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.
Chateau Resort & Conference Center

Chateau Resort & Conference Center

3 out of 5
Price was $476, price is now $368 per person
$368
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Allentown (ABE)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 8 conference rooms, free WiFi in public areas, and express check-in. Enjoy the indoor pool and perks like free self parking.
Mountain Springs Lake Resort

Mountain Springs Lake Resort

3.5 out of 5
Save 100% on your flight
Price was $731, price is now $542 per person
$542
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Allentown (ABE)
This holiday park doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a library, and a picnic area are also on offer.
The Shawnee Inn and Golf Resort

The Shawnee Inn and Golf Resort

3 out of 5
Price was $541, price is now $408 per person
$408
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Allentown (ABE)
A golf course, a full-service spa, and 2 outdoor tennis courts are all featured at this smoke-free resort. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy a meal from the restaurant and perks like free self parking and free WiFi.
Great Wolf Lodge Pocono Mountains, PA

Great Wolf Lodge Pocono Mountains, PA

3.5 out of 5
Save 100% on your flight
Price was $835, price is now $636 per person
$636
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Allentown (ABE)
Free water park access, 7 restaurants, and 4 indoor pools are all featured at this smoke-free resort. Bring the family and enjoy the lazy river, bowling alley, and mini golf. 2 poolside bars and 2 bars/lounges are featured at this resort, along with a seasonal outdoor pool.
Countryside Cottages

Countryside Cottages

3 out of 5
Price was $578, price is now $454 per person
$454
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Allentown (ABE)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A seasonal outdoor pool is also provided.

Top Portland hotels deals

Mount Airy Casino Resort - Adults Only 21+

Mount Airy Casino Resort - Adults Only 21+

4.5 out of 5
312 Woodland Road, Mount Pocono, PA
$183 nightly
The price is $199 total per night
$199 total
Nov 10 - Nov 11
Total with taxes and fees
This luxury resort features a golf course, a casino, and a full-service spa. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. 4 restaurants, 3 bars/lounges, and a poolside bar offer an array of options for drinks and a bit to eat.
Pool
Spa
Camelback Lodge & Aquatopia Indoor Waterpark

Camelback Lodge & Aquatopia Indoor Waterpark

3.5 out of 5
193 Resort Drive, Tannersville, PA
Free Cancellation
Reserve now, pay when you stay
$158 nightly
The price is $173 total per night
$173 total
Nov 16 - Nov 17
Total with taxes and fees
This smoke-free hotel features ski-in/ski-out access, free water park access, and 6 restaurants. There's a free ski shuttle, and ski lessons and ski rentals are available on site. Bring the family and enjoy the lazy river, waterslide, and arcade/game room.
Pool
Pet friendly
The Swiftwater

The Swiftwater

4.5 out of 5
2060 Pennsylvania 611, Swiftwater, PA
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $176 total per night
$176 total
Dec 1 - Dec 2
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and free valet parking. Enjoy the indoor pool and perks like free self parking.
Pool
Parking included
Baymont by Wyndham Bartonsville Poconos

Baymont by Wyndham Bartonsville Poconos

2.5 out of 5
116 Turtle Walk Ln, Bartonsville, PA
Free Cancellation
Reserve now, pay when you stay
$92 nightly
The price is $100 total per night
$100 total
Nov 13 - Nov 14
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Paradise Stream Resort

Paradise Stream Resort

3.5 out of 5
6208 Paradise Valley Rd, Mount Pocono, Cresco, PA
Free Cancellation
Reserve now, pay when you stay
$278 nightly
The price is $299 total per night
$299 total
Nov 6 - Nov 7
Total with taxes and fees
This smoke-free hotel features a full-service spa, a nightclub, and a restaurant. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like full breakfast and free self parking. You'll appreciate the outdoor pool, poolside bar, and coffee shop.
Pool
Hot Tub
Chateau Resort & Conference Center

Chateau Resort & Conference Center

3 out of 5
475 Camelback Road, Tannersville, PA
$89 nightly
The price is $97 total per night
$97 total
Nov 13 - Nov 14
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 8 conference rooms, free WiFi in public areas, and express check-in. Enjoy the indoor pool and perks like free self parking.
Pool
Pet friendly
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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.

Frequently asked questions

How much are vacation packages to Portland?
Travelocity has package deals to Portland, as well as flights and hotels, starting from as low as $368. With all that extra money, you could book some interesting tours or perhaps even tack on some extra days to your vacation.
Where can I get the best vacation package deals for Portland?
Book your dream vacation with Travelocity. With access to 400 air carriers and a massive 1,000,000 properties around the world, finding the best Portland package deal couldn't be easier.
Why should I book my Portland vacation package via Travelocity?
Whether you're on the hunt for the ultimate unplugged vacation or after the fun and excitement of a towering metropolis, booking everything with Travelocity saves you time, hassle and money. No need to comb through hundreds of websites for the best deal — our Price Match Guarantee ensures you'll never be out of pocket, and our professional customer service experts are available 24/7 should you need them.
Can I save on my Portland car rental if I bundle it with my hotel or flight?
Combining your flight, hotel and car into a Portland vacation package is the easiest way to land the best deal. Plus, having your own car rental gives you absolute freedom to get to all those amazing sights you can't wait to check out. Situated 60 mi from Portland, Times Square is one attraction that should be on your agenda. Fill up the tank and make a day trip of it.
Which airport is best for Portland?
For many, heading to Portland means going through Liberty Intl. Airport (EWR). This busy airport is 50 mi east of the city center. You could also fly into Scranton Intl. Airport (AVP) (45 mi away from central Portland) or Lehigh Valley Intl. Airport (ABE) (25 mi away from central Portland).

Photos of local treasures

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Photo by Geo M
Photo by Geo M
Photo by Geo M
Photo by Geo M