Shirley Vacations from $322

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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.
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Save 100% on your flight
Price was $560, price is now $322 per person
$322
per person
Dec 26 - Dec 31
found 23 hours ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
18.4/10 Exceptional! (1,111 reviews)
Overall-it was great! Bummer that the microwave on my floor didn't work. Not having a coffee maker in the room was fine, there's a little area on each floor with Keurigs (no cream, just grab that from the lobby when you check in)

Reviewed on Nov 20, 2025

Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Coolidge Corner South Side
Price was $1,646, price is now $848 per person
$848
per person
Feb 12 - Feb 17
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
18.8/10 Exceptional! (460 reviews)
I haven’t stayed in a hotel this amazing for a long while! Everything about it was perfect, the staff, the facilities, the location / we had a room with a small kitchen area for a week and it was worth it. We hardly saw any other guests, and definitely didn’t hear anyone / it was a fantastic stay, had the gym to myself and there’s laundry facilities on most floors, I honestly didn’t want to leave! I would highly recommend to anyone visiting the area. The area itself has tons of shops and restaurants and feels very safe.

Reviewed on Nov 20, 2025

Lakeside Inn

Lakeside Inn

2 out of 5
Save 100% on your flight
Price was $683, price is now $395 per person
$395
per person
Feb 12 - Feb 17
found 11 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
15.2/10 Exceptional! (2,303 reviews)
Great value right on lakefront and super nice staff!!

Reviewed on Nov 16, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was $1,618, price is now $949 per person
$949
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
19.2/10 Exceptional! (482 reviews)
The room was wonderful, the bed was heaven. Room service was delicious and the overall aesthetic and ambience of the lobby and common areas were fabulous

Reviewed on Nov 18, 2025

Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
Plymouth Downtown Waterfront District
Save 100% on your flight
Price was $842, price is now $513 per person
$513
per person
Feb 12 - Feb 17
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
16.4/10 Exceptional! (1,000 reviews)
Great stay clean friendly and kids loved splash pad and pool!

Reviewed on Nov 19, 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 refundable
$55 nightly
The price is $62 total per night from Nov 23 to Nov 24
$62 total
Nov 23 - Nov 24
Total with taxes and fees
7/10 Good! (637 reviews)
Older hotel, but very well kept with very good amenities. So far, my favorite place to stay when in the Boston area and I've booked several more stays come. Great venue for those looking for weekend conferences and gatherings. I would highly recommend this hotel to those looking for an affordable ...

Reviewed on Nov 20, 2025

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 refundable
$83 nightly
The price is $87 total per night from Nov 23 to Nov 24
$87 total
Nov 23 - Nov 24
Total with taxes and fees
6.6/10 (1,083 reviews)
Friendly staff

Reviewed on Nov 16, 2025

Motel 6 Framingham, MA - Boston West
Holiday Inn Express Chelmsford by IHG

Holiday Inn Express Chelmsford by IHG

2.5 out of 5
8 Independence Drive Chelmsford MA
Fully refundable
$95 nightly
The price is $106 total per night from Nov 24 to Nov 25
$106 total
Nov 24 - Nov 25
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
Excellent, clean, free breakfast, and very friendly staff

Reviewed on Nov 19, 2025

Holiday Inn Express Chelmsford by IHG
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 $322 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.