Find a Hotel in Winter Park

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

Top hotels in Winter Park

Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy

2 out of 5
2001 Wilderness Rd Running Springs CA
$209 nightly
The price is $224 total per night from Jun 21 to Jun 22
$224 total
Jun 21 - Jun 22
Total with taxes and fees
This cabin features a virtual front desk. Take advantage of the free self parking.
"Cabins were cozy and clean, it was stocked with basic camping needs. We had issues with the door code upon check-in but the staff responded sooner. Staff were very polite and responsive."

Reviewed on May 18, 2026

Opens in a new windowPostcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy
Sessions Retreat & Hotel

Sessions Retreat & Hotel

3.5 out of 5
41421 Big Bear Boulevard Big Bear Lake CA
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $109 total per night from May 25 to May 26
$109 total
May 25 - May 26
Total with taxes and fees
This hotel features a seasonal outdoor pool and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A lobby fireplace, ...
"Rooms photograph well but choices were made for design and not function. Lighting at the bathroom sink was too dim to get ready, bedside lights were all glare and closet area has no light I could find. Housekeeping let down the experience with some visible oversights in the bed and bath. The mattress, ..."

Reviewed on Apr 30, 2026

Opens in a new windowSessions Retreat & Hotel
Lagonita Lodge

Lagonita Lodge

3 out of 5
183 Lagonita Ln Big Bear Lake CA
$109 nightly
The price is $123 total per night from May 25 to May 26
$123 total
May 25 - May 26
Total with taxes and fees
2 hot tubs, an indoor pool, and a gym are all featured at this aparthotel. There's fun for all ages with a playground and an arcade/game room, and families will ...
"Great"

Reviewed on May 21, 2026

Opens in a new windowLagonita Lodge
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
$122 nightly
The price is $138 total per night from Jun 4 to Jun 5
$138 total
Jun 4 - Jun 5
Total with taxes and fees
This hotel features a hot tub, a gym, and a restaurant. There's fun for all ages with a theme park shuttle and an arcade/game room. Enjoy the seasonal outdoor ...
"I am amazed. A "Signature" Best Western Boutique Hotel. Very impressive. A touch of elegance in Big Bear! Will always choose this property when visiting. Excellent on every level. Room was immaculate."

Reviewed on May 18, 2026

Opens in a new windowChateau Big Bear Boutique Hotel, BW Signature Collection
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
$146 nightly
The price is $157 total per night from Jun 3 to Jun 4
$157 total
Jun 3 - Jun 4
Total with taxes and fees
A private beach, a full-service spa, and 2 hot tubs are all featured at this Tudor hotel. There's a restaurant and a bar/lounge for dining and drinks, and also ...
"Great spot!"

Reviewed on May 21, 2026

Opens in a new windowLake Arrowhead Resort and Spa
Hotel Marina Riviera

Hotel Marina Riviera

4 out of 5
40770 Big Bear Blvd Big Bear Lake CA
Fully refundable
$200 nightly
The price is $226 total per night from May 28 to May 29
$226 total
May 28 - May 29
Total with taxes and fees
This smoke-free hotel features a private beach, a full-service spa, and a 24-hour gym. Enjoy the outdoor pool and perks like free self parking and free WiFi. ...
"First time to Big Bear. My husband and I went there to celebrate my birthday. We loved this hotel and all of its many amenities. The resturant DeLe Nonna’s was terrific! Loved the eggplant Capanatta. The bartender Kenzie was the best! The cocktail menu has fabulous drinks so be sure to inquire about ..."

Reviewed on May 21, 2026

Opens in a new windowHotel Marina Riviera
Big Bear Frontier

Big Bear Frontier

3 out of 5
40472 Big Bear Blvd Big Bear Lake CA
$142 nightly
The price is $160 total per night from May 25 to May 26
$160 total
May 25 - May 26
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A lobby fireplace, a picnic area, and barbecue grills are also on ...
"It was a nice room which was right on the lake."

Reviewed on May 20, 2026

Opens in a new windowBig Bear Frontier
The Burgundy

The Burgundy

2.5 out of 5
41121 Big Bear Blvd Big Bear Lake CA
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $134 total per night from May 31 to Jun 1
$134 total
May 31 - Jun 1
Total with taxes and fees
This hotel features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a lobby fireplace, ...
"Hotel and room were at great location and felt like staying in the woods and nature. I would recommend this to friends and reserve this again"

Reviewed on May 19, 2026

Opens in a new windowThe Burgundy
Big Bear Lakefront Lodge

Big Bear Lakefront Lodge

2 out of 5
40360 Lakeview Dr Big Bear Lake CA
$82 nightly
The price is $92 total per night from May 26 to May 27
$92 total
May 26 - May 27
Total with taxes and fees
This motel features free WiFi in public areas, free newspapers, and free self parking. Enjoy the free on-the-go breakfast each morning. A picnic area, express ...
"Hello, it was the first time for me to know big bear , and everything was good, I don't have any issues,"

Reviewed on May 17, 2026

Opens in a new windowBig Bear Lakefront Lodge
Don't see what you're looking for?
See all available properties in Winter Park
View all properties
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.

Winter Park Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Winter Park area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Winter Park to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Winter Park are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent Winter Park hotel reviews by fellow wanderers

Explore More Ways to Travel with Travelocity