Downtown Bend Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • 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

Top Holiday Package Deals in Downtown Bend

Price found within the past 48 hours. Click for updated prices.
The Lodge at Eagle Crest Resort

The Lodge at Eagle Crest Resort

CA $2,778
per person
Dec 22 - Dec 29
found 19 hours ago
Roundtrip flight included
Kingston (YGK) to Redmond (RDM)
7.8/10 Good! (1,000 reviews)
This was probably a great place to stay 10-20 years ago. It has obviously been in decline for a long time. The grounds are beautiful but the list of problems with the room is long. The toilet wobbles; there are rusty holes where the shower shelf used to be; a laminated sign saying the phone has been ordered (Amazon could have one here overnight)the furniture has been beaten and abused; the headboard has peeling fake leather; the kitchen drawers have peeling laminate and the couch and chair are very Uncomfortable.

Reviewed on Oct 17, 2026

Deck + Hot Tub Community Golf Course Forest Ridge Loop

Deck + Hot Tub Community Golf Course Forest Ridge Loop

CA $4,452
per person
Dec 22 - Dec 29
found 19 hours ago
Roundtrip flight included
Kingston (YGK) to Redmond (RDM)
No reviews
Juniper Preserve

Juniper Preserve

Pronghorn
CA $2,878
per person
Dec 22 - Dec 29
found 19 hours ago
Roundtrip flight included
Kingston (YGK) to Redmond (RDM)
9.2/10 Wonderful! (716 reviews)
WorldMark Eagle Crest

WorldMark Eagle Crest

CA $2,975
per person
Dec 22 - Dec 29
found 19 hours ago
Roundtrip flight included
Kingston (YGK) to Redmond (RDM)
8.4/10 Very good! (132 reviews)
I like my stay at this part of the property. Staff was very helpful. Coffee was not up to the usual Club Wyndham standards. Missed the Lavazza coffee. Coffee on hand was ok.

Reviewed on Oct 9, 2026

Riverhouse Lodge

Riverhouse Lodge

Boyd Acres
CA $2,943
per person
Dec 22 - Dec 29
found 19 hours ago
Roundtrip flight included
Kingston (YGK) to Redmond (RDM)
9/10 Wonderful! (1,536 reviews)
One of the most important aspect of traveling is knowing when you arrive at your lodging, that you would not be charged add-ons, except what you agree to like incidentals (meal charges). We were told by Riverside Lodging of Bend OR registration, the charges cited by Expedia do not include their additional taxes (19%) plus additional Fee charges. If you’re booking through an outside party, like Expedia. Double check with Expedia if the lodging, taxes, fees advertise on their website as the total price it is actually the Total for the booking. Then double check with the hotel directly on whether they will bill you for extra stay charges and what are they, the amount, etc. Work out all the details before you book the lodging with Expedia & the hotel. If you try to cancel you’ll be charge early cancellation fee ( 1 nite charge to include their extra taxes & fees). I highly recommend not booking with Riverside Lodging Bend OR, they are rude & have poor customer service. The back & forth time spent trying to get the extra charges removed, literally wrecked our anniversary vacation.

Reviewed on Oct 19, 2026

Where to stay in Downtown Bend

Find the best Downtown Bend areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Bend
A river winding through a lush green field with mountains in the background.

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.

A serene lake surrounded by dense coniferous trees and lush greenery.

Deschutes River Woods

While visiting Deschutes River Woods, you might make a stop by sights like Deschutes River and Newberry National Volcanic Monument.

A river flowing through a forested area with rocky terrain and dense green vegetation.

Southern Crossing

3 out of top 10 points of interest in this area

While visiting Southern Crossing, you might make a stop by sights like Hayden Homes Amphitheater and Old Mill District.

A river flowing through a town with a bridge, buildings, and a flag on a tall tower.

River West

2 out of top 10 points of interest in this area

If you're spending some time in River West, Deschutes River and Tower Theater are top sights worth seeing.

A person in a pink jacket and black pants standing on a wet beach with footprints, looking at a dog playing in the water.

Old Bend

While visiting Old Bend, you might make a stop by sights like Deschutes River and Drake Park.

Downtown Bend Hotel Deals

The Oxford Hotel Bend

The Oxford Hotel Bend

10 NW Minnesota Avenue Bend OR
Fully refundableReserve now, pay when you stay
CA $290
CA $341 total
Nov 20 - Nov 21
includes taxes & fees
The Oxford Hotel Bend
McMenamins Old St. Francis

McMenamins Old St. Francis

700 NW Bond Street Bend OR
CA $241
CA $270 total
Nov 1 - Nov 2
includes taxes & fees
McMenamins Old St. Francis
Wall Street Suites

Wall Street Suites

1430 Wall Street Bend OR
Fully refundableReserve now, pay when you stay
CA $229
CA $256 total
Oct 25 - Oct 26
includes taxes & fees
Wall Street Suites
See all 3,977 properties in Downtown 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.

Stay near popular Downtown Bend attractions

Downtown Bend Business Association

9.0/10 (1,021 reviews)
After visiting Downtown Bend Business Association, make a plan to see the other sights and activities in Bend. Attend a sporting event or simply enjoy the lively breweries while you're in the area.
See properties

Tower Theater

8.6/10 (195 reviews)
You can get tickets for a performance at Tower Theater on your trip to Bend. Attend a sporting event or simply enjoy the lively breweries while you're in the area.
See properties

Bend Farmers Market

You can search for that perfect souvenir at Bend Farmers Market during your visit to Bend.
See properties

Des Chutes Historical Museum

7.4/10 (3 reviews)
You can spend an afternoon browsing the exhibits at Des Chutes Historical Museum in Bend. Stroll along the riverfront or attend a sporting event in this family-friendly area.
See properties

Things to do

The Ultimate Scavenger Bend!

The Ultimate Scavenger Bend! (Citywide)

CA $34
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 $138
per adult
100% of travellers recommend
Craft Brewery Tours with Complimentary Tasting Flights
Food Truck and Brewery Tour with Complimentary Tastings

Food Truck and Brewery Tour with Complimentary Tastings

CA $138
per adult
Food Truck and Brewery Tour with Complimentary Tastings
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.