Portland Holidays from £324

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to £335 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

The Latest Portland Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Indianapolis Downtown

Hilton Garden Inn Indianapolis Downtown

3.5 out of 5
Downtown Indianapolis
per person
5 Sept - 7 Sept
found 1 day ago
Return flight included
New York (LGA) to Indianapolis (IND)
8.4/10 Very Good! (1,003 reviews)
Very friendly staff. So nice. Rooms very clean.

Reviewed on 22 Jun 2025

Fourwinds Lakeside Inn & Marina

Fourwinds Lakeside Inn & Marina

3 out of 5
per person
2 Sept - 10 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Indianapolis (IND)
8.2/10 Very Good! (676 reviews)
The whole hotel needs a good cleaning. Hitel and the grounds weren't really up kept with dirty windows and cigarette butts everywhere. Corners of our room and under beds hasn't been vacuumed in a while, and the soap holder in tub was dirty with some kind of soap residue. The water didn't run hot in the sink and WiFi wasn't working in my room. Pool area was cute and relaxing with the waterfall feature and having in site restaurant was great for grabbing beverage.

Reviewed on 15 Jun 2025

Riverbend Apartments by Barsala

Riverbend Apartments by Barsala

4 out of 5
per person
5 Sept - 7 Sept
found 1 day ago
Return flight included
New York (LGA) to Indianapolis (IND)
No reviews
Lake Castleton Apartments by Barsala

Lake Castleton Apartments by Barsala

4 out of 5
per person
5 Sept - 7 Sept
found 1 day ago
Return flight included
New York (LGA) to Indianapolis (IND)
No reviews
Great location and more affordable than most places in the area. Had all the amenities and toiletries as advertised. It was our little home away from home.

Reviewed on 22 Jun 2025

Crowne Plaza Indianapolis-Dwtn-Union Stn by IHG

Crowne Plaza Indianapolis-Dwtn-Union Stn by IHG

3.5 out of 5
Downtown Indianapolis
per person
5 Sept - 7 Sept
found 1 day ago
Return flight included
New York (LGA) to Indianapolis (IND)
8.6/10 Excellent! (1,017 reviews)
I only booked because it says you have a pool, which you didn’t, coffee selection sucked and the construction was bad

Reviewed on 23 Jun 2025

Ironworks Hotel Indy

Ironworks Hotel Indy

4 out of 5
per person
5 Sept - 7 Sept
found 1 day ago
Return flight included
New York (LGA) to Indianapolis (IND)
9.8/10 Exceptional! (1,482 reviews)
Great hotel with unique decor and finishes. I would highly recommend!

Reviewed on 24 Jun 2025

Portland Essential Information

Language
English
Currency
U.S dollars
Population
6,200
Max Temp Winter
2ºC
Max Temp Summer
27ºC

Our pick of the best 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
Stay at this business-friendly hotel in Portland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (327 reviews)
"Went to eldora for the dream and was close to track to get cleaned up and get some well needed rest."

Reviewed on 9 Jun 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
Stay at this hotel in Portland. Enjoy free Wi-Fi, free parking and laundry facilities.
6.6/10 (64 reviews)
"Staff had to be called no one to greet me to chk in..."

Reviewed on 11 Jun 2025

Motel 6 Portland, IN
Hoosier Inn
Hoosier Inn
2.5 out of 5
1620 N Meridian St, Portland, IN
Stay at this motel in Portland. Enjoy free Wi-Fi, free parking and daily housekeeping.
8.8/10 Excellent! (121 reviews)
"Great location, nice owners, check out the jewelry they make it is beautiful!!"

Reviewed on 13 Jun 2025

Hoosier Inn
See all 120 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Portland travel package cost?
From as low as £324. Yes, you read that correctly. Our Portland packages are the quickest way to stretch your budget. Combine your favourite flights, hotels and rental car and get out and explore this popular destination.
If I'm not able to travel, can I cancel my Portland travel package?
Whether it's your flight or hotel, yes, you can cancel or amend it. Booked your Portland travel package in the last 24 hours? You may be able to make changes at no cost. For older bookings, you may incur a fee from your hotel, airline or car rental company. For more information, look up our Customer Service Portal. We're here to help you every step of the way.
How do I get a cheap travel package to Portland?
Booking a hotel and flight together with Expedia won't just save precious time --- it'll save you a tidy sum too. A Portland travel package makes it easy to organise your dream adventure. With more than 550 airlines around the world to choose from, finding flights that fit your schedule won't be a hassle. In addition to that, we've got over 1,000,000 hotel options globally to select from. Talk about choice! No matter who you are, Expedia brings the world within your reach.
Does Expedia offer Book Now, Pay Later Portland holidays?
Your bank balance shouldn't prevent you from escaping on holiday, so Expedia has come up with a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book an incredible getaway without eating away at your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your trip. Consider one of these flexible payment options:
  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's easy monthly instalment plans. If paying bite-sized amounts each month works for you, choose this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your trip in multiple transactions.
  • Low deposit holidays: Clicking on the "book now" button is easier with this payment plan. Simply put down a small deposit on your escape and then start working on your travel itinerary.

Where should I stay in Portland?
There's so much to explore in Portland, so spend your nights close to its best sights and allow yourself more time sightseeing. IU Health Jay Hospital is one place to put on your itinerary.
What are the top hotels in Portland?
If this will be your first time in Portland, make a reservation at Holiday Inn Express & Suites Portland, an IHG Hotel or Hoosier Inn. Both will make you feel at home and are popular options with lots of travellers.
How far in advance should I book my Portland holiday?
Reward yourself with the widest variety at the lowest prices by booking your trip to Portland nice and early. Airlines tend to release flights anywhere up to a year prior to departure, so secure your spot as soon as possible. Having said that, Expedia is dedicated to providing you with the best bargains around, so there's never a bad time to book your dream holiday!
What does an Expedia Portland travel package include?
Hotels, rental cars and flights --- we have them well covered. With Expedia, you can shape your Portland package the way you like it. All you have to do is work out exactly what you need. Once you've made your booking, you can add extras like activities and tours. The more you bundle, the greater the savings!
What should I know before booking a Portland travel package?
Our prices are always low. However, you'll score an even better deal when you book your hotels, flights and car rentals together. With an Expedia package, you'll get transparent pricing and loads of choice.
Can I choose my airline with a Portland Expedia travel package?
Yes, and with more than 550 airlines to choose from all over the world, you have plenty of choice. Look through the available options and see which airline suits your needs and budget.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.