Search Deals on
Roll on America Vacation Packages

Roll on America Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
per person
Feb 27 - Mar 4
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Stay at this 3.5-star beach hotel in Beverly. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lynch Park and Salem Willows Beach are located nearby.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Save 100% on your flight
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
The Whitney Hotel

The Whitney Hotel

4 out of 5
Save 100% on your flight
per person
Feb 27 - Mar 4
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Save 100% on your flight
per person
Feb 27 - Mar 4
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fenway Park and Boston Common are located nearby.
YOTEL Boston

YOTEL Boston

4 out of 5
Save 100% on your flight
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
Stay at this 4-star hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the restaurant and the bar in our reviews. Popular attractions New England Aquarium and Boston Common are located nearby.
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
per person
Feb 27 - Mar 4
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this historic hotel in Boston. Enjoy 2 restaurants, 3 bars/lounges, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Hyatt Regency Boston

Hyatt Regency Boston

4 out of 5
Save 100% on your flight
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
Book a stay at this eco-certified hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and TD Garden are located nearby.
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
Save 100% on your flight
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the bar in our reviews. Popular attractions TD Garden and Boston Common are located nearby.
Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Save 100% on your flight
per person
Mar 6 - Mar 10
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star business-friendly aparthotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a 24-hour business center. Our guests praise the helpful staff in our reviews. Popular attractions Boston Common and TD Garden are located nearby.
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions New England Aquarium and TD Garden are located nearby.
Cambria Hotel Boston Downtown - Seaport

Cambria Hotel Boston Downtown - Seaport

3.5 out of 5
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
Stay at this 3.5-star family-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and TD Garden are located nearby.
Hyatt Place Boston/Medford

Hyatt Place Boston/Medford

3 out of 5
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
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 staff in our reviews. Popular attractions TD Garden and Boston Common are located nearby.

3-4 Night Vacations in Roll on America

Price found within the past 48 hours. Click for updated prices.
Element by Marriott, Boston Seaport District

Element by Marriott, Boston Seaport District

3 out of 5
Seaport District
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
DoubleTree by Hilton Boston - Downtown

DoubleTree by Hilton Boston - Downtown

4 out of 5
Bay Village
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Courtyard by Marriott Boston Downtown

Courtyard by Marriott Boston Downtown

3.5 out of 5
Bay Village
per person
Mar 6 - Mar 9
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
Fenway–Kenmore
per person
Mar 6 - Mar 9
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)

5-7 Night Vacations in Roll on America

Price found within the past 48 hours. Click for updated prices.
Cambria Hotel Boston Downtown - Seaport

Cambria Hotel Boston Downtown - Seaport

3.5 out of 5
South Boston
Save 100% on your flight
per person
Feb 27 - Mar 4
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Feb 27 - Mar 4
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
Feb 27 - Mar 4
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Feb 27 - Mar 4
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)

Roll on America Last Minute Hotel Deals

Motel 6 Leominster, MA
Motel 6 Leominster, MA
2 out of 5
48 Commercial Rd, Leominster, MA
Stay at this motel in Leominster. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
Motel 6 Leominster, MA
Doubletree by Hilton Hotel Leominster
Doubletree by Hilton Hotel Leominster
4 out of 5
99 Erdman Way, Leominster, MA
Stay at this 4-star business-friendly hotel in Leominster. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean ...
Doubletree by Hilton Hotel Leominster
Hilton Garden Inn Devens Common
Hilton Garden Inn Devens Common
3 out of 5
59 Andrews Pkwy, Harvard, MA
Stay at this 3-star business-friendly hotel in Harvard. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Hilton Garden Inn Devens Common
Great Wolf Lodge Boston / Fitchburg, MA
Great Wolf Lodge Boston / Fitchburg, MA
3.5 out of 5
150 Great Wolf Dr, Fitchburg, MA
Stay at this 3.5-star family-friendly resort in Fitchburg. Enjoy 4 indoor pools, free water park access, and room service. Our guests praise the helpful staff ...
Great Wolf Lodge Boston / Fitchburg, MA
Embassy Suites by Hilton Boston Marlborough
Embassy Suites by Hilton Boston Marlborough
3.5 out of 5
123 Boston Post Rd W, Marlborough, MA
Book a stay at this business-friendly hotel in Marlborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Embassy Suites by Hilton Boston Marlborough
Best Western Royal Plaza Hotel & Trade Center
Best Western Royal Plaza Hotel & Trade Center
3 out of 5
181 Boston Post Rd W, Marlborough, MA
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 ...
Best Western Royal Plaza Hotel & Trade Center
Hyatt Place Marlborough/Apex Center
Hyatt Place Marlborough/Apex Center
3 out of 5
169 Apex Drive, Marlborough, MA
Stay at this 3-star business-friendly hotel in Marlborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hyatt Place Marlborough/Apex Center
Extended Stay America Suites Boston Marlborough
Extended Stay America Suites Boston Marlborough
2.5 out of 5
19 Northboro Rd East, Marlborough, MA
Book a stay at this business-friendly hotel in Marlborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Extended Stay America Suites Boston Marlborough
See all 940 properties in Roll on America
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

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Mon, Feb 10 - Tue, Feb 11
LAX
Los Angeles Intl.
BOS
Logan Intl.
$158 Roundtrip, found 2 days ago
$158
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon, Feb 10 from Los Angeles Intl. to Logan Intl., returning Tue, Feb 11, priced at $158 found 2 days ago
Delta
Tue, Sep 16 - Tue, Sep 30
PDX
Portland Intl.
BOS
Logan Intl.
$207 Roundtrip, found 2 days ago
$207
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Sep 16 from Portland Intl. to Logan Intl., returning Tue, Sep 30, priced at $207 found 2 days ago
EVA Airways
Sun, May 4 - Wed, May 7
HKG
Hong Kong Intl.
BOS
Logan Intl.
$1,171 Roundtrip, found 1 day ago
$1,171
Roundtrip
found 1 day ago
Select EVA Airways flight, departing Sun, May 4 from Hong Kong Intl. to Logan Intl., returning Wed, May 7, priced at $1,171 found 1 day ago
Lufthansa
Wed, May 14 - Wed, Oct 8
PEK
Capital Intl.
BOS
Logan Intl.
$1,273 Roundtrip, found 1 day ago
$1,273
Roundtrip
found 1 day ago
Select Lufthansa flight, departing Wed, May 14 from Capital Intl. to Logan Intl., returning Wed, Oct 8, priced at $1,273 found 1 day ago

Discover Other Travel Deals