Romantic Weekend Getaways in Illinois

Location:

Galena, IL

Highlights:

If you’re craving a romantic Illinois escape with breathtaking Mississippi River views, we highly recommend Goldmoor Inn. This one-of-a-kind bed and breakfast delivers old-world charm, luxurious touches, and cozy seclusion, making it the perfect destination for couples looking to unwind and reconnect.

We Recommend This For:

Couples, honeymooners, anniversary celebrants, and anyone seeking a private, romantic retreat with historic charm and modern comforts.

What we Love:

The beautifully decorated deluxe suites with fireplaces and whirlpool tubs, the intimate log cabins and country cottages with private porches and kitchens, the indulgent spa services, and the in-room gourmet breakfast that lets you savor a slow, cozy morning.

• Stay in one of 13 romantic deluxe suites, two charming log cabins, or three private country cottages, each thoughtfully appointed with hand-carved furniture, fireplaces, whirlpool tubs, and period details.
• Relax with a couples massage at the on-site spa, stroll the lush English rose garden, or cozy up after a day at the nearby Chestnut Mountain Ski Slopes or Galena’s boutique shops.
• Enjoy gourmet breakfast delivered to your room and explore local dining at spots like Sunset Grille or Frank O'Dowd's Irish Pub & Grill for a delightful evening out.

Address:

9001 W. Sand Hill Rd., Galena, IL
Phone: 808-255-3925

Location:

Lake Forest, IL

Highlights:

If you’re looking for a refined, old-world escape just outside Chicago, we warmly recommend The Deer Path Inn. This beautifully restored Tudor-style inn from 1929 blends English charm with modern luxuries, making it an ideal romantic or sophisticated getaway.

We Recommend This For:

Couples, history lovers, special occasion travelers, and anyone seeking an elegant stay with top-tier dining and garden charm near Chicago.

What we Love:

The posh rooms and suites with fireplaces and garden views, the historic character combined with modern amenities like free Wi-Fi, the elegant English garden, and the inn’s renowned restaurant serving international cuisine alongside its cozy, popular bar.

• Stay in beautifully appointed rooms or suites featuring hardwood floors, plush sitting areas, satellite TVs, and — in select suites — fireplaces for an extra touch of romance.
• Relax in the English garden, enjoy a workout at the gym, or sip a cocktail at the stylish bar after a day exploring Lake Forest College or Forest Park Beach nearby.
• Enjoy a complimentary breakfast each morning, dine in the elegant on-site restaurant, and explore local culinary gems like Sophia Steak Lake Forest or Egg Harbor Cafe.

Address:

255 E Illinois Rd, Lake Forest, IL 60045
Phone: 847-234-2280

Location:

Homewood, IL

Highlights:

If you’re after a romantic escape wrapped in historic charm, we’d absolutely recommend La Banque Hotel. Set inside a beautifully restored 1925 bank building, this boutique hotel blends timeless architecture with modern luxury for a truly unique getaway.

We Recommend This For:

Couples, history lovers, architecture enthusiasts, and anyone seeking a charming, elegant stay with French-inspired dining just outside Chicago.

What we Love:

The romantic rooms and suites with elegant details and all modern comforts, the on-site La Voute Bistro and Bar offering delectable French cuisine, and the unforgettable fitness center cleverly set inside the old bank vault.

• Stay in beautifully designed rooms and suites that honor the building’s historic charm while offering contemporary luxury.
• Relax over a delicious French-inspired meal at La Voute Bistro and Bar or explore the charming streets of Homewood just outside your door.
• Enjoy a workout with a story — the hotel’s fitness center is uniquely located in the original 1925 bank vault, adding a fun historical twist to your stay.

Address:

La Banque Hotel, 2034 Ridge Rd, Homewood, IL 60430
Phone: 708-798-6000

Location:

Glenview, IL

Highlights:

If you and your partner are golf lovers looking for a romantic North Shore escape, we can’t recommend The Glen Club enough. This boutique 21-room hotel sits right on one of the Chicago area’s finest golf courses, combining cozy accommodations with top-tier golf and dining.

We Recommend This For:

Couples who love golf, weekend escape seekers, and anyone wanting an elegant boutique hotel stay with easy access to Chicago attractions.

What we Love:

Spacious, well-appointed guest rooms, the fantastic Stay and Play golf packages, the delicious American cuisine at the onsite restaurant, and the privilege of accessing all the exclusive club facilities during your stay.

• Stay in beautifully designed boutique rooms that provide every comfort for a relaxing retreat after a day on the greens.
• Relax with a drink or meal at the club’s elegant restaurant, or unwind with a stroll through the beautifully landscaped grounds.
• Enjoy Stay and Play packages that let you experience top-tier golf at one of the region’s premier courses, making it a dream weekend for golf enthusiasts.

Address:

The Glen Club, 2901 West Lake Avenue, Glenview, IL 60026
Phone: 847-724-7272

Location:

Oak Park, Illinois (just a few blocks from the “L” train with quick access to Chicago)

Overview:

For a peaceful yet romantic Illinois escape, the Harvey House Bed and Breakfast offers a charming blend of historic charm and luxury. This intimate inn, set in the beautiful Oak Park neighborhood, is perfect for couples looking to relax in elegant surroundings with the convenience of nearby city attractions.

Accommodations:

The inn offers five uniquely designed romantic suites, including two penthouse options. Every room is filled with thoughtful details: from deluxe robes and hand-pressed sheets to private baths stocked with Aveda toiletries, towel warmers, and oversized tubs (in select rooms). Some suites feature fireplaces, antique furnishings, marble soaking tubs, kitchenettes, rain showers, stained glass windows, and 12-foot ceilings, creating an unforgettable romantic setting.

Amenities:

• Free Wi-Fi and cable TV with DVD players.
• Slippers, blow dryers, full-length mirrors, and central air conditioning.
• Refrigerators and irons in all rooms.

Breakfast:

Start your day with a delicious informal breakfast served in a warm, friendly atmosphere, featuring baked goods and hot entrees like French toast, pancakes, and egg cups.

Common Areas:

Guests can relax in the welcoming sitting area with a cozy fireplace, perfect for reading or enjoying a quiet evening together.

Why Visit:

If you’re seeking a romantic getaway near Chicago that combines luxurious touches, historical charm, and personal service, Harvey House Bed and Breakfast is a perfect choice.

Address:

107 South Scoville Ave., Oak Park, Illinois Phone: 708-848-6810 View on Map

Location:

Springfield, IL

Highlights:

Looking for a cozy, affordable getaway with vintage charm? The Inn at 835 in Springfield is the perfect blend of historic elegance and modern amenities, ideal for both romantic escapes and extended stays.

We Recommend This For:

Couples, history lovers, business travelers, and anyone seeking a charming yet affordable stay in Springfield.

What we Love:

Beautiful period furnishings, luxurious room amenities, and the perfect touch of romance with personalized options like champagne and flowers.

• Stay in one of 11 beautifully decorated guest rooms in the main building or choose a suite in the Bell House for more space and privacy.
• Relax in extended-stay suites with living rooms, kitchens, and extra rooms, perfect for longer visits.
• Indulge in made-to-order breakfast and unwind with evening wine.
• Customize your stay with special touches like turndown service, champagne, or a cheese and fruit platter for the ultimate romantic experience.

Address:

Inn at 835, 835 S. 2nd St., Springfield, IL
Phone: 217-523-4466

Location:

Galena, IL

Highlights:

Looking for a charming getaway near historic Galena? Cloran Mansion Bed & Breakfast offers a stunning blend of romantic ambiance, a beautiful venue for weddings, and cozy, pet-friendly accommodations.

We Recommend This For:

Couples, families, wedding parties, and travelers seeking a peaceful and scenic escape near Galena.

What we Love:

Historic charm, luxurious room amenities, and a relaxing atmosphere enhanced by beautiful gardens and an inviting library with snacks and beverages.

• Stay in one of the well-appointed rooms, many with fireplaces, whirlpool tubs, and sleeper sofas.
• Relax in the gardens or unwind in the library with a book, magazine, or DVD, complemented by fresh coffee, tea, and snacks.
• Savor a delicious, complimentary breakfast featuring fresh fruit, made-to-order eggs, and signature entrees like Belgian waffles or French toast.
• Indulge in personalized service that accommodates special diets with advance notice.

Address:

Cloran Mansion Bed & Breakfast, 1237 Franklin St., Galena, IL
Phone: 815-777-0583

Location:

Anna, IL

Highlights:

Located along the Shawnee Hills Wine Trail, The Davie School Inn offers the perfect base for exploring local wineries, with large suites that cater to both couples and families.

We Recommend This For:

Wine lovers, couples, families, and anyone looking for a relaxing stay with a touch of luxury and romance.

What we Love:

Spacious suites with spa tubs, personalized breakfast options served right in your room, and special romance packages for a memorable experience.

• Stay in one of eight suites or treat yourself to one of three luxury suites with spa tubs and king-size beds.
• Relax in suites equipped with Wi-Fi, fireplaces, and complimentary breakfast, perfect for winding down after a day of wine tasting.
• Indulge with a romantic package or an in-suite spa massage to enhance your getaway.
• Savor breakfast in your suite at a convenient table, with customizable options to suit your taste.

Address:

The Davie School Inn, 300 Freeman St., Anna, IL
Phone: 618-833-2377