7 Best Places for Weekend Trips From Davenport, IA

11 Jun 2026Updated last time

Weekend Trip Itinerary Overview

This weekend trip from Davenport, Iowa brings together a memorable mix of city energy, historic charm, scenic nature, and relaxing lakeside stops. You can begin with nearby favorites such as Chicago, where world-class museums, famous architecture, and exceptional food create a big-city escape that feels packed with possibilities. Galena offers a completely different pace, with beautiful 19th-century streets, boutique shopping, and a cozy small-town atmosphere that is perfect for a slower and more romantic day.

For outdoor adventure, Starved Rock State Park adds hiking trails, canyons, overlooks, and seasonal waterfalls that make the journey especially rewarding for nature lovers. Des Moines brings in a creative urban stop with art, local restaurants, markets, and riverfront areas, while Madison combines a lively college-town spirit with lake views, bike paths, and a welcoming downtown. Lake Geneva is ideal for a more polished and relaxing portion of the trip, thanks to its shoreline scenery, boat tours, and resort-town ambiance. Amana Colonies rounds out the itinerary with heritage, handmade goods, and comforting German-inspired food. Altogether, this route creates a balanced getaway filled with discovery, relaxation, culture, and plenty of memorable stops along the way.


Recommended Activities

  • Chicago offers a vibrant mix of attractions including world-class museums, a diverse culinary scene, iconic architecture, and the bustling Navy Pier. It's a city full of cultural attractions and entertainment options, making it a perfect urban getaway.
  • Galena is a charming historic town known for its well-preserved 19th-century buildings and scenic beauty. Enjoy a leisurely stroll through its quaint streets, explore unique shops, and indulge in the local wineries and cozy bed-and-breakfasts.
  • 3

    Starved Rock State Park, IL

    Starved Rock State Park is a natural treasure with stunning sandstone canyons, seasonal waterfalls, and beautiful hiking trails. It's an excellent destination for nature enthusiasts looking to explore the great outdoors and enjoy breathtaking views.
  • 4

    Des Moines, IA

    Des Moines is a vibrant city with a thriving arts and culture scene, featuring attractions such as the Des Moines Art Center and the impressive Pappajohn Sculpture Park. The city also boasts lively farmers' markets, unique dining experiences, and beautiful walking trails along the river.
  • Madison offers a perfect blend of natural beauty and urban amenities. Explore the stunning lakes, visit the renowned University of Wisconsin-Madison campus, stroll around the colorful farmers' market at Capitol Square, and take in the city's lively music and arts scene.
  • 6

    Lake Geneva, WI

    Lake Geneva is a scenic resort city known for its beautiful lake views, luxurious resorts, and historic estates. It's an ideal spot for relaxation, boating, and enjoying outdoor activities, as well as exploring charming shops and dining in its inviting downtown area.
  • 7

    Amana Colonies, IA

    Amana Colonies is a cluster of seven picturesque villages known for their rich German heritage. Visitors can explore unique artisan shops, enjoy traditional German cuisine, and experience a variety of cultural events and festivals that celebrate the area's history and craftsmanship.

Restaurants

  • SafeHouse Milwaukee - Milwaukee, WI

    779 N Front St, Milwaukee, WI 53202, United States
    This spy-themed restaurant in Milwaukee offers an immersive dining experience with secret passwords, hidden doors, and spy gadgets.
    4.3
    $$$$
  • The Chicago Diner

    3411 N Halsted St, Chicago, IL 60657, ארצות הברית
    Known for its vegetarian and vegan comfort food since 1983, this iconic diner is a must-visit for unique, plant-based dining.
    4.7
    $$$$
  • The Machine Shed

    7250 Northwest Blvd, Davenport, IA 52806, United States
    A lively restaurant themed around American farming culture, offering hearty, farm-to-table Midwestern cuisine.
    4.5
    $$$$
  • 4404 E State St, Rockford, IL 61108, USA
    Located in Rockford, IL, this quirky establishment is known for its classic American food and its unique feature of feeding leftovers to raccoons outside.
    3.7
  • Blue Star Cafe

    This charming café in Amana Colonies features a menu filled with authentic German dishes and a cozy, rustic atmosphere.

Hotels

  • The Blackburn Inn (Virginia)

    301 Greenville Ave, Staunton, VA 24401, United States

    A historic inn located in Staunton, VA, offering a unique blend of classic architecture and modern luxury, set amidst beautiful landscapes.
  • The Shamrock Motel

    1321 Wisconsin Dells Pkwy, Wisconsin Dells, WI 53965, USA

    A nostalgic stop on the way to Wisconsin Dells, featuring bright retro decor and mid-century charm, perfect for vintage lovers.
  • Hotel Julien Dubuque

    200 Main St, Dubuque, IA 52001, United States

    A historic hotel in Dubuque, IA, known for its timeless elegance, luxurious accommodations, and role in the city's vibrant history.
  • The Brewhouse Inn & Suites

    1215 N 10th St, Milwaukee, WI 53205, United States

    Housed in a former Pabst Blue Ribbon brewery, this Milwaukee hotel offers a unique industrial-chic aesthetic with a nod to its brewing history.
  • The Iron Horse Hotel

    500 W Florida St, Milwaukee, WI 53204, United States

    Located in Milwaukee, this hotel caters specifically to motorcycle enthusiasts, combining modern luxury with a biker-friendly atmosphere.

Local Events & Happenings

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    OVERTIME: The Modern Day Outlaw Tour in Savanna

    Poopy's Saloon in Savanna (4.2 mi)6 Jun 2026
    FREE ALL AGES EVENT!Overtime a full-throttle anniversary run celebrating the 10-year mark of Overtimes RIAA Certified Gold breakout, Hunger In My Stomach.This tour delivers a full-length live band performance featuring fan favorites like Next To Me, ...
  • Picture for Billy Currington

    Billy Currington

    Five Flags Center in Dubuque (41.04 mi)30 May 2026
    The event will take place at Five Flags Center in Dubuque.
  • Picture for A Taste of Ireland

    A Taste of Ireland

    Five Flags Center in Dubuque (41.04 mi)14 Jun 2026
    The event will take place at Five Flags Center in Dubuque.
  • Picture for 90s Country Gold Series: Kathy Mattea

    90s Country Gold Series: Kathy Mattea

    Five Flags Center in Dubuque (41.04 mi)21 Jun 2026
    This event is a part of the 90's Country Gold series. Tickets for the individual concerts will go on sale Friday, March 6th at 10:00am. The 90's Country Gold Series includes artists Kathy Mattea - Saturday, June 20th at 7:30pm Collin Raye - Saturday,...
  • Picture for 90s Country Gold Series: Kathy Mattea, Collin Raye, & Pam Tillis

    90s Country Gold Series: Kathy Mattea, Collin Raye, & Pam Tillis

    Five Flags Center in Dubuque (41.04 mi)21 Jun 2026
    Attend all 3 concerts in the 90's Country Gold series and receive 25% off tickets. Tickets for the individual concerts will go on sale Friday, March 6th at 10:00am. The 90's Country Gold Series includes artists Kathy Mattea - Saturday, June 20th at 7...
  • Picture for Bad Momz of Comedy

    Bad Momz of Comedy

    Five Flags Center in Dubuque (41.04 mi)9 Jul 2026
    Get ready to laugh until it hurts with Bad Momz of Comedy, the unfiltered stand-up showcase that's selling out venues nationwide and was recently featured on The Kelly Clarkson Show. Founded by Chicago-based comic Orly KG in 2022, each Bad Momz of Co...
  • Picture for Rock & Roots Series: Appalachian Road Show

    Rock & Roots Series: Appalachian Road Show

    Five Flags Center in Dubuque (41.04 mi)11 Jul 2026
    Attend all 3 concerts in the Rock & Roots concert series and receive 25% off tickets. Tickets for the individual concerts will go on sale Friday, May 1st at 10:00am. The Rock & Roots Concert Series includes artists Appalachian Road Show - July 10 at ...
  • Picture for Rock & Roots Series: 3 Concert Package Event

    Rock & Roots Series: 3 Concert Package Event

    Five Flags Center in Dubuque (41.04 mi)11 Jul 2026
    Attend all 3 concerts in the Rock & Roots concert series and receive 25% off tickets. Tickets for the individual concerts will go on sale Friday, May 1st at 10:00am. The Rock & Roots Concert Series includes artists Appalachian Road Show - July 10 at ...
  • Picture for Jennifer Lyn and the Groove Revival: Electric Eden

    Jennifer Lyn and the Groove Revival: Electric Eden

    Five Flags Center in Dubuque (41.04 mi)24 Jul 2026
    Electric Eden is a high-impact concert experience where the heart of classic rock meets the soul of modern blues. Remember when live music felt like an event. A night you planned around. The lights drop, the room locks in, and the music takes over. E...
  • Picture for The Rock Orchestra By Candlelight

    The Rock Orchestra By Candlelight

    Five Flags Center in Dubuque (41.04 mi)3 Sep 2026
    The Rock Orchestra by Candlelight returns with an epic new 90-minute concert, breathing beautifully dark energy into legendary Rock & Metal.
  • Picture for 90s Country Gold Series: Collin Raye

    90s Country Gold Series: Collin Raye

    Five Flags Center in Dubuque (41.04 mi)6 Sep 2026
    This event is a part of the 90's Country Gold series. Tickets for the individual concerts will go on sale Friday, March 6th at 10:00am. The 90's Country Gold Series includes artists Kathy Mattea - Saturday, June 20th at 7:30pm Collin Raye - Saturday,...
  • Picture for Rock & Roots Series: Music of Laurel Canyon featuring Buffalo Rome

    Rock & Roots Series: Music of Laurel Canyon featuring Buffalo Rome

    Five Flags Center in Dubuque (41.04 mi)20 Sep 2026
    Attend all 3 concerts in the Rock & Roots concert series and receive 25% off tickets. Tickets for the individual concerts will go on sale Friday, May 1st at 10:00am. The Rock & Roots Concert Series includes artists Appalachian Road Show - July 10 at ...
  • Picture for Napoleon Dynamite Live!

    Napoleon Dynamite Live!

    Five Flags Center in Dubuque (41.04 mi)26 Sep 2026
    The beloved indie classic "Napoleon Dynamite" was released 20 years ago. Since then, much has changed; but the characters, as enduring as they are endearing, stay in our hearts. Appealing to the inner-teenager in each of us, the story, and more impor...
  • Picture for Steely Dane

    Steely Dane

    Five Flags Center in Dubuque (41.04 mi)11 Oct 2026
    The event will take place at Five Flags Center in Dubuque.
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    MANIA: The ABBA Tribute

    Five Flags Center in Dubuque (41.04 mi)11 Oct 2026
    The event will take place at Five Flags Center in Dubuque.
  • Picture for Swan Lake - Symphony of Lights

    Swan Lake - Symphony of Lights

    Five Flags Center in Dubuque (41.04 mi)16 Oct 2026
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  • Picture for 90s Country Gold Series: Pam Tillis

    90s Country Gold Series: Pam Tillis

    Five Flags Center in Dubuque (41.04 mi)18 Oct 2026
    This event is a part of the 90's Country Gold series. Tickets for the individual concerts will go on sale Friday, March 6th at 10:00am. The 90's Country Gold Series includes artists Kathy Mattea - Saturday, June 20th at 7:30pm Collin Raye - Saturday,...
  • Picture for Nurse Blake: But Did You Die? Comedy Tour

    Nurse Blake: But Did You Die? Comedy Tour

    Five Flags Center in Dubuque (41.04 mi)11 Nov 2026
    The event will take place at Five Flags Center in Dubuque.
  • Picture for Rock & Roots Series: John McEuen & The Circle Band

    Rock & Roots Series: John McEuen & The Circle Band

    Five Flags Center in Dubuque (41.04 mi)22 Nov 2026
    Attend all 3 concerts in the Rock & Roots concert series and receive 25% off tickets. Tickets for the individual concerts will go on sale Friday, May 1st at 10:00am. The Rock & Roots Concert Series includes artists Appalachian Road Show - July 10 at ...
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    Vienna Boys' Choir: Christmas in Vienna

    Five Flags Center in Dubuque (41.04 mi)26 Nov 2026
    The illustrious group of child musicians has been delighting music lovers across the globe for six centuries with their purity of tone, distinctive charm and popular repertoire. The enormously popular chorus is composed of four touring choirs that ha...

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