Shirley Vacation Packages

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Your Shirley Vacation

When you book a Shirley vacation package, it's all about letting go and enjoying your adventure to the fullest. Delve into the highlights of this lively city knowing that everything has been taken care of before you go. Any trip to Shirley needs a well-planned itinerary. Fill yours with leading attractions like The Mall at Whitney Field, Nashoba Paddler and Harvard Town Beach. Stop dreaming and start adventuring. Explore the wide range of options on Expedia today and put your Shirley vacation plans into gear!

Top Shirley Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Jul. 25 - Jul. 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (155 reviews)
From the moment we walked into the lobby at Beacon Hill Hotel we were greeted and treated like VIPs. The room, was a corner, looking out over Charles Street. Perfectly comfortable and artfully appointed. My only complaint and this is silly the pillows too puffy. We dined there as well and the food and service was superb.

Reviewed on May 23, 2024

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Jul. 25 - Jul. 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,001 reviews)
Great hotel. Very accommodating!

Reviewed on Jun. 6, 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug. 23 - Aug. 27
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (32 reviews)
Beautiful hotel, flowers in All areas. Staff was superb. Two very minor issue - no fan for toilet area, hot water in shower takes a bit. Doesn’t distract from my overall rating. Easily a come back recommendation

Reviewed on May 29, 2024

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Aug. 29 - Sep. 2
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (283 reviews)
This was one of the best hotel experiences I've had. The staff goes above and beyond to make you feel welcomed. From the Tates cookies and sparkling water available, to the water bottles at the end of the night, they really pay attention to small details, making it a great experience. The rooms were clean and roomy. We ended up walking the entire time in Boston since the hotel was at a great location, but if you plan on driving, keep in mind that you have to call ahead of time to access your car. Would definitely stay again!

Reviewed on May 28, 2024

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Aug. 29 - Sep. 2
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,001 reviews)
Wonderful stay. Everything was walkable. Staff was so helpful. Definitely would stay again

Reviewed on Jun. 7, 2024

Shirley Hotel Deals

Courtyard by Marriott Boston Billerica/Bedford
Courtyard by Marriott Boston Billerica/Bedford
3 out of 5
270 Concord Rd, Billerica, MA
Fully refundable
The price is CA $173 per night from Jul. 3 to Jul. 4
CA $173
CA $193 total
includes taxes & fees
Jul 3 - Jul 4
8.6/10 Excellent! (1,008 reviews)
"Amazing place"

Reviewed on Jun. 4, 2024

Courtyard by Marriott Boston Billerica/Bedford
AVIA Residences on Research - Extended Stay
AVIA Residences on Research - Extended Stay
3 out of 5
25 Connector Road, Westborough, MA
Fully refundableReserve now, pay when you stay
The price is CA $171 per night from Jun. 26 to Jun. 27
CA $171
CA $191 total
includes taxes & fees
Jun 26 - Jun 27
8.2/10 Very Good! (490 reviews)
Salem/Boston 2024
"Absolutely fantastic! The room was clean, spacious, comfortable, well equipped and priced reasonably. The neighborhood was nice and fairly close to attractions. The service was great! We can't wait to come back."

Reviewed on Jun. 5, 2024

AVIA Residences on Research - Extended Stay
Motel 6 Framingham, MA - Boston West
Motel 6 Framingham, MA - Boston West
2 out of 5
1668 Worcester Rd, Framingham, MA
Fully refundable
The price is CA $130 per night from Jun. 30 to Jul. 1
CA $130
CA $140 total
includes taxes & fees
Jun 30 - Jul 1
7/10 Good! (1,016 reviews)
"Good value for the price. Staff was kind and helpful."

Reviewed on Jun. 2, 2024

Motel 6 Framingham, MA - Boston West
See all 286 properties in Shirley
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Shirley vacation package cost?
Go from looking to booking with our Shirley vacation packages, which start from only CA $1,402. Pick the flights and hotels that match your travel style. Then, add on a few enriching experiences to cap off your unique getaway.
How do I get a cheap travel package to Shirley?
Booking a Shirley vacation package with Expedia is a simple way to save. We offer more than 550 partner airlines and 1,000,000 hotel options spread across the globe. With such a fantastic range to select from, you’ll have no hassles pulling together your ideal trip.
How far in advance should I book my Shirley vacation?
While not all airlines release tickets early, you can normally compare international flights on Expedia up to a year in advance. This is the time you can bag some incredible bargains. If you’re purchasing tickets last minute, you could still be in luck. Discounted prices occasionally become available a few weeks before departure.
What does an Expedia Shirley travel package include?
Hotels, flights and a cool set of wheels for all your road trip adventures. Simply choose your preferred bundle and get access to great discounts. Once you’ve made your booking, add on a few tours and activities and watch your savings pile up. When it comes to organizing your Shirley vacation, the choice is all yours!
What should I know before booking a Shirley travel package?
Bundling your bookings into a Shirley vacation package is the most convenient way to organize your trip. Not only that, you’ll save just for combining your hotels, flights and car rentals. Once you’ve booked, why not add on an activity or a tour?
Can I choose my airline with a Shirley Expedia vacation package?
With a vacation package, you’re in control. Whether you’re looking to fly to Shirley in coach or business class, simply pick from the available airline options. Expedia has access to more than 550 airline partners all over the world.
If I'm not able to travel, can I cancel my Shirley vacation package?
It’s impossible to predict what tomorrow might bring, so it’s comforting to know that you can cancel or change your Shirley vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for more information.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.