Cheap Vacations in Cumberland

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3-night Cumberland vacations

Prices and availability subject to change. Additional terms may apply.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
per person
Jun 8 - Jun 11
Roundtrip flight included
Newark (EWR) to Portland (PWM)
The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection

4 out of 5
per person
Jun 8 - Jun 11
Roundtrip flight included
Newark (EWR) to Portland (PWM)
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
per person
Jun 8 - Jun 11
Roundtrip flight included
Newark (EWR) to Portland (PWM)
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
per person
Jun 8 - Jun 11
Roundtrip flight included
Newark (EWR) to Portland (PWM)
Residence Inn by Marriott Portland Scarborough

Residence Inn by Marriott Portland Scarborough

3 out of 5
per person
Jun 8 - Jun 11
Roundtrip flight included
Newark (EWR) to Portland (PWM)
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
per person
Jun 8 - Jun 11
Roundtrip flight included
Newark (EWR) to Portland (PWM)
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
per person
Jun 8 - Jun 11
Roundtrip flight included
Newark (EWR) to Portland (PWM)
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
per person
Jun 8 - Jun 11
Roundtrip flight included
Newark (EWR) to Portland (PWM)
Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
per person
Jun 8 - Jun 11
Roundtrip flight included
Newark (EWR) to Portland (PWM)
Aloft Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME

3 out of 5
per person
Jun 8 - Jun 11
Roundtrip flight included
Newark (EWR) to Portland (PWM)
Super 8 by Wyndham Portland ME

Super 8 by Wyndham Portland ME

2 out of 5
per person
Jun 8 - Jun 11
Roundtrip flight included
Newark (EWR) to Portland (PWM)
Longfellow Hotel

Longfellow Hotel

2 out of 5
per person
Jun 8 - Jun 11
Roundtrip flight included
Newark (EWR) to Portland (PWM)

Flight deals to Cumberland

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Jun 4 - Tue, Jun 11
PHL
Philadelphia
PWM
Portland
$53 Roundtrip, found 2 days ago
$53
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Jun 4 from Philadelphia to Portland, returning Tue, Jun 11, priced at $53 found 2 days ago
Sat, May 4 - Tue, May 14
ATL
Atlanta
PWM
Portland
$108 Roundtrip, found 4 days ago
$108
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, May 4 from Atlanta to Portland, returning Tue, May 14, priced at $108 found 4 days ago
Tue, May 7 - Tue, May 21
MCO
Orlando
PWM
Portland
$108 Roundtrip, found 6 days ago
$108
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, May 7 from Orlando to Portland, returning Tue, May 21, priced at $108 found 6 days ago

Top rated hotels for your Cumberland vacation

Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Free Cancellation
Reserve now, pay when you stay
8.66 mi from city center
The price is $85 per night
$85
per night
Apr 28 - Apr 29
Located in Portland (Nasons Corner), Ramada Plaza by Wyndham Portland is within a 10-minute drive of Maine Mall and Thompson's Point.
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St, Portland, ME
Free Cancellation
Reserve now, pay when you stay
9.81 mi from city center
The price is $161 per night
$161
per night
Apr 28 - Apr 29
With a stay at The Westin Portland Harborview, you'll be centrally located in Portland, steps from State Theatre and Portland Museum of Art.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Free Cancellation
Reserve now, pay when you stay
9.76 mi from city center
The price is $145 per night
$145
per night
Apr 28 - Apr 29
With a stay at Portland Harbor Hotel, you'll be centrally located in Portland, a 5-minute drive from Thompson's Point and 9 minutes from Maine Mall.
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.