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.
Lakeside Inn
Save 100% on your flight
Price was $652, price is now $448 per person
$448
per person
Jun 4 - Jun 9
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attraction MarketStreet Lynnfield is located nearby.
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,693, price is now $1,704 per person
$1,704
per person
May 28 - Jun 1
found 1 day 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 Boston Harbor are located nearby.
The Godfrey Hotel Boston
Downtown Boston
Save 100% on your flight
Price was $2,102, price is now $1,434 per person
$1,434
per person
May 31 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Boston Common and New England Aquarium are located nearby.
Arcadian Hotel
Coolidge Corner
Save 100% on your flight
Price was $1,370, price is now $939 per person
$939
per person
May 31 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Raffles Boston
Back Bay
Save 100% on your flight
Price was $3,891, price is now $2,732 per person
$2,732
per person
Jun 4 - Jun 9
found 7 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 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Cambria Hotel Boston Downtown - Seaport
South Boston
Save 100% on your flight
Price was $1,275, price is now $899 per person
$899
per person
Jun 4 - Jun 9
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this family-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Top Hotel Deals
DoubleTree by Hilton Hotel Boston - Westborough
5400 Computer Dr Westborough MA
12.96 km from city center
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 ...
Sonesta Select Boston Foxborough Mansfield
35 Foxborough Boulevard Foxborough MA
33.68 km from city center
Book a stay at this business-friendly hotel in Foxborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Hampton Inn Boston Natick
319 Speen St Natick MA
23.34 km from city center
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 ...
Sonesta Select Boston Milford
10 Fortune Blvd Milford MA
7.88 km from city center
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 ...
Motel 6 Framingham, MA - Boston West
1668 Worcester Rd Framingham MA
16.8 km from city center
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. ...
Courtyard by Marriott Boston Marlborough
75 Felton St Marlborough MA
18.93 km from city center
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
34.28 km from city center
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. ...
Best Western Royal Plaza Hotel & Trade Center
181 Boston Post Rd W Marlborough MA
18.67 km from city center
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 ...
Hampton Inn & Suites Providence/Smithfield
945 Douglas Pike Smithfield RI
29.73 km from city center
Book a stay at this business-friendly hotel in Smithfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
enVision Hotel & Conference Center Mansfield-Foxboro
31 Hampshire St Mansfield MA
33.37 km from city center
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 ...
Embassy Suites by Hilton Boston Marlborough
123 Boston Post Rd W Marlborough MA
18.42 km from city center
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
19.85 km from city center
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 ...
Comfort Inn Foxboro – Mansfield
4 Fisher St Foxborough MA
33.46 km from city center
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 ...
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.
Fri, May 29 - Tue, Jun 2
PDX
Portland Intl.
BOS
Logan Intl.
$217 Roundtrip, found 4 hours ago
$217
Roundtrip
found 4 hours ago
Wed, Aug 12 - Tue, Sep 1
LAX
Los Angeles Intl.
BOS
Logan Intl.
$217 Roundtrip, found 1 hour ago
$217
Roundtrip
found 1 hour ago
Wed, Aug 12 - Tue, Sep 1
LAX
Los Angeles Intl.
BOS
Logan Intl.
$227 Roundtrip, found 1 hour ago
$227
Roundtrip
found 1 hour ago
Tue, Jun 16 - Wed, Jul 1
LAX
Los Angeles Intl.
BOS
Logan Intl.
$234 Roundtrip, found 2 days ago
$234
Roundtrip
found 2 days ago
Sat, Sep 12 - Wed, Sep 23
LAX
Los Angeles Intl.
BOS
Logan Intl.
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago