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Downtown Portland Vacation Packages

Downtown Portland Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
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 $829, price is now $740 per person
$740
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Thompson's Point and State Theatre are located nearby.
Nautical Mile

Nautical Mile

2.5 out of 5
Price was $1,062, price is now $803 per person
$803
per person
Oct 14 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this aparthotel in Wells. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ogunquit Beach and Wells Beach are located nearby.
Sebago Lake Lodge and Cottages

Sebago Lake Lodge and Cottages

2 out of 5
Price was $1,471, price is now $1,256 per person
$1,256
per person
Sep 30 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this hotel in Standish. Enjoy free WiFi and housekeeping. Popular attractions Sebago Lake and Sebago Lake Basin are located nearby.
Dormir

Dormir

3 out of 5
Price was $1,678, price is now $1,515 per person
$1,515
per person
Sep 30 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this business-friendly hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Sebago Lake and Seacoast Adventure are located nearby.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
Price was $3,243, price is now $2,342 per person
$2,342
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions Thompson's Point and Portland Head Light are located nearby.
Newagen Seaside Inn

Newagen Seaside Inn

3.5 out of 5
Price was $1,405, price is now $1,019 per person
$1,019
per person
Sep 27 - Oct 2
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Book a stay at this family-friendly hotel in Southport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Coastal Maine Botanical Gardens and Southport Memorial Library are located nearby.
Chebeague Island Inn

Chebeague Island Inn

4 out of 5
Price was $1,527, price is now $1,160 per person
$1,160
per person
Sep 27 - Oct 2
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Book a stay at this beach hotel in Chebeague Island. Enjoy free WiFi, breakfast (surcharge), and a free ferry terminal shuttle. Popular attractions Little John Island Preserve and Winslow Memorial Park are located nearby.
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $1,352, price is now $1,062 per person
$1,062
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ogunquit Beach and Marginal Way are located nearby.

3-4 Night Vacations in Downtown Portland

Price found within the past 48 hours. Click for updated prices.
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $1,116, price is now $852 per person
$852
per person
Oct 23 - Oct 26
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
Price was $2,974, price is now $2,238 per person
$2,238
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Price was $1,235, price is now $1,000 per person
$1,000
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Inn By The Sea

Inn By The Sea

4 out of 5
Price was $1,933, price is now $1,651 per person
$1,651
per person
Oct 9 - Oct 12
found 10 hours ago
Roundtrip 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.
Nautical Mile

Nautical Mile

2.5 out of 5
Price was $1,062, price is now $803 per person
$803
per person
Oct 14 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $1,581, price is now $1,182 per person
$1,182
per person
Oct 14 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Price was $1,163, price is now $907 per person
$907
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
Price was $3,243, price is now $2,342 per person
$2,342
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)

Cheap Hotel Deals in Downtown Portland

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 helpful staff and the clean ...
Opens in a new windowThe Westin Portland Harborview
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff ...
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
Book a stay at this 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 in ...
Opens in a new windowPortland Regency Hotel & Spa
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Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...
Opens in a new windowCambria Hotel Portland Downtown-Old Port
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
Book a stay at this 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
Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

3 out of 5
65 Commercial St Portland ME
Book a stay at this 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
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
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
9 Center Street Portland ME
Stay at this hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Opens in a new windowCanopy by Hilton Portland Waterfront
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
Wed, Oct 28 - Sat, Oct 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$219 Roundtrip, found 12 hours ago
$219
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Wed, Oct 28 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Oct 31, priced at $219 found 12 hours ago
Bargain Flight
Sun, Sep 6 - Fri, Sep 11
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$220 Roundtrip, found 9 hours ago
$220
Roundtrip
found 9 hours ago
Select Bargain Flight flight, departing Sun, Sep 6 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Fri, Sep 11, priced at $220 found 9 hours ago
United
Mon, Sep 21 - Wed, Sep 23
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$220 Roundtrip, found 4 days ago
$220
Roundtrip
found 4 days ago
Select United flight, departing Mon, Sep 21 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Wed, Sep 23, priced at $220 found 4 days ago
Breeze Airways
Wed, Sep 23 - Wed, Sep 30
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$264 Roundtrip, found 9 hours ago
$264
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Wed, Sep 23 from Orlando Intl. to Portland Intl. Jetport, returning Wed, Sep 30, priced at $264 found 9 hours ago