Deals on vacations and trips to Portland

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Portland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Iberostar Waves Berkeley Shore

Iberostar Waves Berkeley Shore

4 out of 5
South Beach
Price was $1,441, price is now $596 per person
$596
per person
Feb 4 - Feb 8
found 1 day ago
Roundtrip flight included
Denver (DEN) to Miami (MIA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. There's a rooftop terrace on site, and a 24-hour front desk and a terrace are also provided.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was $4,008, price is now $1,620 per person
$1,620
per person
Jan 11 - Jan 18
found 1 day ago
Roundtrip flight included
Denver (DEN) 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.
Hollywood by the Sea Hotel

Hollywood by the Sea Hotel

3 out of 5
Hollywood Beach
Price was $1,596, price is now $654 per person
$654
per person
Jan 11 - Jan 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to Miami (MIA)
A marina and 4 outdoor pools are some of this motel's featured amenities. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Self parking, a 24-hour business center, and a grocery/convenience store are also offered.
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Price was $2,261, price is now $934 per person
$934
per person
Feb 8 - Feb 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Miami (MIA)
This luxury hotel features a private beach, a full-service spa, and a marina. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. There's fun for all ages with a children's club and a children's pool, and families will appreciate the picnic area.
Bay Breeze Premium Apartments By Eskape Collection

Bay Breeze Premium Apartments By Eskape Collection

4 out of 5
Price was $1,569, price is now $651 per person
$651
per person
Feb 3 - Feb 8
found 1 day ago
Roundtrip flight included
Denver (DEN) to Miami (MIA)
This aparthotel features an outdoor pool and a rooftop terrace. WiFi in public areas is free. Self parking, a garden, and luggage storage are also offered.

Top Portland hotels deals

Merlot Sunset B&B

Merlot Sunset B&B

3 out of 5
13 Station Road Rideau Lakes ON
Get rates
A golf course and a hot tub are featured at this smoke-free bed & breakfast. Enjoy a meal from the restaurant and perks like free breakfast and free self parking. There's a gym on site, and laundry facilities and barbecue grills are also offered.
Hot Tub
Breakfast included
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
Dec 21 - Dec 22
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
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
$143 nightly
The price is $162 total per night
$162 total
Jan 1 - Jan 2, 2026
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
Econo Lodge

Econo Lodge

2.5 out of 5
33 Centre Street Smiths Falls ON
Free Cancellation
Reserve now, pay when you stay
$77 nightly
The price is $87 total per night
$87 total
Dec 21 - Dec 22
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Breakfast included
Pet friendly
Colonial House Motor Inn

Colonial House Motor Inn

2 out of 5
17544 Hwy 7 Perth ON
Free Cancellation
Reserve now, pay when you stay
$68 nightly
The price is $77 total per night
$77 total
Dec 25 - Dec 26
Total with taxes and fees
A seasonal outdoor pool is available at this motel. Take advantage of the free self parking.
Pool
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 2 - Jan 3, 2026
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
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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

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
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

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 $596. 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