Winter Park Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to AED 148 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Where to stay in Winter Park

Find the best Winter Park areas and neighborhoods for the activities you enjoy most. Learn more about Winter Park

Winter Park Hotel Deals

Chateau Big Bear Boutique Hotel, BW Signature Collection
Chateau Big Bear Boutique Hotel, BW Signature Collection
3.5 out of 5
42200 Moon Ridge Rd, Big Bear Lake, CA
Fully refundableReserve now, pay when you stay
The price is AED 412 per night from May 4 to May 5
AED 412
AED 465 total
includes taxes & fees
4 May - 5 May
8.6/10 Excellent! (1,000 reviews)
"It's really nice. The only thing is that it hasn't renovated. The room smells old, and the walls are not welcoming."

Reviewed on 31 March 2025

Chateau Big Bear Boutique Hotel, BW Signature Collection
Lagonita Lodge
Lagonita Lodge
3 out of 5
183 Lagonita Ln, Big Bear Lake, CA
The price is AED 377 per night from Apr 20 to Apr 21
AED 377
AED 426 total
includes taxes & fees
20 Apr - 21 Apr
9/10 Wonderful! (3,594 reviews)
"Great place to stay right on the lake. Beautiful view from balcony. Full kitchen makes it possible to cook your own meals and save a lot of money. We will return for our third time"

Reviewed on 2 April 2025

Lagonita Lodge
Lake Arrowhead Resort and Spa
Lake Arrowhead Resort and Spa
3.5 out of 5
27984 Highway 189, Lake Arrowhead, CA
Fully refundableReserve now, pay when you stay
The price is AED 526 per night from Apr 8 to Apr 9
AED 526
AED 692 total
includes taxes & fees
8 Apr - 9 Apr
8.4/10 Very Good! (1,010 reviews)
Great Customer Service
"When checking in the lobby visually looked beautiful and the staff was friendly, attentive and had great customer service. We got to check in early without any issues. The room was clean however it had a slight musty smell, but nothing horrible where we would have to ask to be moved to another room. ..."

Reviewed on 31 March 2025

Lake Arrowhead Resort and Spa
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.

Discover the most popular places to visit in Winter Park