Cheap Vacations in Harpswell

Choose two or more items and save on your trip:

3-night Harpswell vacations

Price found within the past 48 hours. Click for updated prices.
Best Western Freeport Inn

Best Western Freeport Inn

3 out of 5
Price was $533, price is now $487 per person
$487
per person
Apr 16 - Apr 19
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
Price was $982, price is now $857 per person
$857
per person
Apr 23 - Apr 26
found 9 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Price was $1,010, price is now $894 per person
$894
per person
Apr 23 - Apr 26
found 9 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
Price was $1,211, price is now $1,073 per person
$1,073
per person
Apr 23 - Apr 26
found 9 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Price was $894, price is now $801 per person
$801
per person
Apr 23 - Apr 26
found 9 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
Price was $987, price is now $898 per person
$898
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Inn By The Sea

Inn By The Sea

4 out of 5
Price was $979, price is now $892 per person
$892
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Price was $918, price is now $843 per person
$843
per person
Apr 23 - Apr 26
found 9 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

3 out of 5
Price was $684, price is now $634 per person
$634
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $890, price is now $826 per person
$826
per person
Apr 23 - Apr 26
found 9 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Danemead Cottage - For 10ppl

Danemead Cottage - For 10ppl

3.5 out of 5
Price was $1,597, price is now $1,491 per person
$1,491
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Portland (PWM)
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
Price was $792, price is now $748 per person
$748
per person
Apr 23 - Apr 26
found 9 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)

4-night Harpswell vacations

Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites Scarborough - Portland

Comfort Inn & Suites Scarborough - Portland

2.5 out of 5
Price was $584, price is now $522 per person
$522
per person
Apr 19 - Apr 23
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Price was $911, price is now $741 per person
$741
per person
Apr 13 - Apr 17
found 8 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 $1,037, price is now $863 per person
$863
per person
Apr 19 - Apr 23
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
Price was $1,071, price is now $892 per person
$892
per person
Apr 13 - Apr 17
found 8 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Price was $882, price is now $736 per person
$736
per person
Apr 13 - Apr 17
found 8 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Price was $837, price is now $700 per person
$700
per person
Apr 13 - Apr 17
found 8 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Price was $853, price is now $739 per person
$739
per person
Apr 13 - Apr 17
found 8 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

3.5 out of 5
Price was $903, price is now $786 per person
$786
per person
Apr 19 - Apr 23
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
Price was $736, price is now $650 per person
$650
per person
Apr 13 - Apr 17
found 8 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Best Western Freeport Inn

Best Western Freeport Inn

3 out of 5
Price was $589, price is now $526 per person
$526
per person
Apr 13 - Apr 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PWM)
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
Price was $873, price is now $787 per person
$787
per person
Apr 13 - Apr 17
found 8 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
HomeAwhile

HomeAwhile

4 out of 5
Price was $679, price is now $614 per person
$614
per person
Apr 13 - Apr 17
found 8 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)

5-night Harpswell vacations

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

USA Inn

2.5 out of 5
Price was $606, price is now $517 per person
$517
per person
Apr 11 - Apr 16
found 21 hours ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Price was $1,154, price is now $854 per person
$854
per person
Apr 14 - Apr 19
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
84 Main

84 Main

4 out of 5
Price was $994, price is now $748 per person
$748
per person
Apr 14 - Apr 19
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Price was $964, price is now $744 per person
$744
per person
Apr 14 - Apr 19
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Price was $1,051, price is now $813 per person
$813
per person
Apr 14 - Apr 19
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
Price was $1,276, price is now $997 per person
$997
per person
Apr 14 - Apr 19
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Price was $997, price is now $805 per person
$805
per person
Apr 14 - Apr 19
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
Price was $794, price is now $664 per person
$664
per person
Apr 14 - Apr 19
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
HomeAwhile

HomeAwhile

4 out of 5
Price was $681, price is now $589 per person
$589
per person
Apr 14 - Apr 19
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
Price was $1,240, price is now $1,075 per person
$1,075
per person
Apr 14 - Apr 19
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
Price was $893, price is now $775 per person
$775
per person
Apr 14 - Apr 19
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Dormir

Dormir

3 out of 5
Price was $795, price is now $691 per person
$691
per person
Apr 14 - Apr 19
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)

Flight deals to Harpswell

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

Tue, Sep 1 - Sat, Sep 5
TPA
Tampa
PWM
Portland
$177 Roundtrip, found 2 days ago
$177
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Sep 1 from Tampa to Portland, returning Sat, Sep 5, priced at $177 found 2 days ago
Wed, Apr 15 - Wed, Apr 29
RDU
Raleigh
PWM
Portland
$178 Roundtrip, found 6 days ago
$178
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, Apr 15 from Raleigh to Portland, returning Wed, Apr 29, priced at $178 found 6 days ago
Sat, Jun 6 - Thu, Jun 11
MCO
Orlando
PWM
Portland
$213 Roundtrip, just found
$213
Roundtrip
just found
Select United flight, departing Sat, Jun 6 from Orlando to Portland, returning Thu, Jun 11, priced at $213 just found

Top rated hotels for your Harpswell vacation

1 room luxury ocean front studio cottage

1 room luxury ocean front studio cottage

Harpswell ME
2.41 mi from city center
Get rates
With a stay at this apartment in Harpswell, you'll be on the waterfront, just steps from Casco Bay and a 5-minute drive from Mitchell Field.
Kitchen
Pet friendly
Beautiful Oceanfront House- Stunning Water Views

Beautiful Oceanfront House- Stunning Water Views

Harpswell ME
4.17 mi from city center
Get rates
When you stay at this vacation home in Harpswell, you'll be within a 10-minute drive of Androscoggin River and Brunswick Naval Aviation Museum.
Washer
Dryer
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Free Cancellation
Reserve now, pay when you stay
18.75 mi from city center
$98 nightly
The price is $108 total per night
$108 total
Mar 22 - Mar 23
Total with taxes and fees
With a stay at The Westin Portland Harborview, you'll be centrally located in Portland, steps from State Theatre and Portland Museum of Art.
Don't see what you're looking for?
See all available properties in Harpswell
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.