Best & Cheap Romantic Getaways in Galena, IL

Compare romantic getaways, From $30/night

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Best & Cheap Romantic Getaways in Galena, IL: Top Deals

Cozy-Chic Escape Private Deck and Resort Perks
House
Cozy-Chic Escape Private Deck and Resort Perks
This House is a cozy-chic escape with private deck and resort perks located near popular restaurants, activities, and trails. Popular nearby restaurants include The Copper Kettle Restaurant & Bar, Los Compadres Mexican Restaurant, and Huckleberry's Pizza Parlor. Popular activities in the area include skiing at Sundown Mountain Ski Resort, horseback riding at Hidden Acres Riding Stables, and golfing at Galena Golf Club. Popular trails nearby include Apple River Canyon State Park Trail, Jo Daviess County Conservation Trails, and Mississippi Palisades State Park Trail.
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$156 /night
Studio 1105 in Longhollow Point Inn
Hotel · 4 Guests · 1 Bedroom
Studio 1105 in Longhollow Point Inn
4.8 (4 reviews)
This Hotel is located at Longhollow Point Inn, and it can sleep 4 people. Nearby popular restaurants include The Old Feed Mill, The Great Dane Pub & Brewing Co., and The Nitty Gritty. Activities such as fishing at Lake Wisconsin, hiking the Baraboo Hills Trail, and visiting Devil's Lake State Park are all nearby.
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$165 /night*
Chestnut Mountain Resort
Resort
Chestnut Mountain Resort
3.9 (190 reviews)
Located near Galena, Illinois, Chestnut Mountain Resort offers exciting outdoor activities and nearby popular restaurants. Guests can enjoy skiing, snowboarding, zip lining and biking on the resort's trails, as well as a variety of dining options such as Cliffhanger Restaurant & Bar, The Copper Grill, and Stone House Pub & Eatery. Pets are not allowed at this resort.
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$109 /night
Over look the valley
Guest Suite · 2 Guests · 4 Bedrooms
Over look the valley
5.0 (54 reviews)
This Guest Suite is a great spot for travelers to get away and enjoy nature. It offers guests an incredible view of the valley below, and is located near popular restaurants such as The Cheese Factory and Little Switzerland, activities like skiing at Chestnut Mountain Resort and golfing at Apple River Country Club, and trails like Big Hill Park Trail and White Pine Trail.
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$394 /night*
This Exquisite Home Has It All! Hot Tub, Fire Pit, Pool Table, wifi, 6 HDTVs
Guest Suite · 10 Guests · 4 Bedrooms
This Exquisite Home Has It All! Hot Tub, Fire Pit, Pool Table, wifi, 6 HDTVs
5.0 (49 reviews)
This Exquisite Home Has It All! This luxurious guest suite is located in a prime spot with plenty of activities and restaurants nearby. Popular local attractions include the Newell's Park, The Mineshaft Restaurant & Pub, and the Great River Trail. Guests can enjoy a relaxing evening around the fire pit or take an invigorating dip in the hot tub. With 6 HDTVs, wifi, and a pool table, this guest suite provides all the comforts of home for up to 10 people. Pets are not allowed.
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$562 /night*
Country Inn & Suites by Radisson, Galena, IL
Hotel
Country Inn & Suites by Radisson, Galena, IL
This Country Inn & Suites by Radisson in Galena, IL is a pet-friendly hotel that offers its guests a convenient and comfortable stay. Popular restaurants near this hotel include the Fried Green Tomatoes Restaurant, the Galena Brewing Company, and the Irish Cottage Boutique Hotel & Restaurant. Other nearby attractions include Chestnut Mountain Resort, Lake Galena, and Horseshoe Mound Nature Preserve. There are also many trails for hiking, biking, and horseback riding that offer stunning views of the surrounding area.
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$114.4 /night
The Galena Log Home, Galena IL
Guest Suite · 12 Guests · 5 Bedrooms
The Galena Log Home, Galena IL
4.9 (16 reviews)
This Galena Log Home is a luxurious and spacious vacation rental located in the heart of Galena, IL. It can comfortably accommodate up to 12 people and pets are not allowed. Popular restaurants near the home include Fried Green Tomatoes, The Irish Cottage Boutique Hotel Restaurant & Pub, and Galena Brewing Co. Other popular activities nearby include Eagle Ridge Resort & Spa, Chestnut Mountain Resort, and Apple River Canyon State Park. Nature lovers will enjoy exploring the hiking trails at Galena River Trail, Kettle Moraine State Forest, and Mississippi Palisades State Park.
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$936 /night*
Sweet Retreat With Hot Tub, Ping Pong & Fire Pit
Guest Suite · 10 Guests · 4 Bedrooms
Sweet Retreat With Hot Tub, Ping Pong & Fire Pit
4.9 (26 reviews)
This Guest Suite is a perfect getaway destination for up to 10 people. Located in the heart of Wisconsin, it offers many amenities such as a hot tub, ping pong table and fire pit. Nearby popular restaurants include The Great Dane Pub & Brewing Co., Pasqual's Cantina and The Green Owl Café. Outdoor activities nearby include canoeing down the Baraboo River, biking at Devil's Lake State Park and hiking the Ice Age Trail.
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$496 /night*
Wooded Escape: Hot tub/pool table/fireplace
Guest Suite · 10 Guests · 4 Bedrooms
Wooded Escape: Hot tub/pool table/fireplace
4.8 (22 reviews)
This Wooded Escape Guest Suite is the perfect getaway for your family or group of friends, located near numerous popular restaurants, activities, and trails. Popular nearby restaurants include The Freighthouse Restaurant & Pub, Backpocket Brewing, and Southside Barbeque. For outdoor recreation, guests can explore the Sugar River State Trail, the Indianford Lock & Dam, and the Badger Prairie County Park. This suite can sleep up to 10 people and does not allow pets.
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$701 /night*
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Which Price Range Is Considered As A Good Deal in Galena, IL Area?
Vacation House & Townhome Rental Price Information in Galena, IL
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The graph shows the percentages of vacation homes in each price bucket. Galena has the largest percentage (19.65%) of homes in $150 - $200 price range.
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How Many Rental Accommodations Are Pets Friendly in Galena, IL?
Percentage of Pet Friendly Rental Properties in Galena, IL
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22.07% of vacation homes in Galena are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
What are the best romantic restaurants in Galena, IL?
Romantic Restaurants in Galena, IL
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Galena, IL offers plenty of unique and cozy restaurants that make it a great destination for couples. From Italian to Mexican cuisines, there is something for everyone. Here are some of the top picks for couples looking for a romantic evening out.

  • The Grape Escape Wine Bar & Bistro: This charming bistro features a wide range of wines and cocktails alongside tasty entrees like steak, seafood and pasta dishes. The warm atmosphere and attentive service make it an ideal spot for couples.
  • Fritz and Frites: A popular choice for couples, this restaurant serves classic French dishes such as escargot, mussels, steak frites, and all sorts of delicious desserts. Plus, its quaint decor adds a touch of romance to the experience.
  • One Eleven Main: This intimate eatery serves up modern American cuisine with a Mediterranean twist. Couples can enjoy a variety of small plates, from charcuterie boards to grilled cheese sandwiches, along with an extensive wine list.
What are the most romantic activities in Galena, IL?
Romantic Activities in Galena, IL
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Galena, IL has plenty of romantic activities for couples looking for a special getaway. From scenic cruises to winery tours, these experiences will create lasting memories for any couple.

  • Riverboat Cruise: Take a romantic cruise down the Mississippi River on a riverboat. Enjoy stunning views of the Illinois shoreline while sipping on drinks and listening to live music. It's the perfect way to spend time with your loved one.
  • Winery Tour: Explore the nearby wineries and sample some of the finest wines in the area. Spend time learning about the different varietals and even pick up a bottle or two for later. It's a great way to spend a day with your partner.
  • Horse-Drawn Carriage Ride: Experience the beauty of Galena by taking a horse-drawn carriage ride through the historic downtown district. Admire the beautiful architecture and scenery while snuggling up close to your sweetheart. It's sure to be a memorable experience.
What Are The Must-Visit Places in Galena, IL?
Top Rated Places to Visit in Galena, IL
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How Many Airports in Galena, IL?
Top Airports in Galena, IL
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1 airport(s) close to Galena are:

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