Deals on vacations and trips to Portland

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Portland flight + hotel vacation packages

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Holiday Inn Express Hotel & Suites Greenwood by IHG

Holiday Inn Express Hotel & Suites Greenwood by IHG

2.5 out of 5
Price was $802, price is now $655 per person
$655
per person
Jul 9 - Jul 12
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Indianapolis (IND)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
The village

The village

4 out of 5
Near Westside
Price was $914, price is now $659 per person
$659
per person
Jun 7 - Jun 11
found 11 hours ago
Roundtrip flight included
San Juan (SJU) to Indianapolis (IND)
This apartment features a terrace, laundry facilities, and free self parking. Business travelers can take advantage of the laundry service. A picnic area, barbecue grills, and a virtual front desk are also on offer.
Residence Inn By Marriott Indianapolis Plainfield

Residence Inn By Marriott Indianapolis Plainfield

3 out of 5
Price was $1,065, price is now $852 per person
$852
per person
Jun 11 - Jun 14
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Indianapolis (IND)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the laundry service. Enjoy the indoor pool and conveniences like a 24-hour front desk and laundry facilities.
Omni Severin Hotel

Omni Severin Hotel

4 out of 5
Downtown Indianapolis
Price was $926, price is now $746 per person
$746
per person
Jul 9 - Jul 12
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Indianapolis (IND)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Ironworks Hotel Indy

Ironworks Hotel Indy

4 out of 5
Price was $1,083, price is now $874 per person
$874
per person
Jul 9 - Jul 12
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Indianapolis (IND)
This smoke-free hotel's 4 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Free self parking, a coffee shop, and dry cleaning are also offered.

Top Portland hotels 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
Free Cancellation
$106 nightly
The price is $119 total per night
$119 total
May 17 - May 18
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included
Motel 6 Portland, IN

Motel 6 Portland, IN

2 out of 5
1147 US-27 Portland IN
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $76 total per night
$76 total
Apr 22 - Apr 23
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities and free newspapers are also provided.
Pet friendly
Parking included
Hoosier Inn

Hoosier Inn

2.5 out of 5
1620 N Meridian St Portland IN
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $91 total per night
$91 total
Apr 17 - Apr 18
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities are provided for your convenience.
Parking included
Free WiFi
Godstow House, Come and stay awhile!

Godstow House, Come and stay awhile!

Portland IN
Get rates
An indoor pool is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Pool
Kitchen
Courtyard Muncie at Horizon Convention Center

Courtyard Muncie at Horizon Convention Center

3 out of 5
601 S High St Muncie IN
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $123 total per night
$123 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a coffee shop, and a grocery/convenience store are also offered.
Parking included
Free WiFi
Fairfield Inn by Marriott Muncie

Fairfield Inn by Marriott Muncie

3 out of 5
4011 W Bethel Ave Muncie IN
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $110 total per night
$110 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the business center. Enjoy the free buffet breakfast each morning.
Pool
Breakfast included
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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.

Popular places to visit

IU Health Jay Hospital

Though IU Health Jay Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Portland while you are here.

IU Health Jay Hospital

Frequently asked questions

How much are vacation packages to Portland?
You can land an amazing flight and hotel bundle for as little as $655. With one of our Travelocity vacation packages, a trip to Portland has never looked more enticing! Save both time and cash and get an early start with packing your suitcases.
How long should my Portland vacation be?
Many travelers choose to spend around 2 nights in Portland. But that's only a guide. Whether you're staying for a few days or a few weeks, you'll enjoy discovering everything that this destination has to offer.
Where can I get the best vacation package deals for Portland?
You'll come across a fantastic range of Portland package deals on Travelocity. With 400 air carriers and 1,000,000 properties across the globe, arranging the perfect escape will be easy.
Why should I book my Portland vacation bundle with Travelocity?
The three S's — savings, support and a stress-free booking — are just the beginning. Enjoy a fulfilling travel experience knowing you have access to 24/7 customer support. With the Travelocity Price Match Guarantee, you can rest easy knowing you'll always get the best deal available.
Can I save on my Portland car rental if I bundle it with my hotel or flight?
With a Portland vacation package, you can bundle your flight, car and hotel bookings and save a ton. When you're ready to uncover the best of this exciting destination, why not head to Indianapolis Motor Speedway? This popular attraction is 80 mi from Portland. With your own rental car, you'll be there in no time.
Which airport is best for Portland?
There are two options for touching down at Portland, starting with James M. Cox Dayton Intl. Airport (DAY). It's situated 55 mi from downtown, while Fort Wayne Intl. Airport (FWA) is 40 mi away from central Portland.
Where should I stay when visiting Portland?
If you're after someplace comfortable to spend your nights, have a look at the Hoosier Inn. It's the top pick for many visitors.

Photos of local treasures

Browse Portland vacation photos for more inspiration

The Portland Mills covered bridge, built in 1858 by Henry Wolfe, currently closed to road and foot traffic. Waveland, Indiana, USA
The Portland Mills covered bridge, built in 1858 by Henry Wolfe, spanning the Little Raccoon Creek . Waveland, Indiana, USA
Built in 1856, the historic white Portland Mills Covered Bridge now crosses Little Raccoon Creek in Parke County, Indiana.

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