Lee Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Lee Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Studio Allston Hotel
Brighton
Save 100% on your flight
Price was $1,458, price is now $883 per person
$883
per person
May 30 - Jun 6
found 16 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. 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 Harvard Square and Fenway Park are located nearby.
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,860, price is now $1,771 per person
$1,771
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 Atlas Hotel
Allston
Save 100% on your flight
Price was $1,386, price is now $966 per person
$966
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Popular attractions Harvard Square and Fenway Park are located nearby.
Eurostars The Boxer
West End
Save 100% on your flight
Price was $1,389, price is now $969 per person
$969
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 Boston Common are located nearby.
Raffles Boston
Back Bay
Save 100% on your flight
Price was $4,597, price is now $3,234 per person
$3,234
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 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 22 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
Ashworth by the Sea
295 Ocean Blvd Hampton NH
28.53 km from city center
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 ...
Anchorage Inn and Resort
265 Long Beach Avenue York Beach ME
31.81 km from city center
Book a stay at this beach hotel in York Beach. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Hampton Inn & Suites Portsmouth Downtown
23 Portwalk Pl Portsmouth NH
20.97 km from city center
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Hilton Garden Inn Portsmouth Downtown
100 High St Portsmouth NH
21.06 km from city center
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
Surf House
46 Ashworth Ave Hampton NH
28.59 km from city center
Stay at this hotel in Hampton. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular ...
Hampton House Hotel
333 Ocean Blvd. Hampton NH
28.5 km from city center
Book a stay at this beach hotel in Hampton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
Port Inn and Suites Portsmouth, an Ascend Collection Hotel
505 US Highway 1 Bypass Portsmouth NH
19.77 km from city center
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
Quality Inn Portsmouth
1190 Lafayette Road Portsmouth NH
21.11 km from city center
Stay at this hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Garrison Hotel & Suites Dover-Portsmouth, an Ascend Collection Hotel
200 Sterling Way Dover NH
12.38 km from city center
Book a stay at this business-friendly hotel in Dover. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Everhome Suites Portsmouth - Newington by Choice Hotels
2109 Woodbury Avenue Portsmouth NH
17.18 km from city center
Stay at this hotel in Portsmouth. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Market Square and Water Country are located ...
The Hotel Portsmouth
40 Court St. Portsmouth NH
21.11 km from city center
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hampton Inn Portsmouth Central
131 DOW AVENUE Portsmouth NH
17.88 km from city center
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Anchorage Inns And Suites
417 Woodbury Ave Portsmouth NH
19.61 km from city center
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
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.
Sat, Sep 5 - Sun, Sep 13
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$199 Roundtrip, found 5 days ago
$199
Roundtrip
found 5 days ago
Wed, May 27 - Sun, May 31
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$209 Roundtrip, found 4 days ago
$209
Roundtrip
found 4 days ago
Wed, May 27 - Sat, May 30
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$247 Roundtrip, found 14 hours ago
$247
Roundtrip
found 14 hours ago
Wed, Aug 12 - Tue, Sep 1
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$267 Roundtrip, found 5 hours ago
$267
Roundtrip
found 5 hours ago
Wed, Aug 12 - Tue, Sep 1
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$267 Roundtrip, found 5 hours ago
$267
Roundtrip
found 5 hours ago