Search Deals onSterling Vacation Packages
Sterling Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Holly Tree Resort
Save 100% on your flight
per person
Jun 20 - Jun 28
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
Stay at this 3-star aparthotel in West Yarmouth. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Hyannis Harbor and Cape Cod Melody Tent are located nearby.
Falmouth Tides
Save 100% on your flight
per person
Jun 20 - Jun 28
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
Book a stay at this beach motel in Falmouth. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woods Hole Ferry Terminal and Island Queen Ferry are located nearby.
By the Sea Guests Bed & Breakfast & Suites
Save 100% on your flight
per person
Jun 20 - Jun 28
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
Stay at this 3.5-star beach guesthouse in Dennis Port. Enjoy free WiFi, free parking, and a private beach. Popular attractions Sea Street Beach and Pleasant Road Beach are located nearby.
The Hotel Portsmouth
Save 100% on your flight
per person
Jun 24 - Jun 29
found 11 hours ago
Roundtrip flight included
Pittsburgh (PIT) to Boston (BOS)
Stay at this 3-star 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 Rundlet-May House are located nearby.
Sesuit Harbor House
Save 100% on your flight
per person
Jun 20 - Jun 28
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
Stay at this 3-star hotel in Dennis. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Scargo Tower and Corporation Beach are located nearby.
An English Garden Bed & Breakfast
Save 100% on your flight
per person
Jun 20 - Jun 28
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
Stay at this 3-star beach B&B in Dennis Port. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cape Cod Theatre Company – Home of the Harwich Jr. Theatre and Sea Street Beach are located nearby.
Beacon Hill Hotel
Save 100% on your flight
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Boston (BOS)
Stay at this 4-star boutique hotel in Boston. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
The Club at New Seabury
Save 100% on your flight
per person
Jun 20 - Jun 28
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
Stay at this 3.5-star beach condo in Mashpee. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions South Cape Beach State Park and Popponesset Beach are located nearby.
Sterling Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Sterling Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sun, May 25 - Wed, May 28
LAX
Los Angeles Intl.
BOS
Logan Intl.
$174 Roundtrip, found 5 hours ago
$174
Roundtrip
found 5 hours ago
Wed, Aug 13 - Tue, Aug 19
PDX
Portland Intl.
BOS
Logan Intl.
$215 Roundtrip, found 5 hours ago
$215
Roundtrip
found 5 hours ago
Wed, Aug 13 - Tue, Aug 19
PDX
Portland Intl.
BOS
Logan Intl.
$217 Roundtrip, found 5 hours ago
$217
Roundtrip
found 5 hours ago
Tue, Jun 10 - Sun, Jun 22
PVG
Pudong Intl.
BOS
Logan Intl.
$1,114 Roundtrip, found 16 hours ago
$1,114
Roundtrip
found 16 hours ago
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