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Chicago Vacation Packages For Couples

Weekend Getaways Near Me: Washington House Inn

Couples Getaway Hotel Chicago | Romantic Weekend Suites

The Washington House Inn in Cedarburg, Wisconsin, 110 miles north of Chicago, offers stylish accommodations, complimentary, afternoon complimentary wine and cheese social hour and free high speed internet access. Explore Cedarburg’s Main Street with more than 70 boutiques, shops selling sweets, and restaurants.

The town has several museums: the General Store Museum, Kuhefuss House Museum and the new Wisconsin Museum of Quilts and Fiber Arts.

Try the Deluxe Package with rates from $250. The package includes: Overnight lodging in any room, Evening social hour in our Gathering room, featuring local wines and cheeses, $100 Spa service certificate at one of the local spas and Deluxe continental breakfast in the Gathering Room or room service to your room.

W62 N573 Washington Ave, Cedarburg, WI 53012, 262-375-3550

Getaways From Chicago Illinois: The Steamboat House

The Steamboat House is a short block away from Main Street in Galena and offers easy access to shops, restaurants, wineries, and more.

There are five guestrooms with private baths, fireplaces, fine linens, LCD televisions, and DVD players. Room decorations vary with some featuring four-poster beds, original hardwood floors, sleigh beds, and private porches. Guests can enjoy the billiard room, library with games, books, and movies, wraparound front porch, screened garden gazebo, or cozy parlor.

There is wine every evening with hot beverages at night. In the morning, cocoa, tea, and coffee are delivered outside your door and a three-course breakfast is included. Guests can also add various packages that include in-room massages, birthday cake, wine, flowers, chocolate, and/or visits to local wineries. If you are looking for cheap weekend getaways from Chicago, rooms start at $115 per night.

605 S. Prospect St., Galena IL, 800-717-2317

Art Institute Of Chicago

If the secret of art is love, it stands to reason that an enchanting afternoon gazing at masterpieces of yore is a recipe for amorous affection.

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Titillate your turtle dove with the pure power and passion of artistic visionaries when you spend a day at the Art Institute of Chicago.

Gaze at such seminal works as Pablo Picassos The Old Guitarist and Grant Woods American Gothic and more modern pieces from pop-focused Roy Lichtenstein.

This acclaimed museum is consistently ranked as one of the worlds best and features over 300,000 works of art from across the centuries and around the world. So whether your tastes run classic to post-modern, the Art Institute of Chicago has something for everyone.

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Chicago’s Ultimate City Bike Tour

Pump those breaks, and pull on that helmet for an action-packed day of biking, sightseeing, and more on your Chicago’s Ultimate Bike Tour.

Athletically inclined partners will appreciate the dual combination of Chicagos most significant historic landmarks and locations married with physical activity.

Stretch out those hammies as you and your boo embark on a 2.5 hour, 6-mile ride of the Windy City, including stops at:

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Starved Rock State Park Illinois

Where to Stay in Chicago for Couples

Wander through towering trees to find waterfalls and wildlife at Starved Rock State Park. This park, located on the Illinois River, is situated about an hour and a half from Chicago, making it the perfect choice when you want to trade skyscrapers for the great outdoors for the weekend. In the spring, the waterfalls are especially active, thanks to heavy rains, and in the fall, the leaves turn beautiful shades of orange, red, and yellow. Stay within the state park at the Starved Rock Lodge, or opt to spend the night in nearby Ottawa, a charming little town with restaurants, shops, and more.

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Romantic Things To Do In Chicago: The Bristol

Located in Chicagos Bucktown Neighborhood, The Bristol is a relaxed, casual restaurant that has quickly become a staple for the citys foodies, gourmands, and gastronomes looking for creative and innovative fare. Spread over two floors, the upper level consists of a private dining space for special events while the eatery boasts stylish, contemporary décor and chic appeal. If you are looking for romantic date ideas in Chicago, this is a great place to try. An all-American menu featuring farm-to-table produce, fresh charcuterie, and handmade pasta is served by professional, friendly staff and an impressive wine list gives diners options from over two hundred vintners and beers from around the globe.

2152 N Damen Ave, Chicago, Illinois, Phone: 773-862-5555

Romantic Things To Do Near Me: The Alfred Caldwell Lily Pool

Also known as the Lincoln Park Lily Pool, the Alfred Caldwell Lily Pool is a National Historic Landmark located on Fullerton Parkway in Lincoln Park. Designed by Alfred Caldwell in 1936, the pool is an outstanding example of Prairie School landscape architecture and is now open to the public for viewing. Managed by the Lincoln Park Conservancy, the pool has curving walkways, winding stepping stone limestone pathways, and circular benches where visitors can sit and admire the scenic vistas. A shelter influenced by the organic architecture of Frank Lloyd Wright looks is built out over the pool, and the Fullerton Gateway, a uniquely styled entrance to the property, is another excellent example of Prairie School landscape design.

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Underground Donut Tour: Chicago’s First Donut Tour

Shower your sweetheart with some sugar when you book a delightfully delicious Underground Donut Tour: Chicago’s First Donut Tour.

Donuts are the way to anyones heart, and theres nothing sweeter than spending a day sampling the Windy Citys tastiest creations.

Cleanse your palate and prepare your tastebuds for a sugar rush as you spend 2 hours visiting Chicagos best donut purveyors. From chocolate sprinkled, to Boston cream, and jam-filled you can sample them all*.

Bring on the frosting, sprinkles, and creative fillings when you stop at:

**Vegan, gluten-free, and nut-free donut options are available.

Romantic Things To Do In Chicago: Chicago French Market

Romantic Getaway Suites | Chicago & Orland Park | Essence Suites Hotel

Whether you are a visitor to Chicago or a local foodie, Chicago French Market is one of the best spots for sampling the citys culinary delights. Lively, always crowded, and full of delicious aromas, Chicago French Market has more than 30 vendors who offer a huge range of fresh and prepared food. There are stalls with ingredients for cooking at home as well as a few more relaxed dine-in places and easy grab-and-go stalls. The market is open all day, every day, and whatever you are in the mood for, you will most likely find: Meatball subs, Belgian fries, lobster rolls, ceviche, empanadas, mac n cheese, French macarons, chocolate truffles, and much more. All these culinary delights are accompanied by live music, happy hour specials, and monthly special events.

131 North Clinton , Chicago, IL 60661, Phone: 312-575-0306

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Weekend Getaways Near Me: Timbercreek Bed & Breakfast

TimberCreek Bed & Breakfast is an upscale bed and breakfast in a building that was built specifically to appear like a barn. It is on a 25-acre property with a gate at the end of a picturesque winding lane surrounded by a stream and trees. The English Cottage décor spans the common areas and guest rooms with tile, brick, and hardwood floors, fireplaces, skylights, upscale furnishings, over-sized beds, artwork, and a whirlpool. Each guest room has its own bath and there is Wi-Fi throughout. A suite is handicapped accessible.

Guests can request access to hair dryers, irons, and laundry facilities. The Gathering Room is relaxing with floral couches, leather recliners, a stone fireplace, games, and magazines. The Breakfast Room hosts the morning breakfast and the Kitchen has tea and coffee. Rates start at $99 per night.

1559 E. State Route 9, Paxton IL, 217-379-2589

Chicago Architecture Foundation Tours

World-renowned for its incredible architecture, Chicago has a plethora of iconic skyscrapers, beautiful hotels, and celebrated homes designed by the globally acclaimed architect, Frank Lloyd Wright. For those who appreciate architecture or want to learn more, the Chicago Architecture Foundation runs a variety of docent-led tours to showcase these impressive works. Tours cover vast areas and major Chicago attractions, from downtown to various neighborhoods throughout the city.

Some of the most popular tours are the river cruise tours on the Chicagos First Lady. Voted Chicagos Best Tour by Chicago Reader, the River Cruise takes visitors on a journey through the architectural history of the city, from its humble beginnings as a small back-country outpost and subsequent growth into one of the worlds greatest modern cities. Tours last around 90 minutes and tour-goers get a good look at over 50 incredible buildings. If you want something a little different, you can go on one of the special cruises, including the Capture Chicago Photography Cruise, where you can get the perfect shot of some of Chicagos most iconic buildings and the Twilight River Cruise, where you can sip cocktails against the backdrop of the city skyline in the soft twilight.

111 E Wacker Dr, Chicago, IL 60601, Phone: 312-922-3432

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Stroll Through Some Parks

Chicago has a lot of green space and public park land and a lot of it is close to the lake shore.

If youre looking for a great place for a walk, head to Millennium Park and Grant Park. Here youll find the famous Cloud Gate sculpture , the Jay Pritzker Pavilion, Buckingham Fountain, and so much more.

If you have your walking shoes on, you can actually walk all the way from Millennium Park through Grant Park to Museum Campus.

Private Speakeasy Pub Crawl In Chicago With Local Historian

Chicago river kayaking

Shaken, not stirred! Perfect that cocktail shake and transport you and your dollface to a bygone era on your Private Speakeasy Pub Crawl in Chicago with Local Historian.

Enter a decade of bank robbers, bootlegging, and gangsters on this 3 hour 1920s Prohibition-themed tour.

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Your tour is led by your professional historian guide .

Your intimate group will traverse speakeasies, secret passages, and historic hotels. Meanwhile, you will learn the fascinating and deadly history of Chicago:

**Drinks are not included in the price of the tour

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Weekend Getaways From Chicago: Sevenoaks

If you are looking for romantic places to visit near Chicago, SevenOaks offers 9 adult-only luxuriously appointed cottage suites. The one-floor buildings have charming front porches, stone fireplaces, comfortable living rooms, and king-sized beds with luxury linens.

The garden has a soothing water feature, fire pit and comfortable lounging chairs. Just a short walk from downtown Lake Geneva, guests have easy access to a number of restaurants. Play a round of golf, visit a day spa, go biking, hiking or skiing in the winter. Rates start at $179 per night.

682 S. Wells Street, Lake Geneva, WI 53147, 262-248-4006

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Best Weekend Getaways From Chicago Illinois

Get away from Chicago, IL, for a weekend of swimming in indoor & outdoor pools, relaxing at a spa, skiing, a game of golf, boutique shopping and museums. Many nearby hotels, resorts and romantic inns offer affordable room rates and seasonal packages. Whether you are looking to relax on the beach, hike, bike, or go on a fun shopping trip, there is plenty to choose from. Weve included diverse day trips and weekend getaways from Chicago, Illinois for couples and families. Be sure to call the attractions and restaurants ahead of your visit to confirm current opening times.

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Everything You Need To Know About All

What are some of the benefits of booking an all-inclusive vacation?

From the moment you book your all-inclusive vacation package you can kick back knowing everything from your room to your cocktail choice is covered in your one-off fee. Indulge in a bounty of local and international foods, try new activities, and put away your purse on the ultimate stress-free vacation.

How can I find an all-inclusive vacation for adults only?

Use the all inclusive filter, then look for hotels listed as adults only. Many adults only resorts are also all-inclusive, like Excellence Punta Cana – Adults Only All Inclusive on a stretch of private soft sand, with a swim-up bar. Narrow your choice further by choosing amenities like gym or spa and discover places like the gorgeous Valentin Imperial Riviera Maya All Inclusive – Adults Only resort, which has a stunning spa on palm lined shores.

Are there all-inclusive vacation spots in the US?

Yes, enjoy a US all-inclusive vacation where no passport is needed. From ski resorts and city breaks to the beaches of Florida and islands of Hawaiifind your perfect vacation from an abundance of impressive all-inclusive packages in the USA.

What are some of the best destinations for cheap all-inclusive vacations?

Do all-inclusive vacations include airfare?

How can I find the best deals on all-inclusive vacations?

What are some of the best destinations for an all-inclusive Caribbean vacation?

Why should I book an all-inclusive package with Expedia?

Romantic Things To Do In Chicago: The Skydeck

5 Best Weekend Getaways from Chicago, Illinois | United States Weekend Trip

The Skydeck is located on the 103rd floor of the former Sears Tower and gives visitors heart-stopping views of four states. Glass-encased observation boxes provide uninterrupted 360-degree views while the Ledge, a glass balcony that extends 4.3 feet out from the Sky Deck, gives brave visitors unrivaled views quite literally over the city. Discover the history of the city and the Sky Deck by browsing the museum-quality exhibits and take in the theater presentation called Reaching For The Sky en route to the 103rd floor. Relax over a Chicago-style pizza and refreshing beverages at Willis Tower on the 99th floor once you are done.

Willis Tower, 233 S Wacker Dr, Chicago, Illinois, Phone: 877-759-3325

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The American Club Kohler

The American Club, Kohler is one of the most famous resorts near Chicago, offering two accommodation options: The American Club and the more affordable Inn on Woodlake. About two and a half hours from Chicago, this beautiful resort offers great outdoor activities in the summer, and pools and spa relaxation in the winter.

Look for couples, family and golf packages, including golf academy especially for women, golf specials, and more. The Kohler Waters Spa is a destination for the senses, featuring a glass enclosed rooftop deck with a whirlpool, fireplace and lounge. Try the newly renovated couples suite for a relaxing side-by-side massage and other treatments. Yoga on the Lake is a premier yoga studio offering 20 classes a week.

25 Best Weekend Getaways from Chicago, Illinois for Locals & Tourists Restaurants, HotelsBack to Top or Beautiful places near me, what to do, restaurants for breakfast, travel guide, nearest beach

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Weekend Getaways From Chicago: The Abbey Resort

The Abbey Resort is a full service getaway on 90 scenic acres near the Fontana harbor, offering 334 deluxe guestrooms, 13 spacious suites and 13 villas. The 35,000-square-foot Avani Spa offers massages, facials, wraps, aromatherapy and saunas on your weekend trip.

Resort facilities include a fitness center, aerobic studio, indoor and outdoor swimming pools, a disk golf course, and a games arcade for kids. Dining options range from casual cafes to gourmet restaurants, including 240 West, Café Latte, the Waterfront Restaurant Bar & Grill, Bar West and Porto. Weekend activities include watersports, bike rides, golf, walking and jogging around the lake. If you are looking for affordable resorts near Chicago, rooms start at $89 per night.

269 Fontana Blvd, Fontana-On-Geneva Lake, WI 53125

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Our Best Prices In Vacation Packages To Chicago

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    Venture On A Romantic Vacation In Costa Rica

    Chicago: Navy Pier High Speed Boat Ride From Virgin Experience Gifts

    A romantic vacation to Costa Rica offers plenty of opportunities for you and your partner to create an unforgettable experience. You can visit a national park to see the iconic scarlet macaws, and you can visit a theater to see a live performance. Of course, the waterfall near San Jose is a sight to behold, while San Jose itself is home to several delicious eateries.

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