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Choose from 1813 Lakeside Hotel Deals

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

3.5 out of 5
777 Blue Chip Drive Michigan City IN
  • 32 min drive from Eleanor O'Connor Wilson Woods Preserve
Book a stay at this spa hotel in Michigan City. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (2,044 reviews)
Pool closed

Reviewed on May 2, 2026

Blue Chip Casino Hotel and Spa
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

3.5 out of 5
11111 Wilson Road New Buffalo MI
  • 13 min drive from Eleanor O'Connor Wilson Woods Preserve
Book a stay at this business-friendly hotel in New Buffalo. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (1,850 reviews)
Nice place, friendly staff, lots of gaming choices.

Reviewed on May 2, 2026

Four Winds Casino Resort – New Buffalo
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

2.5 out of 5
18830 Laporte Rd New Buffalo MI
  • 15 min drive from Eleanor O'Connor Wilson Woods Preserve
Stay at this hotel in New Buffalo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (1,171 reviews)
Very clean rooms and friendly staff. Easy access to the highway

Reviewed on Apr 30, 2026

Quality Inn Near Interstate I94
Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG

2.5 out of 5
11500 Holiday Dr New Buffalo MI
  • 15 min drive from Eleanor O'Connor Wilson Woods Preserve
Stay at this hotel in New Buffalo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (1,001 reviews)
Exceptional staff working the front desk. Personable, accommodating and knowledgeable.

Reviewed on Apr 27, 2026

Holiday Inn Express & Suites New Buffalo by IHG
The Blue Heron Inn

The Blue Heron Inn

3 out of 5
1110 Lakeside Street La Porte IN
  • 39 min drive from Eleanor O'Connor Wilson Woods Preserve
Book a stay at this business-friendly hotel in La Porte. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (544 reviews)
I was expecting more I guess. Beds were awful as well as bedding. Upstairs noise was loud. Bathroom wasn't the cleanest. Towels subpar. Didn't stay for breakfast so can't speak on that. Had I paid full price I probably would of been upset!

Reviewed on Apr 29, 2026

The Blue Heron Inn
Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo

2.5 out of 5
18800 Harbor Country Drive New Buffalo MI
  • 15 min drive from Eleanor O'Connor Wilson Woods Preserve
Book a stay at this business-friendly hotel in New Buffalo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the clean rooms ...
6.8/10 (1,033 reviews)
Yes. My whole experience was good.

Reviewed on Apr 30, 2026

Baymont by Wyndham New Buffalo
Comfort Suites Stevensville - St. Joseph

Comfort Suites Stevensville - St. Joseph

2.5 out of 5
2633 W Marquette Woods Rd Stevensville MI
  • 31 min drive from Eleanor O'Connor Wilson Woods Preserve
Book a stay at this business-friendly hotel in Stevensville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,003 reviews)
Wonderful!

Reviewed on May 1, 2026

Comfort Suites Stevensville - St. Joseph
Country Inn & Suites by Radisson, Michigan City, IN

Country Inn & Suites by Radisson, Michigan City, IN

3 out of 5
3805 North Frontage Road Michigan City IN
  • 39 min drive from Eleanor O'Connor Wilson Woods Preserve
Book a stay at this business-friendly hotel in Michigan City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8/10 Very Good! (1,002 reviews)
Una atención muy linda, lugar limpio, muy próximo a tiendas y restaurantes..

Reviewed on Apr 29, 2026

Country Inn & Suites by Radisson, Michigan City, IN
Spark by Hilton Stevensville

Spark by Hilton Stevensville

2.5 out of 5
5050 Red Arrow Hwy Stevensville MI
  • 31 min drive from Eleanor O'Connor Wilson Woods Preserve
Book a stay at this business-friendly hotel in Stevensville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (878 reviews)
It is a refurbished hotel with a new name I believe. It has the basics. Clean, comfortable bed. WiFi works. Coffee 24/7. Friendly staff. On the other hand, the room didn’t have any place to hang clothes on a hanger. No cabinets with drawers. There was one room on the side that had nothing in it. ...

Reviewed on Apr 26, 2026

Spark by Hilton Stevensville
Fairfield Inn & Suites by Marriott New Buffalo

Fairfield Inn & Suites by Marriott New Buffalo

3 out of 5
11400 Holiday Drive New Buffalo MI
  • 15 min drive from Eleanor O'Connor Wilson Woods Preserve
Book a stay at this business-friendly hotel in New Buffalo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,000 reviews)
Great fresh breakfast Great variety of tea flavors Friendly staff

Reviewed on Apr 25, 2026

Fairfield Inn & Suites by Marriott New Buffalo
The Neighborhood Hotel - Grand Beach

The Neighborhood Hotel - Grand Beach

4 out of 5
19400 Ravine Dr New Buffalo MI
  • 20 min drive from Eleanor O'Connor Wilson Woods Preserve
Book a stay at this golf apartment in New Buffalo. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Four Winds Casino New Buffalo and ...
9.6/10 Exceptional! (77 reviews)
This place is super cute, but I think it's probably better for big groups traveling together because it was very loud. We could hear people very late at night in the outdoor and indoor common areas and hallways.

Reviewed on Apr 11, 2026

The Neighborhood Hotel - Grand Beach
Holiday Inn Express & Suites St Joseph by IHG

Holiday Inn Express & Suites St Joseph by IHG

2.5 out of 5
3019 Lakeshore Drive Saint Joseph MI
  • 39 min drive from Eleanor O'Connor Wilson Woods Preserve
Book a stay at this business-friendly hotel in Saint Joseph. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn Express & Suites St Joseph by IHG
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.

Find cheap hotels in Lakeside

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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Lakeside.

Choosing the right hotel in Michigan has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Lakeside’s 1,813 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $77. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Lakeside hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Lakeside. No matter your reason for visiting Lakeside, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Lakeside hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Lakeside for as low as $77.

How many hotels are there in Lakeside?

With over 1,813 hotels in Lakeside, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $77.

How to find cheap car rentals in Lakeside?

Finding a cheap car rental deal in Lakeside is as easy as scoring cheap hotels in Lakeside. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.