Old Bend Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Hannah Martini

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
  • Premium Room, 2 Queen Beds, Kitchenette
    Jul 7 - Jul 12

    Budget Inn Madras By OYO + Flight

    Madras
    5 nights
    2.5 star property
    6.2/10 - (142 reviews)
    Roundtrip • Toronto (YYZ) - Portland (PDX)
    YYZ - PDX • 1 stop PDX - YYZ • 1 stop
    CA $907
    CA $907
    per traveller
    found 20 hours ago
    Budget Inn Madras By OYO

Where to stay in Old Bend

Find the best Old Bend areas and neighborhoods for the activities you enjoy most. Learn more about Old Bend
Sunrise illuminates Todd Lake and Three Sisters mountains, Oregon, during summer. These mountains and their surrounding forests, near Bend, provide exceptional hiking, biking, climbing, and camping.

Sunriver

1 out of top 10 points of interest in this area

Unique features of Sunriver include the golf courses and river views. Make a stop by Sunriver Resort Golf Course or Deschutes River while you're exploring the area.

Find hotels in Sunriver

Old Bend Hotel Deals

The Newberry Hotel Bend, Tapestry Collection by Hilton

The Newberry Hotel Bend, Tapestry Collection by Hilton

3.5 out of 5
300 Nw Franklin Ave Bend OR
Fully refundableReserve now, pay when you stay
The price is CA $284 per night from May 31 to Jun 1
CA $284
CA $318 total
May 31 - Jun 1
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"Check in was great, staff very helpful with great customer service"

Reviewed on May 22, 2026

The Newberry Hotel Bend, Tapestry Collection by Hilton
McMenamins Old St. Francis

McMenamins Old St. Francis

3 out of 5
700 NW Bond Street Bend OR
Fully refundableReserve now, pay when you stay
The price is CA $233 per night from May 25 to May 26
CA $233
CA $261 total
May 25 - May 26
includes taxes & fees
9.6/10 Exceptional! (327 reviews)
"Sweet and welcoming. Nice to sit outside near the fire and enjoy a beer, then head out in the morning and have coffee outside. Surprisingly quiet considering it’s in the heart of Bend. You can walk to everything from the Wednesday farmers market, to bakeries, coffee shops, shopping and Ken’s pizza. ..."

Reviewed on May 7, 2026

McMenamins Old St. Francis
Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo

Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo

Bend OR
10/10 Exceptional! (327 reviews)
"Darling! Perfect location!"

Reviewed on May 7, 2026

Get rates
Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
See all 4,179 properties in Old Bend
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.
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All Inclusive Vacations
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Frequently asked questions

How much does an Old Bend vacation package cost?
Say yes to new adventures with our Old Bend vacation packages, which start from only . Pick the flights and hotels that suit your plans. Then, add on some activities or tours for a one-of-a-kind getaway.
How do I get a cheap travel package to Old Bend?
Secure flights that fit your busy schedule, add a hotel room to your booking and watch the savings stack up with an Old Bend vacation package. It's that easy! From flights and hotels to activities and rental cars, Expedia is your gateway to cheap travel. And with over 550 air carriers and 1,000,000 properties all over the world to choose from, you'll never be short of choice.
Where should I stay in Old Bend?
With so much to discover in Old Bend, it makes sense to lock in a hotel near its attractions. Old Mill District, Hayden Homes Amphitheater and Deschutes Brewery are some popular ones to add to your to-do list.
What are the top hotels in Old Bend?
Get your trip off to a fantastic start by booking a stay at Romantic Stowaway. Walk Everywhere. It's one of most sought-after properties in Old Bend. Another cozy option is Old Bend 1 Bedroom Duplex. 4 Blocks From Dwntwn.
How far in advance should I book my Old Bend vacation?
Earlier is always better. Airlines generally advertise flights up to a year ahead of departure, and this is an excellent opportunity to land some of the lowest prices. Boss just told you to use up your vacation time next month? Don't fret. Expedia are never short on fantastic deals to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Old Bend travel package include?
From flights and hotels to car rentals, Expedia can help you create an Old Bend package that suits you. Heading off for a while? Give some thought to a flight, rental car and hotel bundle. If you're taking a short break, an airfare and hotel deal may be more your style. Experiences can also be added after you've booked. Our vacation packages make it simple to plan and save.
What should I know before booking an Old Bend travel package?
Bundling your bookings into an Old Bend vacation package is the most convenient way to organize your trip. Not only that, you'll save when you combine your flights, hotels and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with an Old Bend Expedia vacation package?
With a vacation package, you're the one in charge. Whether you're looking to fly to Old Bend in business or coach, simply select from the available airline options. Expedia has access to over 550 airline partners throughout the world.
If I'm not able to travel, can I cancel my Old Bend vacation package?
Whether it's your hotel or flight, yes, you can cancel or amend it. Booked your Old Bend vacation package in the last 24 hours? You may be able to make changes at no cost. For bookings made more than 24 hours ago, you may be charged a fee by your airline, hotel or car rental company. For more details, browse our Customer Service Portal. We're here to help you every step of the way.

Discover the most popular places to visit in Old Bend

Drake Park

Drake Park

5/5(2 reviews)

Stroll along Mirror Pond and enjoy stunning views of Mount Bachelor in Bend’s premier park, which hosts a range of seasonal events.

Drake Park
Old Mill District

Old Mill District

4.5/5(8 reviews)

Nature and society converge in one of Bend’s most charming neighborhoods, which features stunning views and a lively cultural scene.

Old Mill District
Hayden Homes Amphitheater

Hayden Homes Amphitheater

5/5(1 review)

You can make plans for a show at Hayden Homes Amphitheater during your trip to Bend. Amble around the area's riverfront or seek out the biking trails.

Hayden Homes Amphitheater

Things to do

The Ultimate Scavenger Bend!

The Ultimate Scavenger Bend! (Citywide)

CA $33
per traveller
100% of travellers recommend
The Ultimate Scavenger Bend! (Citywide)
Craft Brewery Tour and Tastings in Oregon

Craft Brewery Tours with Complimentary Tasting Flights

CA $135
per adult
100% of travellers recommend
Craft Brewery Tours with Complimentary Tasting Flights
Deschutes River Half Day trips

Deschutes River Half Day trips

CA $108
per adult
Deschutes River Half Day trips
See all activities in Bend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.