Find Romantic Hotels in Lakeside, MI

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Our top choices for Lakeside romantic hotels

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo
3.5 star property
New Buffalo
9.4 out of 10, Exceptional, (1,729 reviews)
"Great place to stay"
United States
Benjamin
The price is AED 294
AED 341 total
includes taxes & fees
1 Mar - 2 Mar
Four Winds Casino Resort – New Buffalo

Cozy Lake Chapin House, One Bedroom, One Bath Quiet Country Setting

Cozy Lake Chapin House, One Bedroom, One Bath Quiet Country Setting
Berrien Springs
9.8 out of 10, Exceptional, (100 reviews)
"Very nice property, well maintained, great setting! We really enjoyed our stay."
United States
Tod N.
The price is AED 317
AED 710 total
includes taxes & fees
27 Feb - 28 Feb
Cozy Lake Chapin House, One Bedroom, One Bath Quiet Country Setting

The Brewery Lodge Hotel

The Brewery Lodge Hotel
3.5 star property
Michigan City
9.0 out of 10, Wonderful, (810 reviews)
"Great quiet place"
United States
Maciej
The Brewery Lodge Hotel

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa
3.5 star property
Michigan City
8.2 out of 10, Very Good, (1,957 reviews)
"Great place"
United States
Joe
The price is AED 350
AED 453 total
includes taxes & fees
1 Mar - 2 Mar
Blue Chip Casino Hotel and Spa

The Morris Estate

The Morris Estate
4.0 star property
Niles
10.0 out of 10, Exceptional, (125 reviews)
"The staff was amazing! Very friendly and made our stay so enjoyable. The place was super clean, and the food was outstanding!"
United States
Andrew
The price is AED 987
AED 1,047 total
includes taxes & fees
28 Feb - 1 Mar
The Morris Estate

Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center

Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center
New Carlisle
9.6 out of 10, Exceptional, (25 reviews)
"Everything matched the description. Jacqueline was an excellent host and we highly recommend her along with this property!"
United States
Tim S.
The price is AED 808
AED 1,497 total
includes taxes & fees
5 Mar - 6 Mar
Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center

Pine Lake Resort and Banquets

Pine Lake Resort and Banquets
2.5 star property
La Porte
6.8 out of 10, (599 reviews)
"Great stay"
United States
Tiffany
The price is AED 327
AED 376 total
includes taxes & fees
2 Mar - 3 Mar
Pine Lake Resort and Banquets

Hilton Garden Inn Benton Harbor/St. Joseph

Hilton Garden Inn Benton Harbor/St. Joseph
3.0 star property
Benton Harbor
7.8 out of 10, Good, (771 reviews)
"The rooms were clean and the beds comfortable. The breakfast was amazing. Omesha made our breakfast and she went above and beyond to make sure we were taken care of. We definitely will stay here again when we come back. I utilized the fitness room each morning and was very happy with my stay. The lighting in the rooms were kind of dim and the water pressure could use some more pressure. Despite those 2 bumps I definitely will stay again. Thank you!!"
United States
Elton
The price is AED 328
AED 364 total
includes taxes & fees
5 Mar - 6 Mar
Hilton Garden Inn Benton Harbor/St. Joseph

Creekside House on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach

Creekside House on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach
New Buffalo
9.8 out of 10, Exceptional, (35 reviews)
"Loved the location and property. We will be back for sure!"
United States
Shawn B.
The price is AED 988
AED 1,849 total
includes taxes & fees
2 Mar - 3 Mar
Creekside House on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach

River's Edge on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach

River's Edge on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach
Union Pier
9.8 out of 10, Exceptional, (19 reviews)
"We had a wonderful moms/dayghters weekend away. The house was perfect for us as 3 moms and daughters - each having our own space and the college girls getting the bunk room to share stories and giggle as much as they desired. It’s a great location for visiting wineries and relaxing after a long semester/fall. "
United States
Anne S.
The price is AED 1,466
AED 2,876 total
includes taxes & fees
24 Mar - 25 Mar
River's Edge on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach
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.

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Top Lakeside Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Lakeside?
If you and your partner need a romantic escape, we've got just the thing. If you want to explore the area, you might head to Lake Michigan, Burnison Galleries, or Eleanor O'Connor Wilson Woods Preserve. If you'd like to stay close to a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Lakeside?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Lakeside: The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Lakeside are January, February, November, and October, with each month seeing an average of 9 inches of snowfall.
What is there to do in Lakeside?
There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Lakeside. You might consider a visit to Lake Michigan, Burnison Galleries, or Eleanor O'Connor Wilson Woods Preserve.
What's the best way to get to Lakeside and around town during my romantic getaway?
This information about transportation options in Lakeside might help your romantic trip go off without a hitch: If you're looking to fly to Lakeside, the closest major airport is South Bend Intl. Airport (SBN), located 21 mi (33.8 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.