
Littleton Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Photo by Lisa Frackiewicz
Littleton Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

The Revolution Hotel
South End
Price was $853, price is now $671 per person
$671
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3.5-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), 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.

The Ritz-Carlton, Boston
Downtown Boston
Save 100% on your flight
Price was $2,048, price is now $1,381 per person
$1,381
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a health club. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace are located nearby.

Porter Square Hotel
Porter Square
Price was $1,060, price is now $761 per person
$761
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 $1,037, price is now $787 per person
$787
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.

The Bostonian Boston
Government Center
Price was $933, price is now $723 per person
$723
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.

Hotel Commonwealth
Fenway–Kenmore
Price was $1,051, price is now $821 per person
$821
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.