Cumberland County Vacations & Trips from NT$16,238

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    Better together

    Save up to NT$5,067 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top destinations in Cumberland County

Portland Head Light showing rocky coastline, general coastal views and a sunset
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Portland

Portland
Freeport featuring a city and fall colors
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Freeport

Freeport

The Latest Cumberland County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Travelodge by Wyndham Cape Cod Area

Travelodge by Wyndham Cape Cod Area

2 out of 5
per person
Aug 22 - Aug 25
found 14 hours ago
Roundtrip flight included
Montreal (YMQ) to Boston (BOS)
7.4/10 Good! (899 reviews)
There was a smell with the sheets, and also the curtain in the bathroom had a smell/odur

Reviewed on 2025/7/13

AutoCamp Cape Cod

AutoCamp Cape Cod

4 out of 5
per person
Aug 22 - Aug 25
found 14 hours ago
Roundtrip flight included
Montreal (YMQ) to Boston (BOS)
9.2/10 Wonderful! (262 reviews)
Gated community, safe for kids to play

Reviewed on 2025/7/3

Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
per person
Aug 22 - Aug 25
found 14 hours ago
Roundtrip flight included
Montreal (YMQ) to Boston (BOS)
8.2/10 Very Good! (106 reviews)
Rooms are comfortable and very clean and well decorated. The shower was particularly excellent! Location is very good and the staff is very kind and attentive.

Reviewed on 2025/7/11

All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham

3 out of 5
Bass River
per person
Aug 22 - Aug 25
found 14 hours ago
Roundtrip flight included
Montreal (YMQ) to Boston (BOS)
8.4/10 Very Good! (213 reviews)
All around experience was enjoyable.

Reviewed on 2025/7/14

Sunbird ANNEX Resort

Sunbird ANNEX Resort

2 out of 5
per person
Aug 22 - Aug 25
found 14 hours ago
Roundtrip flight included
Montreal (YMQ) to Boston (BOS)
7.8/10 Good! (715 reviews)
Very nice! I recommend it!

Reviewed on 2025/7/13

Cumberland County Hotel Deals

Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is NT$4,445 per night from Jul 20 to Jul 21
NT$4,445
NT$4,918 total
Jul 20 - Jul 21
includes taxes & fees
7.8/10 Good! (1,020 reviews)
"No"

Reviewed on 2025/7/12

Clarion Hotel Portland
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is NT$4,520 per night from Jul 22 to Jul 23
NT$4,520
NT$5,001 total
Jul 22 - Jul 23
includes taxes & fees
7.6/10 Good! (1,034 reviews)
"Quick 1 night stay, easy peasy, room was good and hotel conveniently located right off the highway. Room rates were high but so was everywhere else so this made the Ramada economical."

Reviewed on 2025/7/14

Ramada Plaza 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 NT$9,201 per night from Aug 14 to Aug 15
NT$9,201
NT$10,333 total
Aug 14 - Aug 15
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"Nice hotel"

Reviewed on 2025/7/6

The Westin Portland Harborview
See all 2,245 properties in Cumberland County
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 does a Cumberland County vacation package cost?
Custom build your Cumberland County vacation package from an affordable NT$16,238. Choose from any combination of flights, hotels and rental cars to put together the escape you've been dreaming about. Don't forget to add on a few experiences or activities!
How do I get a cheap travel package to Cumberland County?
Bundling your hotel and flight with Expedia won't just save precious time --- it'll save you dollars too. A Cumberland County vacation package makes it a breeze to create the perfect trip. With more than 550 airlines across the world to select from, finding flights that fit your schedule won't be a hassle. Not only that, we've got over 1,000,000 properties globally to take your pick of. Now that's what you call choice. Whatever your budget, Expedia puts more of the world within your reach.
Where should I stay in Cumberland County?
If you've always wanted to explore Portland Head Light and University of Southern Maine, the city of Portland is calling your name.
What are the top hotels in Cumberland County?
The Westin Portland Harborview and La Quinta Inn & Suites by Wyndham Portland know how to make their guests feel at home in Portland. If your travel plans also include Bridgton, look up Portland Harbor Hotel and Casco Bay Hotel, Ascend Hotel Collection. Both are popular with travelers.
How far in advance should I book my Cumberland County vacation?
Travelers are usually able to compare international airfares on Expedia up to 12 months prior to departure. Booking late? With a little bit of luck, it's still possible to purchase an affordable ticket just weeks before your flight.
What does an Expedia Cumberland County travel package include?
Hotels, car rentals and flights --- we bring you the best deals. All you have to do is figure out your preferred combination. After you've made your booking, you can add on the fun stuff like tours and experiences. Our travel packages make it easy to put together an unforgettable Cumberland County escape.
What should I know before booking a Cumberland County travel package?
An Expedia travel package can be customized for your budget and is a terrific way to make your hard-earned dollars stretch further. How little or much you include is totally up to you. Rental cars, hotels and flights --- come up with a combination that suits your style.
Can I choose my airline with a Cumberland County Expedia vacation package?
Expedia offers access to more than 550 airline partners globally, so you certainly can. Just choose the airline you want and craft the perfect Cumberland County escape.
If I'm not able to travel, can I cancel my Cumberland County vacation package?
Yes, it's possible to cancel your Cumberland County booking if your travel plans have been upended. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. It may be possible to change or cancel free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.