What is Bear Crossing like?

Travelers will be sure to find plenty to entertain them in Winter Park's Bear Crossing neighborhood.

How many hotels should I expect to find in Bear Crossing?

Expedia has 26 hotels and other accommodations in Bear Crossing to choose from, making this an ideal home base for exploring the greater Winter Park area.

If I need to cancel my hotel reservation in Bear Crossing, will I receive a refund?

Yes! The majority of hotel reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within 24 hours of your booking. Put your dates in and click on "Search", then use the "fully refundable" filter to review the best deals available in Bear Crossing.

Where can I learn more about changing or cancelling my trip to Bear Crossing?

To find more details about updating your trip to Bear Crossing or cancelling it, click here .

What is there to do around this Winter Park neighborhood?

A few places to visit in the area around Bear Crossing include Blue Sky Massage, Bella Vita, and Hideaway Park. Body Kneads Massage and Pilates and Grand Park Community Recreation Center are also worth a visit when you're out sightseeing in Winter Park.

Bear Crossing Hotels, Winter Park

Top Trending Hotels Near Bear Crossing, Winter Park

Stroll along the river and discover the charming town's unique blend of traditional and modern architecture.

"Great place and location."

P11,636 total

includes taxes & fees

Aug 3 - Aug 4

Relax in our spacious lobby, featuring a central seating area with sofas and armchairs, and a decorative wall with a geometric pattern.

"Nice place to visit"

P6,459 total

includes taxes & fees

Jul 21 - Jul 22

Relax in our spacious lobby, featuring a tufted sofa and armchairs, and take in the view from the large window.

"Nice place, great restaurants "

P9,371 total

includes taxes & fees

Aug 3 - Aug 4

Experience the classic charm of this casino, featuring a vaulted ceiling and a row of slot machines.

"Great place to stay and clean"

P5,099 total

includes taxes & fees

Jul 21 - Jul 22

Experience the vibrant atmosphere of our casino, featuring a stunning atrium with slot machines and a spacious gaming area.

"Good place to stay "

P6,982 total

includes taxes & fees

Aug 18 - Aug 19

Enjoy cooking in this well-equipped kitchen with oven and microwave, and a large window offering a view.

P32,772 total

includes taxes & fees

Aug 10 - Aug 11

Relax in a spacious room with a large bed, flat-screen TV, and modern amenities.

"The bed was a nice soft comfortable mattress and the room was very quiet!!"

P4,569 total

includes taxes & fees

Jul 29 - Jul 30

Enter the Century Casino Hotel through its grand entrance, marked by a curved facade and a staircase leading up to the main entrance.

"Okay room and casino was fine but nothing exceptional. Just average"

P6,336 total

includes taxes & fees

Jul 21 - Jul 22

Cozy cabin-style room with a stone fireplace, large window, and comfortable seating.

"Excellent host, excellent food and great attention to detail!! "

P14,086 total

includes taxes & fees

Jul 21 - Jul 22

Experience the charm of this mountain retreat at Microtel By Wyndham, featuring a rustic entrance with a pergola and multiple windows with curtains.

"Very clean and nice hotel in really good location. "

P8,234 total

includes taxes & fees

Aug 17 - Aug 18

Relax in this spacious room with a pool table, kitchen area, and comfortable seating.

"Lovely stay"

P6,215 total

includes taxes & fees

Jul 24 - Jul 25

Surrounded by lush trees and a unique rock formation, this serene setting features a vibrant flower bed.

"Great location in town and the room worked well for our family of five. Kids enjoyed the pool, amenities were walkable and the staff was very friendly. "

P7,543 total

includes taxes & fees

Aug 6 - Aug 7

Classic four-poster bed with a central column and flanking posts, adorned with a white bedspread and pillows, set against a traditional backdrop.

"We had a wonderful stay at the St James Hotel. The hotel was right next to downtown Georgetown! There were a lot of great places to eat and the room was clean and cozy."

P10,472 total

includes taxes & fees

Jul 28 - Jul 29

P12,753 total

includes taxes & fees

Aug 5 - Aug 6

Traditional room with a wooden desk, vase of flowers, and framed picture, offering a cozy atmosphere.

"This was a great find! Lovely building, fits perfectly with Georgetown. Anyone who wants a charming experience in the city should check this out. Breakfast was delicious too! Would highly recommend to anyone."

P13,415 total

includes taxes & fees

Jul 24 - Jul 25

Situated in a mountainous area, this hotel offers a serene environment with a central entrance and elevator for easy access.

"Very beautiful place the room was very clean the beds are very comfortable and the staff are very friendly and helpful. I would definitely stay again "

P8,649 total

includes taxes & fees

Jul 21 - Jul 22

Relax in the hotel's outdoor patio area, featuring a fireplace, seating and tables, with views of the surrounding buildings.

"Room was clean and adequately supplied. Great large hot tub and fire pit area. Location was perfect."

P12,897 total

includes taxes & fees

Jul 28 - Jul 29

Experience the rustic charm of this hotel, surrounded by a serene winter landscape and offering easy access to nearby ski slopes.

"What a great place to stay!! Beautiful area and the rooms are condos, so it was like being in a home away from home. The people are super nice as well. And it’s right at Winter Park base so the area is gorgeous! One important thing to keep in mind is that due to the average highs in the lower 70s and low humidity, the units don’t have AC, so if it’s going to be unseasonably warm, that could be an issue for some. "

P13,579 total

includes taxes & fees

Jul 23 - Jul 24

Experience serene forest views from our A-frame cabins with large windows.

"Staff very helpful. "

P16,056 total

includes taxes & fees

Jul 21 - Jul 22

Experience the classic charm of The Windsor Hotel, situated in a scenic location with breathtaking views of snow-covered mountains and dense forest.

"Such a little gem in the mountains! I saw a show at Red Rocks and didn't want to stay the right next to the venue. I found this wonderful little place just a 1/2 hour down the road, closer to where I'm living. Would highly recommend"

P8,562 total

includes taxes & fees

Jul 21 - Jul 22

Where to stay in Bear Crossing

Find the best Bear Crossing areas and neighborhoods for the activities you enjoy most.

Old Town Winter Park

If you're looking for some top things to see and do in Old Town Winter Park and surrounding area, you can visit Winter Park Ski Resort and Trestle Bike Park.

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