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Aurora to Niagara Falls, Hershey, Washington DC, and Pittsburgh Road Trip

Day 1 · Sat, Jul 18
Niagara Falls, NY

Drive from Aurora to Niagara Falls

  1. Drive Aurora, IL → Niagara Falls, NY (I-90/Erie route) — Aurora/Chicago suburbs to Niagara Falls — Leave very early morning (~6:00 AM) for a long drive of about 9.5–11 hours with meal stops; plan on arriving late afternoon and use your hotel parking for the night.
  2. Niagara Falls State Park — Niagara Falls State Park — Start with the big overlook areas to get oriented and let the kids stretch after the drive; late afternoon, ~1 hour.
  3. Prospect Point Observation Tower — Niagara Falls State Park — Great first close-up view of the falls without a long commitment, and easy to pair with the park walk; late afternoon, ~45 minutes.
  4. The Top of the Falls Restaurant — Niagara Falls State Park — Convenient sit-down dinner with falls views; expect about $20–35 per person, early evening, ~1.5 hours.
  5. Maid of the Mist — Niagara Falls State Park — The classic must-do boat ride for the full falls experience, best if you can squeeze it in before sunset or save for Day 2 depending on arrival timing; ~1.5 hours.

Morning: Aurora to Niagara Falls, NY

Start very early — around 6:00 AM — for the long drive from Aurora, IL to Niagara Falls, NY on the I-90 Erie route. With gas, bathroom stops, and a meal break, expect about 9.5 to 11 hours on the road. For a group of 6 adults and 3 kids, I’d plan one real stretch stop in Ohio and another quick snack/pit-stop closer to Buffalo so everyone stays sane. Pack car snacks, refillable water bottles, a couple of blankets for the kids, and some offline entertainment because the last leg can feel extra long. Try to arrive with enough daylight to check into your hotel, unload, and park for the night — parking in the Falls area is easiest once you’re settled.

Late Afternoon: Niagara Falls State Park and Prospect Point Observation Tower

Once you’re parked and freshened up, head straight to Niagara Falls State Park to stretch your legs and get your first look at the falls. This is the best low-effort first stop after a long drive because you can wander at your own pace, let the kids run around a bit, and soak in the scale of everything without committing to a big tour yet. Then walk over to Prospect Point Observation Tower for a more direct, dramatic view — this is the kind of stop that gives everyone the “wow” moment quickly. Expect about $1–$3 per person for parking or nearby lots depending on the area, and note that summer afternoons are busy, so it’s worth going as soon as you arrive.

Evening: Dinner at The Top of the Falls Restaurant and optional Maid of the Mist

For dinner, go to The Top of the Falls Restaurant inside the park for the easiest family-friendly sit-down meal with a view. You’re looking at roughly $20–35 per person depending on what everyone orders, and it’s a smart first-night choice because nobody has to get back in the car. If timing works and the kids still have energy, try to fit in Maid of the Mist before sunset or save it for Day 2 if you arrive too late today — it’s the one experience that really puts you in the middle of the falls and is absolutely worth doing. After that, keep the evening simple: an early hotel return, a quick regroup for tomorrow, and a good night’s sleep so you’re ready for a fuller Niagara day.

Day 2 · Sun, Jul 19
Niagara Falls, NY

Niagara Falls exploration

  1. Cave of the Winds — Niagara Falls State Park — The best up-close spray-and-thunder experience for the whole family, and one of the top must-visits; morning, ~1.5 hours.
  2. Three Sisters Islands — Niagara Falls State Park — A calmer scenic stop with bridges and river views, perfect after the mist and crowds; late morning, ~45 minutes.
  3. Aquarium of Niagara — Downtown Niagara Falls — A kid-friendly indoor break with marine life and a good pacing reset; midday, ~1.5 hours.
  4. Savor — Downtown Niagara Falls — Casual lunch with salads, sandwiches, and entrees near the falls area; expect about $15–25 per person, midday, ~1 hour.
  5. Old Fort Niagara — Youngstown, NY — A worthwhile historic detour with lakefront views and open space for the kids; afternoon, ~2 hours.
  6. Goat Island — Niagara Falls State Park — Return for golden-hour views and photos before dinner; late afternoon/early evening, ~1 hour.

Morning

Start the day early and head straight to Cave of the Winds in Niagara Falls State Park. If you get there around opening time, you’ll beat the biggest crowds and the whole experience feels smoother with kids in tow. Plan on about $20–25 per adult and a discounted rate for children, and expect to get wet even with the ponchos — water shoes are a good idea. After that, take a slower walk over to Three Sisters Islands for a calmer change of pace. The footbridges and river views are a nice reset after all that spray, and it’s an easy, flat stroll that works well for the 8- and 9-year-olds.

Midday

Head downtown for a kid-friendly indoor break at the Aquarium of Niagara, which is especially useful in July when everyone needs a little AC and downtime. It’s compact enough that you won’t feel trapped there too long, and the sea lion and penguin areas are usually a hit with children. From there, walk or drive a few minutes to Savor for lunch — it’s a casual, easy stop with salads, sandwiches, and simple entrees, and you’ll usually spend about $15–25 per person before drinks and tax. If you’re driving, downtown parking is generally easier than the park area, but still try to keep a few extra minutes for summer traffic and finding a spot.

Afternoon into Evening

After lunch, make the scenic drive up to Old Fort Niagara in Youngstown, NY — it’s about 25–30 minutes from the falls depending on traffic. This is one of those places that gives the kids room to move while the adults get a little history and lakefront scenery. Budget about 1.5–2 hours here; there’s enough to explore without it turning into a marathon, and the views over Lake Ontario are a nice contrast to the falls. Later, return to Goat Island in Niagara Falls State Park for golden-hour photos and one last relaxed look at the water before dinner. If you want the best atmosphere, aim for the hour before sunset — the light is softer, the crowds thin a bit, and it’s the perfect way to end a family day without over-scheduling.

Day 3 · Mon, Jul 20
Hershey, PA

Niagara Falls to Hershey

Getting there from Niagara Falls, NY
Drive (I-90 to I-86/US-15 or I-90 to I-79/I-76) — ~6.5–7.5 hours, roughly US$55–90 in gas/tolls. Best as an early morning departure (~7:00 AM) to arrive mid/late afternoon for check-in and your first Hershey stops.
Bus is possible via FlixBus/Greyhound to Harrisburg, then local taxi/rideshare to Hershey — usually 9–12+ hours total and often US$60–140; only worth it if you’re avoiding driving.
  1. Niagara Falls, NY → Hershey, PA — Niagara Falls to Hershey — Depart early morning (~7:00 AM) for about 6.5–7.5 hours of driving; aim to arrive mid/late afternoon and check in before activities.
  2. Hershey's Chocolate World — Hershey — The must-visit first stop in town, especially fun for kids with the chocolate ride and treats; late afternoon, ~2 hours.
  3. Hershey Gardens — Hershey — A relaxed walk with flowers, butterflies, and room to unwind after the drive; late afternoon/early evening, ~1.5 hours.
  4. Troegs Independent Brewing — Hershey — Good casual dinner stop for adults with family-friendly food and a lively atmosphere; expect about $18–30 per person, evening, ~1.5 hours.
  5. The Hershey Story Museum — Hershey — If energy remains, this is a nice evening add-on for the brand history and chocolate education; ~1 hour.

Morning: Niagara Falls to Hershey, PA

Pull out early and make this a clean travel day — with a family your size, a 7:00 AM departure is the sweet spot so you can arrive in Hershey in the mid-to-late afternoon without feeling rushed. The drive is straightforward, and I’d plan one good food stop and one quick stretch stop so the kids don’t get stir-crazy. If you’re doing hotel check-in first, aim for a property near Chocolate Avenue or Hersheypark Drive so everything you want tonight is easy to reach and parking is simpler.

Late Afternoon: Hershey's Chocolate World and Hershey Gardens

Start with Hershey's Chocolate World — it’s the classic first stop and the easiest way to “arrive” in Hershey with kids. The Chocolate Tour ride is the main draw, and it’s usually the thing everyone remembers most; budget around $15–25 per person depending on what you do, and give yourselves about 2 hours if you want time for the ride, the big store, and a treat break. It gets busy fast, so going late afternoon is still smart, and you can keep the group together by meeting at the entrance or by the main atrium.

After that, head a short drive down to Hershey Gardens for a calmer reset. It’s a great contrast after the chocolate-heavy fun — lots of open space, seasonal flowers, and the Butterfly Atrium, which is especially nice for the kids if everyone needs a quieter stretch of the day. Expect about 1.5 hours, and wear comfortable shoes because this is more of a wandering place than a “checklist” stop. If the weather is warm, this is a perfect soft landing before dinner.

Evening: Troegs Independent Brewing and, if you still have energy, The Hershey Story Museum

For dinner, Troegs Independent Brewing is a solid family-friendly pick — casual, lively, and close enough that nobody has to battle much traffic. Adults can enjoy the beer list, kids usually do fine with the food menu, and you’ll generally spend about $18–30 per person depending on drinks and appetizers. Go a little earlier than the dinner rush if possible, especially with three kids in tow; it makes seating and service much easier.

If everyone is still awake after dinner, finish with The Hershey Story Museum for a low-pressure hour of chocolate history and brand background. It’s a nice “bonus” stop rather than a must-for-everyone, so don’t force it if the day has caught up with the kids. If you skip it, that’s perfectly fine — Hershey works best when you leave a little breathing room instead of trying to cram everything in.

Day 4 · Tue, Jul 21
Washington, DC

Travel to Washington DC

Getting there from Hershey, PA
Drive (US-15 / I-270 or I-83 / I-95 depending traffic) — ~2.5–3.5 hours, about US$15–35 in gas/tolls. Leave after breakfast (~8:00 AM) to reach DC by late morning and still have a full sightseeing day.
Amtrak from Harrisburg (nearest major station) to Washington Union Station — about 2.5–3.5 hours train time plus transfer from Hershey to Harrisburg; usually US$25–80. Book on Amtrak if you prefer avoiding DC traffic/parking.
  1. Hershey, PA → Washington, DC — Hershey to Washington, DC — Leave after breakfast (~8:00 AM) for roughly 2.5–3.5 hours depending on traffic; target mid-morning arrival and convenient parking near the National Mall/Metro.
  2. Lincoln Memorial — National Mall — A must-see anchor for first-time visitors and easy to start the DC sightseeing loop; late morning, ~45 minutes.
  3. Vietnam Veterans Memorial — National Mall — A moving, compact stop right by the Lincoln Memorial with minimal walking; late morning, ~30 minutes.
  4. National Museum of American History — National Mall — Excellent for mixed ages and a good indoor afternoon option; midday/afternoon, ~2 hours.
  5. Mitsitam Native Foods Café — Smithsonian National Museum of the American Indian, National Mall — Convenient lunch with a variety of options and decent kid-friendly choices; expect about $15–25 per person, midday, ~1 hour.
  6. Tidal Basin walk — Tidal Basin — Finish with an easy scenic loop for monuments and a breather before dinner; late afternoon, ~1 hour.

Leave Hershey right after breakfast around 8:00 AM so you can beat the worst of the I-270 / I-95 traffic and still arrive in Washington, DC by late morning. With a family this size, it’s worth aiming for parking near the National Mall or using a Metro garage if the first lots you try are full; once you’re in the core, the rest of the day works best on foot with a stroller-friendly pace for the 8- and 9-year-olds. Since July in DC is hot and humid, keep water bottles handy and expect long-ish walks between shaded areas and open monument spaces.

Late Morning

Start at the Lincoln Memorial, which is the perfect first stop because it gives you that big, classic DC view without needing much walking right away. Plan around 45 minutes here for photos, reading the inscriptions, and letting the kids climb the steps and look back over the reflecting pool toward the Washington Monument. From there, it’s an easy, meaningful stroll to the Vietnam Veterans Memorial, a compact stop that usually takes about 30 minutes; go slowly, let everyone take in the names, and don’t rush it — this one hits hard even for kids. If you can, walk the short connector path between the two instead of driving; it’s one of the simplest transitions on the Mall.

Lunch and Afternoon

For lunch, head to Mitsitam Native Foods Café inside the Smithsonian National Museum of the American Indian. It’s a smart family stop because the menu is varied, the seating is convenient, and the food is a nice break from standard museum snacks; budget roughly $15–25 per person depending on appetite. After lunch, spend about 2 hours at the National Museum of American History — it’s one of the best Smithsonian choices for a multigenerational group, with air conditioning, kid-friendly exhibits, and enough familiar icons to keep everyone interested. You can enter from the Mall side and move through at your own pace without trying to “see everything,” which is the right approach with children and a full road trip schedule.

Late Afternoon and Evening

Wrap up with a relaxed Tidal Basin walk. This is the part of the day where you slow down, let the kids burn off energy, and soak up the monument views without a formal schedule. In July, the light can be beautiful later in the afternoon, but it’s also the hottest part of the day, so keep this loop to about 1 hour and don’t feel pressured to do the full circle if everyone’s fading. If you’re driving back to your hotel afterward, try to leave the Mall before the evening rush; if you’re still hungry, you’ll usually find easier family dinner options heading away from the core toward Penn Quarter or Capitol Hill than trying to force a crowded restaurant right at sunset.

Day 5 · Wed, Jul 22
Washington, DC

Washington DC sightseeing

  1. U.S. Capitol — Capitol Hill — Start early for the iconic exterior and nearby photo stops before crowds build; morning, ~1 hour.
  2. Library of Congress — Capitol Hill — Beautiful architecture and an easy pairing with the Capitol area; late morning, ~1 hour.
  3. Eastern Market — Capitol Hill — Great for lunch, snacks, and a lively neighborhood feel; expect about $12–25 per person, midday, ~1.5 hours.
  4. National Gallery of Art — National Mall — A strong indoor stop with famous works and a good pacing change after the market; afternoon, ~2 hours.
  5. National Air and Space Museum — National Mall — A must for kids and adults, with high-interest exhibits and classic artifacts; late afternoon, ~2 hours.
  6. Founding Farmers DC — Foggy Bottom — Solid dinner choice with broad appeal for a larger family group; expect about $20–35 per person, evening, ~1.5 hours.

Morning

Start early from your Capitol Hill base and head to the U.S. Capitol first thing, ideally around opening light before the tour buses and school groups stack up. For a big family, this is the best time to get clean photos from the west front and walk the grounds without fighting the midday heat. If you’re using rideshare or Metro, the Capitol South and Union Station areas are the easiest arrival points, and on a July day I’d keep water with you because the walk between landmarks can feel longer than it looks on the map. After that, it’s an easy walk over to the Library of Congress, which is one of the prettiest interiors in the city and a great pace change for kids after being outside. If you can, pop in for the Great Hall and the views from the upper levels; it’s free, but there can be a short line, so plan about an hour total for both stops.

Lunch and Afternoon

From there, make your way to Eastern Market, which is one of the best no-fuss lunch stops in DC because everyone in your group can choose what they want without overthinking it. On a warm weekday, the market and surrounding blocks have a nice neighborhood feel, and you can usually find sandwiches, empanadas, crepes, and kid-friendly snacks for about $12–25 per person depending on what you order. After lunch, take the short ride or drive over to the National Mall and spend the afternoon inside the National Gallery of Art. It’s a smart move in July because the museum gives you air-conditioning, good bathrooms, and enough room to spread out. You do not need to rush here—pick a few highlights, let the kids wander a bit, and use it as a reset before the last stop of the day. If the group still has energy, the West Building is the classic choice, while the modern spaces are a nice bonus if you’ve got art lovers in the mix.

Late Afternoon and Evening

Finish with the National Air and Space Museum, which is a must with your kids and honestly still fun for adults even after renovation work and crowding. Since July afternoons can be packed, go later in the day when some families are starting to thin out; it’s still lively, but usually a little more manageable. Expect the favorites to pull everyone in quickly, so don’t try to see absolutely everything—focus on the big-ticket exhibits and let the kids lead for a while. For dinner, head to Founding Farmers DC in Foggy Bottom, a reliable family choice with plenty of seating, a broad menu, and enough variety to satisfy picky eaters after a long sightseeing day. I’d keep an eye on reservation times because this place gets busy, and after dinner it’s an easy ride back toward Capitol Hill or wherever you’re staying for the night.

Day 6 · Thu, Jul 23
Washington, DC

Washington DC sightseeing

  1. Smithsonian National Zoo — Woodley Park — A family-friendly morning with enough variety to keep all three kids engaged; morning, ~2.5 hours.
  2. Dupont Circle — Dupont Circle — Good area for a relaxed stroll and coffee break between major sights; late morning, ~45 minutes.
  3. The Phillips Collection — Dupont Circle — A smaller, manageable art museum that won’t feel overwhelming; midday/afternoon, ~1.5 hours.
  4. Le Pain Quotidien — Dupont Circle — Easy lunch for sandwiches, soups, and pastries; expect about $15–25 per person, midday, ~1 hour.
  5. The Wharf — Southwest Waterfront — Nice change of pace with waterfront promenades, shops, and family-friendly energy; afternoon/early evening, ~2 hours.
  6. District Donuts — The Wharf — Fun dessert or snack stop to wrap the day; expect about $5–12 per person, evening, ~30 minutes.

Morning

Today is a good “mix it up” DC day: start with an easy family win at the Smithsonian National Zoo in Woodley Park. From your base, plan on an early Metro ride or rideshare so you can arrive around opening time and keep the kids engaged before the heat builds. The zoo is free, but in July you’ll still want to budget for parking if you drive, plus snacks and drinks — and yes, bring water bottles and a stroller if you have one. Focus on the big crowd-pleasers first: the giant pandas, elephants, and lion/cheetah areas, then wander at a comfortable pace for about 2.5 hours without trying to see every single exhibit.

Late Morning to Midday

After the zoo, head to Dupont Circle for a slower-paced break. It’s an easy neighborhood to enjoy on foot, with tree-lined streets, row houses, and a very DC feel that’s less intense than the mall area. Grab a coffee and let everyone stretch out on the circle itself or along Connecticut Avenue; if the kids are restless, the open space here is a nice reset. Then continue to The Phillips Collection, one of the city’s best small museums — manageable, elegant, and perfect when you don’t want a giant, exhausting museum day. Tickets are usually in the teen range per adult, and you’ll likely spend about 90 minutes without feeling rushed.

Lunch and Afternoon

For lunch, keep it simple at Le Pain Quotidien in Dupont Circle. It’s an easy stop for sandwiches, tartines, soups, salads, and pastries, and the relaxed seating works well for a group your size. Expect roughly $15–25 per person depending on what everyone orders; for a family this large, I’d order a mix of lighter dishes and pastries so nobody gets bogged down before the next stop. After lunch, make your way to The Wharf in Southwest Waterfront — this is a nice change of pace with the water, promenade, shops, and room for the kids to move around. If you have time, walk the piers, browse the waterfront, and just let the afternoon breathe instead of stacking more museums.

Evening

Wrap up with a sweet stop at District Donuts at The Wharf. It’s an easy reward for the kids and a fun way to end the day without committing to a formal dinner. Plan on about $5–12 per person depending on what everyone wants, and if the group is tired, this is a good place to split up briefly — some can grab dessert while others sit by the water and enjoy the view. Since you’re staying in Washington, DC again tonight, keep your departure flexible: if you’re coming from the Wharf area later in the evening, rideshares are usually the easiest way back, and traffic is lighter after the commuter rush.

Day 7 · Fri, Jul 24
Pittsburgh, PA

Washington DC to Pittsburgh

Getting there from Washington, DC
Drive (I-70 / I-68 / I-76) — ~4.5–5.5 hours, roughly US$35–60 in gas/tolls. An early ~7:00 AM departure fits the itinerary well and gets you to Pittsburgh early afternoon.
Flight (DCA or IAD to PIT) — about 1.5 hours nonstop, often US$120–300+; book on United/American/Southwest/Delta if you want the fastest option, but downtown-to-airport time makes it less convenient than driving for this route.
  1. Washington, DC → Pittsburgh, PA — DC to Pittsburgh — Leave early (~7:00 AM) for about 4.5–5.5 hours of driving, aiming to arrive early afternoon with time to settle in.
  2. Point State Park — Downtown Pittsburgh — Best first stop for the city’s signature river-and-bridge views where the three rivers meet; afternoon, ~1 hour.
  3. Duquesne Incline — Mount Washington — One of Pittsburgh’s must-do experiences, especially for sunset views over downtown; late afternoon, ~1 hour.
  4. Primanti Bros. Restaurant and Bar — Downtown Pittsburgh — Classic Pittsburgh dinner and an easy pick for the whole group; expect about $15–25 per person, evening, ~1.5 hours.
  5. Phipps Conservatory and Botanical Gardens — Oakland — If arrival is earlier than expected, this is a beautiful last stop for a calmer indoor/outdoor visit; late afternoon, ~1.5 hours.

Leave Washington, DC around 7:00 AM so you can make the drive to Pittsburgh in the 4.5–5.5 hour window and still have a relaxed afternoon. With one big travel day already behind you, this is a good time to pack snacks, keep a cooler handy, and aim to arrive downtown with enough energy to actually enjoy the city instead of just checking into the hotel. If you’re rolling in a little earlier or later than expected, park once and stick to the core so you’re not constantly moving the car around.

Afternoon

Start at Point State Park, right where the Allegheny and Monongahela meet to form the Ohio River. It’s the easiest “welcome to Pittsburgh” stop and a great place for the kids to stretch their legs after the drive. You’ll get the classic fountain-and-bridge views, and the park is free, open all day, and very walkable. From here, it’s a short hop uphill or rideshare over to Mount Washington for the city’s most famous viewpoint.

Late Afternoon

Head to the Duquesne Incline for the skyline view everyone remembers from Pittsburgh. It usually runs until late evening in summer, and the fare is inexpensive, so it’s worth doing even if you’ve seen other city overlooks. For the best light, go in the late afternoon and stay through sunset if the weather is clear; that’s when downtown glows and the bridges really pop. If you have extra time before dinner and the drive in was smooth, Phipps Conservatory and Botanical Gardens in Oakland is a lovely backup or bonus stop — especially good with kids because it gives them a calmer indoor-outdoor break, and summer admission is typically around the low-to-mid teens for adults with discounts for children.

Evening

For dinner, go to Primanti Bros. Restaurant and Bar downtown for the full Pittsburgh experience — the sandwiches piled with fries and slaw are the signature move, and it’s casual enough for a big family group without needing to overthink it. Expect about $15–25 per person, depending on what everyone orders. After dinner, if you still have energy, take one last slow walk near the riverfront or back toward Point State Park to see the city lit up before heading to your hotel.

Day 8 · Sat, Jul 25
Aurora, IL

Return to Aurora

Getting there from Pittsburgh, PA
Drive (I-76 / I-80 or I-90) — ~7.5–9 hours, roughly US$50–85 in gas/tolls. Best as a very early departure (~6:00 AM) so you can arrive in Aurora by evening as planned.
Flight from Pittsburgh (PIT) to Chicago Midway/O’Hare, then drive/rideshare to Aurora — about 1.5 hours nonstop plus transfer time; typically US$120–350+. Book on Southwest (MDW) or United/American/Delta (ORD) if you want to avoid the long drive.
  1. Pittsburgh, PA → Aurora, IL — Pittsburgh to Aurora — Leave very early (~6:00 AM) for a long return drive of about 7.5–9 hours; plan a lunch stop and arrive back in Aurora by evening.

Morning

Leave Pittsburgh very early, around 6:00 AM, so you can make the long return to Aurora without turning the whole day into a late-night slog. The most practical route is I-76 / I-80 or I-90, depending on traffic and toll preference, and with a big family you’ll want to build in one solid breakfast stop and at least one lunch break. Expect about 7.5 to 9 hours on the road, plus a little extra for kid breaks, so a realistic arrival back in Aurora is early evening. Before you go, make sure everyone has snacks, water, chargers, and anything you want easy access to packed in the cabin — once you’re moving, you really don’t want to dig through the trunk.

Midday

For the best rhythm, plan a straightforward stop halfway through the drive at a family-friendly turnpike or interstate exit with quick food and clean restrooms. If you’re on I-80, you’ll usually find easier, less stressful lunch options than trying to time a big sit-down meal. Keep this as a simple travel day: gas up whenever you have the chance, rotate who sits with the kids, and let the adults take turns stretching so the last few hours don’t feel endless. If anyone needs one last souvenir or snack run before leaving Pennsylvania, this is not the day to do it — just keep the day efficient and comfortable.

Afternoon / Evening

As you get closer to Aurora, traffic can tighten up depending on your arrival time, so aim to roll in before the true evening rush if possible. Once you’re back, the best plan is honestly a soft landing: unload the essentials first, grab an easy dinner near home if needed, and let the kids decompress. After a road trip this packed, the win is simply getting everyone home safely and with enough energy left to enjoy being back.

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