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Roll on America Vacation Packages

Roll on America Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End

3 out of 5
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free bicycles on site, a 24-hour front desk, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
per person
Dec 29 - Jan 3
found 4 hours ago
Roundtrip non-stop flight included
Sacramento (SMF) to Boston (BOS)
Stay at this 4-star boutique hotel in Lexington. Enjoy room service, free bicycles on site, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions Burlington Mall and Lexington Battle Green are located nearby.
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
per person
Dec 29 - Jan 3
found 4 hours ago
Roundtrip non-stop flight included
Sacramento (SMF) to Boston (BOS)
Stay at this 5-star luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
Holiday Inn Boston Bunker Hill Area, an IHG Hotel

Holiday Inn Boston Bunker Hill Area, an IHG Hotel

3 out of 5
per person
Dec 29 - Jan 3
found 4 hours ago
Roundtrip non-stop flight included
Sacramento (SMF) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Somerville. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
Iris Hotel Boston

Iris Hotel Boston

4 out of 5
per person
Dec 29 - Jan 3
found 4 hours ago
Roundtrip non-stop flight included
Sacramento (SMF) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Brookline. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Harvard Square are located nearby.
Harbourtown Suites

Harbourtown Suites

4 out of 5
per person
Dec 29 - Jan 3
found 4 hours ago
Roundtrip non-stop flight included
Sacramento (SMF) to Boston (BOS)
Stay at this 4-star hotel in Plymouth. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Plymouth Rock and Plymouth Harbor are located nearby.
Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
per person
Dec 29 - Jan 3
found 4 hours ago
Roundtrip non-stop flight included
Sacramento (SMF) to Boston (BOS)
Book a stay at this business-friendly hotel in Plymouth. Enjoy free parking, free water park access, and a 24-hour fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Plymouth Rock and Plymouth Harbor are located nearby.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Save 100% on your flight
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Book a stay at this eco-certified 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.
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Save 100% on your flight
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions New England Aquarium and Boston Common are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free breakfast, free WiFi, and a marina. Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Boston Common are located nearby.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
Save 100% on your flight
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions New England Aquarium and TD Garden are located nearby.
Hampton Inn Boston Seaport District

Hampton Inn Boston Seaport District

3 out of 5
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.

3-4 Night Vacations in Roll on America

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
per person
Jan 14 - Jan 17
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
per person
Jan 14 - Jan 17
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) 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
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Save 100% on your flight
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)

5-7 Night Vacations in Roll on America

Price found within the past 48 hours. Click for updated prices.
The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
per person
Dec 29 - Jan 3
found 4 hours ago
Roundtrip non-stop flight included
Sacramento (SMF) to Boston (BOS)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Dec 29 - Jan 3
found 4 hours ago
Roundtrip non-stop flight included
Sacramento (SMF) to Boston (BOS)
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
per person
Dec 29 - Jan 3
found 4 hours ago
Roundtrip non-stop flight included
Sacramento (SMF) 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 Devens. 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
The Colonial Hotel
The Colonial Hotel
3 out of 5
625 Betty Spring Road, Gardner, MA
Stay at this 3-star business-friendly hotel in Gardner. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
The Colonial Hotel
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
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
Hampton Inn Boston/Marlborough
Hampton Inn Boston/Marlborough
2.5 out of 5
277 Boston Post Rd West, Marlborough, MA
Stay at this hotel in Marlborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Hampton Inn Boston/Marlborough
See all 961 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
Wed, Dec 4 - Sat, Dec 7
LAX
Los Angeles Intl.
BOS
Logan Intl.
$209 Roundtrip, found 5 days ago
$209
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, Dec 4 from Los Angeles Intl. to Logan Intl., returning Sat, Dec 7, priced at $209 found 5 days ago
Bargain Flight
Tue, Feb 25 - Tue, Mar 4
PDX
Portland Intl.
BOS
Logan Intl.
$251 Roundtrip, found 7 hours ago
$251
Roundtrip
found 7 hours ago
Select Bargain Flight flight, departing Tue, Feb 25 from Portland Intl. to Logan Intl., returning Tue, Mar 4, priced at $251 found 7 hours ago
Delta
Mon, Dec 16 - Wed, Jan 15
PVG
Pudong Intl.
BOS
Logan Intl.
$930 Roundtrip, found 5 days ago
$930
Roundtrip
found 5 days ago
Select Delta flight, departing Mon, Dec 16 from Pudong Intl. to Logan Intl., returning Wed, Jan 15, priced at $930 found 5 days ago
JetBlue Airways
Wed, Dec 18 - Mon, Jan 6
HKG
Hong Kong Intl.
BOS
Logan Intl.
$1,133 Roundtrip, found 2 days ago
$1,133
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Dec 18 from Hong Kong Intl. to Logan Intl., returning Mon, Jan 6, priced at $1,133 found 2 days ago

Book the perfect getaway to Roll on America

With Hotwire, booking your next trip to Leominster is a breeze. When it comes to planning a show-stopping vacay, you’re the reigning champion of doing it on a dime. You love to plan exciting destination adventures while saving money on a budget.

Hotwire is here to help you plan a smooth sailing trip to Roll on America while saving some major cash. Doubling up on vacation expenses like hotel and car rentals and fun-filled excursions can save you money—especially when you book one of Hotwire’s vacation packages.

If your trip to is spur-of-the-moment and you’re leaving soon, Hotwire can save you up to 60% off your rentals with Hotwire Hot Rate deals. Book with Hotwire to grab a stellar Roll on America flight and hotel package for as low as $470.

Living it up in Leominster means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s Roll on America, Leominster vacation packages to enjoy the best of both worlds. Flight and hotel packages typically include roundtrip non-stop flights and multi-day hotel stays. Packages are priced per person and are perfect for flying solo or traveling with a group of friends or family. Conveniently choose from Hotwire’s inventory of hotels in Roll on America for some of the best accommodations and flight deals.

FAQs about cheap Roll on America packages:

How to get cheap vacation deals to Roll on America?

Save up to 60% off vacation deals with Hotwire Hot Rates. Just plug in your general preferences and let Hotwire choose matching hotels for as low as $101.

How much are Roll on America packages?

Vacation packages to Roll on America vary in price. They are priced per person and include discounted hotel and flight costs. With Hotwire, you can score a vacation package for as low as $470.

How to find cheap car rentals near Roll on America?

Hotwire partners with some of the most reliable car rental companies in Leominster to bring you the best car rental deals in Roll on America for as low as . Select a rental from Hotwire’s extensive inventory of cars for every travel style. If you plan on bringing friends or family along, opt for a spacious SUV. If you’re visiting on business but still plan to make time for off-the-clock adventures, Hotwire offers sleek luxury and convertible rentals.

Is it safe to travel to Roll on America now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Roll on America right now?” When it’s time to book your vacation, check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

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