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 22 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.
Nice clean room, quiet wonderful view of the ocean. Staff very kind and helpful. I will return soon! Love the Ashworth!
Reviewed on Sep 10, 2026
Battery Wharf Hotel, Boston Waterfront
North End
$837
per person
Nov 24 - Nov 29
found 1 day 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.
Fairmont Copley Plaza, Boston
Back Bay
$2,242
per person
Oct 17 - Oct 22
found 22 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Arcadian Hotel
Coolidge Corner
$686
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this hotel in Brookline. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.
Pictures on their website are not true.
Reviewed on Sep 10, 2026
Eurostars The Boxer
West End
$1,739
per person
Oct 17 - Oct 22
found 22 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.
The room was very clean and modern, would stay here again
Reviewed on Sep 10, 2026
Iris Hotel Boston
Coolidge Corner
$1,528
per person
Oct 17 - Oct 22
found 22 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Book a stay at this business-friendly hotel in Brookline. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Fenway Park and Harvard Square are located nearby.
Phenomenal. Will stay here again.
Reviewed on Sep 10, 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 2 days 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 2 days ago
Best points of interest in Upton
More AARP Member Vacation Packages
- Las Vegas Vacations
- New York Vacations
- Orlando Vacations
- Los Angeles Vacations
- Miami Vacations
- San Francisco Vacations
- New Orleans Vacations
- Chicago Vacations
- Fort Lauderdale Vacations
- Boston Vacations
- Honolulu Vacations
- San Diego Vacations
- Washington Vacations
- Toronto Vacations
- Anaheim Vacations
- Atlanta Vacations
- Nashville Vacations
- Seattle Vacations
- Phoenix Vacations
- Myrtle Beach Vacations
- Vancouver Vacations
- Palm Springs Vacations
- Denver Vacations
- Tampa Vacations
- Niagara Falls Vacations
- San Antonio Vacations
- Atlantic City Vacations
- Philadelphia Vacations
- Austin Vacations
- Dallas Vacations