Luxury Holidays in North Orlando 2026

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The Alfond Inn

300 East New England Avenue Winter Park FL

5 min drive from Winter Park Village

Stay at this luxury hotel in Winter Park. Enjoy free Wi-Fi, 2 outdoor pools and breakfast (surcharge). Our guests praise the helpful staff and the property condition ...

9.6/10 Exceptional! (1,012 reviews)

"Loved the art around the property. And location is in a great neighborhood."

Reviewed on 6 Aug 2026

Park Plaza Hotel

307 South Park Avenue Winter Park FL

5 min drive from Winter Park Village

Stay at this golf hotel in Winter Park. Enjoy free Wi-Fi, room service and valet parking (surcharge). Our guests praise the helpful staff in their reviews. Popular ...

8.6/10 Excellent! (1,002 reviews)

"Over all it was bad... filthy conditions. The lack of soundproofing had the hotel supplying ear plugs right next to the bottles if wine. No major news channels in their cable offerings."

Reviewed on 3 Aug 2026

The Westin Lake Mary, Orlando North

2974 International Parkway Lake Mary FL

28 min drive from Winter Park Village

Stay at this business-friendly hotel in Lake Mary. Enjoy free Wi-Fi, 2 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff in their reviews. ...

8.8/10 Excellent! (1,006 reviews)

"The hotel is great loved the stay...See you agin"

Reviewed on 6 Aug 2026

See all 603 properties in North Orlando

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.