
Ludlow Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Ludlow 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

Holiday Inn Express Ludlow by IHG
321 Center St, Ludlow, MA
0.82 km from city center
Book a stay at this business-friendly hotel in Ludlow. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
185 Ella Grasso Turnpike, Windsor Locks, CT
30.42 km from city center
Book a stay at this business-friendly hotel in Windsor Locks. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...

La Quinta Inn & Suites by Wyndham Springfield MA
100 Congress Street, Springfield, MA
11.36 km from city center
Book a stay at this family-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...

Publick House Historic Inn and Country Motor Lodge
277 Main Street (RT 131), Sturbridge, MA
33.22 km from city center
Book a stay at this spa resort in Sturbridge. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the clean ...

MGM Springfield
One MGM Way, Springfield, MA
11.51 km from city center
Stay at this 4-star hotel in Springfield. Enjoy free parking, an outdoor pool, and 8 restaurants. Our guests praise the helpful staff and the convenient parking ...

Candlewood Suites Windsor Locks Bradley Arpt by IHG
149 Ella Grasso Turnpike, Windsor Locks, CT
30.43 km from city center
Book a stay at this family-friendly hotel in Windsor Locks. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the helpful staff and ...

Motel 6 Windsor Locks, CT - Hartford
3 National Dr, Windsor Locks, CT
30.63 km from city center
Stay at this motel in Windsor Locks. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions ...

Baymont by Wyndham East Windsor Bradley Airport
260 Main St, East Windsor, CT
29.35 km from city center
Book a stay at this business-friendly hotel in East Windsor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Broad Brook Brewing and Connecticut ...

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport
64 Ella Grasso Turnpike, Windsor Locks, CT
31.29 km from city center
Stay at this 3-star business-friendly hotel in Windsor Locks. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Quality Inn West Springfield
1150 Riverdale St, West Springfield, MA
12.75 km from city center
Book a stay at this golf hotel in West Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

D. Hotel Suites & Spa
1 Country Club Rd, Holyoke, MA
16.56 km from city center
Stay at this 3-star spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. ...

Holiday Inn Express & Suites Bradley Airport by IHG
600 Spring St, Windsor Locks, CT
29.87 km from city center
Book a stay at this business-friendly hotel in Windsor Locks. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...

Motel 6 Enfield, CT - Hartford
11 Hazard Ave, Enfield, CT
20.79 km from city center
Stay at this motel in Enfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Six Flags New England and Enfield Square are located ...
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, just found
$197
Roundtrip
just found

Wed, Nov 12 - Sun, Nov 16
PDX
Portland Intl.
BOS
Logan Intl.
$218 Roundtrip, just found
$218
Roundtrip
just found

Wed, Nov 12 - Sun, Nov 16
PDX
Portland Intl.
BOS
Logan Intl.
$298 Roundtrip, just found
$298
Roundtrip
just found

Wed, Nov 12 - Sun, Nov 16
PDX
Portland Intl.
BOS
Logan Intl.
$506 Roundtrip, just found
$506
Roundtrip
just found