Downtown Holidays from £969

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The Emily Hotel

The Emily Hotel

Downtown Chicago
£969
per person
22 Nov - 29 Nov
found 11 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,338 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
Save 100% on your flight
£1,460
per person
20 Nov - 26 Nov
found 6 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.6/10 Exceptional! (2,025 reviews)
Great hotel the staff was very helpful. Very clean just overall a very impressive hotel and staff. Will definitely stay there again.

Reviewed on 28 Sept 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£998
per person
22 Nov - 29 Nov
found 11 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

Downtown Chicago
£1,040
per person
22 Nov - 29 Nov
found 11 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,007 reviews)
Kinzie Hotel

Kinzie Hotel

Downtown Chicago
£1,012
per person
20 Nov - 27 Nov
found 6 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (2,169 reviews)
The bathrooms were very dated. The free breakfast was a joke I thought the valet parking for $80 a night was a bit steep The staff was very friendly and helpful All in all, it was just an OK visit

Reviewed on 28 Sept 2026

Where to stay in Downtown

Find the best Downtown areas and neighborhoods for the activities you enjoy most. Learn more about Downtown
A serene lake surrounded by autumn-colored trees, a wooden dock, and a bench.

North Side

1 out of top 10 points of interest in this area

While visiting North Side, you might make a stop by sights like North Beach and Michigan Maritime Museum.

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A pier extending into the water at sunset with a lighthouse in the distance.

South Side

While visiting South Side, you might make a stop by sights like South Beach and Southside Municipal Marina.

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A beach at sunset with a wooden fence and a distant lighthouse.

Miami Park

When in Miami Park, you can plan a visit to Kal Haven Trail and North Beach, some noteworthy sights in the nearby area.

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A red lighthouse on a pier with the ocean in the background.

Mt. Pleasant

While Mt. Pleasant may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Kal Haven Trail and North Beach.

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A pier with a lighthouse, a kite surfer, and a clear sky.

West Wing Estates

West Wing Estates might not have many top sights, but Kal Haven Trail and North Beach are two attractions nearby that you can check out.

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Top hotels in Downtown

Old Harbor Inn

Old Harbor Inn

515 Williams Street South Haven MI
Fully refundable
£169
25 Oct - 26 Oct
includes taxes & fees
Old Harbor Inn
Historic Hotel Nichols

Historic Hotel Nichols

201 Center St South Haven MI
Fully refundableReserve now, pay when you stay
£122
29 Oct - 30 Oct
includes taxes & fees
9.6/10 Exceptional! (213 reviews)
"Good breakfast. Free parking around the corner. Walking distance to beach. Plenty of nearby restaurants to choose from."

Reviewed on 27 Sept 2026

Historic Hotel Nichols
Baymont by Wyndham South Haven

Baymont by Wyndham South Haven

1555 Phoenix Rd South Haven MI
Fully refundableReserve now, pay when you stay
£64
12 Oct - 13 Oct
includes taxes & fees
7.8/10 Good! (1,004 reviews)
"The pool water was clean and the perfect temperature. Same for the whirlpool. Our location was close enough to downtown Southaven and the beaches for a quick trip over to the beach everyday. And the breakfast were delicious the beds were comfortable. All the staff was very amenable and were able ..."

Reviewed on 28 Sept 2026

Baymont by Wyndham South Haven
See all 2,088 properties in Downtown
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays
Golf Holidays
Golf Holidays
Luxury Holidays
Luxury Holidays
gay friendly holidays
LGBTQ+ Holidays
LGBTQ+ Holidays
Romantic Holidays
Romantic Holidays
Ski Holidays
Ski Holidays
Pet Friendly Holidays
Pet Friendly Holidays
Holiday in Month
Where to go when
Where to go when

Stay near popular Downtown attractions

Warner Vineyards

8.4/10 (35 reviews)
You can enjoy a tasting or tour at Warner Vineyards during your travels to South Haven. While you're in the area, stroll along the beautiful beaches.
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South Haven Center for the Arts

8.4/10 (38 reviews)
Enjoy an outing to South Haven Center for the Arts during your stay in South Haven. While you're in the area, stroll along the beautiful beaches.
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Southside Municipal Marina

Explore the waterfront in South Haven with a trip to Southside Municipal Marina.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.