North Side Holidays from £1,353

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Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
Save 100% on your flight
£1,353
per person
28 Sept - 4 Oct
found 9 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
Save 100% on your flight
£1,474
per person
9 Oct - 14 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
8.2/10 Very good! (2,899 reviews)
The room and bathroom were modern and clean. The cafe and sitting area on the ground floor were ideal. The small shop was well stocked and reasonably priced. The room lacked a frig which would have made the stay perfect.

Reviewed on 14 Aug 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
Save 100% on your flight
£1,632
per person
9 Oct - 14 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (2,638 reviews)
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

Downtown Chicago
Save 100% on your flight
£1,931
per person
9 Oct - 14 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (2,311 reviews)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Downtown Chicago
£1,645
per person
9 Oct - 14 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9/10 Wonderful! (3,779 reviews)
Great location, but the rooms were so loud due to thin walls, and multiple elevators were out of service (and the ones “working” made very loud creaking noises). The front desk staff was very helpful.

Reviewed on 14 Aug 2026

Where to stay in North Side

Find the best North Side areas and neighborhoods for the activities you enjoy most. Learn more about North Side
A long bridge at sunset with lights along its length.

Downtown

2 out of top 10 points of interest in this area

While visiting Downtown, you might make a stop by sights like South Haven Center for the Arts and Warner Vineyards.

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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 Michigan Maritime Museum, 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 Michigan Maritime Museum.

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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 Michigan Maritime Museum are two attractions nearby that you can check out.

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Top hotels in North Side

Yelton Manor Bed & Breakfast

Yelton Manor Bed & Breakfast

140 North Shore Drive South Haven MI
Fully refundableReserve now, pay when you stay
£224
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (148 reviews)
"Beautiful rooms & great location. Definitely would stay again."

Reviewed on 12 Aug 2026

Yelton Manor Bed & Breakfast
Waters View Inn

Waters View Inn

86 North Shore Drive South Haven MI
£249
16 Aug - 17 Aug
includes taxes & fees
8.8/10 Excellent! (105 reviews)
"Nice"

Reviewed on 27 Jul 2026

Waters View Inn
Luxury Home on North Beach-NEW Heated Pool & Hot Tub, Firepit, Game Room & More!

Luxury Home on North Beach-NEW Heated Pool & Hot Tub, Firepit, Game Room & More!

South Haven MI
9.8/10 Exceptional! (71 reviews)
"Perfect place for our family ages 6-77. Plenty of room, the pool was fantastic, close to the beach. Highly recommend!!"

Reviewed on 1 Aug 2026

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Luxury Home on North Beach-NEW Heated Pool & Hot Tub, Firepit, Game Room & More!
See all 2,166 properties in North Side
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 North Side attractions

Michigan Maritime Museum

8.8/10 (66 reviews)
You can spend an afternoon browsing the exhibits at Michigan Maritime Museum in South Haven. While you're in the area, stroll along the beautiful beaches.
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Stanley Johnson Park

You can take time to visit Stanley Johnson Park during your travels to South Haven.
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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.