Top 15 Things To Do in Riverside, Illinois

Des Plaines RiverRiverside Historic DistrictChicago Metro Access

A short train hop from Chicago, Riverside is a quietly choreographed suburb where winding river curves meet designed greenways and a pocket of history. This guide stitches together calm mornings on the Des Plaines with urban-adjacent outings—boat tours and boat rental for lazy afternoons, city and walking tours that unpack Olmsted-planned streetscapes, and short bike tours that thread parks and riverfront paths. Whether you’re scouting a photography tour at golden hour, dropping a line for local fishing, or swapping pedals for a kayak, Riverside is a low-key base for mixing water activities, sightseeing, and seasonal winter activities when the landscape turns quiet.

Top 15 Things To Do in Riverside

Ranked by number of available trips • Each activity type links to all experiences

Boat Tour in Riverside, Illinois
#1

Boat Tour

All levels welcome
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City Tour in Riverside, Illinois
#2

City Tour

All levels welcome
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Boat Rental in Riverside, Illinois
#3

Boat Rental

All levels welcome
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Water Activities in Riverside, Illinois
#4

Water Activities

All levels welcome
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Sightseeing Tour in Riverside, Illinois
#5

Sightseeing Tour

All levels welcome
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Walking Tour in Riverside, Illinois
#6

Walking Tour

All levels welcome
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Sailing in Riverside, Illinois
#7

Sailing

All levels welcome
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Kayak in Riverside, Illinois
#8

Kayak

All levels welcome
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Bus Tour in Riverside, Illinois
#9

Bus Tour

All levels welcome
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Bike Rental in Riverside, Illinois
#10

Bike Rental

All levels welcome
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Fishing in Riverside, Illinois
#11

Fishing

All levels welcome
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Photography Tour in Riverside, Illinois
#12

Photography Tour

All levels welcome
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Bike Tour in Riverside, Illinois
#13

Bike Tour

All levels welcome
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Winter Activities in Riverside, Illinois
#14

Winter Activities

All levels welcome
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Zoo in Riverside, Illinois
#15

Zoo

All levels welcome
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Why Riverside Belongs on Your Midwest Shortlist

Riverside’s charm is quietly engineered: curving streets, generous parkland, and the steady line of the Des Plaines River set the tempo. That same river that carves the town makes room for both leisurely boat tours and more hands-on boat rental—canoes, kayaks, and small sail rigs—while nearby boulevards invite city tours and walking tour routes that reveal turn-of-the-century planning and a surprising number of photogenic corners. For travelers who want a day that moves from water to pavement, you can start with a guided kayak paddle at first light, switch to a bike rental and pedal a loop of parkways, then close with a photography tour at sunset, tripod in hand.

Wild and tame meet here: water activities like kayak and sailing sit beside urban comforts, so your itinerary can be as mellow or as active as you like. Bus tour options tie Riverside to larger Chicago-area sightseeing tours, while independent bike tours and walking tours let you linger on architectural details or pull off at a riverside bench with a packed lunch. Winter activities change the rhythm—icy mornings shorten the daylight but reward crisp clarity for photography tours and quiet walks. Fishing remains a steady draw for early risers year-round where permitted, and family-minded attractions such as nearby zoos make Riverside a versatile stop on a longer Midwest loop. This is a place to match curiosity with practical pace: pack for variable weather, pick a central put-in for boat activities, and plan your day around light for the best photos and the calmest water.

Access is a defining advantage. Commuter rail and short drives make Riverside an easy day trip from Chicago, and that accessibility translates into a broad mix of offerings: scheduled boat tours and bus tours, self-guided bike tours, and local outfitters supplying boat rental and bike rental. Combine a morning sailing lesson with an afternoon bike tour and an evening walking tour of the historic district for a compact, varied day.

The river anchors more than activity choices—it shapes pace. Opt for slow water and photography in the softer light of shoulder seasons, or catch the warm months for kayaking and sailing when wind and water are at their most inviting. For families, pair a zoo visit with gentler water activities and a city tour that’s short on mileage and long on storytelling.

Des Plaines River offers multiple put-ins for paddling and small-boat launches
Riverside Historic District showcases planned landscape architecture and classic residential design
Easy access to Chicago-area sightseeing and specialized bus tours
Shoulder seasons give calm water and softer light for photography tours

Best Time to Visit

Best Months

MayJuneJulyAugustSeptemberOctober

Weather Notes

Late spring through early fall is ideal for water activities, boat tours, kayaking, and bike tours. Summers bring warm days and occasional thunderstorms—plan morning paddles. Winters offer crisp air and selective winter activities but shorter daylight.

Peak Season

Summer weekends draw families for boating, bike rental, and sightseeing—book guided boat tours and equipment ahead of time.

Off-Season Opportunities

Shoulder months (May and September–October) provide calmer water, better light for photography tours, and fewer crowds. Winter weekdays can be quiet for walking tours and architecture-focused visits.

Choose Your Adventure Level

Beginner

Short, low-effort activities close to town—ideal for families or newcomers.

  • Leisurely boat tour on a calm stretch of the Des Plaines River
  • Walking tour of Riverside Historic District
  • Bike rental for riverside paved paths

Intermediate

Longer outings and mixed-terrain days—good for riders and paddlers with basic skills.

  • Self-guided kayak loop with a morning put-in
  • Guided photography tour timed for golden hour
  • Bike tour that links parks and riverfront paths

Advanced

Longer, skill-focused trips—requires planning, stamina, or technical ability.

  • Full-day paddle connecting multiple river segments (plan logistics)
  • Combination bike-and-boat touring with equipment shuttles
  • Winter activities that require microspikes and cold-weather experience

What to Bring

Essential

  • Light layers for shifting Midwest weather
  • Durable footwear for mixed pavement and riverbank terrain
  • Waterproof phone case or dry bag for paddle outings
  • Sun protection (hat, sunscreen, sunglasses)
  • Reusable water bottle and snacks

Recommended

  • Compact camera or mirrorless kit for photography tours
  • Comfortable bike shorts and a helmet for bike tours or bike rental
  • Microspikes or traction devices for icy winter activities
  • Small first-aid kit and blister care

Optional

  • Fishing tackle for a morning session (check local regulations)
  • Travel tripod for dusk photography
  • Light picnic blanket for riverside lunches
  • Binoculars for birding along the river

Insider Tips & Local Knowledge

Confirm access, hours, and permit rules before you go.

Start early for calm water and softer light—morning boat tours and kayak outings tend to be the most peaceful. When the weather turns, pivot to city tours, walking tours, or a photography tour that highlights Riverside’s designed landscapes. For multi-activity days, pick a single put-in for boat rental or kayak to minimize shuttle time. Book weekend rentals and guided boat tours in advance during summer, and carry a small dry bag for essentials whenever you get on the water. Finally, respect posted signs around wildlife and private properties and follow Leave No Trace principles on riverbanks and greenways.

Frequently Asked Questions

Can I rent a kayak or boat on short notice?

Many outfitters offer same-day boat rental for kayaks and small craft during peak season, but availability can be limited on summer weekends—reserve in advance where possible.

Are guided tours necessary?

Not for basic walking tours or bike rental loops, but guided boat tours, sailing lessons, and photography tours add context and safety, especially if you’re new to paddling or local waterways.

Is fishing allowed along the Des Plaines River?

Fishing is common in permitted areas; check local regulations and stocking notices before you go and use proper licenses.

Ready to Explore Riverside?

Book your adventure today and discover why thousands choose Bozeman for unforgettable experiences