Wisconsin Resorts

Location:

Kohler, Wisconsin (just one hour from Milwaukee)

Highlights:

Looking for timeless elegance in a historic setting? The American Club is a Five Diamond resort housed in a beautifully restored 1918 brick building, offering luxurious accommodations, a full-service spa, and impeccable service in the heart of Kohler.

We Recommend This For:

Couples, wellness travelers, and anyone seeking a romantic or refined retreat just a short drive from Milwaukee.

What We Love:

Richly appointed rooms named after historical figures, spa treatments on-site, complimentary shuttle service around the property, and upscale touches like digital showers and whirlpool tubs.

• Stay in elegant rooms and suites named after historic figures, featuring digital showers, plush furnishings, complimentary Wi-Fi, and—depending on the room—fireplaces, whirlpool tubs, wet bars, and cozy sitting areas.
• Unwind at the luxury spa offering a full treatment menu and serene ambiance, perfect for rejuvenation.
• Work out in the well-equipped fitness center, complimentary to all guests.
• Explore the grounds with ease using the resort’s complimentary shuttle, which transports guests throughout the expansive property.

Address:

The American Club, 419 Highland Dr, Kohler, WI 53044
Phone: 800-344-2838

Location:

Lake Geneva, Wisconsin

Highlights:

Once the home of the iconic Playboy Club Hotel, Grand Geneva Resort & Spa has been transformed into a sprawling 1,300-acre luxury destination filled with modern amenities, scenic beauty, and year-round recreation—perfect for couples, families, and golf enthusiasts alike.

We Recommend This For:

Golfers, spa-goers, families, and anyone looking for an upscale Wisconsin getaway with a touch of history and a lot of charm.

What We Love:

Two championship golf courses, indoor and outdoor pools, resort-wide views of the lake and fairways, and chic suites with wet bars and private balconies.

• Stay in rooms or suites with flat-screen TVs, mini fridges, private balconies or patios, and beautiful views of the lake or golf course. Suites offer added space, wet bars, and living areas.
• Golf on two award-winning courses that appeal to players of all levels, with scenic fairways and expert-designed challenges.
• Swim year-round in indoor and outdoor pools, or unwind on the outdoor patio of the resort’s chophouse with a drink and a view.
• Enjoy access to the well-equipped fitness center and complimentary Wi-Fi, included with the daily resort fee.

Address:

Grand Geneva Resort & Spa, 7036 Grand Geneva Way, Lake Geneva, WI 53147
Phone: 800-558-3417

Location:

Elkhart Lake, Wisconsin

Highlights:

If you’re looking for a tranquil lakeside escape with all the comforts of a resort, The Osthoff Resort offers a peaceful retreat on the shores of Elkhart Lake. With a 500-foot private beach, luxury accommodations, and unique offerings like a culinary school and spa, it’s perfect for relaxation and recreation in equal measure.

We Recommend This For:

Couples, families, and anyone seeking a peaceful waterfront vacation with high-end touches and plenty of on-site activities.

What We Love:

Whirlpool tubs and private balconies in every room, a serene private beach, a full-service spa, and cooking classes that elevate your stay from relaxing to enriching.

• Stay in well-appointed rooms and suites with whirlpool tubs, flat-screen TVs, microwaves, mini fridges, and private balconies overlooking the lake or gardens.
• Unwind at Aspira Spa with massage and wellness treatments, or lounge by the lakefront or indoor/outdoor pools.
• Play with water sports equipment and bicycles available for rent, perfect for enjoying the scenic surroundings.
• Learn something new with a cooking class at the on-site culinary school—ideal for foodies and families alike.
• Relax on the 500-foot private beach, soak in the sunset views, or explore charming Elkhart Lake right outside the resort.

Address:

The Osthoff Resort, 101 Osthoff Ave, Elkhart Lake, WI 53020
Phone: 855-671-6870

Family-friendly Wisconsin Resorts:

Location:

Sturgeon Bay, Door County, Wisconsin

Highlights:

Looking for a classic Door County beach escape? Glidden Lodge Beach Resort offers spacious condo-style rentals right on beautiful Whitefish Bay, with direct beach access, outdoor sports, and a relaxed coastal vibe perfect for families, couples, or groups.

We Recommend This For:

Families, groups of friends, or couples who want the convenience of a full kitchen, lakeside tranquility, and easy access to outdoor fun in Door County.

What We Love:

Private beach access, volleyball and tennis courts, condo-style living with full kitchens, and the flexibility to cook your own meals or dine on-site at the resort's steak and seafood restaurant.

• Stay in comfortable one-, two-, or three-bedroom condos complete with full kitchens, private patios or decks, and plenty of space for families or small groups.
• Relax on the resort’s private stretch of Whitefish Bay beach, perfect for sunbathing, beachcombing, or reading by the lake.
• Play a game of volleyball, basketball, or tennis with courts available for all guests.
• Dine at the laidback on-site steak and seafood restaurant, or grill up your own feast in the shared barbecue area.
• Connect with ease using complimentary Wi-Fi available throughout the property.

Address:

Glidden Lodge Beach Resort, 4676 Glidden Dr, Sturgeon Bay, WI 54235
Phone: 920-746-3900

Location:

Wisconsin Dells, Wisconsin

Highlights:

If you're dreaming of a relaxing woodland retreat with lake access and resort perks, Delton Grand Resort and Spa is a hidden gem nestled along Lake Delton. With stylish villas, lakeside views, spa amenities, and free access to Noah’s Ark, it’s a perfect spot for families, couples, or group getaways in the Dells.

We Recommend This For:

Families, friend groups, and couples seeking a scenic lakefront retreat with access to both nature and nearby attractions.

What We Love:

Individually designed villas with full kitchens, two private beaches, fire pit gatherings, and bonus passes to Noah’s Ark—America’s largest waterpark.

• Stay in spacious one- to four-bedroom villas that sleep 2 to 12 guests, each with a kitchenette or full kitchen, private patio or deck, and cozy sitting area with flat-screen TV.
• Relax at the on-site lakefront spa or enjoy a detox in the wellness center's sauna after a day exploring the Dells.
• Swim in either of the resort’s two pools or sunbathe on the sandy beaches along beautiful Lake Delton.
• Gather around the barbecue area and fire pit—perfect for s’mores, sunset views, and lakeside laughs with loved ones.
• Play all day at nearby Noah’s Ark Waterpark with complimentary guest passes included in your stay.

Address:

Delton Grand Resort and Spa, 670 E Lake Ave, Wisconsin Dells, WI 53965
Phone: 608-253-6049

Romantic Wisconsin Resorts:

Location:

Chetek, Wisconsin

Highlights:

If you’re looking for a peaceful, adults-only escape immersed in nature, Canoe Bay offers a secluded, luxurious experience across 300 wooded acres. With private decks, fireplaces, and gourmet lakeside dining, it’s the ultimate destination to disconnect, relax, and reconnect with yourself—or someone special.

We Recommend This For:

Couples, honeymooners, solo travelers, and anyone seeking an ultra-private, serene getaway with elevated amenities and a culinary focus.

What We Love:

Whirlpool tubs, fireplaces, farm-to-table lakeside dining, in-room continental breakfast, and cottages featuring private saunas and heated tile floors—all surrounded by natural beauty.

• Stay in rooms and cottages outfitted with fireplaces, whirlpool tubs, private decks, and peaceful woodland or lake views—some featuring added luxuries like heated floors or private saunas.
• Unwind in the property’s beautiful lofted library or enjoy nature trails and lake views just steps away from your accommodation.
• Dine at the on-site lakeside restaurant serving fresh, seasonal farm-to-table cuisine in a refined, tranquil setting.
• Start your day with complimentary continental breakfast delivered directly to your door, and opt-in for lunch delivery to keep the day restful and uninterrupted.
• Relax fully with no kids, no crowds, and only the quiet of nature and the comfort of luxury around you.

Address:

Canoe Bay, W16065 Hogback Rd, Chetek, WI 54728
Phone: 715-924-4594

Location:

Sturgeon Bay, Door County, Wisconsin

Highlights:

If you’re looking for a family-friendly lakeside escape with spacious suites and fun for all ages, Bridgeport Waterfront Resort is a comfortable and convenient choice. Located right on Sturgeon Bay near Bayview Park, it offers stunning water views, luxurious in-room features, and easy access to outdoor fun.

We Recommend This For:

Families, groups, and couples looking for condo-style accommodations with resort perks in the heart of Door County.

What We Love:

Whirlpool tubs and fireplaces in every suite, full kitchens, water-view balconies, a kids’ splash zone, and a serene waterfront pool with bayfront seating.

• Stay in one-, two-, or three-bedroom suites with full kitchens, fireplaces, whirlpool tubs, and optional private balconies overlooking Sturgeon Bay.
• Relax by the bayfront pool and soak in the sun while enjoying views of the water and surrounding nature.
• Unwind in the recreation area complete with a sauna and hot tub—or head outdoors for a peaceful walk in neighboring Bayview Park.
• Play at the children’s splash playground, featuring water games and a fun slide—ideal for family travelers with little ones.

Address:

Bridgeport Waterfront Resort, 50 W Larch St, Sturgeon Bay, WI 54235
Phone: 920-746-9919

Unique Wisconsin Resorts:

Location:

Downtown Milwaukee, Wisconsin

Highlights:

Blending Victorian elegance with modern sophistication, The Pfister Hotel has been a Milwaukee icon since 1893. Located in the heart of downtown, it offers a unique stay whether you choose a room in the historic main building or the contemporary tower—with easy access to city landmarks and lakefront views.

We Recommend This For:

Couples, business travelers, architecture lovers, and anyone seeking luxury and history wrapped into one exceptional Milwaukee experience.

What We Love:

The stunning indoor pool overlooking Lake Michigan, the blend of historic and modern rooms, a top-floor martini bar, a relaxing full-service spa, and its walkable downtown location.

• Stay in either the grand 1893 historic building or the sleek, modern tower. Rooms feature flat-screen TVs, deluxe toiletries, and in some cases, marble bathrooms, living areas with pull-out sofas, or wet bars.
• Swim in the elegant indoor pool with panoramic views of Lake Michigan—a serene escape in the middle of the city.
• Dine at the hotel’s renowned steakhouse or sip a crafted cocktail at Blu, the stylish martini bar perched on the top floor with skyline views.
• Unwind at the spa in one of its private treatment suites, perfect for relaxing after a day of sightseeing or meetings.

Address:

The Pfister Hotel, 424 E Wisconsin Ave, Milwaukee, WI 53202
Phone: 414-273-8222

Location:

Sheboygan, Wisconsin

Highlights:

For a lakeside getaway that blends fun, relaxation, and convenience, Blue Harbor Resort sits right on the shores of Lake Michigan and offers something for everyone—from waterpark thrills to serene spa moments to cozy accommodations with kitchens and fireplaces.

We Recommend This For:

Families, groups, and couples looking for a versatile resort with water activities, wellness options, and plenty of on-site dining in Sheboygan.

What We Love:

Private patios, family-friendly villas, indoor waterpark packages, multiple dining spots with lake views, and flexible accommodations that feel like home away from home.

• Stay in rooms, suites, or villas, all with private balconies or patios, complimentary Wi-Fi, and kitchenettes or full kitchens. Select accommodations offer fireplaces, lofts, bunk beds, or whirlpool tubs for added comfort and space.
• Play at the indoor waterpark, which is included with many resort packages and features fun for all ages.
• Unwind at the full-service spa, where massages and treatments help guests relax after a day of water slides or lakeside walks.
• Dine across several inviting on-site options, including a lakeview restaurant with a deck, a cozy bar, and a convenient café.
• Book special packages for spa access or waterpark fun—note that minimum-stay requirements may apply during peak times.

Address:

Blue Harbor Resort, 725 Blue Harbor Dr, Sheboygan, WI 53081
Phone: 920-452-2900

Location:

Sturgeon Bay, Door County, Wisconsin

Highlights:

If you’re looking for a relaxing lakeside escape just outside of town, Westwood Shores Waterfront Resort delivers cozy, suite-style comfort with full kitchens, water views, and family-friendly amenities—all just a few miles from Sturgeon Bay’s charming shops and dining.

We Recommend This For:

Couples, families, and small groups looking for spacious, self-catering accommodations with scenic views and easy access to Door County adventures.

What We Love:

Full kitchens, fireplaces, balconies overlooking the bay, complimentary paddleboat use, and a peaceful location just far enough from town for privacy, yet close enough for convenience.

• Stay in one- or two-bedroom suites featuring full kitchens, separate living areas with cozy fireplaces, and many with private balconies that look out over the water.
• Swim in the seasonal outdoor pool or unwind in the sauna after a day of sightseeing or paddling.
• Relax at the picnic area with barbecue grills and tables—perfect for lakeside meals with family or friends.
• Explore the shoreline with complimentary paddleboats available at the front desk.
• Stay connected with free Wi-Fi throughout the property and keep active in the resort’s well-equipped fitness center.

Address:

Westwood Shores Waterfront Resort, 4303 Bay Shore Dr, Sturgeon Bay, WI 54235
Phone: 920-746-4057