North Side Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago
€585
per person
20 Sept - 25 Sept
found 1 day ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
7.8/10 Good! (1,886 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
€887
per person
20 Sept - 25 Sept
found 1 day ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
The breakfast is amazing!

Reviewed on 19 Aug 2026

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

Downtown Chicago
€594
per person
20 Sept - 25 Sept
found 1 day ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.4/10 Very good! (3,942 reviews)
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Downtown Chicago
€591
per person
20 Sept - 25 Sept
found 1 day ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.4/10 Very good! (2,089 reviews)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

Downtown Chicago
€1,001
per person
20 Sept - 25 Sept
found 1 day ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.8/10 Excellent! (2,293 reviews)

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.

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.

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.

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.

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.

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
€264
14 Sept - 15 Sept
includes taxes & fees
9.2/10 Wonderful! (151 reviews)
"Great location with access to the beach right across the street. I would recommend staying there, but it is not a five star. It is definitely a four star property."

Reviewed on 18 Aug 2026

Yelton Manor Bed & Breakfast
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

Get rates
Luxury Home on North Beach-NEW Heated Pool & Hot Tub, Firepit, Game Room & More!
Beachfront Condo on Lake Michigan with heated pool.

Beachfront Condo on Lake Michigan with heated pool.

South Haven MI
10/10 Exceptional! (81 reviews)
"This condo was amazing. It was perfectly located within walking distance to local shopping and dining. The heated pool and private beach were amazing as well. The sunsets are so beautiful here. The condo itself was clean and well stocked with kitchen basics and a few beach toys. I'm addition to the ..."

Reviewed on 19 Jul 2026

Get rates
Beachfront Condo on Lake Michigan with heated pool.
See all 2,172 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.

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.
See properties

Stanley Johnson Park

You can take time to visit Stanley Johnson Park during your travels to South Haven.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.