Search Hotels in Bear Crossing, Winter Park

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15 Dec - 16 Dec
Tomorrow
16 Dec - 17 Dec
This weekend
19 Dec - 21 Dec
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26 Dec - 28 Dec

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Our top choices for Bear Crossing hotels

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, (245)
"Very clean, excellent breakfast, wonderful views."
United States
Thomas
The Silver Lake Lodge
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, (781)
"Loved the modern styling of the hotel, the outdoor hot tubs were very clean and nice. Gym is huge and basically a fully functioning crossfit gym. For a weekend stay to snowboard at Winter Park, Gravity Haus is an awesome spot. We'll definitely be staying again."
United States
Michael
Gravity Haus Winter Park
Exterior
A Frame Club

A Frame Club

A Frame Club
3.5 star property
Old Town Winter Park, 3.6 km from Bear Crossing
9.0 out of 10, Wonderful, (103)
"Unfortunately, our cabin looked directly into another cabin. River view was a very big stretch. There were no other rooms available so we were stuck with it. To make it worse, there are very bright lights on the building next door that were on all night, and since you cannot close the window due to the open design, we had a terrible nights sleep. A good idea in theory, but reality was a big miss. "
United States
Hannah
The price is 5.103.558 ₫
6.819.511 ₫ total
includes taxes & fees
16 Dec - 17 Dec
A Frame Club
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, (106)
"Very charming and comfy stay"
United States
Scott
The price is 4.026.628 ₫
4.558.142 ₫ total
includes taxes & fees
17 Dec - 18 Dec
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, (130)
"Great place to stay, lots of beautiful nature surrounding the Inn. We had a great stay. "
United States
Campbell
The price is 5.410.561 ₫
6.170.570 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Rose Street Bed & Breakfast
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 5.702.042 ₫
6.803.266 ₫ total
includes taxes & fees
16 Dec - 17 Dec
The Vintage Hotel
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, (1004)
"Clean room, free breakfast, friendly staff. "
United States
Amanda
The price is 4.598.464 ₫
5.205.461 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Best Western Alpenglo Lodge
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 price is 4.866.795 ₫
5.431.343 ₫ total
includes taxes & fees
16 Dec - 17 Dec
The Boulder Creek Lodge
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, (336)
"A small town historical charming and peaceful experience. "
United States
LEIGH
The price is 1.841.490 ₫
2.483.644 ₫ total
includes taxes & fees
16 Dec - 17 Dec
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, (1001)
"We loved staying at the Georgetown Mountain Inn. It isn't a 5 star resort, but it was perfect for our small town adventure. Cute, quaint, and a very comfortable stay."
United States
Trudy
The price is 2.486.485 ₫
2.786.106 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Georgetown Mountain Inn
Interior entrance
Clear Creek Inn

Clear Creek Inn

Clear Creek Inn
2.0 star property
24.4 km from Bear Crossing
10.0 out of 10, Exceptional, (1)
"."
United States
Doug
The price is 6.287.373 ₫
7.045.003 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Clear Creek Inn
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, (4141)
"Great place to stay "
United States
Nicole
The price is 2.604.393 ₫
4.003.689 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Monarch 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, (1002)
"Great place to stay in"
United States
Khalil
The price is 2.754.606 ₫
3.086.536 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Microtel Inn & Suites by Wyndham Georgetown Lake
Garden
Valley Hi Motel - Near Winter Park Visitor Center

Valley Hi Motel - Near Winter Park Visitor Center

Valley Hi Motel - Near Winter Park Visitor Center
2.0 star property
1.3 km from Bear Crossing
9.2 out of 10, Wonderful, (585)
"Everything is wonderful."
United States
Xing
The price is 3.656.673 ₫
4.139.354 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Valley Hi Motel - Near Winter Park Visitor Center
House | Terrace/patio
Arapaho Valley Ranch

Arapaho Valley Ranch

Arapaho Valley Ranch
2.0 star property
23.2 km from Bear Crossing
9.4 out of 10, Exceptional, (18)
"Everything was perfect! Thank you for a wonderful Thanksgiving trip."
United States
Callie
Arapaho Valley Ranch
Property entrance
Zephyr Mountain Lodge

Zephyr Mountain Lodge

Zephyr Mountain Lodge
3.5 star property
Winter Park Village, 4.3 km from Bear Crossing
8.2 out of 10, Very good, (674)
"The room was spotless and cozy. Although the bed was way too soft but we still enjoyed our stay."
United States
Jesi
The price is 13.784.868 ₫
16.447.112 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Zephyr Mountain 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, (1000)
"We had anamazing stay!! The pool, hit tubs and sauna were amazing. "
United States
Micki
Inn at SilverCreek
Room, 1 King Bed, Non Smoking | Iron/ironing board, free WiFi, bed sheets
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, (1002)
"Clean room, friendly staff, good location"
United States
Andre
The price is 951.261 ₫
1.800.188 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Grand Z Casino Hotel by Red Lion Hotels
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, (1002)
"Nice stay"
United States
Patrick
The price is 5.129.865 ₫
5.704.411 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express & Suites Fraser - Winter Park Area by IHG
Apartment (3 Bedrooms) | Interior
Fraser Mtn Escape: 8 Mi to Winter Park Resort

Fraser Mtn Escape: 8 Mi to Winter Park Resort

Fraser Mtn Escape: 8 Mi to Winter Park Resort
3.0 star property
3.6 km from Bear Crossing
Fraser Mtn Escape: 8 Mi to Winter Park Resort
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.
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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 Amaze'n Maze Winter Park.

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 Cozens Ranch House Museum.

Hideaway Junction

While Hideaway Junction isn't home to many top sights, Cozens Ranch House Museum and Grand Park Community Recreation Center are some notable places to visit nearby.

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 Grand Park Community Recreation Center.

Top Bear Crossing Hotel Reviews

Explore a world of travel with Expedia

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.
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.