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.
Pelican Hotel

Pelican Hotel

4 out of 5
South Beach
Price was $1,111, price is now $503 per person
$503
per person
Mar 22 - Mar 26
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Miami (MIA)
A restaurant and a bar/lounge are featured at this hotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Valet parking, a business center, and limo/town car service are also offered.
Creekside Inn

Creekside Inn

2.5 out of 5
Price was $1,281, price is now $570 per person
$570
per person
Apr 6 - Apr 10
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Miami (MIA)
This smoke-free motel's marina and 2 outdoor pools are some of the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area and barbecue grills are also provided.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $15,824, price is now $7,344 per person
$7,344
per person
Apr 7 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Miami (MIA)
This condo resort features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.
The Cole

The Cole

3.5 out of 5
Little Tuscany
Price was $1,967, price is now $934 per person
$934
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Los Angeles (LAX)
This aparthotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free WiFi. Self parking, express check-in, and express check-out are also offered.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
Price was $1,609, price is now $780 per person
$780
per person
Mar 27 - Apr 1
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Miami (MIA)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking, a terrace, and express check-out are also offered.

Top Portland hotels deals

Perth Parkside Hotel and Spa, BW Premier Collection

Perth Parkside Hotel and Spa, BW Premier Collection

3.5 out of 5
82 Peter Street Perth ON
Free Cancellation
Reserve now, pay when you stay
$151 nightly
The price is $171 total per night
$171 total
Jan 22 - Jan 23
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free perks like full breakfast and free self parking.
Pool
Hot Tub
Best Western Smiths Falls Hotel

Best Western Smiths Falls Hotel

2.5 out of 5
88 Lombard Street Smiths Falls ON
Free Cancellation
Reserve now, pay when you stay
$90 nightly
The price is $102 total per night
$102 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the business center, express check-out, and conference space. Dry cleaning, luggage storage, and laundry facilities are also on offer.
Breakfast included
Parking included
Tay Inn

Tay Inn

2.5 out of 5
125 Dufferin Street Perth ON
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $80 total per night
$80 total
Jan 20 - Jan 21
Total with taxes and fees
Free WiFi in public areas is available at this motel. Take advantage of the free self parking.
Parking included
Free WiFi
The Cove Inn

The Cove Inn

3.5 out of 5
2 Bedford Street Westport ON
Free Cancellation
Reserve now, pay when you stay
$157 nightly
The price is $178 total per night
$178 total
Jan 20 - Jan 21
Total with taxes and fees
A restaurant and a bar/lounge are featured at this inn. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a coffee shop, and a terrace are also offered.
Parking included
Free WiFi
Roger's Motel

Roger's Motel

2.5 out of 5
178 Lombard Street, Highway 15 South Smiths Falls ON
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $80 total per night
$80 total
Jan 20 - Jan 21
Total with taxes and fees
Staff at the 24-hour front desk can provide around-the-clock assistance. Take advantage of the free self parking.
Pet friendly
Parking included
Sunset Waters Cottage at the Heart of Big Rideau Lake

Sunset Waters Cottage at the Heart of Big Rideau Lake

Portland ON
Get rates
A sauna is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer
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.

Popular places to visit

Ice cream anyone? #weekendgetaway

Kilborn's on the Rideau

Enjoy an outing to Kilborn's on the Rideau during your stay in Newboro. Wander the lakeside or discover the area's waterfalls.

Kilborn's on the Rideau
Stunning autumn days

Rock Dunder Conservation Area

You can take time to visit Rock Dunder Conservation Area during your travels to Jones Falls. Discover the waterfalls while you're in the area.

Rock Dunder Conservation Area

Rideau Canal

Commune with nature and explore the great outdoors at Rideau Canal during your travels in Newboro.

Rideau Canal

Frequently asked questions

How much are vacation packages to Portland?
Spoil yourself with a one-of-a-kind experience in Portland with a vacation package starting from as low as $503. Booking your tours, flights and hotels through Travelocity is easy. What's more, our packages will leave you with more cash in your pocket for fun.
How long should my Portland vacation be?
Your Portland vacation can be as short or as long as you would like it to be, but many travelers stay about 2 nights. Hoping to hop off the beaten path and uncover some lesser-known attractions? Stay a couple of extra nights and see a different side of this destination.
Where can I get the best vacation package deals for Portland?
For the best package deal to Portland, nothing compares to Travelocity. Pick from as many as 400 partner airlines and 1,000,000 worldwide properties to create your dream escape — it's really that easy.
Why should I book my Portland vacation bundle with Travelocity?
Whether you're in search of the ultimate unplugged escape or after the fun and excitement of the big smoke, booking everything with Travelocity saves you time, money and hassle. No need to comb through countless websites to find the best deal — our Price Match Guarantee ensures you'll never be out of pocket, and our team of customer service experts are available 24/7 should you need them.
Will I save money on my Portland car rental if I bundle it with hotels and flights?
Bundling your car, flight and hotel into a Portland vacation package is an excellent way to score an incredible deal. Plus, having your own set of wheels gives you absolute freedom to make your way to all those amazing sights you're hoping to see. Situated 55 mi from Portland, Parliament Hill is one attraction that should be on your must-do list. Fill up the tank and make a day trip of it.
Which airport is best for Portland?
Macdonald-Cartier Intl. Airport (YOW), around 50 mi northeast of central Portland, is likely to be where you'll fly into. Your other options are Watertown Intl. Airport (ART) (50 mi away from central Portland) and Ogdensburg Intl. Airport (OGS) (35 mi away from central Portland).
Where should I stay when visiting Portland?
If you're looking for a place to spend your nights, have a look at the Modern Apartment in Popular Roncesvalles Village. It's the top choice for many visitors.

Photos of local treasures

Browse Portland vacation photos for more inspiration