Littleton Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
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Littleton Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Bostonian Boston
Government Center
Price was $1,029, price is now $817 per person
$817
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star boutique hotel in Boston. Enjoy free WiFi, room service, and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.
The Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was $1,763, price is now $1,250 per person
$1,250
per person
Nov 23 - Nov 29
found 11 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and TD Garden are located nearby.
Porter Square Hotel
Porter Square
Price was $1,142, price is now $843 per person
$843
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Cambridge. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harvard Square and Encore Boston Harbor are located nearby.
Revere Hotel Boston Common
Bay Village
Price was $1,131, price is now $880 per person
$880
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the bar in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Hotel AKA Back Bay
Back Bay
Price was $1,248, price is now $985 per person
$985
per person
Nov 23 - Nov 29
found 11 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Hotel Commonwealth
Fenway–Kenmore
Price was $1,145, price is now $915 per person
$915
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fenway Park and Copley Square are located nearby.
Top Hotel Deals
Embassy Suites by Hilton Boston Waltham
550 Winter Street, Waltham, MA
25.61 km from city center
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, a 24-hour fitness center, and WiFi (surcharge). Our guests praise the breakfast ...
Lakeside Inn
595 North Ave, Wakefield, MA
35.15 km from city center
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 ...
Hyatt Place Boston/Medford
116 Riverside Ave, Medford, MA
36.01 km from city center
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a free area shuttle. Our guests praise the breakfast and the helpful ...
Bedford Plaza Hotel - Boston
340 Great Road, Bedford, MA
21.42 km from city center
Stay at this 3-star hotel in Bedford. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Burlington Mall and Lexington Battle Green are ...
Charles River Inn
1800 Soldiers Fld Rd, Boston, MA
35.37 km from city center
Stay at this hotel in Boston. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Harvard Square and Fenway Park are located ...
Inn at Historic Concord
740 Elm St, Concord, MA
13.04 km from city center
Stay at this 3-star hotel in Concord. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Discovery Museums and Minute Man National Historic ...
Best Western Plus Waltham Boston
380 Winter Street, Waltham, MA
26.01 km from city center
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hampton Inn & Suites Boston/Waltham
135 2nd Ave, Waltham, MA
25.91 km from city center
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
The Westin Waltham-Boston
70 Third Avenue, Waltham, MA
26.15 km from city center
Stay at this 4-star business-friendly hotel in Waltham. Enjoy breakfast (surcharge), room service, and a health club. Our guests praise the helpful staff and ...
Hampton Inn & Suites Watertown Boston
25 Bond Street, Watertown, MA
34.85 km from city center
Book a stay at this business-friendly hotel in Watertown. Enjoy free breakfast, a fitness center, and parking (surcharge). Our guests praise the breakfast and ...
Sheraton Boston Needham Hotel
100 Cabot St, Needham, MA
35.43 km from city center
Book a stay at this business-friendly hotel in Needham. Enjoy breakfast (surcharge), a fitness center, and parking (surcharge). Our guests praise the helpful ...
Methuen Inn and Conference Center
159 Pelham Street, Methuen, MA
32.87 km from city center
Stay at this hotel in Methuen. Enjoy free WiFi, free parking, and room service. Popular attractions Canobie Lake Park and Methuen Memorial Music Hall are located ...
Red Roof Inn PLUS+ Boston - Woburn/ Burlington
19 Commerce Way, Woburn, MA
31.5 km from city center
Stay at this hotel in Woburn. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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.
Thu, Nov 13 - Sat, Nov 15
PDX
Portland Intl.
BOS
Logan Intl.
$197 Roundtrip, found 21 hours ago
$197
Roundtrip
found 21 hours ago
Wed, Nov 12 - Sun, Nov 16
PDX
Portland Intl.
BOS
Logan Intl.
$218 Roundtrip, found 21 hours ago
$218
Roundtrip
found 21 hours ago
Wed, Nov 12 - Sun, Nov 16
PDX
Portland Intl.
BOS
Logan Intl.
$298 Roundtrip, found 21 hours ago
$298
Roundtrip
found 21 hours ago
Wed, Nov 12 - Sun, Nov 16
PDX
Portland Intl.
BOS
Logan Intl.
$506 Roundtrip, found 21 hours ago
$506
Roundtrip
found 21 hours ago