Search Deals onHolliston Vacation Packages
Holliston Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Boxboro Regency
Price was $712, price is now $503 per person
$503
per person
Dec 26 - Dec 31
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this business-friendly hotel in Boxborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Harvard Town Beach and Thurston's Beach are located nearby.
Iris Hotel Cape Cod
Price was $839, price is now $516 per person
$516
per person
Jan 15 - Jan 18
found 7 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Book a stay at this business-friendly hotel in Falmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Long Pond Trail and Downtown Library Park are located nearby.
Boston Harbor Hotel
Price was $1,137, price is now $756 per person
$756
per person
Jan 15 - Jan 17
found 15 hours 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.
The Langham, Boston
Price was $1,114, price is now $752 per person
$752
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.
Raffles Boston
Price was $2,003, price is now $1,456 per person
$1,456
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Great hotel and a great team
Reviewed on Nov 1, 2026
Furnished Apartment Near Longwood
Price was $1,685, price is now $1,239 per person
$1,239
per person
Dec 21 - Dec 26
found 9 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Stay at this apartment in Brookline. Enjoy free WiFi, parking (surcharge), and air conditioning. Popular attractions Fenway Park and Harvard Square are located nearby.
Convenient location. Complex is definitely college living environment but unit was clean. We discovered the first morning that the coffee machine didn’t work and the one shower was very slow to drain. Made a report right away via VRBO . They responded approx 24 hrs later and they asked us to submit videos of what was wrong and asked permission for maintenance to enter the unit to make repairs. We said yes and sent the videos but no one ever came and no other communication was received from owner. We were only there for 3 nights so we had to have our morning coffee delivered each morning. Thankful we didn’t have more serious concerns.
Reviewed on Nov 4, 2026
Encore Boston Harbor
Price was $1,033, price is now $761 per person
$761
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
D. Hotel Suites & Spa
Price was $708, price is now $522 per person
$522
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Book a stay at this spa hotel in Holyoke. Enjoy free breakfast, a full-service spa, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Joseph Skinner State Park and Historic Summit House are located nearby.
Holliston Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Holliston 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.
Thu, Nov 26 - Thu, Dec 3
LAX
Los Angeles Intl.
BOS
Logan Intl.
$288 Roundtrip, found 5 hours ago
$288
Roundtrip
found 5 hours ago
Wed, Dec 2 - Tue, Dec 15
LAX
Los Angeles Intl.
PVD
T.F. Green
$334 Roundtrip, found 12 hours ago
$334
Roundtrip
found 12 hours ago
Wed, Dec 9 - Sun, Dec 13
PDX
Portland Intl.
BOS
Logan Intl.
$355 Roundtrip, found 6 hours ago
$355
Roundtrip
found 6 hours ago
Thu, Jan 7 - Thu, Jan 21
PDX
Portland Intl.
PVD
T.F. Green
$377 Roundtrip, found 5 hours ago
$377
Roundtrip
found 5 hours ago
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