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Gray Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
Price was $748, price is now $602 per person
$602
per person
Mar 3 - Mar 7
found 16 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Happy Wheels Skate Center and Fore River Sanctuary are located nearby.
Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
Price was $1,025, price is now $754 per person
$754
per person
Jan 18 - Jan 24
found 21 hours ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
Book a stay at this luxury hotel in Cape Elizabeth. Enjoy free valet parking, a full-service spa, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Crescent Beach State Park and Crescent Beach are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Price was $901, price is now $681 per person
$681
per person
Mar 3 - Mar 7
found 16 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
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 and the clean rooms in our reviews. Popular attractions Cross Insurance Arena and Fore Street Gallery are located nearby.
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
Price was $836, price is now $652 per person
$652
per person
Mar 3 - Mar 7
found 16 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
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 rooms in our reviews. Popular attractions State Theatre and Portland Stage are located nearby.
Hilton Garden Inn Portland Airport

Hilton Garden Inn Portland Airport

3 out of 5
Price was $822, price is now $662 per person
$662
per person
Mar 3 - Mar 7
found 16 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
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 and the clean rooms in our reviews. Popular attractions Tate House Museum and Thompson's Point are located nearby.
Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

3 out of 5
Price was $884, price is now $717 per person
$717
per person
Mar 3 - Mar 7
found 16 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
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 the clean rooms in our reviews. Popular attractions Casco Bay Lines Ferry Terminal and Maine Sports Hall of Fame are located nearby.
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

3.5 out of 5
Price was $837, price is now $682 per person
$682
per person
Mar 3 - Mar 7
found 16 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Tate House Museum and Thompson's Point are located nearby.
Hampton Inn & Suites Portland West

Hampton Inn & Suites Portland West

2.5 out of 5
Price was $774, price is now $632 per person
$632
per person
Mar 3 - Mar 7
found 16 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Happy Wheels Skate Center and Fore River Sanctuary are located nearby.

Gray Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
Nasons Corner
Price was $748, price is now $602 per person
$602
per person
Mar 3 - Mar 7
found 16 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $901, price is now $681 per person
$681
per person
Mar 3 - Mar 7
found 16 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
Downtown Portland
Price was $836, price is now $652 per person
$652
per person
Mar 3 - Mar 7
found 16 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
Hilton Garden Inn Portland Airport

Hilton Garden Inn Portland Airport

3 out of 5
Price was $822, price is now $662 per person
$662
per person
Mar 3 - Mar 7
found 16 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)

Gray Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Portland Airport

Hilton Garden Inn Portland Airport

3 out of 5
Price was $617, price is now $452 per person
$452
per person
Jan 18 - Jan 24
found 21 hours ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $810, price is now $547 per person
$547
per person
Jan 18 - Jan 24
found 21 hours ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $676, price is now $466 per person
$466
per person
Jan 18 - Jan 24
found 21 hours ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
Price was $1,025, price is now $754 per person
$754
per person
Jan 18 - Jan 24
found 21 hours ago
Roundtrip flight included
New York (JFK) to Portland (PWM)

Top Flight Deals

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

Bargain Flight
Mon, Jan 5 - Sat, Jan 17
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$184 Roundtrip, found 19 hours ago
$184
Roundtrip
found 19 hours ago
Select Bargain Flight flight, departing Mon, Jan 5 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Sat, Jan 17, priced at $184 found 19 hours ago
American Airlines
Wed, May 27 - Thu, May 28
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$187 Roundtrip, found 21 hours ago
$187
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Wed, May 27 from Orlando Intl. to Portland Intl. Jetport, returning Thu, May 28, priced at $187 found 21 hours ago
Delta
Tue, Feb 17 - Tue, Feb 24
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$201 Roundtrip, found 13 hours ago
$201
Roundtrip
found 13 hours ago
Select Delta flight, departing Tue, Feb 17 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Tue, Feb 24, priced at $201 found 13 hours ago
JetBlue Airways
Wed, May 27 - Sun, May 31
ATL
Hartsfield-Jackson Atlanta Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, found 2 days ago
$217
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, May 27 from Hartsfield-Jackson Atlanta Intl. to Portland Intl. Jetport, returning Sun, May 31, priced at $217 found 2 days ago