Shirley Vacations from $451

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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.
Josiah Keith House

Josiah Keith House

2 out of 5
Price was $597, price is now $451 per person
$451
per person
Dec 13 - Dec 16
found 20 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Boston (BOS)
9.8/10 Exceptional! (28 reviews)
This place isn’t just somewhere to stay, it’s something to experience. We were only in for a night but the innkeeper went out of his way to make it memorable. If you are a history buff or just like a fun vibe, we highly recommend.

Reviewed on Sep 10, 2025

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
Price was $991, price is now $538 per person
$538
per person
Dec 4 - Dec 7
found 9 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $2,166, price is now $1,535 per person
$1,535
per person
Oct 23 - Oct 26
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Boston (BOS)
9.8/10 Exceptional! (159 reviews)
Best hotel in Boston without question! The staff are exceptional, very friendly and attentive. The masseuses at the spa, especially (I believe her name was) Paula are very skilled and helpful with sore muscles and joints after traveling. La Padrona, Amar, and The Long Bar all have delicious food. I will definitely be back!

Reviewed on Sep 15, 2025

Sonesta Select Boston Foxborough Mansfield

Sonesta Select Boston Foxborough Mansfield

3 out of 5
Save 100% on your flight
Price was $927, price is now $690 per person
$690
per person
Oct 23 - Oct 28
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8.6/10 Excellent! (1,016 reviews)
Customer service was excellent. Bathroom floor was not clean but didn't have time to complain, stayed one night for a wedding.

Reviewed on Sep 11, 2025

Hampton Inn & Suites Watertown Boston

Hampton Inn & Suites Watertown Boston

2.5 out of 5
Price was $990, price is now $747 per person
$747
per person
Nov 25 - Dec 2
found 14 hours ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
9.4/10 Exceptional! (1,029 reviews)
Room is clean and new. Common area is big and modern. location is nice sitting in a plaza with many good restaurants around. Close to downtown.

Reviewed on Sep 15, 2025

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Shirley Hotel Deals

Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

2 out of 5
1668 Worcester Rd, Framingham, MA
Fully refundable
$88 nightly
The price is $93 total per night from Sep 18 to Sep 19
$93 total
Sep 18 - Sep 19
Total with taxes and fees
6.6/10 (1,028 reviews)
"Price was right, it’s a Motel 6 so judging on a different scale, not terrible for a one night stay. The marijuana smoke is strong unfortunately, room very basic and relatively clean. Road noise is very high due to location. Again, it’s a motel 6 and you get what you pay for."

Reviewed on Sep 13, 2025

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

Bedford Plaza Hotel - Boston

3 out of 5
340 Great Road, Bedford, MA
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $131 total per night from Sep 21 to Sep 22
$131 total
Sep 21 - Sep 22
Total with taxes and fees
7.2/10 Good! (474 reviews)
"Property has been upgraded and is clean and quiet. Not luxury but everything is good and works"

Reviewed on Sep 13, 2025

Bedford Plaza Hotel - Boston
Courtyard by Marriott Boston Marlborough

Courtyard by Marriott Boston Marlborough

3 out of 5
75 Felton St, Marlborough, MA
$135 nightly
The price is $151 total per night from Sep 21 to Sep 22
$151 total
Sep 21 - Sep 22
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
"The hotel was beautiful, and the staff was extremely friendly."

Reviewed on Sep 15, 2025

Courtyard by Marriott Boston Marlborough
See all 330 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.

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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 $451 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.