Sterling Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Sterling Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Encore Boston Harbor
$1,081
per person
Nov 15 - Nov 19
found 9 hours ago
Roundtrip non-stop flight included
Tampa (TPA) 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.
Boston Harbor Hotel
North End
$1,373
per person
Nov 15 - Nov 19
found 9 hours ago
Roundtrip non-stop flight included
Tampa (TPA) 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.
Everything about this hotel is wonderful! We would definitely stay here again.
Reviewed on Sep 8, 2026
Raffles Boston
Back Bay
$1,281
per person
Nov 15 - Nov 19
found 9 hours ago
Roundtrip non-stop flight included
Tampa (TPA) 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.
Mandarin Oriental, Boston
Back Bay
$1,517
per person
Nov 15 - Nov 19
found 9 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
Great hotel in great location.
Staff earned five star status.
Reviewed on Sep 6, 2026
The Langham, Boston
Downtown Boston
$1,208
per person
Nov 15 - Nov 19
found 9 hours ago
Roundtrip non-stop flight included
Tampa (TPA) 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.
We loved it.
Reviewed on Sep 7, 2026
The Colonnade Hotel Back Bay
Back Bay
$1,459
per person
Oct 21 - Oct 25
found 9 hours ago
Roundtrip flight included
Tampa (TPA) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
We had a wonderful stay at this hotel! The staff was friendly and welcoming, and there was always someone at the door ready to greet us and help whenever needed.
We stayed for a week and really appreciated that our room was cleaned every day. It seems like many hotels no longer provide daily housekeeping unless you specifically request it, so this was a really nice touch. The room was very comfortable, and we felt right at home throughout our stay.
The location was fantastic. The subway station was right on the corner, which made it incredibly convenient to get everywhere we wanted to go. Fenway Park was only a 20-minute walk away, and we loved exploring Newbury Street, with all of its great shopping and restaurants.
We would definitely recommend this hotel, especially for its comfort, friendly staff, and excellent location. We would happily stay here again!
Reviewed on Sep 8, 2026
Top Hotel Deals
Chocksett Inn and Restaurant
59 Laurelwood Road Sterling MA
Stay at this hotel in Sterling. Enjoy free WiFi, free parking, and room service. Popular attractions Mary Had a Little Lamb Statue and Davis' Farmland & Mega ...
Great Wolf Lodge Boston / Fitchburg, MA
150 Great Wolf Dr Fitchburg MA
Book a stay at this family-friendly resort in Fitchburg. Enjoy 4 indoor pools, free water park access, and room service. Our guests praise the helpful staff ...
Courtyard by Marriott Boston Marlborough
75 Felton St Marlborough MA
Book a stay at this business-friendly hotel in Marlborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Extended Stay America Suites Boston Westborough Computer Dr
1800 Computer Dr Westborough MA
Book a stay at this business-friendly hotel in Westborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
DoubleTree by Hilton Hotel Boston - Westborough
5400 Computer Dr Westborough MA
Book a stay at this business-friendly hotel in Westborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
La Quinta Inn by Wyndham Auburn Worcester
446 Southbridge St Auburn MA
Book a stay at this business-friendly hotel in Auburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Courtyard by Marriott Boston Natick
342 Speen St Natick MA
Book a stay at this business-friendly hotel in Natick. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
The Verve Hotel Boston Natick, Tapestry Collection by Hilton
1360 Worcester St Natick MA
Book a stay at this business-friendly hotel in Natick. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
Motel 6 Framingham, MA - Boston West
1668 Worcester Rd Framingham MA
Stay at this motel in Framingham. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Monticello Inn Framingham
90 Worcester Rd Framingham MA
Stay at this motel in Framingham. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Fun and Games Family Entertainment Center and ...
Hyatt Place Marlborough/Apex Center
169 Apex Drive Marlborough MA
Book a stay at this business-friendly hotel in Marlborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Comfort Inn Auburn - Worcester
426 Southbridge St Auburn MA
Book a stay at this business-friendly hotel in Auburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Aloft by Marriott Framingham
130 Worcester Road Framingham MA
Book a stay at this business-friendly hotel in Framingham. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Red Roof Inn Boston - Southborough/ Worcester
367 Turnpike Rd Southborough MA
Stay at this hotel in Southborough. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Best Western Royal Plaza Hotel & Trade Center
181 Boston Post Rd W Marlborough MA
Book a stay at this business-friendly hotel in Marlborough. Enjoy free breakfast, free parking, and 2 restaurants. Our guests praise the breakfast and the helpful ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Oct 28 - Sat, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$319
Roundtrip
found 2 days ago
Fri, Nov 13 - Mon, Nov 16
LAX
Los Angeles Intl.
BOS
Logan Intl.
$331
Roundtrip
found 11 hours ago
Mon, Oct 26 - Sat, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$335
Roundtrip
found 2 days ago
Mon, Oct 26 - Sat, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$344
Roundtrip
found 2 days ago
Fri, Nov 13 - Mon, Nov 16
LAX
Los Angeles Intl.
BOS
Logan Intl.
$357
Roundtrip
found 11 hours ago
Best points of interest in Sterling
- Davis' Farmland & Mega Maze Vacations
- DCU Center Vacations
- Great Wolf Lodge Waterpark Vacations
- College of the Holy Cross Vacations
- Union Station Vacations
- Worcester Polytechnic Institute Vacations
- Clark University Vacations
- Wachusett Mountain Ski Area Vacations
- Apex Entertainment Center Vacations
- New England Sports Center Vacations
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