multi-course meals prepared by local chefs using ingredients sourced within miles of your table. We attended one at Moose Hill Orchards where we dined among the apple trees as the setting sun painted the sky in shades that matched the surrounding foliage.
If you're a photographer like me, consider bringing a lens filter kit to capture the vibrant autumn colors at their most dramatic. The golden hour light in Londonderry's orchards creates photography opportunities that I'm still sharing on my Instagram months later.

đź’ˇ Pro Tips
- Purchase festival tickets online in advance as many events sell out, especially weekend dates
- Farm-to-Table dinners typically require reservations 4-6 weeks in advance
- Many festivals offer free parking, but arrive early for the best spots close to the entrance
Culinary Delights: Tasting Londonderry's Flavors
Food lovers will find Londonderry's culinary scene surprisingly diverse for a small town. Beyond the expected (but exceptional) apple-themed treats, the area boasts farm-to-table restaurants, artisanal bakeries, and even a meadery.
Moonlight Meadery offers tastings of their honey wines in a cozy tasting room that feels worlds away from typical wine experiences. Their apple cyser—a mead made with local apple cider—perfectly captures the essence of New Hampshire in a glass. We left with several bottles, including their signature Kurt's Apple Pie mead that tastes remarkably like liquid apple pie.
For lunch, don't miss The Copper Door, where locally-sourced ingredients transform simple dishes into memorable meals. Their harvest salad featuring apples, candied walnuts, local cheese, and maple vinaigrette was so good I attempted (unsuccessfully) to recreate it at home.
Of course, no culinary tour of Londonderry would be complete without visiting Mack's Apples Farm Market. Beyond fresh produce, they offer homemade apple butter, preserves, and their famous apple cider donuts. I'm not exaggerating when I say we bought a dozen donuts intending to bring some home, but they were gone before we crossed the state line.
For coffee enthusiasts, Coffeeberries serves locally-roasted beans and seasonal specialties like their maple apple latte that perfectly complements a crisp autumn morning. I've become such a fan of local coffee discoveries that I now travel with my portable coffee grinder to enjoy fresh grounds wherever I go.

đź’ˇ Pro Tips
- Moonlight Meadery requires reservations for groups larger than 4 people
- Visit bakeries early - apple cider donuts often sell out by mid-afternoon
- Many restaurants offer special harvest menus during September and October featuring seasonal ingredients
Final Thoughts
Londonderry might not have the name recognition of Portsmouth or North Conway, but therein lies its charm. This hidden gem offers all the autumn splendor New Hampshire is famous for without the overwhelming crowds. From the moment you arrive until your reluctant departure, you'll find yourself enveloped in the warm hospitality that makes small-town New England so special.
What struck me most about Londonderry was how the town has preserved its agricultural heritage while embracing modern sustainability practices. The multi-generational families tending these orchards aren't just preserving apples—they're preserving a way of life that connects visitors to the land and its seasonal rhythms.
As someone who's traveled extensively, I've found that the most memorable destinations aren't always the most famous—they're the places where you can slow down enough to truly experience local culture. Londonderry offers exactly that kind of authentic connection, especially for couples seeking a romantic autumn escape.
So pack your flannel shirts and comfortable boots, bring your appetite for all things apple, and prepare to fall in love with this charming corner of New Hampshire. The apples are waiting—and trust me, they taste even better when picked with your own hands under a canopy of autumn gold.
✨ Key Takeaways
- Londonderry offers an authentic New England fall experience without the crowds of more famous destinations
- Plan your visit around harvest festivals and farm-to-table events for the fullest experience
- The town's appeal extends beyond apple orchards to include history, outdoor activities, and a surprising culinary scene
đź“‹ Practical Information
Best Time to Visit
Mid-September to late October for peak foliage and apple harvest
Budget Estimate
$150-$250 per day for a couple (accommodations, meals, and activities)
Recommended Duration
2-3 days (weekend getaway)
Difficulty Level
Easy
Comments
AutumnLover
Thanks for sharing! Adding to my fall bucket list!
Riley Griffin
Akiko, your post brought back such wonderful memories! We took our family to Londonderry two years ago after reading about it in a travel magazine. The apple picking was definitely the highlight, but I was surprised by how much we enjoyed the Aviation Museum you mentioned. My son is airplane-obsessed and they let him sit in a real cockpit! We also found this amazing farm-to-table restaurant called The Homestead that served the best apple pie I've ever tasted - it's a bit off the main road but absolutely worth finding. Your Japanese perspective on the changing seasons really resonated with me - there's something so mindful about experiencing a place when nature is in transition.
Akiko Robinson
The Homestead is one of my favorites too! So glad your family enjoyed Londonderry. The Aviation Museum is such an underrated gem - I need to add more about it in a future update.
BostonDayTripper
Just got back from Londonderry yesterday after reading this post! Akiko, your recommendation of Mack's Apples was spot on. We ended up spending the whole day there - the Moose Hill trails behind the orchard were an unexpected bonus with gorgeous views. The staff at the farm store remembered your visit and mentioned how much they enjoyed your questions about the heritage varieties! We stayed at the Barn B&B you mentioned and the apple cinnamon breakfast was divine. One tip for others: bring cash for some of the smaller farm stands, not all take cards.
FamilyTravelerMA
Was it crowded on the weekend? Thinking of taking my kids next Saturday.
BostonDayTripper
It was busy but not overwhelming. If you go before 10am you'll beat most of the crowds. The hayrides get booked quickly though!
MapleLeaf
Your photos are stunning! Makes me want to visit this weekend!
redking
Any recommendations for where to stay if we want to be walking distance to some of these orchards? Planning a weekend trip.
Riley Griffin
Not Akiko, but we stayed at the Londonderry B&B last fall and could walk to Moose Hill Orchards. Super convenient and the owners make an amazing apple-cinnamon breakfast with fruit from the local orchards!
redking
Perfect, thanks for the tip!
wildphotographer
Great post! I'm a photographer planning to capture some fall foliage in NH this October. Is Londonderry worth a full weekend or better as a day trip from Boston? Any specific spots that are particularly photogenic beyond the orchards?
NEhiker
Not the author but I'd recommend checking out Mack's Pond at sunset - incredible reflections when the leaves are turning. Also, the conservation land off Adams Road has some stunning old stone walls winding through colorful maples.
wildphotographer
Thanks for the tips! Those stone walls sound perfect for what I'm looking for. Any accommodation recommendations?
TravelingTeacher
I stayed at the Orchard View B&B last fall and got amazing morning light shots right from my window. The hosts are photographers too and can point you to some hidden spots. I used my camera backpack which was perfect for hiking those orchard paths while keeping my gear safe.
escapeone
Love this! Adding Londonderry to my fall bucket list.
Jean Wells
Akiko, your post brings back wonderful memories! I visited Londonderry last October and was completely charmed. As someone who's lived in both Japan and New England, I appreciate how you connected your mother's Japanese sensibility about seasons to New England's autumn splendor. Mack's Apples was a highlight for me - their PYO experience feels so authentic compared to the more commercialized orchards I've visited elsewhere. Did you try the cider donuts at Sunnycrest Farm? They reminded me of the seasonal wagashi I grew up with in Yokohama - different flavors but that same celebration of seasonal change. The historical society's walking tour was also unexpectedly informative.
AppleLover22
Jean, which orchard would you recommend for someone with small kids? Planning a trip next month!
Jean Wells
Definitely Elwood Orchards! They have a corn maze and hayrides that my grandkids loved when they visited. The trees are also pruned lower which makes it easier for little ones to reach the apples.
AppleLover22
Thanks so much! Adding it to our itinerary.
sunsetphotographer
Your orchard sunset photo is absolutely stunning! What camera settings did you use?
Akiko Robinson
Thanks! That was shot on my mirrorless camera with f/4, 1/125s at golden hour. The light in New Hampshire in October is just magical!
Stephanie Romano
We just got back from Londonderry last weekend and it was EXACTLY like you described! My kids couldn't get enough of the apple cider donuts at Sunnycrest Farm. We also stumbled upon this adorable bookstore in town that had a whole section of local history books - my husband spent an hour there while the kids and I explored the town common. The fall colors were just starting to pop too. Your post really captures the essence of what makes these small New England towns so special in autumn!