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Jess & Herman

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Things To Do

Sunset Rock

Sunset Rock

Sunset Rock, 405 W Brow Rd, Lookout Mountain, TN 37350

This is a great short hike with beautiful views at the end. There is a small parking lot (~9 spots) with some street parking nearby. Be careful and make sure to follow signs to avoid any parking tickets. The views during sunset from this spot are stellar. This was one of the first "Chattanooga" favorites Herman took Jess too shortly after we started dating, and it's one of our favorite spots to frequent.

Point Park

Point Park

110 Point Park Road, Lookout Mountain, TN 37350

This park has a great view of the city. Admission is $10 dollars and we would say it's definitely worth it! There's a ton of space to walk around. You can get to the park by car, there's a ton of street parking. Or, you can take the Incline Railway (https://ridetheincline.com/) and walk over.

Oddstory Brewing Co: The Greenhouse Barrel + Taproom

Oddstory Brewing Co: The Greenhouse Barrel + Taproom

336 East Martin Luther King Boulevard, Chattanooga, TN 37403

This is one of our favorite breweries in town. There are two locations, both with great atmosphere and good food/drinks. Herman and Jess love to go to either location to play board games, meet up with friends, and eat good food (our favorite is the pretzel with cheese).

Rembrandt's Coffee House

Rembrandt's Coffee House

204 High Street, Chattanooga, TN 37403

This is a cute little coffee shop in the Bluff View Art District. They've got some good pastries (Jess loves the key lime pie tart). This is a good place to park if you want to check out the Walnut Street bridge or the Hunter Art Museum.

Walnut Street Bridge

Walnut Street Bridge

1 Walnut Street, Chattanooga, TN 37403

This is the classic Chattanooga pedestrian bridge. You can park near Coolidge Park or in the Bluff View Art District for easy access to the pedestrian bridge. Herman and Jess frequent this bridge quite a bit throughout the year. Grab a coffee or an ice cream and take a walk over the Tennessee River!

Raccoon Mountain Visitor Center

Raccoon Mountain Visitor Center

Tva Access Road, Chattanooga, TN 37419

This is a fun place to drive or walk. There's a road that takes you around the reservoir and has GREAT views of the mountains and water. Herman and Jess love to drive around this to clear our heads and get out of the city. This place feels very calm and picturesque!

Whiskey Thief

Whiskey Thief

102 Walnut Street, Chattanooga, TN 37403

This is a fun, upscale whiskey bar with a great view of the bridge. It's on the rooftop of the Edwin hotel. Fun fact - this is where Herman asked Chip for his blessing to marry Jess!

Wiseguy Lounge

Wiseguy Lounge

1208 King Street, Chattanooga, TN 37403

This is a speakeasy inside of Goodfella's Pizza. Goodfella's has decent pizza that you can get by the slice. Wiseguy is where Herman and Jess had their first date!

Giardino

Giardino

2503 Westside Drive, Chattanooga, TN 37404

This is a yummy Italian spot with great views. It's perfect for a date night! Herman's favorite is the chicken piccata.

For all the days along the way
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