Boystown is a lively, inclusive neighborhood famous for its vibrant nightlife, dining, and LGBTQ+ friendly atmosphere. Here are the best hotels to enjoy your stay, with affiliate links included after each listing.
1. The James Chicago-Magnificent Mile
Why stay here: Upscale hotel with modern amenities located just steps from Boystown.
Pros:
- Stylish, spacious rooms
- Rooftop pool and bar
- Close to shopping and nightlife
Cons: - Pricier rates
- Parking fees apply
- Can be busy during events
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2. Hotel Versey Days Inn by Wyndham Chicago
Why stay here: Budget-friendly hotel near Boystown with essential amenities.
Pros:
- Affordable rates
- Free Wi-Fi
- Close to public transportation
Cons: - Basic rooms
- No gym or pool
- Limited onsite dining
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3. The Robey
Why stay here: Chic boutique hotel in nearby Wicker Park with rooftop views and modern design.
Pros:
- Stylish decor
- Rooftop pool and lounge
- Trendy neighborhood
Cons: - A bit far from Boystown proper
- Limited parking
- Higher rates
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4. Hotel Zachary
Why stay here: Modern boutique hotel close to Wrigley Field and Boystown nightlife.
Pros:
- Rooftop bar and pool
- Spacious rooms
- Friendly staff
Cons: - Parking can be limited
- Pricier during game days
- Some rooms noisy
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5. Freehand Chicago
Why stay here: Trendy hostel-hotel hybrid with social vibe and modern design near Boystown.
Pros:
- Affordable options
- Communal spaces and bar
- Central location
Cons: - Can be noisy
- Shared bathrooms in some rooms
- Not fully private
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6. The Talbott Hotel
Why stay here: Classic luxury hotel with historic charm located in nearby Gold Coast.
Pros:
- Elegant rooms and suites
- Personalized service
- Close to high-end shopping
Cons: - Not in Boystown itself
- Higher price point
- Limited parking
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7. The Drake Hotel
Why stay here: Historic hotel with classic style and lakefront views near Boystown.
Pros:
- Iconic Chicago landmark
- Great location near the lake
- Onsite dining
Cons: - Older rooms in some areas
- Parking fees
- Can feel dated
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8. Hotel Felix
Why stay here: Eco-friendly boutique hotel offering modern comforts near Boystown.
Pros:
- Green hotel certification
- Free bike rentals
- Stylish design
Cons: - Limited pool facilities
- No onsite restaurant
- Smaller rooms
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9. Hotel Lincoln
Why stay here: Boutique hotel near Lincoln Park with rooftop pool and lounge, a short ride from Boystown.
Pros:
- Rooftop bar and pool
- Modern rooms
- Close to public transit
Cons: - Not in Boystown neighborhood
- Parking fees apply
- Can be noisy at night
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Expedia
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10. Aloft Chicago Mag Mile
Why stay here: Contemporary hotel with vibrant design located close to Boystown and Magnificent Mile.
Pros:
- Trendy vibe
- Fitness center and bar
- Convenient location
Cons: - Can be noisy
- Limited parking
- Some rooms are small
Hotels.com
Expedia
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HotelBook 
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