Braintree Highlands Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Braintree Highlands 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 1 day 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 $2,860, price is now $1,736 per person
$1,736
per person
Jun 5 - Jun 9
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 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 $2,363, price is now $1,608 per person
$1,608
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 Faneuil Hall Marketplace are located nearby.
Arcadian Hotel
Coolidge Corner
Save 100% on your flight
Price was $1,380, price is now $949 per person
$949
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 $5,757, price is now $3,981 per person
$3,981
per person
Jun 4 - Jun 9
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 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 $1,271, price is now $896 per person
$896
per person
Jun 4 - Jun 9
found 1 day 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.
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View all tripsTop Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
19.67 km from Braintree Highlands
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
19.49 km from Braintree Highlands
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
The Godfrey Hotel Boston
505 Washington Street Boston MA
20.63 km from Braintree Highlands
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 ...
Harborside Inn Of Boston
185 State St Boston MA
20.96 km from Braintree Highlands
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our reviews. ...
The Revolution Hotel
40 Berkeley Street Boston MA
19.87 km from Braintree Highlands
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in ...
Hilton Boston Park Plaza
50 Park Plaza Boston MA
20.4 km from Braintree Highlands
Book a stay at this luxury hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
The Langham, Boston
250 Franklin St Boston MA
20.7 km from Braintree Highlands
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 ...
Omni Parker House
60 School St Boston MA
20.92 km from Braintree Highlands
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff ...
The Midtown Hotel MOD Collection by Sonesta
220 Huntington Avenue Boston MA
19.95 km from Braintree Highlands
Stay at this hotel in Boston. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Copley Square and Fenway Park are located nearby.
Encore Boston Harbor
1 Broadway Everett MA
25.16 km from Braintree Highlands
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 ...
Hilton Boston Logan Airport
One Hotel Drive Boston MA
21.55 km from Braintree Highlands
Book a stay at this business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the restaurant ...
citizenM Boston Back Bay
408 Newbury street Boston MA
20.54 km from Braintree Highlands
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square are located ...
The Dagny Boston
89 Broad Street Boston MA
20.77 km from Braintree Highlands
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our ...
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See all available properties in Braintree Highlands
View all propertiesLowest 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 12 hours ago
$217
Roundtrip
found 12 hours ago
Tue, Jul 7 - Wed, Jul 22
LAX
Los Angeles Intl.
BOS
Logan Intl.
$217 Roundtrip, found 11 hours ago
$217
Roundtrip
found 11 hours ago
Wed, Aug 12 - Tue, Sep 1
LAX
Los Angeles Intl.
BOS
Logan Intl.
$227 Roundtrip, found 12 hours ago
$227
Roundtrip
found 12 hours ago
Tue, Jul 14 - Thu, Jul 16
LAX
Los Angeles Intl.
BOS
Logan Intl.
$227 Roundtrip, found 12 hours ago
$227
Roundtrip
found 12 hours ago
Wed, Jul 8 - Tue, Jul 14
LAX
Los Angeles Intl.
BOS
Logan Intl.
$240 Roundtrip, found 10 hours ago
$240
Roundtrip
found 10 hours ago