The Hill House living and sunroom area

The Hill House

Trip Planner  Β·  Finger Lakes, NY

5932 Bopple Hill Road, Naples, NY 14512

πŸ”οΈ Canandaigua Lake Views 🍷 Wine Country ⛷️ Bristol Mountain 🎡 CMAC

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Local tips, upcoming events, and exclusive guest offers from Curio Havens.

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Explore the Finger Lakes

Jump-off links for planning your trip. Wine trails, ski mountains, concerts, and the best visitor resources for the region.

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How to Spend Your Stay

Pick your season and trip length. These are the things we'd do.

Sonnenberg Gardens and Mansion in summer Fall foliage over Naples with lake view Skiers on Bristol Mountain in winter Grimes Glen waterfall at peak spring flow
Day 1
Friday: Arrive & Settle In
Afternoon

Get in and claim the front deck. Light the gas fire table, pour something cold, let the week start.

Evening

Naples Wood Fired Pizza or Naples Hotel Taproom β€” 10 minutes, easy first night.

Day 2
Saturday: The Lake + Bristol Mountain
Morning

Bristol Mountain aerial adventure park β€” zip lines, climbing towers, aerial courses. Best for anyone 7 and up. Book ahead, timed slots sell out. bristolmountain.com

Afternoon

Onanda Park on Canandaigua Lake β€” 9 minutes. Swimming, shore fishing, and you can launch a car-top kayak or canoe. No rentals on site but Canandaigua Sailing & Sailboard offers rentals with delivery: cdgasailboard.com

Evening

Check CMAC for Saturday night shows β€” 22 minutes. One of the best outdoor venues in the region.

Day 3
Sunday: Last Morning
Morning

Grimes Glen hike β€” 8 minutes, waterfall through a shale gorge. Short enough to fit before checkout.

Before You Leave

Monica's or Cindy's on the way out. They sell out on summer weekends β€” go early.

CMAC: Check the schedule before your trip β€” the summer lineup changes every year and shows sell out. Worth planning around if something good is on.
At The Hill House this summer weekend
Back deck at the Hill House Great room
Day 1
Friday: Arrive & Settle In
Afternoon

Get in and claim the front deck. Light the gas fire table, pour something cold, let the week start.

Evening

Naples Wood Fired Pizza or Naples Hotel Taproom β€” 10 minutes, easy first night.

Day 2
Saturday: Canandaigua Day
Morning

Canandaigua Farmers Market 9AM to 12PM under the Mill Street Pavilion (20 min). About 30 local vendors β€” produce, baked goods, honey, maple, flowers. canandaiguafarmersmarket.com

Afternoon

Sonnenberg Gardens & Mansion β€” nine formal Victorian gardens surrounding an 1887 mansion. Or if you have kids, Roseland Waterpark is right in Canandaigua β€” water slides, pools, and a lazy river on the lake.

Evening

Nolan's on the Lake for dinner, then check CMAC for Saturday night shows β€” 22 minutes.

Day 3
Sunday: Bristol Mountain
All Day

Bristol Mountain aerial adventure park β€” zip lines, climbing towers, aerial courses. Best for anyone 7 and up. Book ahead, timed slots sell out. bristolmountain.com

Evening

Fire pit. Easy night in.

Day 4
Monday: Wine Trail
Morning

Arbor Hill is 4 minutes away β€” start there and grab lunch at Brew & Brats on site.

Afternoon

Inspire Moore and Hometown Wine Company are both in Naples. Hollerhorn Distilling (15 min) if you want to add spirits to the loop.

Evening

Open whatever you picked up on the trail. Game room.

Day 5
Tuesday: Naples & The Lake
Morning

Breakfast at Caruso's Cafe or Old School Cafe β€” both in Naples, Old School closes at 2pm. Then Grimes Glen hike β€” 8 minutes, waterfall through a shale gorge. Short but spectacular.

Afternoon

Onanda Park on Canandaigua Lake β€” 9 minutes. Swimming, shore fishing, and you can launch a car-top kayak or canoe. No rentals on site but Canandaigua Sailing & Sailboard offers rentals with delivery: cdgasailboard.com

Evening

Roots Cafe at Inspire Moore Winery or Bob & Ruth's Vineyard Restaurant β€” both in Naples.

Day 6
Wednesday: Letchworth
All Day

Letchworth State Park β€” 1 hour 15 minutes. The Grand Canyon of the East. Three major waterfalls, miles of trails. Pack a lunch and make a full day of it.

Evening

Easy night in. Fireplace, board games, whatever's left in the wine haul.

Day 7
Thursday: Last Morning
Morning

One more cup of coffee on the deck.

Before You Leave

Monica's or Cindy's on the way out. They sell out on summer weekends β€” go early.

CMAC: Check the schedule before your trip β€” the summer lineup changes every year and shows sell out. Worth planning around if something good is on.
At The Hill House this summer week
Hill House exterior Back deck Game room
Day 1
Friday: Arrive & Settle In
Afternoon

The hilltop foliage view in fall is the best version of this property. Get in, open the deck, and just sit with it for a while.

Evening

Bob & Ruth's Vineyard Restaurant or Naples Hotel Taproom β€” both in Naples, easy first night.

Day 2
Saturday: Wine Trail
Morning

Arbor Hill is 4 minutes away β€” start there and grab lunch at Brew & Brats on site.

Afternoon

Inspire Moore and Hometown Wine Company in Naples. Hollerhorn Distilling (15 min) for the full loop.

Evening

Fire pit. Open whatever you picked up on the trail.

Day 3
Sunday: Last Morning
Morning

Grimes Glen hike β€” 8 minutes. The gorge is stunning in fall color. Short enough to fit before checkout.

Before You Leave

Monica's or Cindy's on the way out. Naples grape pie peaks in fall β€” go early, they sell out fast.

Naples grape pie season: peak is late September through October. The village hosts the Naples Grape Festival in late September β€” if your dates overlap, it's worth planning around.
At The Hill House this fall weekend
Back deck in fall Dining room
Day 1
Friday: Arrive & Settle In
Afternoon

The hilltop foliage view in fall is the best version of this property. Get in, open the deck, and just sit with it for a while.

Evening

Bob & Ruth's Vineyard Restaurant or Naples Hotel Taproom β€” both in Naples, easy first night.

Day 2
Saturday: Canandaigua Day
Morning

Canandaigua Farmers Market 9AM to 12PM under the Mill Street Pavilion (20 min). Runs June through the last Saturday in October. canandaiguafarmersmarket.com

Afternoon

Sonnenberg Gardens & Mansion β€” the gardens are stunning in fall color. One of the best-kept secrets in the Finger Lakes.

Evening

Nolan's on the Lake for dinner, then check CMAC for any late-season shows β€” 22 minutes.

Day 3
Sunday: Bristol Mountain Sky Ride
All Day

Bristol Mountain runs a scenic sky ride in fall β€” ride the chairlift up for views over the Finger Lakes in peak color. Go on a clear day. bristolmountain.com

Evening

Fire pit. Open a bottle. Best evening of the trip.

Day 4
Monday: Wine Trail
Morning

Arbor Hill is 4 minutes away β€” start there and grab lunch at Brew & Brats on site.

Afternoon

Inspire Moore and Hometown Wine Company in Naples. Hollerhorn Distilling (15 min) for the full loop.

Evening

Open whatever you picked up. Game room.

Day 5
Tuesday: Naples & The Lake
Morning

Breakfast at Caruso's or Old School Cafe, then Grimes Glen hike β€” 8 minutes. The gorge is stunning in fall color.

Afternoon

Onanda Park β€” 9 minutes. Shore fishing, kayak or canoe launch. Quieter in fall, easier to get on the water.

Evening

Roots Cafe at Inspire Moore Winery or Bob & Ruth's β€” both in Naples.

Day 6
Wednesday: Letchworth
All Day

Letchworth State Park β€” 1 hour 15 minutes. Peak fall foliage in the gorge is spectacular. Pack a lunch and make a full day of it.

Evening

Easy night in. Fireplace, board games, whatever's left in the wine haul.

Day 7
Thursday: Last Morning
Morning

One more cup of coffee on the deck.

Before You Leave

Monica's or Cindy's on the way out. Naples grape pie peaks in fall β€” go early, they sell out.

Naples grape pie season: peak is late September through October. The village hosts the Naples Grape Festival in late September β€” if your dates overlap, it's worth planning around.
At The Hill House this fall week
Hill House exterior Great room Game room
Day 1
Friday: Arrive & Settle In
Afternoon

Get in and light the fireplace. This is the heart of the house in winter. Check the ski report at Bristol Mountain for tomorrow β€” conditions vary so look the night before.

Evening

Caruso's Cafe or Naples Hotel Taproom for dinner. Quieter in winter, better service, no wait.

Day 2
Saturday: Ski Day
All Day

Bristol Mountain is 7 minutes away. Good mix of runs for all levels, not as crowded as the big Vermont resorts. Rent gear there if you need it.

Evening

Fireplace, game room, board games. This is exactly what the house is built for in winter.

Day 3
Sunday: Last Morning
Morning

Slow morning. Fireplace one last time.

Before You Leave

Old School Cafe or Caruso's for breakfast on the way out. Monica's Pies is open year round β€” worth the stop.

At The Hill House this winter weekend
Great room with fireplace Game room
Day 1
Friday: Arrive & Settle In
Afternoon

Get in and light the fireplace. This is the heart of the house in winter. Check the ski report at Bristol Mountain for tomorrow β€” conditions vary so look the night before.

Evening

Caruso's Cafe or Naples Hotel Taproom for dinner. Quieter in winter, better service, no wait.

Day 2
Saturday: Ski Day
All Day

Bristol Mountain is 7 minutes away. Good mix of runs for all levels, not as crowded as the big Vermont resorts. Rent gear there if you need it.

Evening

Fireplace, game room, board games. This is exactly what the house is built for in winter.

Day 3
Sunday: Canandaigua Day
Morning

Canandaigua Winter Farmers Market β€” every other Saturday 10AM to 11AM under the Mill Street Pavilion (20 min). Check the schedule before you go. canandaiguafarmersmarket.com

Afternoon

Sonnenberg Gardens & Mansion β€” the mansion and grounds are worth a visit even in winter.

Evening

Nolan's on the Lake for dinner.

Day 4
Monday: Second Ski Day or Rest
All Day

Back to Bristol Mountain if conditions are good and the legs have recovered. Or stay in β€” game room, board games, fireplace. No wrong answer.

Evening

Cook in. The kitchen is built for it.

Day 5
Tuesday: Naples & The Gorge
Morning

Old School Cafe for breakfast, then Grimes Glen hike β€” the gorge freezes over in January and February, genuinely spectacular.

Afternoon

Hollerhorn Distilling for a tasting (15 min) β€” warm up before heading back.

Evening

Roots Cafe at Inspire Moore Winery or Bob & Ruth's for dinner.

Day 6
Wednesday: Letchworth
All Day

Letchworth State Park β€” 1 hour 15 minutes. Beautiful in snow. Pack a lunch and make a full day of it.

Evening

Easy night in. Last big fire of the trip.

Day 7
Thursday: Last Morning
Morning

Slow morning. Fireplace one last time.

Before You Leave

Old School Cafe or Caruso's for breakfast on the way out. Monica's Pies is open year round.

Canandaigua Fire & Ice Festival: Downtown Canandaigua's annual winter festival β€” professional ice and snow carving, fire shows, dog sled teams, live entertainment, and illuminated ice sculptures. Typically held in late February. If your dates overlap it's worth planning around. downtowncanandaigua.com
At The Hill House this winter week
Game room Sunroom Great room
Day 1
Friday: Arrive & Settle In
Afternoon

Spring evenings on the hilltop are underrated β€” cool enough for the fireplace, warm enough to sit on the deck. Do both.

Evening

Naples Hotel Taproom or Bob & Ruth's Vineyard Restaurant β€” both in Naples, easy first night.

Day 2
Saturday: Waterfalls + Wine Trail
Morning

Grimes Glen Park β€” 8 minutes. The waterfall is at peak flow after snowmelt in spring, best time of year to go.

Afternoon

Arbor Hill is 4 minutes away β€” start there. Inspire Moore and Hometown Wine Company are both in Naples for the afternoon loop.

Evening

Fire pit. Spring fire pit weather is the best of the year.

Day 3
Sunday: Last Morning
Morning

One more cup of coffee on the deck.

Before You Leave

Old School Cafe or Caruso's for breakfast on the way out. Monica's Pies if you want something for the road.

At The Hill House this spring weekend
Back deck Front porch
Day 1
Friday: Arrive & Settle In
Afternoon

Spring evenings on the hilltop are underrated β€” cool enough for the fireplace, warm enough to sit on the deck. Do both.

Evening

Naples Hotel Taproom or Bob & Ruth's Vineyard Restaurant β€” both in Naples, easy first night.

Day 2
Saturday: Canandaigua Day
Morning

Canandaigua Farmers Market 9AM to 12PM under the Mill Street Pavilion (20 min). Runs June through the last Saturday in October β€” check dates for early spring trips. canandaiguafarmersmarket.com

Afternoon

Sonnenberg Gardens & Mansion β€” the gardens start coming back in spring, worth timing for May if you can. Or the Granger Homestead & Carriage Museum β€” an 1816 Federal-style mansion with a carriage museum on site. grangerhomestead.org

Evening

Nolan's on the Lake for dinner. Check CMAC for any early-season shows β€” 22 minutes.

Day 3
Sunday: Waterfalls + Trails
Morning

Grimes Glen Park β€” 8 minutes. The waterfall is at peak flow after snowmelt, best time of year to go.

Afternoon

Harriet Hollister Spencer State Recreation Area β€” 25 minutes. Miles of trails with sweeping views over Honeoye Lake. Beautiful in spring green.

Evening

Fire pit. Spring fire pit weather is the best of the year.

Day 4
Monday: Wine Trail
Morning

Arbor Hill is 4 minutes away β€” start there and grab lunch at Brew & Brats on site.

Afternoon

Inspire Moore and Hometown Wine Company in Naples. Hollerhorn Distilling (15 min) for the full loop.

Evening

Open whatever you picked up. Game room.

Day 5
Tuesday: Adventure Day
Morning

Bristol Mountain aerial adventures or scenic sky ride β€” 7 minutes. Spring schedule varies so check ahead. bristolmountain.com

Afternoon

Onanda Park β€” 9 minutes. Good for a walk and kayak or canoe launch as the weather warms up.

Evening

Roots Cafe at Inspire Moore Winery or Bob & Ruth's β€” both in Naples.

Day 6
Wednesday: Letchworth
All Day

Letchworth State Park β€” 1 hour 15 minutes. Spring runoff makes the waterfalls at their most dramatic. Pack a lunch and make a full day of it.

Evening

Easy night in. Fireplace, board games, whatever's left in the wine haul.

Day 7
Thursday: Last Morning
Morning

One more cup of coffee on the deck.

Before You Leave

Old School Cafe or Caruso's for breakfast on the way out. Monica's Pies if you want something for the road.

At The Hill House this spring week
Hill House exterior Back deck Sunroom
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Nearby Attractions

You're in the hills above Canandaigua Lake, minutes from Naples Village and the southern Finger Lakes wine trail.

🍷 Wine, Beer & Spirits

4 min

Arbor Hill Grapery & Winery

Classic Finger Lakes winery with a great tasting room and Brew & Brats restaurant on site. Solid all-in-one afternoon stop.

10 min

Hometown Wine Company

Friendly neighborhood winery right in Naples. Laid-back tasting room with local wines and a welcoming atmosphere.

10 min

Inspire Moore Winery & Roots Cafe

Beautiful estate winery with vineyard views and a warm tasting room. Roots Cafe on site is a great dinner option β€” locally sourced menu in a relaxed vineyard setting.

10 min

Hazlitt Red Cat Cellars

Fun, approachable wines β€” Red Cat is their famous semi-sweet blend. Great if you're new to Finger Lakes wine or bringing a mixed crowd.

10 min

Engine 14 Brewery

Craft brewery in Naples with a great taproom lineup. Good alternative when you want a pint instead of a pour.

15 min

Hollerhorn Distilling

Small-batch spirits in a beautiful hilltop setting. Whiskey, gin, and a relaxed tasting room. Worth the short drive.

35 min

Birdhouse Brewing Company

Great craft brewery in Honeoye with a rotating tap list and relaxed vibe. Worth the drive if you're a beer person.

🍽️ Restaurants

10 min

Old School Cafe

Beloved local cafe in Naples. Great food, friendly staff. Open for breakfast and lunch β€” closes at 2pm.

10 min

Caruso's Cafe

Cozy neighborhood cafe with excellent food and a loyal local following.

10 min

Naples Hotel Restaurant & Taproom

Historic Naples hotel with a full restaurant and taproom. Good food, local beers, casual atmosphere. A reliable go-to for any night.

10 min

Naples Wood Fired Pizza & Smokehouse BBQ

Wood-fired pizza and slow-smoked BBQ in Naples. Great for a group β€” something for everyone and portions are generous.

10 min

Bob & Ruth's Vineyard Restaurant

A Naples classic. Vineyard setting, homestyle cooking, and a welcoming feel.

4 min

Brew & Brats at Arbor Hill

German-style brats, pretzels, and local beers right at Arbor Hill Winery. Great pairing stop on a wine trail day.

35 min

Nolan's on Canandaigua Lake

Waterfront dining on Canandaigua Lake. Great views and good food β€” worth the drive for a special night out.

35 min

Lock Stock Bar & Grill

Solid bar and grill in Canandaigua. Good food, good drinks, easy atmosphere.

πŸ₯§ Naples Must-Try

10 min

Monica's Pies

Naples is the grape pie capital of the world and Monica's is the real deal. Open year round. Pick up a pie on your way out β€” they sell out on weekends, especially in fall.

10 min

Cindy's Pies

The other great grape pie stop in Naples. Locals will debate which is better β€” try both and decide for yourself.

🎿 Activities & Events

7 min

Bristol Mountain

Skiing and snowboarding in winter, aerial adventure park and sky ride in fall, zip lines and climbing in summer. Something to do every season. Book aerial adventures ahead β€” slots sell out.

22 min

CMAC β€” Constellation Brands Marvin Sands Performing Arts Center

Outdoor amphitheater with a great summer concert lineup. One of the best live music venues in the region. Check the schedule β€” shows sell out.

10 min

Bristol Valley Theater

Professional theater right in Naples. Seasonal productions in an intimate setting. Worth checking the schedule if you're here in summer.

35 min

Roseland Waterpark

Water slides, pools, and a lazy river on Canandaigua Lake. Good for a full family day in summer.

12 min

The Naples Maple Farm

Working maple farm with tastings, syrup, and farm products. A great short stop, especially with kids.

65 min

The Strong National Museum of Play

World's largest collection of toys and games in Rochester. A full-day trip worth making if you have kids β€” or you're a kid at heart.

πŸ₯Ύ Outdoors & Hiking

8 min

Grimes Glen Park

Waterfall hike through a gorge right in Naples. Short but spectacular β€” one of the best easy hikes in the Finger Lakes. Best in spring for peak water flow, and in January/February the falls freeze over completely.

9 min

Onanda Park

Canandaigua Lake waterfront park with swimming, shore fishing (year-round), and the Uplands Trail along Barnes Gulley. You can launch a car-top kayak or canoe β€” no trailered boats. No rentals on site; Canandaigua Sailing & Sailboard offers rentals with delivery.

10 min

Lake View Point Scenic Overlook

Pull off on Naples Road for one of the best views of Canandaigua Lake in the region. Two minutes out of your way, always worth it.

25 min

Harriet Hollister Spencer State Recreation Area

Miles of trails through forest and meadow with sweeping views over Honeoye Lake. Great for hiking, mountain biking, or snowshoeing in winter.

1 hr 15 min

Letchworth State Park

The "Grand Canyon of the East" β€” dramatic gorge, three major waterfalls, and hundreds of miles of trails. A full-day adventure worth every mile. Spectacular in fall foliage and spring runoff.

πŸ›οΈ Culture & Museums

10 min

The Cleveland House Museum

Built in 1794 by Captain Ephraim Cleveland, a Revolutionary War officer, and listed on the National Register of Historic Places. One of the first frame homes in Naples and nearly unchanged since it was built. Small but genuinely worth a look.

35 min

Sonnenberg Gardens & Mansion

Nine formal Victorian gardens surrounding a beautifully preserved 1887 mansion. One of the most impressive historic sites in the Finger Lakes. Beautiful in summer and fall, worth a visit any season.

35 min

Granger Homestead & Carriage Museum

An 1816 Federal-style mansion built by Gideon Granger, with a carriage museum on site. Listed on the National Register of Historic Places. A lesser-known Canandaigua gem worth an hour of your time.

πŸ›οΈ Village & Markets

10 min

Naples Village

Charming small village with local shops, cafes, and the famous grape pie trail. Park and walk β€” the whole thing takes 30 minutes to explore.

20 min

Canandaigua Farmers Market

About 30 local vendors offering produce, baked goods, honey, maple products, flowers, and more. Summer market: every Saturday 9AM to 12PM, June through last Saturday in October. Winter market: every other Saturday 10AM to 11AM, November through May. Under the Mill Street Pavilion, 7 Mill St, Canandaigua.

35 min

Canandaigua

The main city on the lake. Shops, restaurants, the waterfront, Sonnenberg Gardens, and the Granger Homestead are all here. Worth a half-day trip any time of year.

🚣 On the Water

9 min

Onanda Park β€” Lake Access

Swimming, shore fishing year-round, and car-top kayak/canoe launch. No trailered boats. No rentals on site.

9 min

Canandaigua Sailing & Sailboard β€” Kayak Rentals

Kayak and canoe rentals with delivery to Onanda Park or other launch points. Best option if you want to get on the water without bringing your own gear.

12 min

Active Life Naples β€” Boat Launch

Closest public boat launch if you're trailering a boat. 7202 State Route 21, Naples.

nearby

Boating on Canandaigua Lake

Full guide to boating on Canandaigua Lake β€” marinas, rentals, launch sites, and what to know before you go.

πŸ›’ Groceries

10 min

Naples Village Stores

Small convenience and general stores in Naples for basics and last-minute items.

35 min

Wegmans β€” Canandaigua

Full-size Wegmans in Canandaigua. Best option for a proper grocery run before or during your stay.

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Contact Us

We're remote hosts but easy to reach. Text is fastest.

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Phone / Text

440.991.7053
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Email

curiohavens@gmail.com
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