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Wolfeboro Vacation Packages

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Wolfeboro Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Price was $577, price is now $503 per person
$503
per person
Apr 15 - Apr 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $2,583, price is now $1,940 per person
$1,940
per person
Apr 22 - Apr 26
found 7 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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.
LivAway Suites Portland-Scarborough

LivAway Suites Portland-Scarborough

2 out of 5
Price was $844, price is now $730 per person
$730
per person
May 1 - May 9
found 15 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this hotel in Scarborough. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Maine Mall and Nonesuch River Golf Club are located nearby.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
Price was $690, price is now $599 per person
$599
per person
Apr 15 - Apr 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Price was $1,072, price is now $936 per person
$936
per person
May 7 - May 11
found 22 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
AWOL Kennebunkport

AWOL Kennebunkport

3 out of 5
Price was $1,042, price is now $910 per person
$910
per person
May 7 - May 11
found 22 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
White Barn Inn & Spa, Auberge Collection

White Barn Inn & Spa, Auberge Collection

5 out of 5
Price was $1,687, price is now $1,474 per person
$1,474
per person
Apr 22 - Apr 26
found 7 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Book a stay at this luxury hotel in Kennebunk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Dock Square and St. Anthony's Franciscan Monastery are located nearby.

Wolfeboro Vacation Packages 3-4 Night Stays

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 $765, price is now $626 per person
$626
per person
Mar 26 - Mar 29
found 11 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Cliff House Maine

Cliff House Maine

4.5 out of 5
Bald Head
Save 100% on your flight
Price was $2,583, price is now $1,940 per person
$1,940
per person
Apr 22 - Apr 26
found 7 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $915, price is now $726 per person
$726
per person
Mar 26 - Mar 29
found 11 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Inn By The Sea

Inn By The Sea

4 out of 5
Price was $827, price is now $669 per person
$669
per person
Apr 16 - Apr 19
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)

Wolfeboro Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
Downtown Portland
Price was $992, price is now $893 per person
$893
per person
Mar 29 - Apr 4
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $1,205, price is now $1,022 per person
$1,022
per person
Mar 29 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was $1,291, price is now $1,134 per person
$1,134
per person
Mar 29 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $1,323, price is now $1,169 per person
$1,169
per person
Mar 29 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)

Top Flight Deals

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

American Airlines
Wed, May 27 - Fri, Jun 5
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$178 Roundtrip, found 1 hour ago
$178
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, May 27 from Orlando Intl. to Portland Intl. Jetport, returning Fri, Jun 5, priced at $178 found 1 hour ago
Delta
Mon, Mar 9 - Sat, Mar 14
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$213 Roundtrip, found 4 days ago
$213
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Mar 9 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Sat, Mar 14, priced at $213 found 4 days ago
JetBlue Airways
Wed, Apr 15 - Tue, Apr 28
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$218 Roundtrip, found 9 hours ago
$218
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Wed, Apr 15 from Tampa Intl. to Portland Intl. Jetport, returning Tue, Apr 28, priced at $218 found 9 hours ago
JetBlue Airways
Tue, Jun 2 - Wed, Jun 3
ATL
Hartsfield-Jackson Atlanta Intl.
PWM
Portland Intl. Jetport
$227 Roundtrip, found 4 hours ago
$227
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Tue, Jun 2 from Hartsfield-Jackson Atlanta Intl. to Portland Intl. Jetport, returning Wed, Jun 3, priced at $227 found 4 hours ago