Hotels with Entertainment in Winthrop Harbor, IL

Booking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Hotels with Entertainment
  3.  USA
  4.  Illinois
  5.  Chicago
  6.  Winthrop Harbor
Refine your search

Price per night

Amenity Filter

Rating

Explore 24 Hotels with Entertainment in Winthrop Harbor from $135

The Inn On Sheridan
The Inn On Sheridan
Hotel
Winthrop Harbor, Illinois, USA
3.9k from Winthrop Harbor center

Cheap, Accommodations, Parking, 3-star, Lodgings, Places to stay, Family, Accessible hotels

8.8

Fabulous

399 reviews

$453
Average price / night
Check Availability
Boutique Elegance with Firepits Near Beach Park & Theatre
Boutique Elegance with Firepits Near Beach Park & Theatre
Hotel
Zion, IL, 60099, United States
4.0k from Winthrop Harbor center

AC, Breakfast Included, Elevator, Fireplace, Fitness Equipment, Heater, Internet, Laundry, Microwave

New to Booking
$297
Average price / night
Check Availability
Holiday Inn Express & Suites Zion by IHG
Holiday Inn Express & Suites Zion by IHG
Hotel
Zion, IL, USA
5.0k from Winthrop Harbor center

Cheap, Accommodations, Pools, Parking, Holiday inn , Pet-friendly, 3-star, Lodgings, Places to stay

7.7

Good

89 reviews

$135
Average price / night
Check Availability
Warm Boutique Vibes with Firepits l Near Shiloh House & Lake Michigan
Warm Boutique Vibes with Firepits l Near Shiloh House & Lake Michigan
Hotel
Zion, IL, 60099, United States
4.0k from Winthrop Harbor center

AC, Breakfast Included, Elevator, Fireplace, Fitness Equipment, Heater, Internet, Laundry, Microwave

New to Booking
$297
Average price / night
Check Availability
Hidden Gem of Midwest l Firepit Gatherings, Game Room & Breakfast Buffet
Hidden Gem of Midwest l Firepit Gatherings, Game Room & Breakfast Buffet
Hotel
Zion, IL, 60099, United States
4.0k from Winthrop Harbor center

AC, Breakfast Included, Elevator, Fireplace, Fitness Equipment, Heater, Internet, Laundry, Microwave

9.4

Superb

3 reviews

$142
Average price / night
Check Availability
Relaxing Boutique Hotel w/ Breakfast Buffet, Puzzles, 24-hour Gym & Cozy Corners
Relaxing Boutique Hotel w/ Breakfast Buffet, Puzzles, 24-hour Gym & Cozy Corners
Hotel
Zion, IL, 60099, United States
4.0k from Winthrop Harbor center

AC, Breakfast Included, Elevator, Fireplace, Fitness Equipment, Heater, Internet, Laundry, Microwave

9.8

Exceptional

6 reviews

$142
Average price / night
Check Availability
Hidden Gem of the Midwest l Group Stay, Two Relaxing Room with 2 Queen Beds
Hidden Gem of the Midwest l Group Stay, Two Relaxing Room with 2 Queen Beds
Hotel
Zion, IL, 60099, United States
4.0k from Winthrop Harbor center

AC, Breakfast Included, Elevator, Fireplace, Fitness Equipment, Heater, Internet, Laundry, Microwave

10.0

Exceptional

2 reviews

$284
Average price / night
Check Availability
Comfortable, Pet-Friendly Stay w/ Firepits, Gym & Garden Pergolas l Four Rooms
Comfortable, Pet-Friendly Stay w/ Firepits, Gym & Garden Pergolas l Four Rooms
Hotel
Zion, IL, 60099, United States
4.0k from Winthrop Harbor center

AC, Breakfast Included, Elevator, Fireplace, Fitness Equipment, Heater, Internet, Laundry, Microwave

New to Booking
$568
Average price / night
Check Availability
Historic Stay with Balcony and Firepits Near Beach & Theatre l 2 Relaxing Rooms
Historic Stay with Balcony and Firepits Near Beach & Theatre l 2 Relaxing Rooms
Hotel
Zion, IL, 60099, United States
4.0k from Winthrop Harbor center

AC, Breakfast Included, Elevator, Fireplace, Fitness Equipment, Heater, Internet, Laundry, Microwave

New to Booking
$315
Average price / night
Check Availability
Laid-Back Comfort w/ Firepits, Books, Gym & Morning Breakfast Buffet
Laid-Back Comfort w/ Firepits, Books, Gym & Morning Breakfast Buffet
Hotel
Zion, IL, 60099, United States
4.0k from Winthrop Harbor center

AC, Breakfast Included, Elevator, Fireplace, Fitness Equipment, Heater, Internet, Laundry, Microwave

10.0

Exceptional

1 reviews

$155
Average price / night
Check Availability
Warm, Laid-Back Hotel w/ Firepits, Puzzles, Gym & Pet-friendly, Outdoor Spaces
Warm, Laid-Back Hotel w/ Firepits, Puzzles, Gym & Pet-friendly, Outdoor Spaces
Hotel
Zion, IL, 60099, United States
4.0k from Winthrop Harbor center

AC, Breakfast Included, Elevator, Fireplace, Fitness Equipment, Heater, Internet, Laundry, Microwave

New to Booking
$155
Average price / night
Check Availability
Warm Firepit Nights & Mornings w/ Breakfast, Books & Garden Views
Warm Firepit Nights & Mornings w/ Breakfast, Books & Garden Views
Hotel
Zion, IL, 60099, United States
4.0k from Winthrop Harbor center

AC, Breakfast Included, Elevator, Fireplace, Fitness Equipment, Heater, Internet, Laundry, Microwave

New to Booking
$147
Average price / night
Check Availability
Evening Fires & Morning Comfort w/ Books, Gardens & Buffet Breakfast
Evening Fires & Morning Comfort w/ Books, Gardens & Buffet Breakfast
Hotel
Zion, IL, 60099, United States
4.0k from Winthrop Harbor center

AC, Breakfast Included, Elevator, Fireplace, Fitness Equipment, Heater, Internet, Laundry, Microwave

New to Booking
$147
Average price / night
Check Availability
Inviting Firepit Nights, Peaceful Days w/ Jacuzzi, Books & Garden Spaces
Inviting Firepit Nights, Peaceful Days w/ Jacuzzi, Books & Garden Spaces
Hotel
Zion, IL, 60099, United States
4.0k from Winthrop Harbor center

AC, Breakfast Included, Elevator, Fireplace, Fitness Equipment, Heater, Hot Tub, Internet, Laundry

New to Booking
$205
Average price / night
Check Availability
Dog-friendly Stay l Evening Fires & Morning Comfort w/ Books, Gardens & Buffet
Dog-friendly Stay l Evening Fires & Morning Comfort w/ Books, Gardens & Buffet
Hotel
Zion, IL, 60099, United States
4.0k from Winthrop Harbor center

AC, Breakfast Included, Elevator, Fireplace, Fitness Equipment, Heater, Hot Tub, Internet, Laundry

New to Booking
$205
Average price / night
Check Availability
Boutique Charm with Relaxing Firepit Evenings, Games, Books & Garden Charm
Boutique Charm with Relaxing Firepit Evenings, Games, Books & Garden Charm
Hotel
Zion, IL, 60099, United States
4.0k from Winthrop Harbor center

AC, Breakfast Included, Elevator, Fireplace, Fitness Equipment, Heater, Hot Tub, Internet, Laundry

New to Booking
$226
Average price / night
Check Availability
Boutique Comfort l Jacuzzi, Library Lounge, Outdoor Firepits & Near Local Gems
Boutique Comfort l Jacuzzi, Library Lounge, Outdoor Firepits & Near Local Gems
Hotel
Zion, IL, 60099, United States
4.0k from Winthrop Harbor center

AC, Breakfast Included, Elevator, Fireplace, Fitness Equipment, Heater, Hot Tub, Internet, Laundry

New to Booking
$226
Average price / night
Check Availability
Charming Stay with Kitchenette l Onsite Library, Gym Access & Garden Firepits
Charming Stay with Kitchenette l Onsite Library, Gym Access & Garden Firepits
Hotel
Zion, IL, 60099, United States
4.0k from Winthrop Harbor center

AC, Breakfast Included, Elevator, Fireplace, Fitness Equipment, Heater, Internet, Laundry, Microwave

New to Booking
$148
Average price / night
Check Availability
Quiet, Relaxing Stay l Library Lounge, Games, Dog-friendly & Outdoor Spaces
Quiet, Relaxing Stay l Library Lounge, Games, Dog-friendly & Outdoor Spaces
Hotel
Zion, IL, 60099, United States
4.0k from Winthrop Harbor center

AC, Breakfast Included, Elevator, Fireplace, Fitness Equipment, Heater, Internet, Laundry, Microwave

New to Booking
$149
Average price / night
Check Availability
Boutique Hotel with Bonfire Gatherings & Quiet Mornings w/ Garden Views
Boutique Hotel with Bonfire Gatherings & Quiet Mornings w/ Garden Views
Hotel
Zion, IL, 60099, United States
4.0k from Winthrop Harbor center

AC, Breakfast Included, Elevator, Fireplace, Fitness Equipment, Heater, Internet, Laundry, Microwave

New to Booking
$144
Average price / night
Check Availability
Boutique Comfort w/ Library Lounge, Game Nights, Firepits & Outdoor Spaces
Boutique Comfort w/ Library Lounge, Game Nights, Firepits & Outdoor Spaces
Hotel
Zion, IL, 60099, United States
4.0k from Winthrop Harbor center

AC, Breakfast Included, Elevator, Fireplace, Fitness Equipment, Heater, Internet, Laundry, Microwave

New to Booking
$144
Average price / night
Check Availability

Other accommodation types in Winthrop Harbor:

Pro Tip for Travelers:
HotelsWithSuites simplifies your search by aggregating premium inventory from global leaders like Booking.com, Expedia, and Vrbo. Whether you need oceanfront hotels, a private pool, or a pet-friendly suite, use our Advanced Filters to instantly compare the top-rated Hotels with Entertainment in Winthrop Harbor.

Winthrop Harbor Hotels with Entertainment on the Map

Frequently Asked Questions

Entertainment offerings may include live music, cultural shows, game rooms, or on-site events depending on the hotel’s category and facilities.

Some hotels include basic entertainment at no extra cost, while others may charge separately for premium shows or special events.

Hotels with entertainment in Winthrop Harbor generally start from around $135 per night, depending on the level of facilities and activities offered.

Yes, many entertainment-focused hotels are designed for families and groups, offering activities suitable for both adults and children.

Along with entertainment options, many properties also offer Accessibility, Entertainment, and Wheelchair Accessible for a more complete stay experience.