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Portland Vacation Packages

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Portland Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Crest Lodge Historic Mountain Inn

Crest Lodge Historic Mountain Inn

2.5 out of 5
per person
Feb 15 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Los Angeles (LAX)
Stay at this motel in Crestline. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Lake Gregory and Lake Gregory Regional Park are located nearby.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
per person
Mar 15 - Mar 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy free breakfast, valet parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive 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
per person
Mar 15 - Mar 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 5-star 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.
The William Vale

The William Vale

5 out of 5
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to New York (JFK)
Stay at this 5-star luxury hotel in Brooklyn. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the pool and the bar in our reviews. Popular attractions Empire State Building and Grand Central Terminal are located nearby.
Raintree At Polo Towers, Las Vegas

Raintree At Polo Towers, Las Vegas

3.5 out of 5
Save 100% on your flight
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Las Vegas (LAS)
Stay at this 3.5-star aparthotel in Las Vegas. Enjoy free WiFi, room service, and a fitness center. Popular attractions The Cosmopolitan Casino and Casino at Aria are located nearby.
Henrosa Hotel

Henrosa Hotel

3.5 out of 5
Save 100% on your flight
per person
Mar 29 - Apr 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
Hollywood Historic Hotel

Hollywood Historic Hotel

3 out of 5
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Los Angeles (LAX)
Stay at this 3-star historic hotel in Los Angeles. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Hollywood Walk of Fame and Crypto.com Arena are located nearby.

Portland Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
per person
Mar 15 - Mar 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
Mar 15 - Mar 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
The William Vale

The William Vale

5 out of 5
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to New York (JFK)

Portland Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Balfour Hotel

The Balfour Hotel

4 out of 5
South Beach
per person
Mar 23 - Mar 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
The William Vale

The William Vale

5 out of 5
per person
Feb 20 - Feb 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
Mar 24 - Mar 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Porter Airlines
Mon, Feb 24 - Mon, Feb 24
YYC
Calgary Intl.
YOW
Macdonald-Cartier Intl.
$111 Roundtrip, found 10 hours ago
$111
Roundtrip
found 10 hours ago
Select Porter Airlines flight, departing Mon, Feb 24 from Calgary Intl. to Macdonald-Cartier Intl., returning Mon, Feb 24, priced at $111 found 10 hours ago
WestJet
Wed, Feb 19 - Sat, Feb 22
YVR
Vancouver Intl.
YOW
Macdonald-Cartier Intl.
$151 Roundtrip, found 3 days ago
$151
Roundtrip
found 3 days ago
Select WestJet flight, departing Wed, Feb 19 from Vancouver Intl. to Macdonald-Cartier Intl., returning Sat, Feb 22, priced at $151 found 3 days ago
WestJet
Mon, Jan 20 - Sun, Jan 26
YYZ
Pearson Intl.
YOW
Macdonald-Cartier Intl.
$168 Roundtrip, found 2 days ago
$168
Roundtrip
found 2 days ago
Select WestJet flight, departing Mon, Jan 20 from Pearson Intl. to Macdonald-Cartier Intl., returning Sun, Jan 26, priced at $168 found 2 days ago
WestJet
Wed, Feb 19 - Sat, Feb 22
YXX
Abbotsford Intl.
YOW
Macdonald-Cartier Intl.
$173 Roundtrip, found 2 days ago
$173
Roundtrip
found 2 days ago
Select WestJet flight, departing Wed, Feb 19 from Abbotsford Intl. to Macdonald-Cartier Intl., returning Sat, Feb 22, priced at $173 found 2 days ago