Search Deals on
Wolfeboro Vacation Packages

Build your package with 2 more options

Wolfeboro Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
1802 House Bed and Breakfast

1802 House Bed and Breakfast

3.5 out of 5
Price was $910, price is now $670 per person
$670
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Book a stay at this golf B&B in Kennebunkport. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Dock Square and First Families Kennebunkport Museum are located nearby.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,220, price is now $783 per person
$783
per person
Jun 3 - Jun 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
Book a stay at this business-friendly hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ogunquit Beach and Marginal Way are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Save 100% on your flight
Price was $2,080, price is now $1,363 per person
$1,363
per person
Jun 3 - Jun 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 Thompson's Point and Maine Mall are located nearby.
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Save 100% on your flight
Price was $2,159, price is now $1,565 per person
$1,565
per person
Jun 3 - Jun 10
found 1 day ago
Roundtrip 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.
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,866, price is now $1,363 per person
$1,363
per person
Jun 3 - Jun 7
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Book a stay at this luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Thompson's Point and Maine Mall are located nearby.
The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Save 100% on your flight
Price was $2,193, price is now $1,619 per person
$1,619
per person
Jun 3 - Jun 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and premium TV channels. Popular attractions Thompson's Point and Maine Mall are located nearby.
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
Save 100% on your flight
Price was $3,003, price is now $2,308 per person
$2,308
per person
Jul 15 - Jul 19
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
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. Popular attractions Thompson's Point and Maine Mall are located nearby.
Cape Arundel Inn and Resort

Cape Arundel Inn and Resort

3 out of 5
Save 100% on your flight
Price was $1,903, price is now $1,471 per person
$1,471
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this guesthouse in Kennebunkport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Dock Square and Colony Beach are located nearby.

Wolfeboro Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Saco Bay Hotel

Saco Bay Hotel

2.5 out of 5
Price was $521, price is now $369 per person
$369
per person
May 27 - May 31
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Price was $760, price is now $530 per person
$530
per person
May 31 - Jun 4
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,610, price is now $1,176 per person
$1,176
per person
Jun 3 - Jun 7
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,866, price is now $1,363 per person
$1,363
per person
Jun 3 - Jun 7
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)

Wolfeboro Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,220, price is now $783 per person
$783
per person
Jun 3 - Jun 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $2,080, price is now $1,363 per person
$1,363
per person
Jun 3 - Jun 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Save 100% on your flight
Price was $2,159, price is now $1,565 per person
$1,565
per person
Jun 3 - Jun 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $2,005, price is now $1,479 per person
$1,479
per person
Jul 8 - Jul 13
found 14 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)

Top Flight Deals

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

JetBlue Airways
Sat, May 9 - Thu, May 21
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$161 Roundtrip, found 2 days ago
$161
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, May 9 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Thu, May 21, priced at $161 found 2 days ago
United
Sun, May 17 - Sat, May 23
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$161 Roundtrip, found 12 hours ago
$161
Roundtrip
found 12 hours ago
Select United flight, departing Sun, May 17 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Sat, May 23, priced at $161 found 12 hours ago
Delta
Sun, May 17 - Sat, May 23
LGA
LaGuardia
PWM
Portland Intl. Jetport
$161 Roundtrip, found 3 days ago
$161
Roundtrip
found 3 days ago
Select Delta flight, departing Sun, May 17 from LaGuardia to Portland Intl. Jetport, returning Sat, May 23, priced at $161 found 3 days ago
Breeze Airways
Wed, May 27 - Sat, May 30
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$179 Roundtrip, found 15 hours ago
$179
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Wed, May 27 from Orlando Intl. to Portland Intl. Jetport, returning Sat, May 30, priced at $179 found 15 hours ago