Shirley Vacations from $321

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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!

The Latest Shirley vacation packages

Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

2.5 out of 5
Price was $495, price is now $321 per person
$321
per person
Feb 7 - Feb 12
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
9/10 Wonderful! (2,178 reviews)
La atención fue increíble y todo estuvo perfecto!!! Volvería sin pensarlooooo

Reviewed on Dec 16, 2025

The Cove At Yarmouth

The Cove At Yarmouth

3 out of 5
Save 100% on your flight
Price was $587, price is now $363 per person
$363
per person
Feb 19 - Feb 23
found 1 hour ago
Roundtrip non-stop flight included
Miami (MIA) to Boston (BOS)
9.2/10 Wonderful! (243 reviews)
The unit on or suite units are on second floor with no elevator. In addition, the bedroom is on another level. For those with physical issues only.insist on first floor I found 1st floor bath dirty. This is a time share rental which suits families with young kids.

Reviewed on Oct 6, 2025

DoubleTree by Hilton Manchester Downtown

DoubleTree by Hilton Manchester Downtown

4 out of 5
Downtown Manchester
Save 100% on your flight
Price was $545, price is now $364 per person
$364
per person
Jan 26 - Jan 31
found 7 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Boston (BOS)
9/10 Wonderful! (1,061 reviews)
Rooms clean, staff nice, good location

Reviewed on Dec 14, 2025

Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

3.5 out of 5
Newton Corner
Save 100% on your flight
Price was $718, price is now $500 per person
$500
per person
Feb 10 - Feb 15
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
8.4/10 Very Good! (2,907 reviews)
Signage to get to it is horrible!

Reviewed on Dec 12, 2025

The Club at New Seabury

The Club at New Seabury

3.5 out of 5
New Seabury
Save 100% on your flight
Price was $683, price is now $482 per person
$482
per person
Feb 19 - Feb 23
found 1 hour ago
Roundtrip non-stop flight included
Miami (MIA) to Boston (BOS)
9/10 Wonderful! (337 reviews)
Stayed in one of the cottages. It was so cute. Had everything you needed. Only stood overnight wished we had more time.

Reviewed on Sep 22, 2025

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Shirley Hotel Deals

Bedford Plaza Hotel - Boston

Bedford Plaza Hotel - Boston

3 out of 5
340 Great Road Bedford MA
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $87 total per night from Jan 4 to Jan 5
$87 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
7/10 Good! (685 reviews)
Great room. Well equipped for the type of travel we do each month. Staff is knowledgeable and helpful.

Reviewed on Dec 7, 2025

Bedford Plaza Hotel - Boston
Red Roof Inn Boston - Southborough/ Worcester

Red Roof Inn Boston - Southborough/ Worcester

2 out of 5
367 Turnpike Rd Southborough MA
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $69 total per night from Dec 18 to Dec 19
$69 total
Dec 18 - Dec 19
Total with taxes and fees
7/10 Good! (1,009 reviews)
I liked this Red Roof motel much. The room is clean and not to far from Clinton, MA. I recommend this place to anyone that want to come around this area.

Reviewed on Dec 14, 2025

Red Roof Inn Boston - Southborough/ Worcester
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr Fitchburg MA
$179 nightly
The price is $200 total per night from Jan 5 to Jan 6
$200 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
8.4/10 Very Good! (1,003 reviews)
It was very enjoyable, and so much to do. Great for the whole family

Reviewed on Dec 11, 2025

Great Wolf Lodge Boston / Fitchburg, MA
See all 348 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.

Find the Best Shirley Vacation Packages

Shirley Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Manchester-Boston Regional Airport (MHT)
Population
1,450
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Pearl Hill State Park, Nashua River Rail Trail and Trap Falls

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Frequently asked questions

How much does a Shirley vacation package cost?
You can pick up a vacation package to this destination from $321 on Expedia. However, how much your vacation to Shirley costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Shirley?
You can typically find lower rates and greater availability in December, January and February. Check out our cheap Shirley vacation packages and you could land some great off-season deals.
How many days is enough for Shirley?
With a well-organized itinerary, you can easily tick off the top Shirley sights in a few days. But if you prefer to venture off the beaten track or take day trips, consider booking your Shirley vacation for longer.
How to find the best Shirley package deals?
Start your search for a Shirley package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Shirley package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Shirley escape off to a flying start.
Is it cheaper to book a Shirley vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and accommodations individually. Better still, you can customize your Shirley getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Shirley?
If you've got your Shirley travel dates locked in, book early to snap up some outstanding deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Shirley vacation packages?
If you're like us, you love jet-setting around the world but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Shirley break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.