Cumberland County Vacations & Trips from NT$26,939

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    Save up to NT$5,067 when you book a flight and hotel together*

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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.
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was NT$38,040, price is now NT$26,939 per person
NT$26,939
per person
Mar 31 - Apr 5
found 18 hours ago
Roundtrip flight included
Syracuse (SYR) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
Excellent service nice hotel for a quick stay

Reviewed on 2026/2/17

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was NT$85,591, price is now NT$45,793 per person
NT$45,793
per person
Mar 31 - Apr 5
found 18 hours ago
Roundtrip flight included
Syracuse (SYR) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on 2026/1/25

Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
Fenway–Kenmore
Save 100% on your flight
Price was NT$52,004, price is now NT$36,174 per person
NT$36,174
per person
Mar 31 - Apr 5
found 18 hours ago
Roundtrip flight included
Syracuse (SYR) to Boston (BOS)
8.6/10 Excellent! (1,229 reviews)
We were moved to a different room because there was an odor coming from the fridge, and the manager was so kind and accommodating.

Reviewed on 2026/2/14

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was NT$62,551, price is now NT$43,983 per person
NT$43,983
per person
Mar 31 - Apr 5
found 18 hours ago
Roundtrip flight included
Syracuse (SYR) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Nice, cozy, clean room, wonderful breakfast

Reviewed on 2026/2/15

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was NT$72,690, price is now NT$51,825 per person
NT$51,825
per person
Mar 31 - Apr 5
found 18 hours ago
Roundtrip flight included
Syracuse (SYR) to Boston (BOS)
9.4/10 Exceptional! (536 reviews)
Outstanding venue and staff.

Reviewed on 2026/2/16

Cumberland County Hotel Deals

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
The price is NT$2,451 per night from Feb 22 to Feb 23
NT$2,451
NT$2,712 total
Feb 22 - Feb 23
includes taxes & fees
8/10 Very Good! (1,358 reviews)
Great staff. .. deal with me well .. thanks steven

Reviewed on 2026/2/12

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
9.2/10 Wonderful! (1,760 reviews)
Nice decor and amenities (pantry)

Reviewed on 2026/2/11

Get rates
Portland Harbor Hotel
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
Fully refundableReserve now, pay when you stay
The price is NT$2,859 per night from Mar 3 to Mar 4
NT$2,859
NT$4,017 total
Mar 3 - Mar 4
includes taxes & fees
9.2/10 Wonderful! (1,162 reviews)
The staff is excellent - efficient, gracious and always available to manage whatever comes up for the guest.

Reviewed on 2026/2/2

Cambria Hotel Portland Downtown-Old Port
See all 2,158 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$26,939. 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.