Photo by Kayla Templin

Old Town Winter Park Hotels near 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
Nov 13 - Nov 14
Tomorrow
Nov 14 - Nov 15
This weekend
Nov 14 - Nov 16
Next weekend
Nov 21 - Nov 23

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Old Town Winter Park, Winter Park

Fishing
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 P10,890
P14,672 total
includes taxes & fees
Nov 16 - Nov 17
A Frame Club
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 P10,225
P12,200 total
includes taxes & fees
Nov 16 - Nov 17
The Vintage Hotel
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 P5,042
P5,650 total
includes taxes & fees
Nov 19 - Nov 20
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

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 P7,430
P8,262 total
includes taxes & fees
Nov 19 - Nov 20
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 P6,019
P6,745 total
includes taxes & fees
Nov 16 - Nov 17
Microtel Inn & Suites by Wyndham Georgetown Lake
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, (1091)
"Nice stay."
United States
Christopher
The price is P5,248
P5,907 total
includes taxes & fees
Nov 18 - Nov 19
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 P12,962
P15,465 total
includes taxes & fees
Nov 14 - Nov 15
Fraser Crossing Founders Pointe
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, (1000)
"We had anamazing stay!! The pool, hit tubs and sauna were amazing. "
United States
Micki
Inn at SilverCreek
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, (103)
"Great stay."
United States
Sheri
The price is P7,878
P8,917 total
includes taxes & fees
Nov 19 - Nov 20
Winter Park Chateau
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 P7,043
P7,973 total
includes taxes & fees
Nov 14 - Nov 15
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, (3458)
"Friendly staff nice room "
United States
Leslie
The price is P14,500
P18,720 total
includes taxes & fees
Dec 12 - Dec 13
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, (4113)
"Great place to stay "
United States
Nicole
The price is P5,838
P8,974 total
includes taxes & fees
Nov 26 - Nov 27
Monarch Casino Resort Spa Black Hawk
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 P4,193
P5,051 total
includes taxes & fees
Nov 14 - Nov 15
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 P4,128
P5,567 total
includes taxes & fees
Nov 16 - Nov 17
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 P5,016
P5,621 total
includes taxes & fees
Nov 19 - Nov 20
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 P3,255
P4,991 total
includes taxes & fees
Nov 30 - Dec 1
Horseshoe Black Hawk - A Caesars Rewards Destination
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 P10,909
P12,174 total
includes taxes & fees
Nov 19 - Nov 20
The Boulder Creek Lodge
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 P16,157
P19,277 total
includes taxes & fees
Nov 23 - Nov 24
Zephyr Mountain 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

Hotels in Old Town Winter Park with free breakfast

Children's play area - outdoor
The Nest at Black Hawk
The Nest at Black Hawk
4.5 star property
  • Breakfast included
The price is P16,614
P19,755 total
includes taxes & fees
Dec 2 - Dec 3
The Nest at Black Hawk
See more properties

Hotels in Old Town Winter Park with a pool

Dining
This beautiful and modern condo is the ideal getaway in Winter Park.
This beautiful and modern condo is the ideal getaway in Winter Park.
2.0 star property
  • Pool
9.0 out of 10, Wonderful, (18)
This beautiful and modern condo is the ideal getaway in Winter Park.
See more properties

Top guest rated hotels in Old Town Winter Park

Fishing
A Frame Club
A Frame Club
3.5 star property
    9.0 out of 10, Wonderful, (101)
    The price is P10,890
    P14,672 total
    includes taxes & fees
    Nov 16 - Nov 17
    A Frame Club
    See more properties

    Where to stay in Old Town Winter Park

    Find the best Old Town Winter Park areas and neighborhoods for the activities you enjoy most.

    Winter Park Village

    If you're spending some time in Winter Park Village, Winter Park Ski Resort and The Gondola are top sights worth seeing.

    Hideaway Village South

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

    Hideaway Junction

    Though Hideaway Junction might not have many top sights, you can venture to the surrounding area to see attractions like Grand Park Community Recreation Center and Cozens Ranch House Museum.

    Elk Court Cabins

    Elk Court Cabins might not have many top sights, but Bella Vita and Hideaway Park are two attractions nearby that you can check out.

    Hideaway Village

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

    Top Old Town Winter Park Hotel Reviews

    Lady Luck Casino Black Hawk

    Lady Luck Casino Black Hawk

    10/10 Excellent
    "Friendly Front Desk staff. Clean and quiet room. Very convenient location, walking distance to most everything. Reasonable rates. We liked having a fridge and coffee maker as well."
    Sherry 1-night trip
    Posted 3 days ago
    Lady Luck Casino Black Hawk

    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 neighborhood 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 neighborhood.
    What's a favorite place to stay in Old Town Winter Park?
    Based on our traveler 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 will I be able 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 accommodations 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 if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, it might still be possible to cancel it and receive a refund within 24 hours of your booking. Add dates, click "Search", then use the filter option "fully refundable" to get top deals in Old Town Winter Park.
    What is there to do around this Winter Park neighborhood?
    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.