Portland Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Portland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Bottleworks Hotel
Downtown Indianapolis
CA $969
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Indianapolis (IND)
9.8/10 Exceptional! (1,893 reviews)
From the moment you walk into Bottleworks Hotel, it’s just amazing. The smell, the decor, the atmosphere — everything immediately feels upscale and welcoming. The customer service was great from beginning to end, and the staff was attentive anytime we needed something.
What really surprised me was walking from the lobby into the actual hotel. It’s even nicer than you expect! The decor throughout the hotel is beautiful, everything smells amazing, and our room was extremely clean and comfortable. Guest services was also quick and responsive.
Overall, we had a great experience. You can tell they pay attention to the little details, and it really makes a difference. Definitely a hotel I would stay at again and recommend to anyone looking for a nice stay in Indianapolis.
Reviewed on Sep 13, 2026
Landing Furnished Apartments Near Northside
Near Northside
CA $1,287
per person
Nov 27 - Nov 30
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Indianapolis (IND)
8.8/10 Excellent! (8 reviews)
First of all there are no employees at the property. There is NO immediate help. I stayed for four days. I had to call a toll free number and wait for an operator to ask for more toilet paper on day 2 and then never got it before I left. The tv was busted in one of the bedrooms. They text me a code to get into the room, not the building. So after a 15-20 minute phone call I was able to get into the building. The property has approx 50+ 2BR 2BA apts on each floor. There are only 2 elevators right in the middle of the property with 25 apts or more on each side to the left or right. In other words, if you like walking a football field to your room, you’ll love this place. The rooms and bathrooms were very nice (xcept 4 the one TV). Every drawer was labeled with its contents in every room just in case you don’t know where something goes. Oh yea, forget about extra towels - there is a washer and dryer in the apts so you have to clean your own. Don’t forget the detergent because it’s not provided. One more fyi, since your entire stay revolves around the app and no one’s on site to help, if you lose your phone, you’ll never get back in your room again on your own. I hope I’ve been a big help in your decision to stay away from this dreadful place.
Reviewed on Aug 16, 2026
The Alexander, Autograph Collection
Downtown Indianapolis
CA $1,302
per person
Nov 27 - Nov 30
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Indianapolis (IND)
8.8/10 Excellent! (1,000 reviews)
Staff was wonderful to work with. We did have a slight issue with the first room we were given, but as soon as we called the front desk about it, they switched our room.
The front desk attendant even came to our room to give us the keys to the new room and went with us to that room to make sure there were no issues with it.
Reviewed on Sep 12, 2026
Ready to book your vacation to Portland?
Portland Hotel Deals
Holiday Inn Express & Suites Portland by IHG
100 Holiday Dr Portland IN
Fully refundable
CA $153
CA $171 total
Sep 20 - Sep 21
includes taxes & fees
9.2/10 Wonderful! (390 reviews)
"Very clean and well kept! No complaints! Highly recommend if your going to the ARK Encounter or staying at dry ridge! Everything you need is right there! Walmart right beside!"
Reviewed on Sep 13, 2026
Motel 6 Portland, IN
1147 US-27 Portland IN
Fully refundableReserve now, pay when you stay
CA $100
CA $112 total
Sep 15 - Sep 16
includes taxes & fees
Hoosier Inn
1620 N Meridian St Portland IN
CA $110
CA $123 total
Sep 19 - Sep 20
includes taxes & fees
8.8/10 Excellent! (145 reviews)
"Great value for your wallet. Older but well kept. Very helpful and friendly staff. Will stay there again."
Reviewed on Aug 9, 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.
Frequently asked questions
How much does a Portland vacation package cost?
You'll find cheap prices from CA $969 on Expedia for your Portland break. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Portland costs.
What are the cheapest months to go to Portland?
If you're hoping to score a cheap Portland vacation package, consider travelling in January, February and March. You'll usually find lower rates on hotels and flights during these quieter months — ideal for a budget-friendly break.
How many days is enough for Portland?
Typically, a handful of days is enough to tick off the major sights during your Portland vacation. However, if you want to have more time to rest or go on day trips, think about extending your itinerary.
How to find the best Portland package deals?
Begin your search for a Portland package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Portland package deal right away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Portland escape off to a flying start.
Is it cheaper to book a Portland vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and accommodations individually. Better still, you can personalize your Portland getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Portland?
If you're considering a spur-of-the-moment Portland getaway, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Portland?
- Choose when to get away: Check your calendar and get packing. Your preferred time of year and the activities available will also help you decide when to visit Portland.
- Set a budget: Factor in costs like flights, transportation and food when working out how much to save for your trip to Portland. Then, choose a hotel that suits your budget, whether that's a wallet-friendly option or a more upscale retreat.
- Work out your trip length: Consider how long you'd like to spend exploring Portland. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
- Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Portland vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
