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Wiscasset Vacation Packages

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Wiscasset Flight + Hotel Packages

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

Kennebunkport Captains Collection

4.5 out of 5
Price was $645, price is now $542 per person
$542
per person
Feb 12 - Feb 15
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this 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 Kennebunkport Village Green are located nearby.
Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $1,501, price is now $1,117 per person
$1,117
per person
Jan 29 - Feb 2
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this 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 Perkins Cove and Marginal Way are located nearby.
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
Price was $748, price is now $571 per person
$571
per person
Mar 3 - Mar 7
found 9 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.
River View Resort

River View Resort

2.5 out of 5
Price was $870, price is now $678 per person
$678
per person
Mar 1 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
Stay at this motel in Bethel. Enjoy free WiFi, free parking, and 4 outdoor pickleball courts. Our guests praise the helpful staff in our reviews. Popular attractions Sunday River and Bethel Pathway are located nearby.
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Price was $922, price is now $738 per person
$738
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Maine Sports Hall of Fame and Cathedral of the Immaculate Conception are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Price was $820, price is now $671 per person
$671
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
Price was $1,043, price is now $864 per person
$864
per person
Feb 12 - Feb 15
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 concierge services. Popular attractions Victoria Mansion and Portland Club are located nearby.
AWOL Kennebunkport

AWOL Kennebunkport

3 out of 5
Price was $722, price is now $610 per person
$610
per person
Feb 12 - Feb 15
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 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 Kennebunkport Village Green are located nearby.

Wiscasset Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Inn By The Sea

Inn By The Sea

4 out of 5
Price was $684, price is now $523 per person
$523
per person
Feb 12 - Feb 15
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Cliff House Maine

Cliff House Maine

4.5 out of 5
Bald Head
Save 100% on your flight
Price was $1,501, price is now $1,117 per person
$1,117
per person
Jan 29 - Feb 2
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
Nasons Corner
Price was $748, price is now $571 per person
$571
per person
Mar 3 - Mar 7
found 9 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $738, price is now $566 per person
$566
per person
Mar 1 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)

Wiscasset Vacation Packages 5-7 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 $538, price is now $469 per person
$469
per person
Feb 1 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $673, price is now $532 per person
$532
per person
Feb 1 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $739, price is now $624 per person
$624
per person
Feb 1 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
InnSeason Resorts The Falls at Ogunquit

InnSeason Resorts The Falls at Ogunquit

2.5 out of 5
Price was $585, price is now $515 per person
$515
per person
Feb 1 - Feb 6
found 12 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)

Top Flight Deals

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

Bargain Flight
Tue, Jan 13 - Sun, Jan 18
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$184 Roundtrip, found 1 day ago
$184
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Jan 13 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Sun, Jan 18, priced at $184 found 1 day ago
American Airlines
Wed, May 27 - Thu, May 28
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$187 Roundtrip, found 1 day ago
$187
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, May 27 from Orlando Intl. to Portland Intl. Jetport, returning Thu, May 28, priced at $187 found 1 day ago
Bargain Flight
Wed, Feb 18 - Tue, Feb 24
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Wed, Feb 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Tue, Feb 24, priced at $199 found 1 day ago
Breeze Airways
Fri, Feb 6 - Sun, Feb 8
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$257 Roundtrip, found 2 days ago
$257
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Feb 6 from Tampa Intl. to Portland Intl. Jetport, returning Sun, Feb 8, priced at $257 found 2 days ago