Portland Vacation Packages

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Top Portland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Indianapolis-N.E./Castleton

Hampton Inn Indianapolis-N.E./Castleton

2.5 out of 5
Castleton
per person
Oct 2 - Oct 6
found 24 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Indianapolis (IND)
7.4/10 Good! (143 reviews)
Overall very nice, strange elevator placement and not a great area

Reviewed on Aug. 7, 2025

InterContinental Indianapolis by IHG

InterContinental Indianapolis by IHG

4 out of 5
Downtown Indianapolis
per person
Sep 9 - Sep 12
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Indianapolis (IND)
9.6/10 Exceptional! (41 reviews)
The room did not have a refrigerator as a default amenity. You have to ask for one. Instead, they have a chiller with mini-bar drinks at outrageous prices. We were OK'd by staff to take the minibar contents out of the chiller and use that as our fridge. Also, with the exuberant pricing for a basic room, they do not even provide drink tickets or any discounts on their restaurants. The price makes me left feeling like I was paying for bougie accents, a marble shower, and fancy light fixtures. We didn't have a refrigerator, microwave, or other amenities that basic hotels include for a fraction of the price.

Reviewed on Aug. 5, 2025

The village

The village

4 out of 5
Near Westside
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Indianapolis (IND)
7.8/10 Good! (38 reviews)
Great stay, everything was clean and the bed was wonderful.

Reviewed on Jan. 28, 2025

Omni Severin Hotel

Omni Severin Hotel

4 out of 5
Downtown Indianapolis
per person
Sep 9 - Sep 12
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Indianapolis (IND)
9.4/10 Exceptional! (554 reviews)
I just felt the hotel rooms should of been a little bit bigger especially the bathrooms. No space between shower and sink. The area around the hotel is not so nice looking.

Reviewed on Jul. 28, 2025

Embassy Suites by Hilton Indianapolis North

Embassy Suites by Hilton Indianapolis North

3.5 out of 5
per person
Sep 9 - Sep 12
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Indianapolis (IND)
7.8/10 Good! (1,012 reviews)
The property was undergoing some renovation and construction; however, the staff was extremely helpful and polite.

Reviewed on Aug. 2, 2025

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Portland Hotel Deals

Holiday Inn Express & Suites Portland by IHG

Holiday Inn Express & Suites Portland by IHG

2.5 out of 5
100 Holiday Dr, Portland, IN
Fully refundable
The price is CA $164 per night from Aug 15 to Aug 16
CA $164
CA $183 total
Aug 15 - Aug 16
includes taxes & fees
9/10 Wonderful! (334 reviews)
"Everything was great. Loved the chair with built in ottoman. Comfortable to sit in. Breakfast was very nice with plenty of choices and varied each day. Staff was excellent."

Reviewed on Jul. 28, 2025

Holiday Inn Express & Suites Portland by IHG
Motel 6 Portland, IN

Motel 6 Portland, IN

2 out of 5
1147 US-27, Portland, IN
Fully refundableReserve now, pay when you stay
The price is CA $103 per night from Aug 25 to Aug 26
CA $103
CA $115 total
Aug 25 - Aug 26
includes taxes & fees
6.6/10 (68 reviews)
"The staff was very nice and the room was clean with a comfortable bed. The only two things bad were the drinking vending machine was empty and they didn't give us enough pillows, because we are two pillow sleepers."

Reviewed on Jul. 28, 2025

Motel 6 Portland, IN
Hoosier Inn

Hoosier Inn

2.5 out of 5
1620 N Meridian St, Portland, IN
The price is CA $108 per night from Aug 29 to Aug 30
CA $108
CA $121 total
Aug 29 - Aug 30
includes taxes & fees
8.8/10 Excellent! (127 reviews)
Best ever
"The couple running the inn and staff were friendly and very helpful. Next trip to the area I'll be staying there even with larger chain hotels just down the road"

Reviewed on Jul. 21, 2025

Hoosier Inn
See all 124 properties in Portland
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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Frequently asked questions

How much does a Portland vacation package cost?
You'll find cheap prices from CA $724 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.