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Downtown Portland Vacation Packages

Downtown Portland Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott Portland Scarborough

Residence Inn by Marriott Portland Scarborough

3 out of 5
Price was $756, price is now $648 per person
$648
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 3-star business-friendly hotel in Scarborough. Enjoy free breakfast, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Maine Mall and Thompson's Point are located nearby.
Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was $1,570, price is now $1,101 per person
$1,101
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 4.5-star luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Ogunquit Beach and Perkins Cove are located nearby.
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Price was $959, price is now $765 per person
$765
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 4.5-star luxury hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dock Square and Wells Beach are located nearby.
Spinneys Guesthouse & Beach Cottages

Spinneys Guesthouse & Beach Cottages

3 out of 5
Price was $932, price is now $784 per person
$784
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 3-star beach guesthouse in Phippsburg. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Popham Beach and Fort Popham State Historic Site are located nearby.
The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Price was $955, price is now $804 per person
$804
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 3.5-star hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Thompson's Point and Maine Mall are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $769, price is now $651 per person
$651
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
The Wolfeboro Inn

The Wolfeboro Inn

3.5 out of 5
Price was $1,186, price is now $1,016 per person
$1,016
per person
Nov 26 - Nov 30
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 3.5-star beach hotel in Wolfeboro. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Lake Winnipesaukee and Hampshire Pewter Co. are located nearby.

3-4 Night Vacations in Downtown Portland

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $549, price is now $402 per person
$402
per person
Nov 13 - Nov 16
found 21 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was $1,570, price is now $1,101 per person
$1,101
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Dormir

Dormir

3 out of 5
Price was $765, price is now $617 per person
$617
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Spinneys Guesthouse & Beach Cottages

Spinneys Guesthouse & Beach Cottages

3 out of 5
Price was $932, price is now $784 per person
$784
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)

5-7 Night Vacations in Downtown Portland

Price found within the past 48 hours. Click for updated prices.
The Freeport Hotel, an Ascend Collection Hotel

The Freeport Hotel, an Ascend Collection Hotel

2 out of 5
Price was $763, price is now $685 per person
$685
per person
Nov 14 - Nov 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was $1,092, price is now $932 per person
$932
per person
Nov 14 - Nov 19
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Price was $1,188, price is now $1,039 per person
$1,039
per person
Nov 16 - Nov 21
found 14 hours ago
Roundtrip flight included
Detroit (DTW) to Portland (PWM)
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

3 out of 5
Price was $909, price is now $806 per person
$806
per person
Nov 16 - Nov 21
found 14 hours ago
Roundtrip flight included
Detroit (DTW) to Portland (PWM)

Cheap Hotel Deals in Downtown Portland

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the ...
Opens in a new windowPortland Harbor Hotel
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
9 Center Street, Portland, ME
Stay at this 4-star hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
Opens in a new windowCanopy by Hilton Portland Waterfront
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

2.5 out of 5
209 Fore St, Portland, ME
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Opens in a new windowHampton Inn Portland Downtown - Waterfront
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Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

4 out of 5
88 Spring St, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Opens in a new windowHoliday Inn Portland-By the Bay by IHG
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street, Portland, ME
Stay at this 3.5-star spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowPortland Regency Hotel & Spa
Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

3 out of 5
433 Fore St, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...
Opens in a new windowHyatt Place Portland Downtown - Old Port Square
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St, Portland, ME
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the bar and the helpful staff in ...
Opens in a new windowThe Westin Portland Harborview
Aloft Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME

3 out of 5
379 Commercial Street, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...
Opens in a new windowAloft Portland Downtown Waterfront ME
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.

Top Flight Deals

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

Breeze Airways
Sat, Nov 8 - Sat, Nov 15
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$143 Roundtrip, found 6 days ago
$143
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sat, Nov 8 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Nov 15, priced at $143 found 6 days ago
Delta
Wed, Nov 12 - Tue, Nov 25
LGA
LaGuardia
PWM
Portland Intl. Jetport
$150 Roundtrip, found 4 hours ago
$150
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Nov 12 from LaGuardia to Portland Intl. Jetport, returning Tue, Nov 25, priced at $150 found 4 hours ago
United
Fri, Oct 24 - Sun, Oct 26
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$160 Roundtrip, found 3 days ago
$160
Roundtrip
found 3 days ago
Select United flight, departing Fri, Oct 24 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Sun, Oct 26, priced at $160 found 3 days ago
Delta
Fri, Oct 17 - Wed, Oct 22
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$177 Roundtrip, found 3 days ago
$177
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Oct 17 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Wed, Oct 22, priced at $177 found 3 days ago