
Diamond Lake Vacations from $492
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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.

Hummingbird Estate Wine & Suites
Price was $540, price is now $492 per person
$492
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.6/10 Exceptional! (161 reviews)
The place is nice and away from the city. The place is very rustic and cozy, great if you are looking for something that gets you away from technology. Rooms don’t have a tv and the internet is a little slow, but the grounds are beautiful. Come early for the wine, the bar closes early and staff isn’t around after it closes.
Reviewed on Jun 25, 2026

A Cowslip's Belle Inn
Price was $692, price is now $600 per person
$600
per person
Sep 11 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Medford (MFR)
9.6/10 Exceptional! (45 reviews)
We stayed in the upper appartment. The place is beautiful, comfortable, quite, and clean. The kitchen is well equipped. The balcony overlooks a beautiful garden patio.
The location is a short walking distance to Ashlands' center with its theaters, coffee shops and restaurants.
Steve, our host, was welcoming, bery communicative and accessible.
Our stay was perfect.
Reviewed on Jun 25, 2026

Prospero's Flagship Inn
Price was $562, price is now $515 per person
$515
per person
Sep 11 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Medford (MFR)
8.6/10 Excellent! (1,369 reviews)
My son had stayed there before, his room seemed more updated than ours. The rate for our room was really high due to the fact that it was SOU’s graduation weekend, that was sort of a bummer to see the rate increase.
I didn’t really like the self check in, especially when they had staff in the office available. You’re tired from traveling, I just want someone to check my id, hand me my room key, and send me on my way with a smile.
Our room did not look like the “suite” we booked online at all. We had 3 adults in our room and there were exactly that many towels in our unit. You had to go to the office & request more. Our biggest issue was that our tv did not work correctly. We let the staff know, she gave us new batteries and said she would send someone down; that never happened. I told them again during checkout, so we did get a percentage off of our bill. That was nice.
The pros: it was within walking distance to graduation, so that was very convenient.
Cons: for what I paid, I would not book again, especially with tv not working during USA World Cup match & Knicks championship game airing.
Reviewed on Jun 26, 2026

Best Western Windsor Inn
Price was $605, price is now $555 per person
$555
per person
Sep 11 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Medford (MFR)
9/10 Wonderful! (1,000 reviews)
The individual at the front desk was unpleasant and unhelpful to my wife on the morning of check out, and when I went down to fetch the items, she was in the same mood. Later in the morning at check out, her day had apparently not gotten any better with the progression of guests. On the high side, I enjoyed the use of the pool/hot tub area, but it did not appear to be cleaned overnight. I used the gym/work out space (they were quite strict about the time to go in), but again the place was not particularly clean, with cups and towels around, when I was the very first individual present in the morning. The breakfast helper was pleasant, and the food reasonably palatable. For novelty sake I tried the pancake making machine, perhaps version 2.0 will be more effective at actually completely cooking the pancakes. The vista was beautiful, and the setting sun against the mountains and trees while relaxing in the hot tub was almost Elizabethan magic (especially after A Midsummer's Night Dream).
Reviewed on Jun 26, 2026

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Diamond Lake Hotel Deals

Dawson House Lodge
109455 Hwy 97 North Chemult OR
Fully refundable
$139 nightly
The price is $152 total per night from Jun 30 to Jul 1
$152 total
Jun 30 - Jul 1
Total with taxes and fees
7/10 Good! (601 reviews)
"Should have read the other reviews before booking. Most of them were spot on."
Reviewed on Jun 26, 2026

Eagle Crater Lake Inn
108915 U.S. 97 Chemult OR
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $240 total per night from Jun 27 to Jun 28
$240 total
Jun 27 - Jun 28
Total with taxes and fees
7.6/10 Good! (742 reviews)
"I like it"
Reviewed on Jun 22, 2026
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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- Umpqua Hot Springs
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















