A calm river with a bridge, surrounded by autumn-colored trees and a dock with boats.

Lakeside Hotel with Pool

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Lakeside Hotel with Pool

Tonight
14 Aug - 15 Aug
Tomorrow
15 Aug - 16 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for Lakeside hotels with a pool

1. Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo
New Buffalo
  • Dive into the seasonal outdoor pool surrounded by loungers, where live music creates a relaxing getaway atmosphere.
HK$911
HK$1,057 total
includes taxes & fees
17 Aug - 18 Aug
Four Winds Casino Resort – New Buffalo

2. Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG
New Buffalo
  • Splash into year-round relaxation with this hotel's immaculate indoor pool, located just minutes from Lake Michigan's shores.
HK$997
HK$1,056 total
includes taxes & fees
13 Sept - 14 Sept
Holiday Inn Express & Suites New Buffalo by IHG

3. Fairfield Inn & Suites by Marriott New Buffalo

Fairfield Inn & Suites by Marriott New Buffalo
New Buffalo
  • Splash into indoor poolside fun just moments from Lake Michigan's shores.
HK$982
HK$1,041 total
includes taxes & fees
8 Sept - 9 Sept
Fairfield Inn & Suites by Marriott New Buffalo

4. Quality Inn Near Interstate I94

Quality Inn Near Interstate I94
New Buffalo
  • Sparkling blue waters await at this forest-surrounded hotel, where relaxation comes with refreshing indoor pool dips.
HK$734
HK$778 total
includes taxes & fees
3 Sept - 4 Sept
Quality Inn Near Interstate I94

5. Goldberry Woods

Goldberry Woods
Union Pier
  • Sunny splashes await at this Michigan retreat with a refreshing outdoor pool and bubbling hot tub.
HK$3,050
HK$3,250 total
includes taxes & fees
14 Sept - 15 Sept
Goldberry Woods

6. Quality Inn Sawyer

Quality Inn Sawyer
Sawyer
  • Splash into year-round aquatic fun at this hotel with its vibrant indoor pool near Lake Michigan.
HK$567
HK$601 total
includes taxes & fees
7 Sept - 8 Sept
Quality Inn Sawyer

7. Tru by Hilton Saint Joseph

Tru by Hilton Saint Joseph
Stevensville
  • Splash into family fun with this pet-friendly indoor pool sanctuary near Lake Michigan.
HK$772
HK$857 total
includes taxes & fees
31 Aug - 1 Sept
Tru by Hilton Saint Joseph

8. Hampton Inn LaPorte IN

Hampton Inn LaPorte IN
La Porte
  • Sun-drenched pool sanctuary offers blissful relaxation with plush loungers and steamy hot tub.
HK$896
HK$1,004 total
includes taxes & fees
3 Sept - 4 Sept
Hampton Inn LaPorte IN

9. Comfort Inn La Porte

Comfort Inn La Porte
La Porte
  • Submerge into relaxation at this hotel's inviting indoor pool, no matter the weather outside.
HK$1,006
HK$1,127 total
includes taxes & fees
23 Aug - 24 Aug
Comfort Inn La Porte

10. Hampton Inn & Suites Michigan City

Hampton Inn & Suites Michigan City
Michigan City
  • Dive into refreshing relaxation at this Michigan City hotel with a spotless indoor pool and daily complimentary breakfast buffet.
HK$959
HK$1,074 total
includes taxes & fees
30 Aug - 31 Aug
Hampton Inn & Suites Michigan City
View all properties

Choose what matters most at hotels with a pool in Lakeside

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Lakeside Hotel Reviews

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

10/10 Excellent
"Shout to Lisa at the front desk. Lisa was awesome and should be promoted!"
Shane 4-night trip
Posted 4 hours ago
Blue Chip Casino Hotel and Spa
Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo

8/10 Good
"Ok for what we needed."
Whitley 1-night trip
Posted 7 hours ago
Baymont by Wyndham New Buffalo
Microtel Inn & Suites by Wyndham Michigan City

Microtel Inn & Suites by Wyndham Michigan City

8/10 Good
"Good value for this hotel. Rooms were comfortable and clean. Breakfast included scrambled eggs and sausage as well as waffles and cold items. Not too far of I-94 so it was much less expensive to stay in Michigan City than closer to Chicago."
Robin 1-night trip
Posted 1 day ago
Microtel Inn & Suites by Wyndham Michigan City
Quality Inn Sawyer

Quality Inn Sawyer

8/10 Good
"Room was clean and close to lake. Great budget option. Breakfast was basic but good. Only issue was the room smelled of smoke. Everything else was great."
Naomi 1-night trip
Posted 4 days ago
Quality Inn Sawyer
Baymont by Wyndham St. Joseph/Stevensville

Baymont by Wyndham St. Joseph/Stevensville

10/10 Excellent
"Friendly staff across the board, from the cleaning service to the front desk! If it was something we needed, like a fresh towel or a pleasant good morning! Good vibes for sure, it helped make the weekend vacation that much more enjoyable!"
Kelly 3-night trip
Posted 4 days ago
Baymont by Wyndham St. Joseph/Stevensville

Frequently asked questions

What are some accommodation options with pools in Lakeside?
Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location: Cottage, 3-minute walk from Lake Michigan. Offers sunloungers, a communal pool and complimentary wireless Internet access. 1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More: Hotel steps from Four Winds Casino New Buffalo. Features 4 restaurants, a seasonal outdoor pool and 3 bars. Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!: Features buffet, an indoor pool and free self parking. Four Winds Casino Resort – New Buffalo: Hotel located near Lake Michigan. Offers buffet, an indoor pool and free self parking. Blue Chip Casino Hotel and Spa: Hotel located near Lake Michigan. Provides on-the-go, an indoor pool and free self parking.
What is there to see and do in Lakeside?
Explore places such as Lake Michigan while you're in Lakeside. Make a point to visit attractions such as Round Barn Union Pier Tasting Room and Local.
When is the best time to book a hotel with a pool in Lakeside?
You may want to consider accommodation that offers an outdoor pool if you're planning to visit Lakeside in the warmest months of July, August or June, when the average temperature is 21°C. Accommodation with an indoor pool may be what you want if you visit during the coldest months of January, February or December, when the average temperature is 0°C.

Explore a world of travel with Expedia