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Old Port Vacation Packages

Old Port Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

3.5 out of 5
Price was $651, price is now $614 per person
$614
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 3.5-star business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Maine Mall and Thompson's Point are located nearby.
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Price was $1,174, price is now $1,000 per person
$1,000
per person
Nov 24 - Nov 28
found 10 hours ago
Roundtrip non-stop 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.
The Docent's Collection - New Opening

The Docent's Collection - New Opening

2 out of 5
Downtown Portland
Price was $1,071, price is now $965 per person
$965
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Popular attractions Thompson's Point and Maine Mall are located nearby.
AWOL Kennebunkport

AWOL Kennebunkport

3 out of 5
Price was $1,007, price is now $920 per person
$920
per person
Nov 24 - Nov 28
found 6 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 3-star 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.
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
East Bayside
Price was $740, price is now $687 per person
$687
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
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 restaurant and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Price was $913, price is now $853 per person
$853
per person
Nov 24 - Nov 28
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.
Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

2.5 out of 5
Price was $662, price is now $623 per person
$623
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Maine Mall and Thompson's Point are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $783, price is now $739 per person
$739
per person
Nov 24 - Nov 28
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.

3-4 Night Vacations in Old Port

Price found within the past 48 hours. Click for updated prices.
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Price was $597, price is now $487 per person
$487
per person
Nov 23 - Nov 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $1,056, price is now $835 per person
$835
per person
Nov 23 - Nov 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Inn By The Sea

Inn By The Sea

4 out of 5
Price was $766, price is now $612 per person
$612
per person
Nov 23 - Nov 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
The Docent's Collection - New Opening

The Docent's Collection - New Opening

2 out of 5
Downtown Portland
Price was $702, price is now $577 per person
$577
per person
Nov 23 - Nov 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)

5-7 Night Vacations in Old Port

Price found within the past 48 hours. Click for updated prices.
Long Sands Your All-season Getaway

Long Sands Your All-season Getaway

2 out of 5
Save 100% on your flight
Price was $1,940, price is now $1,646 per person
$1,646
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)

Cheap Hotel Deals in Old Port

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
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
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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
Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

3 out of 5
65 Commercial St, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Opens in a new windowHilton Garden Inn Portland Downtown Waterfront
Courtyard Portland Downtown/Waterfront

Courtyard Portland Downtown/Waterfront

3 out of 5
321 Commercial 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 windowCourtyard Portland Downtown/Waterfront
The Docent's Collection

The Docent's Collection

3.5 out of 5
121 Middle St., Portland, ME
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 ...
Opens in a new windowThe Docent's Collection
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Opens in a new windowClarion Hotel 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.

Top Flight Deals

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

Delta
Wed, Nov 12 - Sat, Nov 15
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$150 Roundtrip, found 3 days ago
$150
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Nov 12 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Sat, Nov 15, priced at $150 found 3 days ago
Breeze Airways
Wed, Nov 5 - Mon, Nov 10
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$175 Roundtrip, just found
$175
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Nov 5 from Orlando Intl. to Portland Intl. Jetport, returning Mon, Nov 10, priced at $175 just found
United
Mon, Nov 3 - Thu, Nov 6
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$177 Roundtrip, found 4 days ago
$177
Roundtrip
found 4 days ago
Select United flight, departing Mon, Nov 3 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Thu, Nov 6, priced at $177 found 4 days ago
American Airlines
Thu, Jan 15 - Mon, Jan 19
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$189 Roundtrip, just found
$189
Roundtrip
just found
Select American Airlines flight, departing Thu, Jan 15 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Mon, Jan 19, priced at $189 just found