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Thrifty Tips, Wisconsin
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October 25, 2020

7 insanely cheap Things to Do in Milwaukee This Fall

Two woman in a corn maze

Planning a fall weekend getaway? We picked our top seven activities to do in Milwaukee, Wisconsin. Let us know if there is anything else you would add! For Milwaukee natives, have you visited any of these fall spots this year? 

Grab a Festive Drink at Camp Spooky Bar 

A bar decorated as a spooky Halloween theme

If you are familiar with Milwaukee bars, then you will be no stranger to the Camp Bar family. Earlier in 2020, Camp Bar extended into their third bar extension called Deer Camp “Spooky Camp Bar”. You guessed it, this popup bar is fully embracing Spooky season with its themed decor and festive drinks.

On the menu, they have a fun selection of Spooktails from their Haunted Hopper, to their Berry Scary Punch. They currently do not have outdoor seating, but grab your Halloween themed mask and enjoy the spectacle. 

Take a Drive Through Holy Hill 

Holy Hill church in Milwaukee, Wisconsin

One of the best things to do in fall, is to take in the sights of the changing leaves. We are fortunate in the Midwest to be able to experience the beauty (and the curse) of the changing of the seasons. If you are looking for the best Fall view in Milwaukee, you have to check out Holy Hill. Holy Hill is a beautiful Roman Catholic Church located on a hilltop, just 30 miles outside of the city.

There is an observation deck where you can take in a birds-eye view of the sites at 192 ft high. It’s a bit of a hike (123 steps to be exact), but the view is completely worth it. Trees in shades of orange, yellow, red, and brown. Or you can hop in your car and take a drive through Holy Hill. Put on some good tunes and soak in the mood. 

Watch a football game in the deer District

A packer fan at a beer garden

The cool thing about the Deer District is that it can be enjoyed no matter what time of year it is. We especially like it in the fall, because it’s football season!

The Jumbo Screen outside makes it the dream spot for cheering on the Packers (or in Wunmi’s case, the Vikings….). There is plenty of outdoor seating for you and friends to hang out.

They have a Beer Garden where they offer local and seasonal beers from popular Wisconsin breweries. On the colder days, try out one of the many bars surrounding the Deer District, like Uncle Buck’s, that have outdoor decks in view of the Jumbo Screen. 

Enjoy a Casual Friday Night With A Fish Fry 

Fried fish with a side of tartar sauce and half a lime

One of the most distinctive traditions in Milwaukee (in all of Wisconsin!) is the Friday fish fry special. Local restaurants will dedicate their Friday menu to different “Fish Fry” options and sometimes will limit that to truly only Friday. That means expect long wait time for your favorite fish fry in town. BUT! Expect the best comfort meal on a chill, crisp fall night.

Here are just five of our favorite Fish Fry restaurants in the surrounding Milwaukee area, all with their own special Midwest charm and style.

“$” is the most affordable with “$$$” being more expensive.

  1. Swinging Door Exchange is located in the heart of downtown Milwaukee with an old-time saloon vibe. Choose between Icelandic cod, lake perch or shrimp with a side of potato pancakes or classic french fries. The fish fry is breaded in cornmeal that doesn’t leave your hands greasy or stomach feeling BLEH. “$$”
  2. County Clare is an Irish inn and pub. If you want to feel like you’re in Ireland enjoying an Irish comfort meal, this is your Milwaukee fish fry spot. They even have airline & hotel packages available to book Ireland tours! “$$$”
  3. Lakefront Brewery is located on the Milwaukee River. While you wait for your fish fry, enjoy a beer while listening to the live band play polka music. And, if you’re lucky, people will be polka dancing! Make sure to make time for the $10 brewery tour, too! “$$”
  4. Maxie’s is located 10 minutes west of downtown Milwaukee. This southern restaurant will leave you feeling like you’re in New Orleans enjoying a fresh haddock fish fry or order the catfish to spice up your Friday night. “$$$”
  5. Old German Beer Hall is just what it sounds like…it’s a replica of the original Munich beer hall with a hearty Bavarian food menu. Doesn’t get more German than this in Wisconsin! “$”

Celebrate Oktoberfest at the Many Breweries

Two women enjoying beer inside a brewery

Wisconsin is rich in German heritage so naturally, Oktoberfest celebrations and festivities are always in order at the countless breweries every September. Even if you’re not celebrating Oktoberfest, these are the top five breweries you must visit and tour while in Milwaukee, Wisconsin (in addition to the Lakefront Brewery mentioned above!)

  1. MKE Brewing Co. the Weekend at Louie is one of our favorite beer on the menu but what we love most about this brewery is the rooftop overlooking part of the city.
  2. Lakefront Brewery order a beer and a side of fried cheesecurds and head out to the outdoor patio where it overlooks the Milwaukee River. Take in the crisp fall air. 
  3. Hacienda Beer Co. this isn’t your traditional brewery. It has a modern twist to it, and Hacienda is always experimenting with new ales, lagers and mixed ferments. 
  4. City Lights Brewing Co. an iconic building with a rustic vibe inside and a spacious outdoor patio.   
  5. Lost Valley this last one is for non-beer drinkers! It is not a brewery, but it is a fun taproom and cider bar. Lost Valley offers cider flights, cider cocktails, sangria and wine. 

Visit the Autumn Harvest Fest at Elegant Farmer 

Asian girl on hayride at apple orchard

This is a “farm kitchen bakery, deli and market” located 30 miles SW of Milwaukee. It’s known for having the best pie in America, and we can confirm the apple pie is definitely worth the trip! More specifically, get the apple crumble! What makes it special is that it’s baked in a brown paper bag…that’s the signature style.

Every fall, Elegant Farmer hosts the Autumn Harvest Festival. Admission and parking are free! You just pay for the activities. There’s apple picking, pumpkin patches, train, pony and hayrides, corn maze and outdoor laser tag. 

Grab a Drink and Bite to Eat at Zocalo Food Truck Park 

A food truck park in Milwaukee

Located in Walker’s Point, Milwaukee, this food truck park offers six different vendors to choose from and of course, a bar! There is plenty of outdoor seating available, but there is also covered seating for those rainy days. Check the website ahead of time, and you may be able to catch a fun (free) event there. 

Still can’t get enough of fall in the Midwest? Check out the 7 Minnesota Apple Orchards You Need to Visit!

TAGS:Apple Orchardapple pickingMilwaukeeThings to do in MilwaukeeWisconsin
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1 Comment
  • Nathalie
    October 28, 2020

    These sound like so much fun! Would love to do them

    Reply

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Wunmi & Sophia

Wunmi & Sophia

Hi! We are the faces behind Thrifty With a Compass. We are best friends who love seeing the world and the faces that come along with it! Budget travel is our jam.

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Learning how to ski in your 30s is a little different than when the Olympians start at age 3 😅

I learned the hard way…with a few wipeouts and plenty of bruises. I may not be the next Eileen Gu, but I can absolutely excel at après-ski. 💁🏻‍♀️

A little over 4 hours from the Twin Cities, @bigpowderhornmtn in the UP was a great place to start. I took a lesson, made my way down a few green runs (or tumbled down), and honestly had a great time.

So where do Minnesotans think the best beginner hills are around here?

@lutsenmountains? @aftonalps? @buckhill? Somewhere else we should try before the season ends?

#skitrip #midwestlife #skilesson #uppermichigan
thriftywithacompass
thriftywithacompass
•
Follow
Learning how to ski in your 30s is a little different than when the Olympians start at age 3 😅 I learned the hard way…with a few wipeouts and plenty of bruises. I may not be the next Eileen Gu, but I can absolutely excel at après-ski. 💁🏻‍♀️ A little over 4 hours from the Twin Cities, @bigpowderhornmtn in the UP was a great place to start. I took a lesson, made my way down a few green runs (or tumbled down), and honestly had a great time. So where do Minnesotans think the best beginner hills are around here? @lutsenmountains? @aftonalps? @buckhill? Somewhere else we should try before the season ends? #skitrip #midwestlife #skilesson #uppermichigan
13 hours ago
View on Instagram |
1/4
Have you tried this new group activity in the North Loop yet?? 

📍Fowling Warehouse opened up not too long ago and it’s such a fun + unique activity that you and your friends will love! 

It’s a blend between football and bowling 😆 so you split into teams and work together to hit the opponents pins down with the football. 

They have 21 lanes (**not 30 oops) and a full bar - perfect for a team outing or a group hang! We had a blast and couldn’t stop laughing 🤭. 

Think you’ll give it a try?

#visitminneapolis #mnbloggers #indooractivities #minnesotatravel
thriftywithacompass
thriftywithacompass
•
Follow
Have you tried this new group activity in the North Loop yet?? 📍Fowling Warehouse opened up not too long ago and it’s such a fun + unique activity that you and your friends will love! It’s a blend between football and bowling 😆 so you split into teams and work together to hit the opponents pins down with the football. They have 21 lanes (**not 30 oops) and a full bar - perfect for a team outing or a group hang! We had a blast and couldn’t stop laughing 🤭. Think you’ll give it a try? #visitminneapolis #mnbloggers #indooractivities #minnesotatravel
2 days ago
View on Instagram |
2/4
February showed up with its own mix of weight and warmth.

We made space for celebration where we could—culture, community, friendship, and love in all its forms—while staying present in what’s happening around us.

Holding both is complicated, but that’s where we are…🤍

#minneapoliscommunity #minnesotastrong #februaryrecap #monthoflove
February showed up with its own mix of weight and warmth.

We made space for celebration where we could—culture, community, friendship, and love in all its forms—while staying present in what’s happening around us.

Holding both is complicated, but that’s where we are…🤍

#minneapoliscommunity #minnesotastrong #februaryrecap #monthoflove
February showed up with its own mix of weight and warmth.

We made space for celebration where we could—culture, community, friendship, and love in all its forms—while staying present in what’s happening around us.

Holding both is complicated, but that’s where we are…🤍

#minneapoliscommunity #minnesotastrong #februaryrecap #monthoflove
February showed up with its own mix of weight and warmth.

We made space for celebration where we could—culture, community, friendship, and love in all its forms—while staying present in what’s happening around us.

Holding both is complicated, but that’s where we are…🤍

#minneapoliscommunity #minnesotastrong #februaryrecap #monthoflove
February showed up with its own mix of weight and warmth.

We made space for celebration where we could—culture, community, friendship, and love in all its forms—while staying present in what’s happening around us.

Holding both is complicated, but that’s where we are…🤍

#minneapoliscommunity #minnesotastrong #februaryrecap #monthoflove
February showed up with its own mix of weight and warmth.

We made space for celebration where we could—culture, community, friendship, and love in all its forms—while staying present in what’s happening around us.

Holding both is complicated, but that’s where we are…🤍

#minneapoliscommunity #minnesotastrong #februaryrecap #monthoflove
thriftywithacompass
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•
Follow
February showed up with its own mix of weight and warmth. We made space for celebration where we could—culture, community, friendship, and love in all its forms—while staying present in what’s happening around us. Holding both is complicated, but that’s where we are…🤍 #minneapoliscommunity #minnesotastrong #februaryrecap #monthoflove
5 days ago
View on Instagram |
3/4
Back for part 2! Ya’ll had such great recommendations in the comments from our first post that we had to check some of them out for ourselves! 

Here is our part 2 list of Minnesota Black Owned businesses we think you should check out. 

Same challenge as last time. Save or screenshot this post. See how many of these black owned businesses you can visit or support before the end of the year! 

#mnblackowned #blackhistorymonth #exploremn #visitminneapolis
Back for part 2! Ya’ll had such great recommendations in the comments from our first post that we had to check some of them out for ourselves! 

Here is our part 2 list of Minnesota Black Owned businesses we think you should check out. 

Same challenge as last time. Save or screenshot this post. See how many of these black owned businesses you can visit or support before the end of the year! 

#mnblackowned #blackhistorymonth #exploremn #visitminneapolis
Back for part 2! Ya’ll had such great recommendations in the comments from our first post that we had to check some of them out for ourselves! 

Here is our part 2 list of Minnesota Black Owned businesses we think you should check out. 

Same challenge as last time. Save or screenshot this post. See how many of these black owned businesses you can visit or support before the end of the year! 

#mnblackowned #blackhistorymonth #exploremn #visitminneapolis
Back for part 2! Ya’ll had such great recommendations in the comments from our first post that we had to check some of them out for ourselves! 

Here is our part 2 list of Minnesota Black Owned businesses we think you should check out. 

Same challenge as last time. Save or screenshot this post. See how many of these black owned businesses you can visit or support before the end of the year! 

#mnblackowned #blackhistorymonth #exploremn #visitminneapolis
thriftywithacompass
thriftywithacompass
•
Follow
Back for part 2! Ya’ll had such great recommendations in the comments from our first post that we had to check some of them out for ourselves! Here is our part 2 list of Minnesota Black Owned businesses we think you should check out. Same challenge as last time. Save or screenshot this post. See how many of these black owned businesses you can visit or support before the end of the year! #mnblackowned #blackhistorymonth #exploremn #visitminneapolis
1 week ago
View on Instagram |
4/4
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Learning how to ski in your 30s is a little different than when the Olympians start at age 3 😅

I learned the hard way…with a few wipeouts and plenty of bruises. I may not be the next Eileen Gu, but I can absolutely excel at après-ski. 💁🏻‍♀️

A little over 4 hours from the Twin Cities, @bigpowderhornmtn in the UP was a great place to start. I took a lesson, made my way down a few green runs (or tumbled down), and honestly had a great time.

So where do Minnesotans think the best beginner hills are around here?

@lutsenmountains? @aftonalps? @buckhill? Somewhere else we should try before the season ends?

#skitrip #midwestlife #skilesson #uppermichigan
thriftywithacompass
thriftywithacompass
•
Follow
Learning how to ski in your 30s is a little different than when the Olympians start at age 3 😅 I learned the hard way…with a few wipeouts and plenty of bruises. I may not be the next Eileen Gu, but I can absolutely excel at après-ski. 💁🏻‍♀️ A little over 4 hours from the Twin Cities, @bigpowderhornmtn in the UP was a great place to start. I took a lesson, made my way down a few green runs (or tumbled down), and honestly had a great time. So where do Minnesotans think the best beginner hills are around here? @lutsenmountains? @aftonalps? @buckhill? Somewhere else we should try before the season ends? #skitrip #midwestlife #skilesson #uppermichigan
13 hours ago
View on Instagram |
1/6
Have you tried this new group activity in the North Loop yet?? 

📍Fowling Warehouse opened up not too long ago and it’s such a fun + unique activity that you and your friends will love! 

It’s a blend between football and bowling 😆 so you split into teams and work together to hit the opponents pins down with the football. 

They have 21 lanes (**not 30 oops) and a full bar - perfect for a team outing or a group hang! We had a blast and couldn’t stop laughing 🤭. 

Think you’ll give it a try?

#visitminneapolis #mnbloggers #indooractivities #minnesotatravel
thriftywithacompass
thriftywithacompass
•
Follow
Have you tried this new group activity in the North Loop yet?? 📍Fowling Warehouse opened up not too long ago and it’s such a fun + unique activity that you and your friends will love! It’s a blend between football and bowling 😆 so you split into teams and work together to hit the opponents pins down with the football. They have 21 lanes (**not 30 oops) and a full bar - perfect for a team outing or a group hang! We had a blast and couldn’t stop laughing 🤭. Think you’ll give it a try? #visitminneapolis #mnbloggers #indooractivities #minnesotatravel
2 days ago
View on Instagram |
2/6
February showed up with its own mix of weight and warmth.

We made space for celebration where we could—culture, community, friendship, and love in all its forms—while staying present in what’s happening around us.

Holding both is complicated, but that’s where we are…🤍

#minneapoliscommunity #minnesotastrong #februaryrecap #monthoflove
February showed up with its own mix of weight and warmth.

We made space for celebration where we could—culture, community, friendship, and love in all its forms—while staying present in what’s happening around us.

Holding both is complicated, but that’s where we are…🤍

#minneapoliscommunity #minnesotastrong #februaryrecap #monthoflove
February showed up with its own mix of weight and warmth.

We made space for celebration where we could—culture, community, friendship, and love in all its forms—while staying present in what’s happening around us.

Holding both is complicated, but that’s where we are…🤍

#minneapoliscommunity #minnesotastrong #februaryrecap #monthoflove
February showed up with its own mix of weight and warmth.

We made space for celebration where we could—culture, community, friendship, and love in all its forms—while staying present in what’s happening around us.

Holding both is complicated, but that’s where we are…🤍

#minneapoliscommunity #minnesotastrong #februaryrecap #monthoflove
February showed up with its own mix of weight and warmth.

We made space for celebration where we could—culture, community, friendship, and love in all its forms—while staying present in what’s happening around us.

Holding both is complicated, but that’s where we are…🤍

#minneapoliscommunity #minnesotastrong #februaryrecap #monthoflove
February showed up with its own mix of weight and warmth.

We made space for celebration where we could—culture, community, friendship, and love in all its forms—while staying present in what’s happening around us.

Holding both is complicated, but that’s where we are…🤍

#minneapoliscommunity #minnesotastrong #februaryrecap #monthoflove
thriftywithacompass
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•
Follow
February showed up with its own mix of weight and warmth. We made space for celebration where we could—culture, community, friendship, and love in all its forms—while staying present in what’s happening around us. Holding both is complicated, but that’s where we are…🤍 #minneapoliscommunity #minnesotastrong #februaryrecap #monthoflove
5 days ago
View on Instagram |
3/6
Back for part 2! Ya’ll had such great recommendations in the comments from our first post that we had to check some of them out for ourselves! 

Here is our part 2 list of Minnesota Black Owned businesses we think you should check out. 

Same challenge as last time. Save or screenshot this post. See how many of these black owned businesses you can visit or support before the end of the year! 

#mnblackowned #blackhistorymonth #exploremn #visitminneapolis
Back for part 2! Ya’ll had such great recommendations in the comments from our first post that we had to check some of them out for ourselves! 

Here is our part 2 list of Minnesota Black Owned businesses we think you should check out. 

Same challenge as last time. Save or screenshot this post. See how many of these black owned businesses you can visit or support before the end of the year! 

#mnblackowned #blackhistorymonth #exploremn #visitminneapolis
Back for part 2! Ya’ll had such great recommendations in the comments from our first post that we had to check some of them out for ourselves! 

Here is our part 2 list of Minnesota Black Owned businesses we think you should check out. 

Same challenge as last time. Save or screenshot this post. See how many of these black owned businesses you can visit or support before the end of the year! 

#mnblackowned #blackhistorymonth #exploremn #visitminneapolis
Back for part 2! Ya’ll had such great recommendations in the comments from our first post that we had to check some of them out for ourselves! 

Here is our part 2 list of Minnesota Black Owned businesses we think you should check out. 

Same challenge as last time. Save or screenshot this post. See how many of these black owned businesses you can visit or support before the end of the year! 

#mnblackowned #blackhistorymonth #exploremn #visitminneapolis
thriftywithacompass
thriftywithacompass
•
Follow
Back for part 2! Ya’ll had such great recommendations in the comments from our first post that we had to check some of them out for ourselves! Here is our part 2 list of Minnesota Black Owned businesses we think you should check out. Same challenge as last time. Save or screenshot this post. See how many of these black owned businesses you can visit or support before the end of the year! #mnblackowned #blackhistorymonth #exploremn #visitminneapolis
1 week ago
View on Instagram |
4/6
We’re on a mission to find the coziest local cafe in the Twin Cities, and @momocafemn might be up there.

We love when a place feels like it was built with intention. This one comes from a Tibetan immigrant wanting to create a warm, inviting space around coffee, matcha, and community. You can just feel that when you walk in.

Tibetan artwork, unique matcha latte blends, comforting dumplings, and a space that makes you want to stay longer than planned.

What’s a cozy cafe you always come back to?

#supportlocalmn #cozycoffee #neminneapolis #mplscoffee
thriftywithacompass
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•
Follow
We’re on a mission to find the coziest local cafe in the Twin Cities, and @momocafemn might be up there. We love when a place feels like it was built with intention. This one comes from a Tibetan immigrant wanting to create a warm, inviting space around coffee, matcha, and community. You can just feel that when you walk in. Tibetan artwork, unique matcha latte blends, comforting dumplings, and a space that makes you want to stay longer than planned. What’s a cozy cafe you always come back to? #supportlocalmn #cozycoffee #neminneapolis #mplscoffee
1 week ago
View on Instagram |
5/6
Only 4.5 hours from MSP to paradise. 🌴

If you’re looking for a tropical babymoon that doesn’t require a 12-hour travel day, Grand Cayman is the move!! A quick direct flight from MSP for fresh seafood, crystal clear beaches, and early bedtimes 🥰

Why it’s Babymoon-Friendly:
✨Zero Jet Lag: Little to no time zone change from MN depending on when you go. 
✨Quite Accessible: The island is small, fairly walkable, and very safe.
✨Perfect Pace: It’s built for early nights, with most of the excitement happening during the day. 
✨Easy Flight: With both Delta and Sun Country offering direct flights, you can get there in 4.5 hrs.

What to Do:
✔️Seven Mile Beach
✔️Snorkeling
✔️Catamarán Sail 
✔️Swim with Stingrays 
✔️Botanical Gardens 
✔️Crystal Caves 

Keeping it 💯: Grand Caymans is not a thrifty destination! We used hotel points and airline buddy passes to keep the costs down, but food and housing can get pretty pricey, so plan ahead! 3-4 nights is more than enough to experience this babymoon getaway. 

Let me know if you have any specific questions about where we stayed or excursions we booked! 

#grandcaymanislands #babymoon #msp #minneapolisbloggers
thriftywithacompass
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Only 4.5 hours from MSP to paradise. 🌴 If you’re looking for a tropical babymoon that doesn’t require a 12-hour travel day, Grand Cayman is the move!! A quick direct flight from MSP for fresh seafood, crystal clear beaches, and early bedtimes 🥰 Why it’s Babymoon-Friendly: ✨Zero Jet Lag: Little to no time zone change from MN depending on when you go. ✨Quite Accessible: The island is small, fairly walkable, and very safe. ✨Perfect Pace: It’s built for early nights, with most of the excitement happening during the day. ✨Easy Flight: With both Delta and Sun Country offering direct flights, you can get there in 4.5 hrs. What to Do: ✔️Seven Mile Beach ✔️Snorkeling ✔️Catamarán Sail ✔️Swim with Stingrays ✔️Botanical Gardens ✔️Crystal Caves Keeping it 💯: Grand Caymans is not a thrifty destination! We used hotel points and airline buddy passes to keep the costs down, but food and housing can get pretty pricey, so plan ahead! 3-4 nights is more than enough to experience this babymoon getaway. Let me know if you have any specific questions about where we stayed or excursions we booked! #grandcaymanislands #babymoon #msp #minneapolisbloggers
2 weeks ago
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6/6
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