Twin Lakes Holidays

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Twin Lakes Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
S$854
per person
4 Dec - 8 Dec
found 1 day ago
Return flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
S$2,219
per person
8 Nov - 12 Nov
found 1 day ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.6/10 Exceptional! (1,995 reviews)
My Labor Day weekend stay at Trump International Hotel & Tower Chicago was exceptional in every regard, marked by refined service, remarkable amenities, and a level of hospitality that felt both genuine and elevated. From the moment I arrived, the staff set a distinguished tone, greeting me with champagne and ensuring every detail of my visit was handled with care. The concierge team was attentive and polished, and throughout my stay I felt consistently supported by a standard of service that exceeded expectations. Room 2791 offered a breathtaking view of the city, with floor‑to‑ceiling windows framing Chicago’s skyline in a way that felt both serene and spectacular. The terrace added an unforgettable dimension, providing a private space to enjoy the city’s energy from above while still feeling completely at ease. Room service was prompt, beautifully prepared, and consistently excellent, enhancing the comfort of the stay. The spa and wellness facilities were equally impressive. Ashanti, Christian, and Byron delivered warm, professional service that made each visit feel personal, and my massage therapist provided a treatment that was both restorative and skillfully executed. The sauna, steam room, and gym were immaculate, calming, and thoughtfully maintained, offering a perfect balance of relaxation and rejuvenation. Pablo also stood out for his gracious and attentive service. This stay left a lasting impression, and I will be making Trump Hotels a part of future travels.✨

Reviewed on 18 Sept, 2026

Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
S$885
per person
4 Dec - 8 Dec
found 1 day ago
Return flight included
Vancouver (YVR) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

Downtown Chicago
S$2,052
per person
8 Nov - 12 Nov
found 1 day ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (1,010 reviews)
The Emily Hotel

The Emily Hotel

Downtown Chicago
S$1,830
per person
8 Nov - 12 Nov
found 1 day ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.2/10 Wonderful! (1,338 reviews)

Top hotels in Twin Lakes

Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

269 Fontana Boulevard Fontana WI
Fully refundableReserve now, pay when you stay
S$181
4 Oct - 5 Oct
includes taxes & fees
8.6/10 Excellent! (2,075 reviews)
"The hotel is very well maintained and clean and staff are friendly, helpful and responsive. There was an issue with the water in our building and the hotel was great about communicating the issue via text and solving it quickly. The pools are also lovely although we didn't get to enjoy those due ..."

Reviewed on 19 Sept, 2026

Abbey Resort and Avani Spa
Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

300 Wrigley Dr Lake Geneva WI
Fully refundableReserve now, pay when you stay
S$207
4 Oct - 5 Oct
includes taxes & fees
9.2/10 Wonderful! (1,425 reviews)
"clean and comfortable with a bright and sunny restaurant"

Reviewed on 18 Sept, 2026

Harbor Shores on Lake Geneva
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

7020 Grand Geneva Way Lake Geneva WI
Fully refundableReserve now, pay when you stay
S$201
7 Oct - 8 Oct
includes taxes & fees
8.6/10 Excellent! (3,447 reviews)
"Great family resort with accommodating and spacious suites. Waterpark is perfect size for younger children."

Reviewed on 18 Sept, 2026

Timber Ridge Lodge and Waterpark
See all 1,168 properties in Twin Lakes
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Twin Lakes attractions

Lake Mary

Lake Mary's crystal-clear waters offer prime fishing, boating, and swimming in a serene natural setting. Visit on weekday mornings to experience the tranquil atmosphere and optimal fishing conditions.
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Twin Lakes Private Park Beach

This serene lakeside retreat offers a sandy beach and playground for families seeking relaxation. Enjoy swimming in the clear waters or spread out a picnic blanket under shade trees while taking in the lake views.
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Lake Elizabeth

This 638-acre oasis offers pristine waters perfect for boating, fishing, and swimming amid scenic surroundings. Enjoy the tranquil morning atmosphere or catch the spectacular Aquanut Water Shows on summer evenings.
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Millennium Park

This community park offers trails, sports fields, and a winter sledding area for outdoor enthusiasts. Enjoy the pavilion for a family picnic or let children explore the playground equipment.
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Lake Victoria

Lake Victoria Park offers serene trails and picturesque views of the lake in a compact 1-acre setting. Enjoy a peaceful morning walk through lush greenery or relax on the beach watching the water.
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Mueller Park

Mueller Park offers a family-friendly retreat with playground equipment and a seasonal sledding hill. Enjoy a relaxing afternoon watching children play or take a thrilling winter slide down snowy slopes.
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Legion Park

Legion Park offers a community hub with skateboarding areas, playgrounds, and sports courts for all ages. Bring your own equipment to enjoy the free facilities during the pleasant spring through fall seasons.
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Lance Park

Enjoy the sandy shores of Lance Park on Lake Mary, home to the thrilling Aquanuts Water Ski Show. Watch expert skiers perform impressive acrobatics from the waterfront amphitheatre during summer evenings.
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Frequently asked questions

How much does a Twin Lakes holiday package cost?
You'll find cheap prices from S$854 on Expedia for your Twin Lakes getaway. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your holiday to Twin Lakes costs.
What are the cheapest months to go to Twin Lakes?
To score cheap Twin Lakes holiday packages, organise your trip outside of peak times such as public holidays. You'll typically find better availability and lower prices for flights and hotels.
How many days is enough for Twin Lakes?
With a well-organised itinerary, you can easily visit the top Twin Lakes attractions in a few days. But if you want to venture off the beaten track or go on day trips, consider booking your Twin Lakes holiday for longer.
How to find the best Twin Lakes package deals?
Bagging a cheap Twin Lakes package deal is easy with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can personalise your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most economical Twin Lakes package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Twin Lakes holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking accommodation and flights separately. Better still, you can tailor your Twin Lakes getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a holiday package to Twin Lakes?
If you're planning an impromptu Twin Lakes getaway, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Twin Lakes?
  1. Choose when to get away: Check your schedule and get your bags packed. Your favourite season and the type of activities available will also help you decide when to holiday in Twin Lakes.
  2. Calculate your budget: Make sure you have enough money to pay for everything from meals and transportation to airfares and activities. Your accommodation will probably be the largest expense during your trip to Twin Lakes.
  3. Decide how long to go away for: Now that you know more about Twin Lakes, you can work out the right length of your holiday. Put together a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Twin Lakes holiday package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.