Four O'Clock Vacations from $285

Book a Hotel + Flight or Car together to unlock savings

Your Four OClock Vacation

Let our Four OClock vacation packages take you to a destination where unforgettable memories are waiting to be made. While it's especially noted for its skiing, there's plenty to love about this neighborhood. Your trip to Four OClock wouldn't be complete without a visit to major attractions nearby such as BreckConnect Gondola, Breckenridge Riverwalk Center and Maggie Pond. No matter your travel goals or the size of your budget, booking the ultimate Four OClock vacation is simple with Expedia.

The Latest Four O'Clock Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Glenwood Springs Inn

Glenwood Springs Inn

2 out of 5
Downtown
Save 100% on your flight
Price was $486, price is now $285 per person
$285
per person
Jan 20 - Jan 24
found 19 hours ago
Roundtrip flight included
Houston (IAH) to Denver (DEN)
8.8/10 Excellent! (1,482 reviews)
Convenient location, walkable to restaurants, hot springs, shops. Room clean and comfortable. Nice staff!

Reviewed on Oct 29, 2025

Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
Northside Breck
Price was $1,089, price is now $554 per person
$554
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
9.6/10 Exceptional! (1,547 reviews)
Lovely hotel, great location.

Reviewed on Oct 30, 2025

The Residences at Main Street Station, Breckenridge

The Residences at Main Street Station, Breckenridge

4 out of 5
Historic District
Save 100% on your flight
Price was $1,174, price is now $649 per person
$649
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
8.8/10 Excellent! (146 reviews)
Condos were in great condition, very soft towels

Reviewed on Oct 8, 2025

Cliff House Lodge B&B

Cliff House Lodge B&B

3.5 out of 5
Save 100% on your flight
Price was $563, price is now $312 per person
$312
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
8.8/10 Excellent! (611 reviews)
Breakfast and coffee was awesome. The jacuzzi tub was amazing. Definitely worth the price. We were in the sail away room. The wifi did not work while we were there however.

Reviewed on Oct 13, 2025

Fraser Crossing Founders Pointe

Fraser Crossing Founders Pointe

3.5 out of 5
Winter Park Village
Save 100% on your flight
Price was $2,931, price is now $1,678 per person
$1,678
per person
Dec 21 - Dec 28
found 2 days ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
8.6/10 Excellent! (1,001 reviews)
Parking was an absolute nightmare since they had just updated it. Even one of the workers there who helped us struggled with it. The code didn't work to get the QR code..so on and so on. We had to follow behind people to get in AND out. Front desk leaves at 8pm, so not much help there. Otherwise place is nice.

Reviewed on Oct 20, 2025

Where to stay in Four O'Clock

Find the best Four O'Clock areas and neighborhoods for the activities you enjoy most. Learn more about Four O'Clock
Breckenridge which includes snow, street performance and outdoor art

Historic District

3 out of top 10 points of interest in this area
4.5/5(351 area reviews)

The picture-perfect mountain views and popular ski slopes are top of the list for many visitors to Historic District. A stop by Breckenridge Ski Resort or Breckenridge Arts District might round out your trip.

Find hotels in Historic District

Four O'Clock Hotel Deals

Grand Timber Lodge

Grand Timber Lodge

3 out of 5
75 Snowflake Drive, Breckenridge, CO
9.2/10 Wonderful! (540 reviews)
Spacious room, nice property, close to downtown for shopping and dining. Didn’t use the pool but liked the size of the spas. Also nice that there were firepits to sit around.

Reviewed on Oct 15, 2025

Get rates
Grand Timber Lodge
BlueSky Breckenridge

BlueSky Breckenridge

3.5 out of 5
42 Snowflake Dr, Breckenridge, CO
$297 nightly
The price is $333 total per night from Nov 2 to Nov 3
$333 total
Nov 2 - Nov 3
Total with taxes and fees
9.6/10 Exceptional! (402 reviews)
Highly recommend it!!!!

Reviewed on Oct 16, 2025

BlueSky Breckenridge
Pine Ridge Condominiums

Pine Ridge Condominiums

3 out of 5
400 4 O'clock Rd., Breckenridge, CO
9/10 Wonderful! (1,445 reviews)
Condo was spotless, well equipped and most comfortable. Ideally located to town and ski area. We’ve stayed here before and will continue staying here. Grounds are kept immaculate. Can’t say enough good things about Pine Ridge Condos.

Reviewed on Oct 10, 2025

Get rates
Pine Ridge Condominiums
See all 989 properties in Four O'Clock
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Four O'Clock

Breckenridge Ski Resort showing snow skiing, snow and forests

Breckenridge Ski Resort

4.5/5(856 reviews)

A ski resort that impresses visitors with five breathtaking peaks, a huge variety of slopes and fantastic modern facilities. Nearby is a charming Victorian-era town.

Breckenridge Ski Resort
Breckenridge which includes snow, street performance and outdoor art

Main Street

4.5/5(1,235 reviews)

During your visit to Breckenridge, you can browse for the perfect souvenirs at Main Street. Discover the area's mountain views and seek out the ski slopes.

Main Street
A sculpture in Breckinridge. Could not find a name or artist of this art work.

Blue River Plaza

5/5(1 review)

Find out about the history of Breckenridge with a stop at Blue River Plaza. Discover the area's mountain views, or seek out its ski slopes.

Blue River Plaza

Things to do

Face in the window of Apres bar

Breckenridge Tours - Ghostly Tales

$35
per adult
94% of travellers recommend
Breckenridge Tours - Ghostly Tales
Breckenridge Tours - Strange but True

Breckenridge Tours - Strange but True

$33
per adult
80% of travellers recommend
Breckenridge Tours - Strange but True
Can you solve the clues left by the lost expedition?

Breckenridge Gold Mine Outdoor Escape Room

$49
per adult
100% of travellers recommend
Breckenridge Gold Mine Outdoor Escape Room
See all activities in Breckenridge
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.