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Skyscrapers, Swing, & Soirees: A Chic Chicago Labor Day Experience

Chicago, IllinoisUnited States

4 Days / 3 Nights
for Member Pricing

Skyscrapers, Swing, & Soirees: A Chic Chicago Labor Day Experience

Signature DreamTrip

Experience Chicago's highlights with DreamTrips this Labor Day: indulge in Palmer House Hilton luxury, explore with Big Bus Tours, conquer the TILT, and unwind with jazz and dinner at Andy's. Book by June 15th.

About Your Trip

Get ready for a captivating journey on this Adults Only DreamTrip as we take you on an all-encompassing Chicago adventure. Start your trip with a warm welcome reception at the Palmer House Hilton, featuring two complimentary drinks and a selection of scrumptious appetizers. Each morning, relish a delicious breakfast at the Palmer House to fuel your daily explorations.

Venture out into the city with a premium two-day hop-on, hop-off pass from Big Bus Tours, allowing you to discover Chicago's top attractions at your own pace. Don't miss the group experience at the iconic 94th floor of the John Hancock Tower, where you'll experience the adrenaline-pumping TILT, an exhilarating attraction that tilts you outward over 1,000 feet above the Magnificent Mile.

Wrap up your memorable trip with a group farewell dinner at the renowned Andy's Jazz Club. Indulge in a sumptuous four-course meal accompanied by the soulful sounds of live jazz entertainment. It's the perfect way to celebrate your unforgettable Chicago experience.

What we love:

  • Palmer House Hilton for its timeless elegance and impeccable service. Steeped in history and boasting a central location, this hotel offers a perfect blend of comfort, convenience, and luxury.
  • 360 Chicago’s TILT experience at the iconic John Hancock Tower for its one-of-a-kind, jaw-dropping perspective of the city skyline and Lake Michigan. It's a must-do for thrill-seekers and skyline enthusiasts alike.
  • Andy's Jazz Club for its cozy ambiance, delectable cuisine, and world-class jazz performances, truly capturing the spirit of Chicago's vibrant nightlife.

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What's Included

Your DreamTrip includes 4 days and 3 nights in Chicago, IL at the Palmer House Hilton, as well as:

  • Welcome reception on Day 1 (7-8 p.m.) at Lockwood Lobby Bar. Includes 2 cocktails and appetizers.
  • Breakfast at the Palmer House Lockwood Restaurant on Days 2, 3, & 4.
  • 2-Day Premium Big Bus Tours hop-on, hop-off pass to explore all that Chicago has to offer.
  • Group experience at the John Hancock Tower on 360 Chicago’s exciting attraction TILT’s Sip, TILT, & View. Includes r/t transportation, gratuities, TILT experience and a cocktail.
  • Group Farewell Dinner at Andy’s Jazz. Includes r/t transportation, taxes, gratuities, a 4-course dinner and live Jazz entertainment.
  •  A host, whose goal is to ensure you have a great DreamTrips experience from landing to liftoff — they host a welcome reception on arrival day, attend scheduled activities throughout the trip, notify the group of itinerary updates and more. (Please note: A host will be provided only on trips with bookings of 10 or more adults.)
  • A convenient “Know Before You Go” guide, with details of your trip and other helpful travel information. (Please note: This guide will be emailed to you within a week of your travel start date.)

*The minimum age to consume alcohol is 21 years. Age is determined at the time of travel with valid, government-issued ID.


Transportation

The closest commercial airports to the hotel are:

  • Midway International (MDW), approximately 9 miles (14.4 km) away.
  • Chicago O’Hare International (ORD), approximately 18 miles (28.9 km) away.

Airfare is not included in the trip price.

Airport transfers are not included in this trip. Make sure to arrange your own transfers between the airport and your hotel. Taxi or shuttle service is recommended.



 
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Itinerary

Day 1

  • Check into hotel by 4p.m.
  • 12-5p.m.: Welcome Table in lobby.
  • 7-8p.m.: Group Welcome Reception at Lockwood Lobby Bar. Includes 2 cocktails and appetizers.
  • Enjoy the rest of your evening at your leisure.

Day 2

  • 6:30 -11 a.m.: breakfast at Lockwood Restaurant
  • 8a.m. pickup at hotel for group experience at Chicago 360’s TILT Experience atop the John Hancock Tower. The experience will last about 1.5 hours and you are free to use your 2-Day Premium Big Bus hop-on, hop-off pass to explore Chicago, or you can take the shuttle back to the Palmer House Hilton.
  • Enjoy the rest of your evening at your leisure and use your 2-Day Premium Big Bus Tours hop-on, hop-off pass to explore the Windy City.

Day 3

  • 6:30-11a.m.: breakfast at Lockwood Restaurant
  • Enjoy the day at your leisure and use your 2-Day Premium Big Bus Tours hop-on, hop-off pass to explore the Windy City.
  • 7-10:30p.m.: Be ready for pickup in the hotel lobby promptly at 7p.m. for the Group Dinner at Andy’s Jazz. You will enjoy live Jazz entertainment and a delicious 4-course dinner.

Day 4

  • 6:30-11a.m.: breakfast at Lockwood Restaurant
  • Checkout by 11a.m.

Itinerary subject to change.


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Hotel Details

The story of downtown Chicago’s Palmer House Hilton is one of romance and undeniable charm.

Potter Palmer was a Chicago business magnate—well-known for a variety of endeavors, including his significant role in the development of downtown Chicago’s iconic State Street.

Bertha Honoré Palmer, 23 years Potter’s junior, was a wealthy socialite who also had a drive to learn and succeed.

An introduction by Potter’s former business partner, Marshall Field, sparked a romance—and eventual engagement—between Potter and Bertha that led to perhaps one of the most extravagant wedding gifts of all time – Palmer House. It was a grand Chicago Hotel—one destined to take its place among the most luxurious hotels in Chicago and beyond.

However, only 13 days after its grand opening, the Palmer House fell victim to the Great Chicago Fire. But that didn’t deter Potter. Determined to rebuild his hotel, Potter secured a $1.7 million loan–negotiated on his signature alone. On November 8, 1873, the new Palmer House welcomed its first guests, marking the opening of what would become the nation’s longest continually operating hotel.

The Brushstrokes of Bertha

Shortly after befriending Claude Monet in France, Bertha Palmer began decorating the Palmer House with paintings and other pieces inspired by her French heritage. She eventually accumulated the largest collection of impressionist art outside of France. The Palmer House was bedecked with garnet-draped chandeliers, Louis Comfort Tiffany masterpieces, and a breath-taking ceiling fresco by French painter Louis Pierre Rigal. The fresco was described by columnist George Will as “a wonderful protest of romance against the everydayness of life.”

A House of Stars

By the turn of the century, the Palmer House had become Chicago’s liveliest social center, hosting a long list of prominent figures—including those ranging from U.S. presidents to Charles Dickens to Oscar Wilde.

In 1933, the Empire Dining Room of Palmer House was converted into an entertainment epicentre and supper club. It hosted legendary entertainers, including Frank Sinatra, Judy Garland, Ella Fitzgerald, Harry Belafonte, Louis Armstrong, and Liberace.

The Never-ending Legend

In recent years the historic Chicago hotel, Palmer House has undergone a $170 million renovation to ensure that it includes all of the conveniences and comforts our 21st century guests expect while also preserving our significant history.

Clearly “the Chicago hotel the world knows best” has positioned itself for the next era in downtown Chicago accommodations–and the next generation of Palmer House Hilton with a hip and historic outlook.

Palmer House, a Hilton Hotel is a member of Historic Hotels of America®, the official program of the National Trust for Historic Preservation for recognizing and celebrating the finest historic hotels across America

HOTEL FEATURES

AT A GLANCE

  • The birthplace of the Brownie
  • $7M renovation complete
  • Along the bus route to McCormick Place Convention Center
  • 1,641 inviting guest rooms, including 177 Executive rooms and 53 suites − 11 of which are Presidential in style
  • Over 130,000sq.ft. of meeting space with a 16,909sq.ft. Exhibit Hall and 77 breakout rooms
  • 3 ballrooms accommodating up to 1,653 people
  • Lockwood Restuarant and Lobby Bar offers simple plates of high taste quality accented by delightful cocktails and evening entertainment
  • Potter’s Chicago Burger Bar offers signature burgers and craft selection, while Lockwood Express is the ideal gourmet market featuring Lavazza
  • The Spa at Palmer House offer rejuvenating services and treatment options
  • Magic Parlour performance by Dennis Watkins, the in-house Magician for over 10 years.

THE SPA AT PALMER HOUSE

The Spa at Palmer House is where luxury meets the latest trends in skin and beauty.  This 8,000 square foot wellness oasis is located on the 5th floor of Chicago’s historic Palmer House, a Hilton Hotel.  Pamper yourself, plan a romantic couples escape or reserve the entire spa as the perfect venue for an indulgent and elegant group event.

  • The Spa at Palmer House combines all aspects of modern spa and salon to create a full service menu with both classic and trending services.
  • Start your journey and treatments at The Spa at Palmer House and complement your experience with 24-hour access to the fitness center located on the 8th floor.
  • To book a treatment call +1-312-422-1336 or reserve online

Click the following links for more information about The Spa at Palmer House:  

BUSINESS CENTER

Stay productive with our self-service Business Center offering complimentary computer use as well as complimentary high speed internet access, copying and faxing service.

EAT AND DRINK

LOCKWOOD BAR & RESTAURANT

The menu at Lockwood features local, seasonally inspired American cuisine. Simple dishes are prepared with fresh herbs and vegetables. Private event space can also be arranged for intimate gatherings.

Enjoy curated cocktails and shared plates.  Raise a glass to the Sesquicentennial Celebration at Palmer House, a Hilton Hotel as you toast under a canvas of 21 Greek Mythological frescos lit by the warm glow of Louis Comfort Tiffany Winged Angel candelabras. An awe-inspiring living, breathing piece of history fully restored to its original beauty with careful attention to the intricate details, down to the most of important matters, a perfectly prepared cocktail.

  • Located in the Lobby
  • Open Daily
  • Food | 11:00am – 10:00pm
  • Libations | 11:00am – 11:00pm

POTTER’S CHICAGO BURGER BAR

Named after the Palmer House founder, Potter Palmer, the menu showcases burgers topped with a flavor profile of high taste ingredients. Gather with a group of friends, settle into one of the leather sofas, and enjoy an evening of great conversation over seasonal cocktails. Potter’s Chicago Burger Bar is located on the lobby level.

  • Open for Service Thursday through Saturday
  • Cocktails:3 pm-11 pm
  • Dining: 4pm-10pm

LOCKWOOD EXPRESS

The perfect spot located just off of the lobby to pick up on-the-go favorites. Enjoy a cup of freshly brewed Lavazza coffee, tea and chilled drinks along with savory breakfast sandwiches or house made pastries and parfaits. The world-famous Brownie is also available here.

  • Lockwood Express will offer additional daily breakfast options throughout the month of January.
  • Lobby Level
  • Open daily | 6:00am – 10:00pm

PARKING

For your convenience overnight self-parking is offered at 55 East Monroe Street (across from hotel) and overnight Valet Parking is available at the Monroe Street entrance. The garage can be accessed from either Monroe Street (east bound traffic) or Adams Street (west bound traffic).

Overnight guests can charge parking to their guest room for payment at check-out.  Simply present your parking or valet ticket to a Guest Service Agent for validation prior to departure. For non-overnight guests, please note that parking must be paid in the 55 East Monroe Street lobby level prior to entering your car to exit the facility.

  • Self-Parking at 55 East Monroe Street – $52.00 per car, per night with no in/out privileges.
  • Valet Parking with unlimited in and out privileges is available at the Monroe Street entrance of the hotel – $75.00 per car, per night. Attendant will issue a valet ticket upon arrival. Overnight guests can charge parking to their guest room for payment.

To retrieve your vehicle, call Valet at extension 5172 or ask the operator to connect you and present your valet ticket number, or simply present your valet ticket to the attendant at the Monroe Street entrance.

HEALTH CLUB & POOL

Make a splash at our new $2.2MM indoor, heated pool.  Located in the Fitness Center on the 8th floor of the hotel, use of the pool is complimentary to registered hotel guests.  Take a refreshing dip or relax poolside, either way let the stress of the day float away…

Pool Hours: Daily, 5:30am – 9:00pm

Enjoy a personalized workout regime in our 10,000 square foot Fitness Center facility on three interconnected levels including:

  • State of the Art Preva™ by Pre-Cor® cardiovascular equipment
  • Signature series resistance training circuit
  • Strength training equipment
  • Free weights including bench press, smith machine and dumbbells
  • Adjustable Cable Crossover with TRX training system
  • 5am-10pm gym access, pool hours are 5:30 am – 9:00 pm
  • Eucalyptus Steam Room (currently unavailable)
  • Locker Rooms supplied with a complete list of amenities
  • Indoor, heated, recreational swimming pool
  • New Year, New You – Peloton Pedal for Hilton Honors Points program

Located on the 8th Floor of the Palmer House Hilton, our Fitness Center is equipped with everything you need to stay in shape on the road. Featuring Precor® Cardiovascular and Strength Training Equipment including:

  • 7 Precor treadmills
  • 7 Precor elliptical
  • 2 Precor AMT Elliptical
  • 2 Precor upright bikes
  • 3 Precor recumbent bikes
  • 1 Concept rowing ergometer
  • Precor single station strength machines
  • Olympic bench press
  • Precor Smith machine
  • Barbells and Dumbbells up to 100#
  • Multiuse Cable Station
  • TRX, suspension training straps

Additional amenities include

  • Classroom equipped with Yoga and exercise mats
  • Dumbbells
  • Resistance bands
  • Medicine and stability balls
  • Physio balls
  • Air disc
  • Kettle bells
  • Battle rope
  • Group Fitness Classes

**Fitness classes are currently suspended**

Gym Hours: Daily, 5a.m. – 10p.m.

STANDARD ROOM

  • 1 king bed or 2 double beds.
  • Maximum occupancy 2 people in a King Room or 4 people in a Double Room.
  • 250 thread count sheets
  • 27-inch TV
  • Hairdryer
  • Iron
  • Iron/ironing board
  • Bathroom amenities
  • Rollaway bed
  • Connecting rooms
  • Air conditioning
  • Black-Out Curtains
  • Bolster Pillow
  • Clock Radio w/ MP3 Connection
  • Connecting rooms
  • Hilton Eat Right Menu
  • Hilton Serenity Bed
  • Hilton Serenity CollectionTM
  • Lever Door Handles
  • On-Demand Movies
  • On-Demand Video Games
  • Thermostat (adjustable)
  • TV-Cable
  • TV-Pay per view
  • Work Desk with Adjustable Lamp
  • Workstation
  • 24 Hour Housekeeping
  • Bathroom amenities
  • Convenient Electrical Outlets
  • Desk Level Electric Plugs
  • Desk Level HSIA Connection
  • Hairdryer
  • High Speed Internet Access
  • Iron/ironing board
  • Newspaper M-F (USA Today)
  • PrinterOn Remote Printing
  • Remote-Controlled Television
  • Rollaway bed (limited and for a fee)
  • Self Laundry Available
  • Telephone - Auto Wakeup
  • Telephone - Two Lines
  • Telephone - Two Phones
  • Telephone - Voice Mail
  • Telephone - with Dataport
  • Telephone-with Speaker phone
  • Two Phones with Dataport
  • Two Phones with Speaker
  • Two Phones with Voicemail
  • Alarms - Audible
  • Automatic Door Closer
  • Double Locking Doors
  • Electronic Locks
  • Electronic Smoke Detector
  • Glowing Light Switches
  • Safe
  • Secondary Locking Device
  • Visual Strobe/Hearing Impaired

Check-in: 3 p.m.

Check-out: 11a.m.

Minimum check-in age is 21

Palmer House Hilton

17 East Monroe Street

Chicago, IL 60603, United States


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Additional Information

We highly recommend purchasing travel insurance to protect your travel investment in case of unexpected cancellation. Travel can be unpredictable and country restrictions change regularly. Please understand that the cancellation policies listed in the Terms and Conditions will apply, and you are highly encouraged to purchase travel protection for your trip.

To get the best possible coverage, check out travel insurance soon after booking your trip. Some coverage plans may be time sensitive.  Reminder: If you are unable to obtain the required identification and other travel documentation, the Cancellation Policy for this DreamTrip will apply.

Please note:

  • At the time of booking, you will see a page with your order number and trip cost. This is your confirmation. Please retain and bring this information with you on your trip.
  • This DreamTrip experience requires a minimum number of travelers. If this DreamTrip is canceled because the minimum isn’t met, you will be offered a different date/experience or a full refund.
  • Gratuities are not included. We suggest providing gratuities at your own discretion.
  • This trip is for travelers 21 years and older.

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Terms and Conditions

Travel is unpredictable and country restrictions due to COVID-19 change regularly; please understand that the policies below apply and you are encouraged to purchase travel protection.

Cancellation Policy*: If you cancel 46 days or more before the start date of your trip, you will get a refund less a fee of up to US$100. If you cancel within 45 days of the start date of your trip, your trip will not be refunded. All fees are applicable on a per-person basis. 

*This cancellation policy is subject to rules and regulations in applicable jurisdictions in which our travel supplier is based. In the event of conflict between the cancellation policy displayed here and cancellation terms in supplier booking terms, the more restrictive of the two terms will prevail.

Name Change Policies: Name changes are not permitted for the DreamTrips Member(s) who booked this trip and are only allowed for people who are traveling with said booking member. Name changes must be done no later than May 2 and are subject to a fee of up to US$50. Name changes after this date are not allowed.

Transfer Policies: Booking transfers from one member to another member are not allowed on this trip.

Please note: 

  • The price shown above is subject to change based on promotional pricing availability, room type(s) booked, taxes, etc.
  • Pricing shown is for each person and is based on 2 adults per room.
  • Members can’t combine DreamTrips Points. Your membership level determines the maximum amount of DreamTrips Points you can use.
  • Hotel/resort credits and/or discounts cannot be converted to cash, and any not used during your stay will expire immediately upon your departure. Member is responsible for paying any taxes that may be added to items purchased with hotel/resort credit.
  • In the unfortunate event that an activity or excursion is no longer available, we will substitute a similar activity of equal or greater value.
  • Make sure that your passport and visa, if applicable, are up to date before you leave! It’s important to double check that you have all the identification and other documentation required by the specific country you’re traveling to. In many countries, passports and visas must be valid for 6 months or longer after the trip end date. If you are unable to obtain the required identification and other documentation, the Cancellation Policy for this DreamTrip will apply.
  • Each individual, including each child, who is coming along with you on your DreamTrip is required to have a booking prior to the commencement of the trip. If you do not book and pay for each such person in advance of the trip, you will be charged the hotel’s then-current rate, not the trip price, for each such person at the time of your check-in.
  • Pricing for children is based on their age at the time of travel and may be subject to additional terms and conditions of individual hotels and all-inclusive resorts. Also, pricing for children can vary, and may be higher than pricing for adults. Therefore, before you book any travel, please check the relevant hotel or resort website for applicable terms and conditions as well as details regarding their pricing structure.
  • Please don’t consider your change requests official until you receive a confirmation email from us.

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