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Scarborough Vacation Packages

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Scarborough Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
Price was $1,174, price is now $728 per person
$728
per person
Aug 21 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Boston Harbor are located nearby.
Great location and very helpful staff

Reviewed on Jul 16, 2026

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,543, price is now $926 per person
$926
per person
Aug 17 - Aug 22
found 1 hour ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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.
Room was very comfortable. A/C worked too well! Easy check in. Would stay here again definitely. Worth the extra cost for balcony room.

Reviewed on Jul 16, 2026

Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
Save 100% on your flight
Price was $1,283, price is now $815 per person
$815
per person
Sep 11 - Sep 15
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Casco Bay Lines Ferry Terminal and State Theatre are located nearby.
Unusual place to stay; in a renovated former army base. Huge rooms, gorgeous recent renovation/reconstruction.Expensive!

Reviewed on Jul 12, 2026

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
Save 100% on your flight
Price was $1,601, price is now $1,024 per person
$1,024
per person
Sep 6 - Sep 9
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 daily housekeeping. Popular attractions State Theatre and Thompson's Point are located nearby.
Excellent private boutique home, converted to hotel. No person greets you and there is no welcome desk. You put in a code on the door to enter and instructions are given via text. No elevator and 3 stories, so keep that in mind. Would HIGHLY recommend.

Reviewed on Jul 16, 2026

Market Square Inn

Market Square Inn

2 out of 5
Save 100% on your flight
Price was $8,717, price is now $5,579 per person
$5,579
per person
Oct 8 - Oct 13
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this inn in Portsmouth. Enjoy free WiFi. Popular attractions Market Square and Kittery Premium Outlets 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 $1,306, price is now $837 per person
$837
per person
Sep 6 - Sep 9
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 State Theatre and Cross Insurance Arena are located nearby.
We were only there for 1 night, but the innkeeper made a great suggestion for dinner. Overall a great place and would stay again.

Reviewed on Jun 26, 2026

The Hotel Portsmouth

The Hotel Portsmouth

3 out of 5
Save 100% on your flight
Price was $1,531, price is now $1,007 per person
$1,007
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Market Square and Water Country are located nearby.

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Save 100% on your flight
Price was $1,721, price is now $1,161 per person
$1,161
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this family-friendly hotel in Boston. Enjoy free WiFi, a garden, and dry cleaning or laundry services. Our guests praise the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Scarborough Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
Save 100% on your flight
Price was $1,283, price is now $815 per person
$815
per person
Sep 11 - Sep 15
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,752, price is now $1,033 per person
$1,033
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Save 100% on your flight
Price was $2,504, price is now $1,478 per person
$1,478
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
Save 100% on your flight
Price was $1,601, price is now $1,024 per person
$1,024
per person
Sep 6 - Sep 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)

Scarborough 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
Moody
Save 100% on your flight
Price was $1,543, price is now $926 per person
$926
per person
Aug 17 - Aug 22
found 1 hour ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Portland (PWM)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,659, price is now $1,472 per person
$1,472
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Market Square Inn

Market Square Inn

2 out of 5
Downtown
Save 100% on your flight
Price was $8,717, price is now $5,579 per person
$5,579
per person
Oct 8 - Oct 13
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,481, price is now $959 per person
$959
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)

Top Flight Deals

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

Breeze Airways
Wed, Sep 16 - Wed, Sep 23
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$152 Roundtrip, found 3 days ago
$152
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Sep 16 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 23, priced at $152 found 3 days ago
American Airlines
Mon, Aug 17 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$189 Roundtrip, found 6 days ago
$189
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Aug 17 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $189 found 6 days ago
United
Tue, Sep 8 - Sat, Sep 12
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$196 Roundtrip, found 17 hours ago
$196
Roundtrip
found 17 hours ago
Select United flight, departing Tue, Sep 8 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Sat, Sep 12, priced at $196 found 17 hours ago
JetBlue Airways
Wed, Aug 5 - Sat, Aug 22
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$208 Roundtrip, found 1 day ago
$208
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Aug 5 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Aug 22, priced at $208 found 1 day ago