Upton Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Upton Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Ashworth by the Sea
Hampton Beach
$616
per person
Oct 17 - Oct 22
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Book a stay at this beach hotel in Hampton. Enjoy 3 restaurants, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hampton Beach and Hampton Beach Casino are located nearby.
This property is pristine, loved everything about it. Everyone was very polite and kind. I made a reservation to go back next year. The room I stayed in had front ocean views with a side balcony.
Reviewed on Sep 9, 2026
Battery Wharf Hotel, Boston Waterfront
North End
$837
per person
Nov 24 - Nov 29
found 17 hours ago
Roundtrip flight included
Chicago (ORD) 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 clean rooms in our reviews. Popular attractions Boston Harbor and Faneuil Hall Marketplace are located nearby.
Boston Harbor Hotel
North End
$1,373
per person
Nov 15 - Nov 19
found 1 day 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 1 day 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 1 day 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 1 day 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
Top Hotel Deals
Sonesta Select Boston Foxborough Mansfield
35 Foxborough Boulevard Foxborough MA
Book a stay at this business-friendly hotel in Foxborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Sonesta Select Boston Milford
10 Fortune Blvd Milford MA
Book a stay at this business-friendly hotel in Milford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
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 ...
Bally's Twin River Lincoln Casino & Hotel
100 Twin River Rd Lincoln RI
Stay at this hotel in Lincoln. Enjoy free WiFi, free valet parking, and 17 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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. ...
enVision Hotel & Conference Center Mansfield-Foxboro
31 Hampshire St Mansfield MA
Book a stay at this business-friendly hotel in Mansfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
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 ...
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 ...
Hampton Inn & Suites North Attleboro
55 Draper Avenue North Attleboro MA
Book a stay at this business-friendly hotel in North Attleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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 ...
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 ...
Best Western The Inn at Sharon/Foxboro
395 Old Post Rd Sharon MA
Book a stay at this business-friendly hotel in Sharon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hampton Inn Boston Natick
319 Speen St Natick MA
Book a stay at this business-friendly hotel in Natick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Comfort Inn Foxboro – Mansfield
4 Fisher St Foxborough MA
Book a stay at this business-friendly hotel in Foxborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn Express & Suites Norwood-Boston Area by IHG
225 Norwood Park S Norwood MA
Book a stay at this business-friendly hotel in Norwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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 3 days ago
Fri, Nov 13 - Mon, Nov 16
LAX
Los Angeles Intl.
BOS
Logan Intl.
$331
Roundtrip
found 1 day ago
Mon, Oct 26 - Sat, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$335
Roundtrip
found 4 days ago
Mon, Oct 26 - Sat, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$344
Roundtrip
found 4 days ago
Fri, Nov 13 - Mon, Nov 16
LAX
Los Angeles Intl.
BOS
Logan Intl.
$357
Roundtrip
found 1 day ago
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