Holden Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Holden Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Lakeside Inn
Save 100% on your flight
Price was $652, price is now $448 per person
$448
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
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 rooms in our reviews. Popular attraction MarketStreet Lynnfield is located nearby.
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,860, price is now $1,774 per person
$1,774
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 $1,365, price is now $945 per person
$945
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.
Cambria Hotel Boston Downtown - Seaport
South Boston
Save 100% on your flight
Price was $1,276, price is now $900 per person
$900
per person
Jun 4 - Jun 9
found 1 day 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.
Eurostars The Boxer
West End
Save 100% on your flight
Price was $1,389, price is now $983 per person
$983
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 Faneuil Hall Marketplace are located nearby.
Raffles Boston
Back Bay
Save 100% on your flight
Price was $4,536, price is now $3,224 per person
$3,224
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.
Top Hotel Deals
The Inn Crowd Bed and Breakfast
63 Highland St Holden MA
0.33 km from city center
Stay at this B&B in Holden. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Harrington Performing Arts Center and Cascading Waters are ...
Great Wolf Lodge Boston / Fitchburg, MA
150 Great Wolf Dr Fitchburg MA
21.73 km from city center
Book a stay at this family-friendly resort in Fitchburg. Enjoy 4 indoor pools, free water park access, and room service. Our guests praise the helpful staff ...
Motel 6 Framingham, MA - Boston West
1668 Worcester Rd Framingham MA
31.95 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. ...
Wellsworth Hotel
14 Mechanic St Southbridge MA
33.54 km from city center
Book a stay at this business-friendly hotel in Southbridge. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff ...
DoubleTree by Hilton Hotel Boston - Westborough
5400 Computer Dr Westborough MA
24.92 km from city center
Book a stay at this business-friendly hotel in Westborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Publick House Historic Inn and Country Motor Lodge
277 Main Street (RT 131) Sturbridge MA
32.47 km from city center
Book a stay at this spa resort in Sturbridge. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
The Colonial Hotel
625 Betty Spring Road Gardner MA
24.86 km from city center
Book a stay at this business-friendly hotel in Gardner. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
Best Western Royal Plaza Hotel & Trade Center
181 Boston Post Rd W Marlborough MA
22.44 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 ...
Extended Stay America Suites Boston Westborough Computer Dr
1800 Computer Dr Westborough MA
24.27 km from city center
Book a stay at this business-friendly hotel in Westborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Comfort Inn Auburn - Worcester
426 Southbridge St Auburn MA
16.78 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 ...
La Quinta Inn by Wyndham Auburn Worcester
446 Southbridge St Auburn MA
16.95 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 ...
Red Roof Inn Boston - Southborough/ Worcester
367 Turnpike Rd Southborough MA
25.83 km from city center
Stay at this hotel in Southborough. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
AC Hotel by Marriott Worcester
125 Front St Worcester MA
11.22 km from city center
Book a stay at this business-friendly hotel in Worcester. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
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, Sep 15 - Mon, Sep 28
MCO
Orlando Intl.
ORH
Worcester Regional
$275 Roundtrip, found 17 hours ago
$275
Roundtrip
found 17 hours ago
Tue, Sep 15 - Sat, Sep 26
MCO
Orlando Intl.
ORH
Worcester Regional
$294 Roundtrip, found 17 hours ago
$294
Roundtrip
found 17 hours ago
Mon, Sep 14 - Thu, Oct 1
MCO
Orlando Intl.
ORH
Worcester Regional
$294 Roundtrip, found 17 hours ago
$294
Roundtrip
found 17 hours ago
Mon, Sep 14 - Sat, Sep 26
MCO
Orlando Intl.
ORH
Worcester Regional
$313 Roundtrip, found 17 hours ago
$313
Roundtrip
found 17 hours ago