Diamond Lake Vacations from $904

Book a Hotel + Flight or Car together to unlock savings

Your Diamond Lake Vacation

Enjoy amazing adventures when you book a vacation package to Diamond Lake. Whether you're a foodie, history buff or just a traveler who loves to see new places, there's something for everyone in this lively city. Fill your trip to Diamond Lake with tours of some of its big-hitting attractions. First stop? Make a beeline for Cat Ski Mt. Bailey. A couple of quick clicks is all it takes to put together the ultimate Diamond Lake vacation on Expedia.

The Latest Diamond Lake vacation packages

Price found within the past 48 hours. Click for updated prices.
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
Price was $1,117, price is now $904 per person
$904
per person
Dec 31 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Medford (MFR)
9.6/10 Exceptional! (1,173 reviews)

Kubli Haus

Kubli Haus

5 out of 5
Price was $1,615, price is now $1,213 per person
$1,213
per person
Dec 31 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Medford (MFR)
10/10 Exceptional! (1 review)
Kathleen was very helpful and her presence was delightful. Very easy to be around her. there was a little glitch with the Expedia was of doing the reservation which she quickly figured out and she made great recommendations for out stay.

Reviewed on Oct 16, 2026

Winchester Inn

Winchester Inn

3.5 out of 5
Historic Downtown District
Price was $1,211, price is now $954 per person
$954
per person
Dec 31 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Medford (MFR)
9.6/10 Exceptional! (288 reviews)
Amazing breakfasts, friendly staff, best location

Reviewed on Oct 10, 2026

Savage Upon Siskiyou

Savage Upon Siskiyou

3 out of 5
Siskiyou-Hargadine Historic District
Price was $1,689, price is now $1,341 per person
$1,341
per person
Dec 31 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Medford (MFR)
10/10 Exceptional! (2 reviews)
Had an amazing stay, thank you!

Reviewed on Aug 5, 2026

Grandview of Ashland

Grandview of Ashland

3 out of 5
Price was $1,475, price is now $1,184 per person
$1,184
per person
Dec 31 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Medford (MFR)
10/10 Exceptional! (9 reviews)
This property was absolutely magic! The home is incredibly beautiful and welcoming. The property owners were incredibly easy to communicate with and we felt like we were at a resort. The surroundings are stunning and while you feel completely removed from everything you are just minutes from OSF in Ashland. From drinking coffee while watching deer in the yard to just taking in the panoramic gorgeous views, we didn't want to leave the house. I honestly can not wait to use it again!

Reviewed on Oct 11, 2026

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Stay near popular Diamond Lake attractions

Diamond Lake

8.4/10 (33 reviews)
Ringed by mountain vistas, Diamond Lake offers a true retreat for outdoor enthusiasts. Cast for trophy trout in crystal waters or explore scenic trails through the surrounding Umpqua National Forest.
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Diamond Lake Hotel Deals

Dawson House Lodge

Dawson House Lodge

2.5 out of 5
109455 Hwy 97 North Chemult OR
Fully refundable
$129 nightly
The price is $141 total per night from Oct 28 to Oct 29
$141 total
Oct 28 - Oct 29
Total with taxes and fees
Dawson House Lodge
Eagle Crater Lake Inn

Eagle Crater Lake Inn

2.5 out of 5
108915 U.S. 97 Chemult OR
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $140 total per night from Oct 28 to Oct 29
$140 total
Oct 28 - Oct 29
Total with taxes and fees
7.6/10 Good! (764 reviews)
"Great!"

Reviewed on Oct 22, 2026

Eagle Crater Lake Inn
See all 3 properties in Diamond Lake
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.

Find the Best Diamond Lake Vacation Packages

Diamond Lake Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
35ºF
Max Temp Summer
70ºF
Top Sights
Pumice Desert, Cat Ski Mt. Bailey and Miller Lake

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Frequently asked questions

What are the top things to do in Diamond Lake?
Diamond Lake, an outdoor and nature destination, offers a range of activities centered around its scenic beauty for your Diamond Lake vacation:

Browse and book things to do in Diamond Lake on Expedia.
How can I save money on a Diamond Lake vacation package?
When you bundle, you can save up to 30%*. To save money on a Diamond Lake package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
Do you need to rent a car in Diamond Lake, or is public transport enough?
For a Diamond Lake vacation package, a rental car is highly recommended. As an outdoor and nature destination located outside a city, attractions and points of interest are often spread out, making personal transportation the most flexible option for exploring.

Having a car allows you to easily reach destinations like Crater Lake or Cat Ski Mt. Bailey. If your Diamond Lake vacation packages with flights arrive at Eugene, OR (EUG) or Medford, OR (MFR-Rogue Valley Intl.), a rental car will also provide convenient transport to and from the airport.
Can I change or cancel my Diamond Lake vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Diamond Lake vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Diamond Lake vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Diamond Lake vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Diamond Lake?
To find last-minute vacation packages to Diamond Lake, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Diamond Lake vacation packages?
Free cancellation on a Diamond Lake vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Diamond Lake vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Diamond Lake getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Diamond Lake vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.