Bear Crossing Hotels, Winter Park

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Bear Crossing hotels

Sauna, steam room
Monarch Casino Resort Spa Black Hawk

Monarch Casino Resort Spa Black Hawk

Monarch Casino Resort Spa Black Hawk
4.0 star property
29.6 km from Bear Crossing
9.2 out of 10, Wonderful, (4172)
"Great place to stay "
United States
Rene
The price is AU$223
includes taxes & fees
21 Jan - 22 Jan 2026
Monarch Casino Resort Spa Black Hawk
Lobby sitting area
Horseshoe Black Hawk - A Caesars Rewards Destination

Horseshoe Black Hawk - A Caesars Rewards Destination

Horseshoe Black Hawk - A Caesars Rewards Destination
3.0 star property
29.7 km from Bear Crossing
8.0 out of 10, Very good, (1098)
"Great view and wonderful front desk lady😁"
United States
Jasmine
The price is AU$179
includes taxes & fees
6 Jan - 7 Jan 2026
Horseshoe Black Hawk - A Caesars Rewards Destination
Casino
Ameristar Casino Resort Spa Black Hawk

Ameristar Casino Resort Spa Black Hawk

Ameristar Casino Resort Spa Black Hawk
4.0 star property
29.2 km from Bear Crossing
8.6 out of 10, Excellent, (3563)
"Loved the location, was a good stay..would definitely stay there again "
United States
Angel
The price is AU$197
includes taxes & fees
6 Jan - 7 Jan 2026
Ameristar Casino Resort Spa Black Hawk
Exterior
Microtel Inn & Suites by Wyndham Georgetown Lake

Microtel Inn & Suites by Wyndham Georgetown Lake

Microtel Inn & Suites by Wyndham Georgetown Lake
3.0 star property
22.7 km from Bear Crossing
9.2 out of 10, Wonderful, (1005)
"Great place to stay in"
United States
Khalil
The price is AU$197
includes taxes & fees
26 Jan - 27 Jan 2026
Microtel Inn & Suites by Wyndham Georgetown Lake
Room, 1 King Bed, Non Smoking
Grand Z Casino Hotel by Red Lion Hotels

Grand Z Casino Hotel by Red Lion Hotels

Grand Z Casino Hotel by Red Lion Hotels
3.0 star property
27.6 km from Bear Crossing
7.8 out of 10, Good, (1004)
"Clean room, friendly staff, good location"
United States
Andre
The price is AU$143
includes taxes & fees
6 Jan - 7 Jan 2026
Grand Z Casino Hotel by Red Lion Hotels
Exterior
Historic Windsor Hotel

Historic Windsor Hotel

Historic Windsor Hotel
2.5 star property
24.9 km from Bear Crossing
8.2 out of 10, Very good, (337)
"Great experience staying here. Will definitely come back. "
United States
Ricardo
The price is AU$185
includes taxes & fees
6 Jan - 7 Jan 2026
Historic Windsor Hotel
Garden
Georgetown Mountain Inn

Georgetown Mountain Inn

Georgetown Mountain Inn
2.0 star property
24.1 km from Bear Crossing
8.6 out of 10, Excellent, (1000)
"The room was spotless -- the staff were friendly, welcoming and fun and the continental breakfast was awesome. I LOVED staying at the Georgetown Mountain Inn and I will definitely stay there again."
United States
Debra
The price is AU$187
includes taxes & fees
15 Jan - 16 Jan 2026
Georgetown Mountain Inn
Desk, blackout curtains, iron/ironing board, rollaway beds
Best Western Alpenglo Lodge

Best Western Alpenglo Lodge

Best Western Alpenglo Lodge
2.5 star property
1.4 km from Bear Crossing
8.6 out of 10, Excellent, (1005)
"Clean room and the service at front desk was great from answering questions to recommending good places to eat."
United States
Wesley
The price is AU$320
includes taxes & fees
25 Jan - 26 Jan 2026
Best Western Alpenglo Lodge
Interior
Georgetown Lodge

Georgetown Lodge

Georgetown Lodge
2.5 star property
23.5 km from Bear Crossing
7.8 out of 10, Good, (677)
"Everything was perfect!"
United States
Leidy Vanessa
The price is AU$144
includes taxes & fees
6 Jan - 7 Jan 2026
Georgetown Lodge
Free daily continental breakfast
Holiday Inn Express & Suites Fraser - Winter Park Area by IHG

Holiday Inn Express & Suites Fraser - Winter Park Area by IHG

Holiday Inn Express & Suites Fraser - Winter Park Area by IHG
2.5 star property
3.9 km from Bear Crossing
9.0 out of 10, Wonderful, (1001)
"Nice stay"
United States
Patrick
The price is AU$287
includes taxes & fees
8 Jan - 9 Jan 2026
Holiday Inn Express & Suites Fraser - Winter Park Area by IHG
Front of property
YMCA of the Rockies Snow Mountain Ranch

YMCA of the Rockies Snow Mountain Ranch

YMCA of the Rockies Snow Mountain Ranch
2.5 star property
14.2 km from Bear Crossing
8.4 out of 10, Very good, (616)
"Clean and comfortable at great price"
United States
Clifton
YMCA of the Rockies Snow Mountain Ranch
Casino
Lady Luck Casino Black Hawk

Lady Luck Casino Black Hawk

Lady Luck Casino Black Hawk
3.0 star property
29.4 km from Bear Crossing
7.6 out of 10, Good, (1830)
"Staff was courteous and we always enjoy staying here. "
United States
Yolanda
The price is AU$162
includes taxes & fees
6 Jan - 7 Jan 2026
Lady Luck Casino Black Hawk
Coffee shop
Gravity Haus Winter Park

Gravity Haus Winter Park

Gravity Haus Winter Park
3.5 star property
1.3 km from Bear Crossing
9.0 out of 10, Wonderful, (790)
"If we plan another vacation to Winter Park, we would love to stay at the hotel again. Everyone is very friendly and had great tips and advice. The beds were super comfortable, quiet and had everything we needed."
United States
Grace
The price is AU$303
includes taxes & fees
6 Jan - 7 Jan 2026
Gravity Haus Winter Park
Lobby
The Boulder Creek Lodge

The Boulder Creek Lodge

The Boulder Creek Lodge
2.5 star property
25.1 km from Bear Crossing
9.0 out of 10, Wonderful, (947)
"Friendly staff welcome, beautiful accommodation, clean room"
United States
Anastasia
The Boulder Creek Lodge
Exterior
Inn at SilverCreek

Inn at SilverCreek

Inn at SilverCreek
3.0 star property
19.7 km from Bear Crossing
7.2 out of 10, Good, (1002)
"Great location..pool area can use a deep clean. "
United States
Christina
Inn at SilverCreek
Exterior
The Vintage Hotel

The Vintage Hotel

The Vintage Hotel
3.0 star property
4.8 km from Bear Crossing
8.6 out of 10, Excellent, (1000)
"Staff was fabulous and accommodations great."
United States
Lynette
The price is AU$426
includes taxes & fees
27 Jan - 28 Jan 2026
The Vintage Hotel
Dining
The Silver Lake Lodge

The Silver Lake Lodge

The Silver Lake Lodge
3.5 star property
16.5 km from Bear Crossing
9.6 out of 10, Exceptional, (246)
"Great country lodge with all the construction of a solid log home and great views. Staff was great, family run, parents and son, Jonny. Rooms were decorated in western motif and very classy and charming, well lit and cozy and warm. "
United States
Raymond
The Silver Lake Lodge
Front of property – evening/night
Century Casino & Hotel - Central City

Century Casino & Hotel - Central City

Century Casino & Hotel - Central City
3.0 star property
27.3 km from Bear Crossing
8.6 out of 10, Excellent, (803)
"Yes nice room"
United States
Derion
The price is AU$165
includes taxes & fees
6 Jan - 7 Jan 2026
Century Casino & Hotel - Central City
Property amenity
Winter Park Chateau

Winter Park Chateau

Winter Park Chateau
4.0 star property
1.4 km from Bear Crossing
9.8 out of 10, Exceptional, (110)
"Very charming and comfy stay"
United States
Scott
The price is AU$247
includes taxes & fees
4 Jan - 5 Jan 2026
Winter Park Chateau
Free local cuisine breakfast
Rose Street Bed & Breakfast

Rose Street Bed & Breakfast

Rose Street Bed & Breakfast
3.5 star property
24.7 km from Bear Crossing
9.8 out of 10, Exceptional, (131)
"Great place to stay, lots of beautiful nature surrounding the Inn. We had a great stay. "
United States
Campbell
The price is AU$350
includes taxes & fees
4 Jan - 5 Jan 2026
Rose Street Bed & Breakfast
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.
View all properties

Our guide on where to stay in Bear Crossing

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

Winter Park Village

While visiting Winter Park Village, you might make a stop by sights like Winter Park Ski Resort and The Gondola.

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.

Hideaway Village South

While there might not be top attractions in Hideaway Village South, you can explore the larger area and discover places like Bella Vita and Hideaway Park.

Elk Court Cabins

If you're looking for some top things to see and do in Elk Court Cabins and surrounding area, you can visit Bella Vita and Hideaway Park.

Hideaway Village

When in Hideaway Village, you can plan a visit to Bella Vita and Hideaway Park, some noteworthy sights in the nearby area.

Top Bear Crossing Hotel Reviews

Lady Luck Casino Black Hawk

Lady Luck Casino Black Hawk

10/10 Excellent
"Clean rooms excellent service at from desk "
Adrian 1-night trip
Posted 2 days ago
Lady Luck Casino Black Hawk

Frequently asked questions

What is Bear Crossing like?
Travellers will be sure to find plenty to entertain them in Winter Park's Bear Crossing neighbourhood.
Where is the best place to stay in Bear Crossing?
For your stay in Bear Crossing, Bike Trails | Hot Tub w/ Mountain Views! is one of the top choices based on our traveller data.
How many hotels should I expect to find in Bear Crossing?
Expedia has 26 hotels and other accommodation options 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! You'll find that most room reservations are refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within 24 hours of your booking. Enter your dates, click on "Search", then use the "fully refundable" filter to get the best deals in Bear Crossing.
What is there to do around this Winter Park neighbourhood?
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.