Douglas Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Douglas Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel
South End
Price was $881, price is now $699 per person
$699
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 21 hours 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 $1,065, price is now $814 per person
$814
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 $961, price is now $751 per person
$751
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 $1,079, price is now $849 per person
$849
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
DoubleTree by Hilton Hotel Boston - Westborough
5400 Computer Dr, Westborough, MA
29.49 km from city center
Stay at this 4-star business-friendly hotel in Westborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Sonesta Select Boston Milford
10 Fortune Blvd, Milford, MA
22.59 km from city center
Stay at this 3-star business-friendly hotel in Milford. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
Motel 6 Framingham, MA - Boston West
1668 Worcester Rd, Framingham, MA
34.28 km from city center
Stay at this motel in Framingham. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Publick House Historic Inn and Country Motor Lodge
277 Main Street (RT 131), Sturbridge, MA
28.67 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 ...
Best Western Royal Plaza Hotel & Trade Center
181 Boston Post Rd W, Marlborough, MA
34.27 km from city center
Book a stay at this business-friendly hotel in Marlborough. Enjoy free breakfast, free parking, and 2 restaurants. Our guests praise the breakfast and the helpful ...
Wellsworth Hotel
14 Mechanic St, Southbridge, MA
23.79 km from city center
Stay at this 3-star business-friendly hotel in Southbridge. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Renaissance Providence Downtown Hotel
5 Avenue of the Arts, Providence, RI
36.54 km from city center
Stay at this 4-star business-friendly hotel in Providence. Enjoy room service, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the ...
Extended Stay America Suites - Providence
181 Corliss Street, Providence, RI
35.8 km from city center
Book a stay at this business-friendly hotel in Providence. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Amica Mutual Pavilion and Twin ...
Providence Marriott Downtown
1 Orms St, Providence, RI
36.47 km from city center
Stay at this 3.5-star business-friendly hotel in Providence. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the ...
Holiday Inn Express Hotel & Suites Providence-Woonsocket by IHG
194 Fortin Drive, Woonsocket, RI
22.11 km from city center
Book a stay at this business-friendly hotel in Woonsocket. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Comfort Inn Auburn - Worcester
426 Southbridge St, Auburn, MA
18.39 km from city center
Book a stay at this business-friendly hotel in Auburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Best Western North Attleboro / Providence Beltway
707 S Washington St, North Attleboro, MA
34.5 km from city center
Book a stay at this business-friendly hotel in North Attleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our ...
Extended Stay America Suites Boston Westborough East Main St
180 E Main St, Westborough, MA
28.54 km from city center
Stay at this hotel in Westborough. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Lake Chauncy Public Beach and Westborough Country Club ...
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.
Tue, Nov 18 - Fri, Nov 21
TPA
Tampa Intl.
PVD
T.F. Green
$156 Roundtrip, found 1 day ago
$156
Roundtrip
found 1 day ago
Mon, Jan 5 - Tue, Jan 27
MCO
Orlando Intl.
PVD
T.F. Green
$184 Roundtrip, found 3 days ago
$184
Roundtrip
found 3 days ago
Wed, Jan 7 - Tue, Jan 27
MCO
Orlando Intl.
PVD
T.F. Green
$197 Roundtrip, found 3 days ago
$197
Roundtrip
found 3 days ago
Mon, Jan 5 - Tue, Jan 27
MCO
Orlando Intl.
PVD
T.F. Green
$208 Roundtrip, found 3 days ago
$208
Roundtrip
found 3 days ago
Fri, Nov 21 - Mon, Nov 24
TPA
Tampa Intl.
PVD
T.F. Green
$452 Roundtrip, found 1 day ago
$452
Roundtrip
found 1 day ago