Portland Vacations from $697

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Your Portland Vacation

When a break in the city is calling, answer it with a vacation package to Portland. The neighborhood of Parkside, which is great for festivals, markets and walking, makes a fantastic base for your adventures. Fill your free time with tours of Portland Head Light, University of Southern Maine and Portland Museum of Art, some of the top attractions you just have to see during your trip to Portland. Don't put off your visit to this destination any longer. Your perfect Portland vacation is just a few clicks away with Expedia.

The Latest Portland vacation packages

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

Admiral Peary Inn

3 out of 5
Save 100% on your flight
Price was $966, price is now $697 per person
$697
per person
Jul 25 - Jul 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9/10 Wonderful! (49 reviews)
Quaint bed-and-breakfast. Clean and comfortable. Would definitely stay again.

Reviewed on Dec 8, 2025

The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $1,729, price is now $1,244 per person
$1,244
per person
Jul 16 - Jul 19
found 6 hours ago
Roundtrip flight included
Nashville (BNA) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
The room was recently renovated and was immaculate. The beds and pillows were very good, as was the shower pressure. The chairs were uncomfortable. There needs to be handicapped parking available near the rooms. I would not recommend the Pub. The service was excellent, but the food was subpar.

Reviewed on May 30, 2026

Newagen Seaside Inn

Newagen Seaside Inn

3.5 out of 5
Save 100% on your flight
Price was $1,560, price is now $1,128 per person
$1,128
per person
Aug 2 - Aug 7
found 5 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.4/10 Exceptional! (344 reviews)
Delicious dinner. Beautiful ocean view and property grounds

Reviewed on Jun 10, 2026

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,330, price is now $979 per person
$979
per person
Aug 2 - Aug 7
found 5 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.4/10 Exceptional! (1,679 reviews)
We loved the hotel. The location is great and convenient to the best parts of Portland. The room was perfect with a comfortable bed a great bathroom. Staff was friendly and helpful. We would happily stay again at your hotel.

Reviewed on Jun 13, 2026

Old Orchard Beach Inn

Old Orchard Beach Inn

2.5 out of 5
Price was $998, price is now $758 per person
$758
per person
Aug 2 - Aug 7
found 5 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
8.2/10 Very Good! (1,003 reviews)
What a lovely property! It was so quaint and quiet for an Inn. The property was very clean, plenty of hot water, an excellent breakfast with both hot and cold items, all staff were very pleasant and had ample smiles. They kept the old-school decor of an inn. It truly was lovely…also walkable to downtown Old Orchard Beach and the Pier. I already have a reservation for this property for later this summer. I am looking forward to it.

Reviewed on Jun 9, 2026

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Where to stay in Portland

Find the best Portland areas and neighborhoods for the activities you enjoy most. Learn more about Portland
Downtown Portland

Downtown Portland

5 out of top 10 points of interest in this area
4.5/5(328 area reviews)

Known for its culinary delights, inspiring art and live music, the heart of Maine’s largest city is an exciting location.

Find hotels in Downtown Portland

Portland Hotel Deals

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
$127 nightly
The price is $140 total per night from Jun 22 to Jun 23
$140 total
Jun 22 - Jun 23
Total with taxes and fees
8/10 Very Good! (1,496 reviews)
"One elevator was out of order. The other elevator did not stop at my floor. Carpet is threadbare. There were stains in the sink and tub."

Reviewed on Jun 13, 2026

Clarion Hotel Portland Airport ME
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$349 nightly
The price is $386 total per night from Jul 5 to Jul 6
$386 total
Jul 5 - Jul 6
Total with taxes and fees
9.4/10 Exceptional! (1,785 reviews)
"We had a great stay! Everyone was so nice, helpful, and efficient! We loved the location. Portland is an amazing city! Wasn’t aware of the $35 a day charges but it worked out!"

Reviewed on Jun 12, 2026

Portland Harbor Hotel
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
$296 nightly
The price is $328 total per night from Jul 1 to Jul 2
$328 total
Jul 1 - Jul 2
Total with taxes and fees
9.4/10 Exceptional! (1,691 reviews)
"We loved the hotel. The location is great and convenient to the best parts of Portland. The room was perfect with a comfortable bed a great bathroom. Staff was friendly and helpful. We would happily stay again at your hotel."

Reviewed on Jun 13, 2026

Portland Regency Hotel & Spa
See all 501 properties in Portland
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.

Find the Best Portland Vacation Packages

Portland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)
Population
66,900
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
State Theatre, Higgins Beach and East End Beach

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Frequently asked questions

How much does a Portland vacation package cost?
You'll find cheap prices from $697 on Expedia for your Portland break. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Portland costs.
What are the cheapest months to go to Portland?
If you're looking to score a cheap Portland vacation package, consider visiting in September, October and December. You'll usually find lower rates on airfares and hotels during these months — perfect for budget-conscious travelers.
How many days is enough for Portland?
Allow around 2 days for your Portland vacation if you want to discover all that makes this place special. Explore popular areas, including Nasons Corner and East Bayside. Then check out top attractions like East End Beach and Sand Beach. With a clever itinerary, you'll be kept busy with room for some downtime too. Want to go beyond Portland? Consider squeezing in an excursion or two.
Is it worth booking a vacation package to Portland?
Known for its walking trails, culture and plenty of other highlights, you can be certain Portland is a good vacation destination. Some of the top attractions to add to your itinerary? Don't miss Portland Museum of Art and Victoria Mansion during your Portland vacation.
How to find the best Portland package deals?
Start your search for a Portland package deal by entering your destination and travel dates under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Portland package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Portland escape off to a flying start.
Is it cheaper to book a Portland vacation as a package?
You can enjoy significant savings on your Portland retreat by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Portland?
Secure fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Portland escape.
How to plan a trip to Portland?

  1. Choose when to get away: Check your calendar and get packing. Your favorite time of year and the type of activities on offer will also help you decide when to visit Portland.
  2. Set a budget: Factor in costs such as flights, food and transportation when working out how much to save for your trip to Portland. Then, select a property that works with your budget, whether that's a wallet-friendly option or a high-end getaway.
  3. Explore Portland with our trip planning tool: Gain insights into the top attractions and best hotels for your trip to Portland. You can also save your must-visit places, collaborate with friends and family and organize your plans in one place.
  4. Decide your trip length: Consider how much time you want to spend discovering Portland. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  5. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Portland vacation package.
  6. Book any activities or day trips: Now to the fun part — organizing everything you want to see and do. Explore some of the best things to do in Portland and reserve your tickets in advance to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later Portland vacation packages?
Jet off on your dream escape to Portland with help from Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or hold off until the next payday — we've teamed up with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to stick to your budget and snap up bargains while they last.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.