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Waterboro Vacation Packages

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Waterboro Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Pier 7 Condominiums

Pier 7 Condominiums

2 out of 5
Price was $703, price is now $483 per person
$483
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this hotel in South Yarmouth. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Cape Cod Inflatable Park and West Dennis Beach are located nearby.
The room was clean, I loved the kitchenette! The area was nice!

Reviewed on Jul 13, 2026

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Price was $1,434, price is now $604 per person
$604
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
Price was $2,934, price is now $1,891 per person
$1,891
per person
Oct 15 - Oct 19
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 Faneuil Hall Marketplace are located nearby.

Sesuit Harbor House

Sesuit Harbor House

3 out of 5
Save 100% on your flight
Price was $1,004, price is now $658 per person
$658
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this hotel in Dennis. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Mayflower Beach and Ocean Edge Golf Club are located nearby.
Had a pleasant stay! Owner is very helpful!

Reviewed on Jul 25, 2026

Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
Save 100% on your flight
Price was $1,115, price is now $740 per person
$740
per person
Sep 12 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Cross Insurance Arena are located nearby.
Friendly staff, went above and beyond.

Reviewed on Jul 20, 2026

The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

3 out of 5
Save 100% on your flight
Price was $854, price is now $574 per person
$574
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this spa aparthotel in West Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Hyannis Harbor and Cape Cod Inflatable Park are located nearby.
P Indoor pool and hot tub loved and the outdoor Shack was great

Reviewed on Jun 8, 2026

The Charles Hotel

The Charles Hotel

5 out of 5
Save 100% on your flight
Price was $2,814, price is now $1,943 per person
$1,943
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Cambridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.

Chatham Tides

Chatham Tides

2.5 out of 5
Save 100% on your flight
Price was $999, price is now $691 per person
$691
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this beach motel in South Chatham. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Red River Beach and Forest Beach are located nearby.
Beautiful room overlooking the beach. We loved our stay!

Reviewed on Jul 21, 2026

Waterboro Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,434, price is now $604 per person
$604
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,934, price is now $1,891 per person
$1,891
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
Save 100% on your flight
Price was $1,115, price is now $740 per person
$740
per person
Sep 12 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Save 100% on your flight
Price was $2,000, price is now $1,354 per person
$1,354
per person
Sep 3 - Sep 6
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)

Waterboro Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sesuit Harbor House

Sesuit Harbor House

3 out of 5
Save 100% on your flight
Price was $1,004, price is now $658 per person
$658
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
Price was $2,069, price is now $1,332 per person
$1,332
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to Boston (BOS)
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,855, price is now $1,197 per person
$1,197
per person
Aug 30 - Sep 4
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $4,140, price is now $2,699 per person
$2,699
per person
Oct 16 - Oct 22
found 17 hours 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.

Allegiant Air
Sat, Aug 15 - Sat, Aug 15
PIE
St. Petersburg-Clearwater Intl.
PSM
Portsmouth Intl.
$96 Roundtrip, found 2 days ago
$96
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Sat, Aug 15 from St. Petersburg-Clearwater Intl. to Portsmouth Intl., returning Sat, Aug 15, priced at $96 found 2 days ago
Breeze Airways
Thu, Nov 19 - Thu, Dec 10
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$127 Roundtrip, found 11 hours ago
$127
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Dec 10, priced at $127 found 11 hours ago
Breeze Airways
Thu, Sep 3 - Sat, Sep 5
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$147 Roundtrip, found 4 days ago
$147
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando Intl. to Portsmouth Intl., returning Sat, Sep 5, priced at $147 found 4 days ago
Breeze Airways
Wed, Aug 26 - Sat, Sep 5
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$170 Roundtrip, found 6 hours ago
$170
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Wed, Aug 26 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Sep 5, priced at $170 found 6 hours ago