Book Exclusive Portland Vacation Packages

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Portland flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Creekside Inn

Creekside Inn

2.5 out of 5
Price was CA $2,958, price is now CA $1,308 per person
CA $1,308
per person
Mar 2 - Mar 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Keys Dive Center and Mangrove Marina are located nearby.
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 CA $29,101, price is now CA $13,740 per person
CA $13,740
per person
Feb 23 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Miami (MIA)
Book a stay at this luxury condo in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
Villas At Hawks Cay Resort

Villas At Hawks Cay Resort

4 out of 5
Marathon Shores
Price was CA $5,309, price is now CA $2,672 per person
CA $2,672
per person
Mar 2 - Mar 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
Book a stay at this luxury resort in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Popular attractions Little Conch Key and Walkers Island are located nearby.
Parker Palm Springs

Parker Palm Springs

5 out of 5
Price was CA $9,199, price is now CA $4,632 per person
CA $4,632
per person
Mar 11 - Mar 18
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Los Angeles (LAX)
Book a stay at this luxury resort in Palm Springs. Enjoy free WiFi, a full-service spa, and 2 restaurants. Popular attractions Agua Caliente Casino and Rimrock Shopping Center are located nearby.
Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms

Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms

4.5 out of 5
Hollywood
Price was CA $2,530, price is now CA $1,313 per person
CA $1,313
per person
Apr 3 - Apr 8
found 8 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Los Angeles (LAX)
Book a stay at this luxury aparthotel in Los Angeles. Enjoy free WiFi, a rooftop terrace, and parking (surcharge). Popular attractions Hollywood Walk of Fame and Hollywood Boulevard are located nearby.

Top Portland hotels deals

Merlot Sunset B&B

Merlot Sunset B&B

3 out of 5
13 Station Road Rideau Lakes ON
Get rates
Book a stay at this beach B&B in Rideau Lakes. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Rideau Lakes Public Library - Portland Branch and Portland Bay Conservation Area are located nearby.
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
The price is CA $210 per night
CA $210
per night
Jan 25 - Jan 26
Book a stay at this spa hotel in Perth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Perth Museum and Stewart Park are located nearby.
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
The price is CA $126 per night
CA $126
per night
Jan 25 - Jan 26
Book a stay at this business-friendly hotel in Smiths Falls. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Smiths Falls Bascule Bridge and Rideau Canal Museum are located nearby.
Tay Inn

Tay Inn

2.5 out of 5
125 Dufferin Street Perth ON
Free cancellation
Reserve now, pay when you stay
The price is CA $99 per night
CA $99
per night
Jan 20 - Jan 21
Stay at this motel in Perth. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Perth Golf Course and Perth Museum are located nearby.
The Cove Inn

The Cove Inn

3.5 out of 5
2 Bedford Street Westport ON
Free cancellation
Reserve now, pay when you stay
The price is CA $219 per night
CA $219
per night
Jan 20 - Jan 21
Book a stay at this beach inn in Westport. Enjoy free WiFi, free parking, and room service. Popular attractions Westport Brewing Company and Westport Municipal Harbour are located nearby.
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
The price is CA $109 per night
CA $109
per night
Jan 20 - Jan 21
Stay at this motel in Smiths Falls. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Smiths Falls Bascule Bridge and Rideau Canal Museum are located nearby.
Pet-friendly
Parking 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

Kilborn's on the Rideau

Kilborn's on the Rideau

3/5(1 review)

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
Rock Dunder Conservation Area

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

Portland Vacations

Enjoy more, worry less and wander wisely in Portland! Get your adventure off to an ideal start by acquainting yourself with this unique destination.

If you wander 16 miles (26 kilometers) southwest of Smiths Falls, or 25 miles (40 kilometers) west of Brockville, you'll wind up in Portland.

Places to visit in Portland

It doesn't matter whether you're trying to beat par or just in the mood to have some fun in the fresh air, you're sure to have a ball (pun intended) at Lombard Glen Golf and Country Club. After more options? If you're interested in experiencing the area's history through its architecture, put Jones Falls Defensible Lockmaster's House on your must-do list. Ensure you stop and read any signs or plaques which reveal the intriguing tales behind it. And, there's still more going on in the surrounding area. Do you fancy some retail therapy? Pop into Kilborn's on the Rideau and see if there's anything that floats your boat.

Where do you fly into for Portland?

There's no better feeling than finally arriving in a new destination. If you're hopping on a plane to Portland, there's a good chance you'll be disembarking at Macdonald-Cartier International Airport (YOW). It's roughly 50 miles (80 kilometers) to the northeast of the main streets. Collect your suitcase and get ready for a wonderful vacation!

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 CA $1,308. 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 88 kilometers 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 80 kilometers northeast of central Portland, is likely to be where you'll fly into. Your other options are Watertown Intl. Airport (ART) (80 kilometers away from central Portland) and Ogdensburg Intl. Airport (OGS) (56 kilometers 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