The 4 Best Road Trip Itineraries for a Long Weekend

With the possibility of a quick escape from the daily bustle, hustle, and grind of life to explore new destinations and work and the promise of a long weekend can be an exciting prospect, there is so much fun to embrace and unforgettable memories to create. So what better way to make the most of a long weekend than by embarking on a memorable road trip adventure? 

It doesn’t matter whether you’re a seasoned road tripper or a first-time explorer, these road trip itineraries outlined here will help you make the most of your long weekend and make you wish it never comes to head. I’m sorry, I think your Monday is going to hit so hard this time around with these itineraries waiting to be explored. 

From California’s stunning Pacific Coast Highway to Virginia’s scenic Blue Ridge Parkway, we’ve scoured the country for the best road trip routes that offer a perfect mix of adventure, relaxation, and discovery. So sit back, buckle up, and get ready to hit the road with our handpicked list of the best road trip itineraries for a long weekend!

Factors to Consider When Planning a Road Trip for a Long Weekend

To know how to plan your road trip itineraries, there are certain factors to be into consideration. Some of these factors include distance, driving time, budget, accommodation, and several others.

Distance and Driving Time

When planning a road trip, it’s important to factor in the distance and driving time, especially for a long weekend where time is limited. Consider how much time you’re willing to spend on the road each day, and plan your route accordingly. If you’re driving long distances, make sure to take breaks and switch drivers to avoid exhaustion and stay safe on the road.

Accommodation Options

Depending on your budget and personal preferences, you may want to consider different types of accommodation options for your road trip, such as camping, staying in motels or hotels, or renting an RV. Research and book accommodations in advance to ensure availability, and consider the location and proximity to the attractions you want to visit.

Budget and Expenses

It’s important to set a realistic budget for your road trip and factor in expenses such as gas, food, accommodation, and activities. Look for ways to save money, such as bringing your own food and drinks or using discount codes and coupons for attractions and accommodations.

Weather and Seasonal Considerations

Depending on the time of year and your destination, weather and seasonal factors can play a significant role in your road trip experience. Research the climate and weather patterns of your destination, and plan accordingly with appropriate clothing and gear.

Points of Interest and Attractions

Research the points of interest and attractions in the areas you’re planning to visit and make a list of the ones that are most important to you. Consider how much time you want to spend at each attraction, and plan your itinerary around your top priorities.

Personal Preferences and Interests

Finally, consider your personal preferences and interests when planning a road trip. Are you looking for a relaxing trip or an adventure-packed journey? Do you prefer nature and outdoor activities, or museums and historical sites? Tailor your itinerary to your own unique preferences and interests to ensure a fulfilling and enjoyable road trip experience.

Road Trip Itinerary #1: Pacific Coast Highway, California

This itinerary takes you on a scenic road trip along the Pacific Coast Highway, one of the most iconic drives in the world, from San Francisco to Big Sur and back. You’ll get to experience stunning coastal views, charming towns, and beautiful parks and landmarks along the way.

Day 1: San Francisco to Santa Cruz

• Drive from San Francisco to Santa Cruz, a charming beach town known for its boardwalk, surf culture, and redwood forests.
• Stop at Half Moon Bay to take in the stunning views of the coastline and grab a bite to eat at one of the local restaurants or cafes.
• Visit the Mystery Spot, a gravity-defying attraction that has been mystifying visitors for decades.
• Enjoy the rest of the day exploring Santa Cruz’s beaches, shops, and restaurants.

Day 2: Santa Cruz to Monterey

• Drive from Santa Cruz to Monterey, a historic coastal town known for its waterfront, marine life, and charming shops and restaurants.
• Visit the Natural Bridges State Beach and the Monterey Bay Aquarium, one of the best aquariums in the world.
• Take a stroll along the Monterey Bay Coastal Trail and visit the famous 17-Mile Drive for stunning views of the coastline and landmarks.
• Enjoy dinner and drinks in downtown Monterey.

Day 3: Monterey to Big Sur

• Drive from Monterey to Big Sur, a rugged and picturesque coastline known for its stunning views of the Pacific Ocean and its giant redwoods.
• Stop at Point Lobos State Reserve, Bixby Bridge, and Pfeiffer Big Sur State Park for stunning views and hiking trails.
• Have lunch at Nepenthe and visit McWay Falls and Julia Pfeiffer Burns State Park for more stunning views and hikes.
• End the day stargazing under the clear skies of Big Sur.

Day 4: Big Sur to San Francisco

• Drive from Big Sur back to San Francisco, stopping at any missed spots or taking the time to visit any other attractions or points of interest.
• End the road trip by exploring more of San Francisco, such as Golden Gate Park, Fisherman’s Wharf, and the Golden Gate Bridge.

Highlights and Recommendations

When looking for routes with stunning views and to feel closer to nature, this road trip itinerary is one to jump on. Some of the few highlights and recommendations I have for you include:

• The Pacific Coast Highway drive is an iconic and must-do road trip for anyone visiting California.
• Be prepared for a lot of driving and winding roads, so take breaks when needed and make sure to have enough gas.
• Make sure to plan your accommodations in advance, as they can fill up quickly during peak season.
• Bring layers of clothing, as the weather can change quickly along the coast.
• Take the time to stop at any viewpoints or attractions along the way, as there are many hidden gems and stunning vistas to be discovered.
• Make sure to try the local seafood and wine, as the Central Coast is known for its fresh and delicious cuisine.

Road Trip Itinerary #2: Blue Ridge Parkway, Virginia/North Carolina

For this second itinerary, this road trip takes you through the scenic Blue Ridge Parkway, a 469-mile drive that winds through the Appalachian Mountains and offers stunning views of the forests, valleys, and peaks. Starting in Virginia and ending in North Carolina, this itinerary includes stops at Shenandoah National Park, Asheville, and Great Smoky Mountains National Park.

Day 1: Shenandoah National Park

• Start the day by driving to Shenandoah National Park in Virginia, where you’ll find stunning views of the Blue Ridge Mountains, hiking trails, and scenic drives.
• Stop at Skyline Drive for incredible vistas and photo opportunities, and take a hike to Dark Hollow Falls or Old Rag Mountain for more adventure.
• End the day with a picnic at one of the many scenic overlooks or enjoy a dinner in one of the nearby towns.

Day 2: Asheville, North Carolina

• Drive to Asheville, North Carolina, a vibrant city known for its arts and culture, music scene, and outdoor activities.
• Visit the Biltmore Estate, a stunning historic mansion, and gardens, and explore the Asheville River Arts District for local art and crafts.
• Take a hike in the nearby Blue Ridge Mountains, and enjoy dinner and drinks in downtown Asheville, which offers a variety of culinary options.

Day 3: Great Smoky Mountains National Park

• Drive to Great Smoky Mountains National Park, which spans across the border of Tennessee and North Carolina, and offers stunning views of the Appalachian Mountains, waterfalls, and wildlife.
• Take a hike to Clingmans Dome, the highest point in the park, or to Laurel Falls, one of the most popular waterfalls in the park.
• Visit the historic buildings and museums in the park to learn about the area’s history and culture.
• End the day by stargazing under the clear skies of the park.

Day 4: Back to Shenandoah National Park

• Drive back to Shenandoah National Park, stopping at any missed spots or taking the time to visit any other attractions or points of interest.
• End the road trip by exploring more of the park or the nearby towns, such as Luray or Front Royal.

Highlights and recommendations:

• The Blue Ridge Parkway offers stunning views of the Appalachian Mountains and is a must-do road trip for anyone visiting Virginia and North Carolina.
• Be prepared for a lot of driving and winding roads, so take breaks when needed and make sure to have enough gas.
• Make sure to plan your accommodations in advance, as they can fill up quickly during peak season.
• Bring layers of clothing, as the weather can change quickly in the mountains.
• Take the time to stop at any viewpoints or attractions along the way, as there are many hidden gems and stunning vistas to be discovered.
• Make sure to try the local cuisine and drinks, as the area is known for its barbecue, craft beer, and wine.

Road Trip Itinerary #3: The Great River Road, Minnesota/Wisconsin

If you’re looking for a scenic drive that takes you along the mighty Mississippi River, then the Great River Road is the perfect road trip itinerary for you. This route covers a total of 3,000 miles, from Minnesota to Louisiana, but for this itinerary, we’ll focus on the Minnesota and Wisconsin stretch.

Day 1: Red Wing to Winona

• Start your journey in the charming town of Red Wing, Minnesota, known for its historic pottery and beautiful bluffs. 
• From there, head south on Highway 61, also known as the Great River Road, and enjoy the stunning views of the Mississippi River. 
• Make a stop at Lake Pepin, the largest lake on the Mississippi River.
• Continue to the city of Winona, where you can visit the Minnesota Marine Art Museum.

Day 2: La Crosse to Prairie du Chien

• On the second day, head south to La Crosse, Wisconsin, a vibrant city with a rich history and plenty of outdoor activities. 
• Take a stroll through Riverside Park, explore the Dahl Auto Museum, or hike the Grandad Bluff for a breathtaking view of the city. 
• Continue your journey to Prairie du Chien, a small town on the banks of the Mississippi, and visit the Villa Louis, a beautifully restored 19th-century estate.

Day 3: Dubuque to Galena

• On day three, cross the border to Iowa and head to Dubuque, a city that has been called the “Masterpiece on the Mississippi.” Dubuque is home to several museums, historic sites, and outdoor attractions. 
• Take a ride on the Fenelon Place Elevator, a 3-minute ride that offers a spectacular view of the city, or visit the National Mississippi River Museum and Aquarium. 
• After exploring Dubuque, move south to the town of Galena in Illinois, where you can take a stroll through the historic downtown or visit the Ulysses S. Grant Home State Historic Site.

Day 4: Back to Red Wing

• On the final day of your road trip, make your way back to Red Wing, stopping at any of the towns or attractions that you might have missed on the way down. 
• If you have time, visit the Frontenac State Park, which offers stunning views of the Mississippi River Valley.

Highlights and Recommendations

The Great River Road is a beautiful and relaxing road trip itinerary that offers plenty of opportunities for adventure and exploration making it one of the best road trip itineraries for a long weekend. Whether you’re interested in history, nature, or just a scenic drive, this route is sure to delight and inspire you. So here are some recommendations for you:

• Take your time to explore the small towns along the Great River Road, as each one has its own unique charm and history.
• Take advantage of the stunning views of the Mississippi River from the many overlooks and scenic viewpoints along the way.
• Visit the National Eagle Center in Wabasha, Minnesota, to learn about these majestic birds of prey and even see some up close.
• If you’re a fan of Mark Twain, stop by the Mark Twain Boyhood Home and Museum in Hannibal, Missouri, to learn more about his life and work.
• Try the local cuisine, such as the Wisconsin cheese curds, the Minnesota walleye, or the Illinois corn on the cob.

Road Trip Itinerary #4: Olympic Peninsula Loop, Washington

If you’re looking for a road trip that takes you through some of the most beautiful scenery in the Pacific Northwest, the Olympic Peninsula Loop is an excellent option. This itinerary takes you through the rugged coastline, dense forests, and snow-capped peaks of Olympic National Park.

Day 1: Seattle to Port Angeles

• The first day of this road trip takes you from Seattle to the town of Port Angeles, which is the gateway to Olympic National Park. 
• The drive takes about 2.5 hours, and along the way, you can stop at the Dungeness Spit and the Dungeness National Wildlife Refuge for some great hiking and birdwatching.

Day 2: Olympic National Park

• On the second day, you’ll explore Olympic National Park. This is a massive park that covers over 1,400 square miles, so you’ll have to choose your activities carefully. 
• Some must-see attractions include Hurricane Ridge, Lake Crescent, and the Hoh Rainforest. 
• You could also go for a dip in the Sol Duc Hot Springs, or take a stroll along the stunning coastline.

Day 3: Forks and La Push

• The third day of the road trip takes you to the small town of Forks, which was made famous by the Twilight book and movie series. 
• Even if you’re not a fan of the book, the town is worth a visit for its charming Main Street and nearby beaches. 
• From Forks, you can also explore the nearby town of La Push, which is known for its stunning beaches and sea stacks.

Day 4: Back to Seattle

• On the last day of the road trip, you’ll make your way back to Seattle. 
• On the way, you can stop at the historic town of Port Townsend or take a detour to the scenic city of Poulsbo, which has a strong Norwegian heritage and a charming downtown.

Highlights and Recommendations

Here are some of the things I would recommend you take into consideration for these road trip itineraries:

• Olympic National Park is a highlight of this road trip, and there are endless hiking trails and scenic drives to explore.
• La Push and its nearby beaches are some of the most stunning in the Pacific Northwest, so take the time to explore them.
• Forks is a fun and quirky town to visit, especially if you’re a fan of the Twilight series.
• Don’t miss the chance to soak in the Sol Duc Hot Springs, which are a great way to relax after a long day of hiking.

Tips for a Successful Long Weekend Road Trip

When it comes to planning a successful long weekend road trip, there are a few key tips to keep in mind. Whether you’re a seasoned road-tripper or a first-time adventurer, these tips can help make your journey as smooth and enjoyable as possible.

Plan Ahead and Book in Advance

To avoid any last-minute stress, it’s always a good idea to plan your route and book your accommodation in advance. This also includes planning some of the things to do on the long car ride as you make your way around these places, including road trip games, and getting your road trip songs added to your playlist for the best time of your life.

This will not only save you time and money but also ensure you have a place to stay at each destination. Be sure to research the area you’ll be visiting, including any local events or festivals that may affect your plans. Don’t forget to plan the kind of accommodation you would like, you may want to try out some unique road trips accommodations like camping and tree houses on your way.

Pack Light and Smart

One of the most important things to keep in mind when packing for a long weekend road trip is to bring all your road trip essentials but pack light and smart. Know the kind of clothes best suitable for road trips and pack accordingly. You can use this ultimate printable travel packing list and travel packing tips to stay light and well-packed. Think about what you’ll actually need on the trip and pack accordingly. Be sure to bring comfortable clothing and shoes, snacks and water, and any other essentials you might need. Don’t forget to check the weather forecast and pack accordingly.

Stay Flexible and Open-minded

Although it’s essential to have a plan, it’s also important to stay flexible and open-minded during your road trip. Allow for some spontaneity and take the time to explore unexpected detours or scenic routes. Sometimes the best moments on a road trip happen when you least expect them.

Take Breaks and Stay Safe on the Road

It’s important to take breaks and stay safe on the road during your long weekend road trip. Be sure to take regular breaks to stretch your legs, grab a snack or drink, and use the restroom. Make sure to stay alert while driving and follow all traffic laws. Don’t drive while drowsy or under the influence. Follow some of these tips on how to stay safe and avoid getting lost on a road trip, and don’t forget to pack your road trip emergency kit for yourself and your car to stay safe.

Embrace the Journey and Enjoy the Moment

Finally, don’t forget to embrace the journey and enjoy the moment. Road trips are a great way to experience new places and create lasting memories. Take the time to appreciate the scenery, try local food, and connect with the people you meet along the way. Remember that the destination is just one part of the journey, so enjoy every moment.

Conclusion

The four fantastic routes covered here are by far the best road trip itineraries for a long weekend that are sure to make for an unforgettable adventure.

So here is a recap, I started with the Pacific Coast Highway in California, a stunning drive along the coast that includes stops in Santa Cruz, Monterey, and Big Sur. I then ventured over to the Blue Ridge Parkway in Virginia and North Carolina, which includes scenic drives through Shenandoah National Park and Great Smoky Mountains National Park. Next up was The Great River Road in Minnesota and Wisconsin, featuring picturesque towns and breathtaking river views. And finally, I explored the Olympic Peninsula Loop in Washington, where the beauty of Olympic National Park and the rugged coastline of Forks and La Push was discovered.

No matter which itinerary you choose, the key to a successful long weekend road trip is to plan ahead, pack smart, stay flexible, and take breaks to stay safe on the road. And most importantly, don’t forget to embrace the journey and enjoy the moment. Also, it doesn’t matter whether there are kids in tow on these trips, when you have the basic knowledge of how to travel with children, these road trip itineraries are sure to be enjoyed by all. don’t worry about getting lost, you can navigate these routes with road trip apps and tools for navigation like Google Maps.

I’d love to hear from our readers so don’t hesitate to drop your comments and some of the best road trip itineraries you have up your sleeves for us to go through and plan to embark on the adventure. Have you been on a memorable road trip recently? What tips and recommendations do you have for others planning a long weekend road trip? Let us know in the comments below.