Portland Vacations from $351

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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.
Nautical Mile by Capital Vacations

Nautical Mile by Capital Vacations

2.5 out of 5
Save 100% on your flight
per person
Oct 3 - Oct 6
found 1 hour ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
8/10 Very Good! (10 reviews)
River View Resort

River View Resort

2.5 out of 5
Save 100% on your flight
per person
Sep 10 - Sep 16
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
8.8/10 Excellent! (260 reviews)
We really enjoyed the pool and hot tub, with mountain views. The balcony off the bedroom was nice to sit out on at night. Staff very helpful, quite location.

Reviewed on Jul 7, 2024

White Barn Inn & Spa, Auberge Resorts Collection

White Barn Inn & Spa, Auberge Resorts Collection

5 out of 5
Save 100% on your flight
per person
Oct 3 - Oct 6
found 1 hour ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
9.6/10 Exceptional! (78 reviews)
I have never had a more pleasant staff who did everything possible to accommodate and make the stay comfortable.They have several cars available to loan guests, including a Maybach sedan. The bar is amazing and the living room very cozy.

Reviewed on Jun 19, 2024

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Sep 5 - Sep 9
found 1 hour ago
Roundtrip non-stop flight included
Charlotte (CLT) to Portland (PWM)
9.2/10 Wonderful! (1,243 reviews)
Very close to all the stuff you want to do in Old Port. Nice and quiet inside.

Reviewed on Jul 26, 2024

Waldo Emerson Inn

Waldo Emerson Inn

3 out of 5
Save 100% on your flight
per person
Oct 3 - Oct 6
found 1 hour ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
8.6/10 Excellent! (314 reviews)
Comfy beds, wonderful host Amelia, great breakfast! The attention to detail was superior. Fantastic B&B will absolutely go back!

Reviewed on Jul 12, 2024

Where to stay in Portland

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

Downtown Portland

5 out of top 10 points of interest in this area
4.5/5(326 area reviews)

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

Find hotel + flight trips in Downtown Portland

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

Ready to book your vacation to Portland?

 

Choose your dates

Portland Hotel Deals

La Quinta Inn & Suites by Wyndham Portland
La Quinta Inn & Suites by Wyndham Portland
2.5 out of 5
340 Park Ave, Portland, ME
Fully refundableReserve now, pay when you stay
The price is $218 per night from Jul 28 to Jul 29
$218
includes taxes & fees
$197 per night
Jul 28 - Jul 29
8.8/10 Excellent! (1,844 reviews)
"This was a quick overnight stay. Room was fine. Staff were accommodating."

Reviewed on Jul 23, 2024

La Quinta Inn & Suites by Wyndham Portland
The Westin Portland Harborview
The Westin Portland Harborview
4 out of 5
157 High St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is $298 per night from Aug 27 to Aug 28
$298
includes taxes & fees
$270 per night
Aug 27 - Aug 28
8.6/10 Excellent! (1,027 reviews)
"We really enjoyed our stay! Clean and styled facilities, walkable location, easy parking, and competitive prices for peak tourist season in Portland. Staff was also eager to answer our questions and make recommendations for how to navigate the city. Gladly recommend!"

Reviewed on Jul 18, 2024

The Westin Portland Harborview
Portland Harbor Hotel
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is $403 per night from Aug 25 to Aug 26
$403
includes taxes & fees
$365 per night
Aug 25 - Aug 26
9/10 Wonderful! (1,244 reviews)
"Best hotel in Portland"

Reviewed on Jul 22, 2024

Portland Harbor Hotel
See all 421 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Portland vacation package cost?
You’ll find cheap prices from $351 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 preferred travel dates and destination under our “Packages” tab. Then add a few filters, like “Guest rating” and “Property type,” to tailor 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 perfect Portland package deal right away, simply tweak 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?
If you have your Portland vacation dates confirmed, book as soon as you can to grab some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Portland?

  1. Choose your dates: The things you plan to do in Portland and your preferred season will help you decide when to get away.
  2. Plan your budget wisely: On top of the price of your stay, you should consider other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Portland.
  3. Use our trip planning tool to explore Portland: Research every aspect of your trip to Portland with this handy planner. Invite your family and friends to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide how many days away: Start by making a list of all the attractions you want to get to in Portland. Then, estimate how long you’ll need at each, as well as any travel time.
  5. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that’s left now is to find a Portland vacation package that brings all your bookings together.
  6. Book experiences or activities ahead of time: Whether it’s entrance to a major attraction or a day trip in nature, you won’t have to worry about missing out on the highlights of Portland. Find all the incredible things to do in Portland with our dedicated activity guide.

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.

Discover the most popular places to visit in Portland

Image for State Theatre

State Theatre

4.5/5(88 reviews)

The beautiful mix of architectural styles, from Art Deco to Moorish, makes this newly renovated performing arts venue one of New England’s best.

State Theatre
Image for Portland Museum of Art

Portland Museum of Art

4.5/5(255 reviews)

Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.

Portland Museum of Art
Image for East End Beach

East End Beach

Swim in the Atlantic Ocean, stroll along the sand-and-pebble shoreline or enjoy a picnic with unbeatable views at Portland’s public beach.

East End Beach

What to do in Portland

Image for Portland: Old Port Seafood Lovers Tour

Portland: Old Port Seafood Lovers Tour

$146
Per adult
Portland: Old Port Seafood Lovers Tour
Image for Harbor Lights and Sights Cruise

Harbor Lights and Sights Cruise

$48
Per adult
86% of travellers recommend
Harbor Lights and Sights Cruise
Image for Sunset Lighthouse Harbor Cruise from Portland's Old Port

Sunset Lighthouse Harbor Cruise from Portland's Old Port

$90
Per adult
Sunset Lighthouse Harbor Cruise from Portland's Old Port
See all activities in Portland

Other vacations you might like

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