Search Deals on
York Harbor Vacation Packages

Build your package with 2 more options

York Harbor Flight + Hotel Packages

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

The Wolfeboro Inn

3.5 out of 5
Price was $716, price is now $585 per person
$585
per person
Oct 30 - Nov 1
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this beach hotel in Wolfeboro. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Lake Winnipesaukee and Hampshire Pewter Co. are located nearby.

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
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)
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.
Enjoyable

Reviewed on Aug 28, 2026

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Price was $1,337, price is now $1,025 per person
$1,025
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Portland Head Light are located nearby.
The room was very clean and nice. The only thing that was not so great was the loud motor going on and off for some of the night. Otherwise it was great!

Reviewed on Aug 26, 2026

Evalina Hotel

Evalina Hotel

2.5 out of 5
Price was $1,581, price is now $1,243 per person
$1,243
per person
Nov 4 - Nov 8
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this aparthotel in Portland. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions Thompson's Point and Portland Head Light are located nearby.

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
Price was $1,114, price is now $887 per person
$887
per person
Nov 4 - Nov 8
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Thompson's Point and Maine Mall are located nearby.

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Price was $1,065, price is now $854 per person
$854
per person
Nov 4 - Nov 8
found 18 hours 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 Thompson's Point and Portland Head Light are located nearby.
For the price I would expect more amenities. The “free” food by the elevator was pretty sparse with a broken ice machine and coffee maker

Reviewed on Aug 29, 2026

The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $1,465, price is now $1,181 per person
$1,181
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Price was $1,259, price is now $1,034 per person
$1,034
per person
Oct 9 - Oct 12
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 Moody Beach are located nearby.
This hotel was very nice. Complimentary breakfast was a plus. The property was well maintained and the location was nice and quiet. Only issue was the bathroom fan was extremely loud. Definitely needs replacement. There was also a bad odor in the room. I thought it came from the rug. Hubby thought it was coming from the ac unit. We did not complain and the odor disappeared within 2 days… will definitely stay here again. Great value for the money.

Reviewed on Aug 28, 2026

York Harbor Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
Price was $1,114, price is now $887 per person
$887
per person
Nov 4 - Nov 8
found 18 hours ago
Roundtrip 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 $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)
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was $1,337, price is now $1,025 per person
$1,025
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Evalina Hotel

Evalina Hotel

2.5 out of 5
Downtown Portland
Price was $1,581, price is now $1,243 per person
$1,243
per person
Nov 4 - Nov 8
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)

York Harbor Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,375, price is now $956 per person
$956
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Evalina Hotel

Evalina Hotel

2.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,707, price is now $1,201 per person
$1,201
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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 $1,630, price is now $1,162 per person
$1,162
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
Price was $1,336, price is now $968 per person
$968
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)

Top Flight Deals

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

Breeze Airways
Thu, Nov 19 - Thu, Dec 10
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 6 days ago
$117
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Dec 10, priced at $117 found 6 days ago
Breeze Airways
Sat, Nov 7 - Sat, Nov 14
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$127 Roundtrip, found 6 days ago
$127
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sat, Nov 7 from Orlando Intl. to Portsmouth Intl., returning Sat, Nov 14, priced at $127 found 6 days ago
Breeze Airways
Wed, Oct 28 - Sat, Oct 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$219 Roundtrip, found 2 days ago
$219
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Oct 28 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Oct 31, priced at $219 found 2 days ago
Bargain Flight
Sun, Sep 6 - Fri, Sep 11
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$220 Roundtrip, found 1 day ago
$220
Roundtrip
found 1 day 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 1 day ago