Photo by Kayla Templin

Search Hotels in Old Town Winter Park, 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
14 Nov - 15 Nov
Tomorrow
15 Nov - 16 Nov
This weekend
14 Nov - 16 Nov
Next weekend
21 Nov - 23 Nov

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Old Town Winter Park, Winter Park

Exterior
A Frame Club

A Frame Club

3.5 star property
Old Town Winter Park
9.0 out of 10, Wonderful, (101)
"Wonderful stay!"
United States
Margaret Vest
The price is Rp3.075.928
Rp4.144.278 total
includes taxes & fees
20 Nov - 21 Nov
A Frame Club
Interior
Georgetown Lodge

Georgetown Lodge

2.5 star property
20.3 km from Old Town Winter Park
7.8 out of 10, Good, (654)
"Rooms are nice and clean, close to restaurants and shopping, quiet and friendly employee at check in."
United States
Michelle
The price is Rp1.429.303
Rp1.601.535 total
includes taxes & fees
16 Nov - 17 Nov
Georgetown Lodge
Exterior
The Vintage Hotel

The Vintage Hotel

3.0 star property
1.1 km from Old Town Winter Park
8.6 out of 10, Excellent, (1001)
"Staff was fabulous and accommodations great."
United States
Lynette
The price is Rp2.898.728
Rp3.458.553 total
includes taxes & fees
15 Nov - 16 Nov
The Vintage Hotel
Free daily continental breakfast
Holiday Inn Express & Suites Fraser - Winter Park Area by IHG

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

2.5 star property
7.3 km from Old Town Winter Park
9.0 out of 10, Wonderful, (1000)
"Nice stay"
United States
Patrick
The price is Rp1.989.323
Rp2.212.127 total
includes taxes & fees
20 Nov - 21 Nov
Holiday Inn Express & Suites Fraser - Winter Park Area by IHG
Coffee shop
Gravity Haus Winter Park

Gravity Haus Winter Park

3.5 star property
3.5 km from Old Town Winter Park
9.0 out of 10, Wonderful, (775)
"Loved the intentional room design and comforter. Really good coffee bar and welcoming staff. You want to stay here! "
United States
Dana
Gravity Haus Winter Park
Exterior
Microtel Inn & Suites by Wyndham Georgetown Lake

Microtel Inn & Suites by Wyndham Georgetown Lake

3.0 star property
19.4 km from Old Town Winter Park
9.2 out of 10, Wonderful, (1000)
"Exactly what we needed for our trip!"
United States
Sally
The price is Rp1.707.594
Rp1.913.359 total
includes taxes & fees
16 Nov - 17 Nov
Microtel Inn & Suites by Wyndham Georgetown Lake
Standard Room, 1 Queen Bed, River View | Terrace/patio
Argo Inn and Suites

Argo Inn and Suites

2.0 star property
27.8 km from Old Town Winter Park
8.4 out of 10, Very good, (1092)
"Nice stay."
United States
Christopher
The price is Rp1.487.813
Rp1.674.532 total
includes taxes & fees
19 Nov - 20 Nov
Argo Inn and Suites
Terrace/patio
Fraser Crossing Founders Pointe

Fraser Crossing Founders Pointe

3.5 star property
Winter Park Village, 0.6 km from Old Town Winter Park
8.6 out of 10, Excellent, (1001)
"Room was clean and adequately supplied. Great large hot tub and fire pit area. Location was perfect."
United States
Roger
The price is Rp3.661.023
Rp4.368.070 total
includes taxes & fees
16 Nov - 17 Nov
Fraser Crossing Founders Pointe
Property amenity
Winter Park Chateau

Winter Park Chateau

4.0 star property
4.1 km from Old Town Winter Park
9.8 out of 10, Exceptional, (104)
"Great stay."
United States
Sheri
The price is Rp2.225.049
Rp2.518.754 total
includes taxes & fees
20 Nov - 21 Nov
Winter Park Chateau
Exterior
Inn at SilverCreek

Inn at SilverCreek

3.0 star property
23.3 km from Old Town Winter Park
7.2 out of 10, Good, (1001)
"We had anamazing stay!! The pool, hit tubs and sauna were amazing. "
United States
Micki
Inn at SilverCreek
Garden
Valley Hi Motel - Near Winter Park Visitor Center

Valley Hi Motel - Near Winter Park Visitor Center

2.0 star property
3.3 km from Old Town Winter Park
9.2 out of 10, Wonderful, (580)
"Hot tub super hot! Don’t forget to turn it on :) "
United States
Rebecca
The price is Rp1.989.323
Rp2.251.913 total
includes taxes & fees
16 Nov - 17 Nov
Valley Hi Motel - Near Winter Park Visitor Center
Casino
Ameristar Casino Resort Spa Black Hawk

Ameristar Casino Resort Spa Black Hawk

4.0 star property
25.6 km from Old Town Winter Park
8.6 out of 10, Excellent, (3463)
"Friendly staff nice room "
United States
Leslie
The price is Rp4.098.193
Rp5.290.899 total
includes taxes & fees
12 Dec - 13 Dec
Ameristar Casino Resort Spa Black Hawk
Sauna, steam room
Monarch Casino Resort Spa Black Hawk

Monarch Casino Resort Spa Black Hawk

4.0 star property
26 km from Old Town Winter Park
9.2 out of 10, Wonderful, (4117)
"Great place to stay "
United States
Nicole
The price is Rp1.654.983
Rp2.544.178 total
includes taxes & fees
16 Nov - 17 Nov
Monarch Casino Resort Spa Black Hawk
Room, 2 Queen Beds | Desk, free WiFi, bed sheets
H & H Motor Lodge

H & H Motor Lodge

2.0 star property
27.7 km from Old Town Winter Park
7.4 out of 10, Good, (165)
"Close to Indian Springs, Starbucks, shopping and good food. All within walking distance!"
United States
Celeste
The price is Rp1.188.579
Rp1.431.978 total
includes taxes & fees
15 Nov - 16 Nov
H & H Motor Lodge
Front of property
YMCA of the Rockies Snow Mountain Ranch

YMCA of the Rockies Snow Mountain Ranch

2.5 star property
18 km from Old Town Winter Park
8.4 out of 10, Very good, (602)
"The room was great and the staff was very good. "
United States
Sandra
YMCA of the Rockies Snow Mountain Ranch
Exterior
Historic Windsor Hotel

Historic Windsor Hotel

2.5 star property
22 km from Old Town Winter Park
8.2 out of 10, Very good, (333)
"Will be back!"
United States
Robert
The price is Rp1.170.190
Rp1.578.252 total
includes taxes & fees
15 Nov - 16 Nov
Historic Windsor Hotel
Garden
Georgetown Mountain Inn

Georgetown Mountain Inn

2.0 star property
20.9 km from Old Town Winter Park
8.6 out of 10, Excellent, (1000)
"Good value. Close to weddings venue."
United States
Mary
The price is Rp1.422.082
Rp1.593.442 total
includes taxes & fees
16 Nov - 17 Nov
Georgetown Mountain Inn
Lobby sitting area
Horseshoe Black Hawk - A Caesars Rewards Destination

Horseshoe Black Hawk - A Caesars Rewards Destination

3.0 star property
26.1 km from Old Town Winter Park
8.0 out of 10, Very good, (1043)
"Fantastic hotel at a fantastic price "
United States
Derrick
The price is Rp922.762
Rp1.414.954 total
includes taxes & fees
16 Nov - 17 Nov
Horseshoe Black Hawk - A Caesars Rewards Destination
Property entrance
Zephyr Mountain Lodge

Zephyr Mountain Lodge

3.5 star property
Winter Park Village, 0.7 km from Old Town Winter Park
8.2 out of 10, Very good, (668)
"Beautiful resort!! Only negative is our room does not have air conditioning so it stayed pretty warm. They provided us an extra fan upon request. We loved our stay!"
United States
Rebecca
The price is Rp4.580.458
Rp5.465.073 total
includes taxes & fees
15 Nov - 16 Nov
Zephyr Mountain Lodge
Lobby
The Boulder Creek Lodge

The Boulder Creek Lodge

2.5 star property
23 km from Old Town Winter Park
9.0 out of 10, Wonderful, (940)
"We had a great stay! The room and bed were comfortable and easy walking distance to restaurants and shops. We’ll definitely stay here again. "
United States
Christopher
The price is Rp3.092.645
Rp3.451.392 total
includes taxes & fees
20 Nov - 21 Nov
The Boulder Creek Lodge
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

Where to stay in Old Town Winter Park

Find the best Old Town Winter Park 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.

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.

Hideaway Junction

While Hideaway Junction isn't home to many top sights, Grand Park Community Recreation Center and Cozens Ranch House Museum 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 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 Old Town Winter Park Hotel Reviews

Monarch Casino Resort Spa Black Hawk

Monarch Casino Resort Spa Black Hawk

10/10 Excellent
"Love love love "
Brooke 1-night trip
Posted 5 days ago
Monarch Casino Resort Spa Black Hawk
Holiday Inn Express & Suites Fraser - Winter Park Area by IHG

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

10/10 Excellent
"The room was clean, well organized, and well lit. The staff was super friendly and helpful. The breakfast was very good both mornings."
Barbara 2-night trip
Posted 11 days ago
Holiday Inn Express & Suites Fraser - Winter Park Area by IHG

Explore a world of travel with Expedia

Frequently asked questions

What is Old Town Winter Park like?
Guests are sure to enjoy their time checking out all that Winter Park's Old Town Winter Park neighbourhood has to offer. Looking for sights you might find in a travel guide about Old Town Winter Park? Consider a visit to Winter Park Ski Resort while you're in the neighbourhood.
What's a favourite hotel to stay in Old Town Winter Park?
Based on our traveller data, A Frame Club is one of the top choices for your stay in Old Town Winter Park. This cabin offers free parking and in-room kitchenettes.
How many hotels should I expect to find in Old Town Winter Park?
If you're searching for places to stay in Winter Park, Expedia has something to meet your needs with 83 Old Town Winter Park hotels and other accommodation options to choose from.
If I need to cancel my hotel reservation in Old Town Winter Park, will I receive a refund?
Yes, most room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and be given a refund within a 24-hour period of your booking. Plug in your dates, click on "Search", then you can filter by "fully refundable" to review the best options available in Old Town Winter Park.
What is there to do around this Winter Park neighbourhood?
Popular attractions in Old Town Winter Park include Winter Park Ski Resort. When you're sightseeing in Winter Park, Meteor Magic Carpet and Comet Magic Carpet are also worth a stop.