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Woodlawn 5 Stars Hotels

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Check availability on Woodlawn 5 Star Hotels

Tonight
Sep 1 - Sep 2
Tomorrow
Sep 2 - Sep 3
This weekend
Sep 5 - Sep 7
Next weekend
Sep 12 - Sep 14

Compare Woodlawn 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Our top choices for Woodlawn 5-star hotels

Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1711)
"Location, staff and accommodations were excellent. "
The price is NT$14,129
NT$16,585 total
includes taxes & fees
Sep 14 - Sep 15
Trump International Hotel & Tower Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1003)
"Great location "
The price is NT$18,037
NT$21,174 total
includes taxes & fees
Sep 28 - Sep 29
Four Seasons Hotel Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1005)
"Location can’t be beat. Hotel is excellent! "
The price is NT$17,230
NT$20,226 total
includes taxes & fees
Sep 21 - Sep 22
The Langham, Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1011)
"Fantastic hotel "
The price is NT$19,144
NT$22,474 total
includes taxes & fees
Sep 14 - Sep 15
The Peninsula Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1003)
"Great location "
The price is NT$16,273
NT$19,103 total
includes taxes & fees
Sep 21 - Sep 22
Waldorf Astoria Chicago
Park Hyatt Chicago
Suite, Terrace (Water Tower) | 1 bedroom, premium bedding, down comforters, pillowtop beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1002)
"The hotel was amazing. The staff were friendly. There is so much to do in the area. "
The price is NT$18,838
NT$22,114 total
includes taxes & fees
Sep 3 - Sep 4
Park Hyatt Chicago
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (716)
"Great location, amenities and staff. "
The price is NT$10,364
NT$12,166 total
includes taxes & fees
Sep 21 - Sep 22
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1006)
"Beautiful place "
The price is NT$16,541
NT$19,417 total
includes taxes & fees
Oct 1 - Oct 2
The Ritz-Carlton, Chicago
The St. Regis Chicago
2 restaurants, breakfast served

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (73)
"Top tier "
The price is NT$19,963
NT$23,434 total
includes taxes & fees
Sep 21 - Sep 22
The St. Regis Chicago
Art Villa
Hot tub

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
The price is NT$22,973
NT$37,995 total
includes taxes & fees
Sep 8 - Sep 9
Art Villa
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Woodlawn.
The Wade

The Wade

644 N Lake Shore Dr, Chicago, IL
The price is NT$5,115 per night from Sep 22 to Sep 23
NT$5,115
NT$6,005 total
Sep 22 - Sep 23
includes taxes & fees
8.2/10 Very Good! (1,156 reviews)
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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.

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Woodlawn?
The amount you pay for a 5-star hotel in Woodlawn depends on things such as when you want to go and the length of your break. An insider tip for bagging the best deal? Use our pricing filters to check out the available accommodations for your chosen dates.

  • Search for the lowest price per night from NT$5,115

What makes a hotel 5 stars in Woodlawn?
In Woodlawn, a hotel needs to offer a certain level of upscale features to earn 5 stars. These may include on-site gyms, gourmet restaurants, saunas and spas, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their guest-focused service. You'll enjoy things like concierge services, in-room massages and nightly turn-down services. Some may also offer special touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Woodlawn?
Use our filters to find a high-end retreat in Woodlawn where everything you need is included. Next, refine your results for accommodations that have 5 stars and are deemed "All inclusive." The main thing on the agenda at these stays? Pure enjoyment and indulgence.