Shirley Vacations from $901

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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.
Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Save 100% on your flight
Price was $1,358, price is now $901 per person
$901
per person
Jul 14 - Jul 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (1,451 reviews)
Very helpful and accommodating staff, free luggage storage is very convenient, hotel is located centrally among lots of restaurants/bars and just minutes walking to China Town. The room was exactly what we needed. Would definitely stay again!

Reviewed on May 27, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,814, price is now $1,140 per person
$1,140
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Wonderful classic harbor front hotel. Very nice front desk. Would stay again

Reviewed on May 25, 2026

Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
Price was $5,529, price is now $3,526 per person
$3,526
per person
Aug 8 - Aug 14
found 6 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (685 reviews)
Do yourself a favor and stay here the rooms are not incredibly updated, but they are incredibly clean and well-maintained and the overall aesthetic of the place is top shelf, but the glowing star of the entire place are the Jamaican staff that run the place you will not find nicer people that are more accommodating and friendly not to mention the café is a 10 out of 10 highly recommend this place also lots of parking

Reviewed on May 28, 2026

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Save 100% on your flight
Price was $1,626, price is now $1,085 per person
$1,085
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Staff was very nice and helpful.

Reviewed on May 28, 2026

Chatham Tides

Chatham Tides

2.5 out of 5
Save 100% on your flight
Price was $2,343, price is now $1,620 per person
$1,620
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (692 reviews)
Clean room, friendly staff. Their office has extra beach supplies which came in handy as well. Close to some family friendly beaches, but far enough away from the hustle and bustle of downtown. Would highly recommend! We have stayed here before and it's our favorite place in Chatham

Reviewed on May 26, 2026

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Shirley Hotel Deals

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr Fitchburg MA
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $195 total per night from Jun 16 to Jun 17
$195 total
Jun 16 - Jun 17
Total with taxes and fees
8.6/10 Excellent! (1,007 reviews)
"While I do appreciate a early checkin, there was a mixup and I got charged not only the fee I paid online, but the full fee and deposit along check-in (deposit was expected, full charge was not but was cleared up when I brought it up, did cause my bank to place a temporary hold and lock funds up, ..."

Reviewed on May 28, 2026

Great Wolf Lodge Boston / Fitchburg, MA
Bedford Plaza Hotel - Boston

Bedford Plaza Hotel - Boston

3 out of 5
340 Great Road Bedford MA
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $111 total per night from May 31 to Jun 1
$111 total
May 31 - Jun 1
Total with taxes and fees
7/10 Good! (908 reviews)
"Will not be staying again the staff was rude. The pool was $25 for four hours per room just not a great place to stay."

Reviewed on May 28, 2026

Bedford Plaza Hotel - Boston
Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

2 out of 5
1668 Worcester Rd Framingham MA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $103 total per night from Jun 7 to Jun 8
$103 total
Jun 7 - Jun 8
Total with taxes and fees
7/10 Good! (1,214 reviews)
"Good spot for a quick stay— but don’t forget your hair dryer—staff was amazing!"

Reviewed on May 25, 2026

Motel 6 Framingham, MA - Boston West
See all 365 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 $901 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.