Deals on vacations and trips to Portland

Save when you book Portland package deals

Choose two or more items and save on your trip:

Portland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Dreamland Inn and Suites

Dreamland Inn and Suites

2.5 out of 5
Price was $531, price is now $494 per person
$494
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Greenville (GLH)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Isle of Capri Casino Hotel Lula – A Caesars Rewards Destination

Isle of Capri Casino Hotel Lula – A Caesars Rewards Destination

2.5 out of 5
Price was $593, price is now $557 per person
$557
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Greenville (GLH)
A casino and a restaurant are featured at this hotel. Enjoy the seasonal outdoor pool and perks like free self parking. A safe deposit box and laundry facilities are also provided.
Holiday Inn Express & Suites Senatobia I 55 by IHG

Holiday Inn Express & Suites Senatobia I 55 by IHG

2.5 out of 5
Price was $1,183, price is now $1,112 per person
$1,112
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Norfolk (ORF) to Greenville (GLH)
Free WiFi in public areas is available at this hotel.

Top Portland hotels deals

Harlow's Casino Resort & Spa

Harlow's Casino Resort & Spa

3.5 out of 5
4280 Harlow's Blvd, Greenville, MS
Free Cancellation
Reserve now, pay when you stay
The price is $128 total per night
$128 total
per night
Oct 20 - Oct 21
This smoke-free hotel features a casino, a full-service spa, and 3 restaurants. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.
Pool
Spa
Tru By Hilton Greenville

Tru By Hilton Greenville

2.5 out of 5
600 Rayner Road, Greenville, MS
Free Cancellation
Reserve now, pay when you stay
The price is $148 total per night
$148 total
per night
Nov 2 - Nov 3
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. A 24-hour gym and luggage storage are also provided.
Breakfast included
Pet friendly
Days Inn by Wyndham Lake Village

Days Inn by Wyndham Lake Village

2 out of 5
912 Hwy 65/82 South, Lake Village, AR
Free Cancellation
Reserve now, pay when you stay
The price is $87 total per night
$87 total
per night
Oct 11 - Oct 12
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and onsite conference space. A garden, a lobby fireplace, and laundry facilities are also on offer.
Breakfast included
Parking included
Turn On Inn

Turn On Inn

3 out of 5
3768 US 65 & 82, Lake Village, AR
The price is $92 total per night
$92 total
per night
Oct 6 - Oct 7
This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities and barbecue grills are also provided.
Pet friendly
Parking included
Hotel 27

Hotel 27

2 out of 5
211 South Walnut Street, Greenville, MS
The price is $158 total per night
$158 total
per night
Oct 8 - Oct 9
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.
Breakfast included
Parking included
Red Leaf Cottages

Red Leaf Cottages

3 out of 5
4589 US-82, Lake Village, AR 71653, 09, Lake Village, AR
The price is $109 total per night
$109 total
per night
Oct 9 - Oct 10
This cabin features a picnic area, laundry facilities, and free self parking. Barbecue grills are provided for your convenience.
Kitchen
Pet friendly
Don't see what you're looking for?
See all available properties in Portland
View all properties
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 are vacation packages to Portland?
Your travel fantasies can come true in Portland from an impressive $494. Our vacation packages include flights and hotels, so you'll find booking is a piece of cake. All you'll have to focus on is what amazing attraction you'll head to first.
Where can I get the best vacation package deals for Portland?
Find your dream escape at Travelocity. With access to 400 air carriers and an incredible 1,000,000 properties across the globe, finding the best Portland package deal couldn't be simpler.
Why should I book my Portland vacation bundle via Travelocity?
We've got 24/7 customer support, excellent service and a Price Match Guarantee. Life is all about the journey — and we have alluring destinations for you to journey to all around the world. Wander with us and your wallet will thank you for it.
Can I save on my Portland car rental if I bundle it with hotels and flights?
Certainly — bundle your car, hotel and flight into a Portland vacation package and you can save a tidy sum. With so much to see and do in and around Portland, having your own ride will come in handy. Once you're in the driver's seat, put the stereo on and head toward Bienville Depot Museum, an unmissable attraction around 95 mi from Portland.
Which airport is best for Portland?
Monroe Regional Airport (MLU), 60 mi southwest of the city center, is where many people start their adventures in Portland. That said, Mid Delta Regional Airport (GLH) (35 mi away from central Portland) could work better for you.

Photos of local treasures

Browse Portland vacation photos for more inspiration