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.
Holiday Inn Hotel & Suites Boston - Peabody by IHG
Price was $758, price is now $607 per person
$607
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Boston (BOS)
Book a stay at this business-friendly hotel in Peabody. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions MarketStreet Lynnfield and Glen Magna Farms are located nearby.
The Hotel Salem
Downtown Salem
Save 100% on your flight
Price was $1,224, price is now $892 per person
$892
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Boston (BOS)
Stay at this hotel in Salem. Enjoy free WiFi, a rooftop terrace, and a 24-hour front desk. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Witch History Museum and Salem Museum are located nearby.
XV Beacon
Beacon Hill
Save 100% on your flight
Price was $3,456, price is now $2,704 per person
$2,704
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, 24-hour room service, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Boston Common and TD Garden are located nearby.
The Westin Boston Seaport District
Seaport District
Save 100% on your flight
Price was $1,497, price is now $1,199 per person
$1,199
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy 2 bars/lounges, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions New England Aquarium and Boston Harbor are located nearby.
Cambridge Common House
West Cambridge
Save 100% on your flight
Price was $1,523, price is now $1,259 per person
$1,259
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Boston (BOS)
Stay at this pension in Cambridge. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Harvard Square and Fenway Park are located nearby.
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,638, price is now $1,865 per person
$1,865
per person
Jun 20 - Jun 23
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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.
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 ...
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 ...
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 ...
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 ...
La Quinta Inn by Wyndham Auburn Worcester
446 Southbridge St Auburn MA
19.93 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 ...
Holiday Inn Express Boston - Milford by IHG
50 Fortune Blvd Milford MA
8.26 km from city center
Book a stay at this business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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 9 hours ago
$217
Roundtrip
found 9 hours ago
Wed, Aug 12 - Tue, Sep 1
LAX
Los Angeles Intl.
BOS
Logan Intl.
$227 Roundtrip, found 6 hours ago
$227
Roundtrip
found 6 hours ago
Tue, Jun 16 - Wed, Jul 1
LAX
Los Angeles Intl.
BOS
Logan Intl.
$234 Roundtrip, found 14 hours ago
$234
Roundtrip
found 14 hours ago
Wed, Sep 9 - Mon, Sep 21
LAX
Los Angeles Intl.
BOS
Logan Intl.
$237 Roundtrip, found 7 hours ago
$237
Roundtrip
found 7 hours ago
Sat, Sep 12 - Wed, Sep 23
LAX
Los Angeles Intl.
BOS
Logan Intl.
$237 Roundtrip, found 7 hours ago
$237
Roundtrip
found 7 hours ago