Sherborn Vacations from $795
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Your Sherborn Vacation
When you organize a vacation package to Sherborn, you can relax and enjoy your break knowing your travel plans have been made in advance. Uncover the many gems of this vibrant city from your base in a neighborhood like Auburndale, which is good for golfing. You'll want to sightsee during your trip to Sherborn. Swing by famous attractions like Wellesley College, Framingham State University and Shoppers World. Check out Expedia's wide range of travel options and begin planning your perfect vacation to Sherborn today.
The Latest Sherborn vacation packages
Price found within the past 48 hours. Click for updated prices.
The Inn at Hastings Park, Relais & Chateaux - Boston
Lexington Green Historic District
$795
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9.6/10 Exceptional! (265 reviews)
I had a King room with a fireplace, it was a nice size room and very clean. The bathroom was nice and they had a robe hanging for me. Little touches like personalized notes and soft drinks in the refrigerator and snacks to pick up for the room. The staff was very friendly. I'm not a breakfast eater so can't really comment on that although there was a nice continental spread and you could order off the menu. I will say that I was a bit disappointed in the restaurant. Had dinner there the night before and for the price, I felt the food was a little lackluster. The bartender was very nice and he was my server as well. All in all I really enjoyed my stay and if I go back to Lexington I would stay there again.
Reviewed on Sep 4, 2026
Boston Lodge and Suites
Dorchester
$1,290
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
Four Seasons Hotel Boston
Bay Village
$1,250
per person
Dec 2 - Dec 5
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (484 reviews)
Room was very noisy in the morning and I could not sleep. Work is being done in the building and I was not informed of when arriving from west coast to stay for one night. Staff was very friendly and apologetic.
Reviewed on Sep 25, 2026
Stay near popular Sherborn attractions
Rocky Narrows
Enjoy an outing to Rocky Narrows during your stay in Sherborn. Stroll along the riverfront or seek out the jogging trails.
What to do in Sherborn
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
$37
per adult
92% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
$46
per adult
80% of travellers recommend
Sherborn Hotel Deals
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$279 nightly
$325 total
Oct 25 - Oct 26
Total with taxes and fees
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$263 nightly
$307 total
Sep 28 - Sep 29
Total with taxes and fees
9/10 Wonderful! (2,922 reviews)
"Room was super clean but very cold. Maybe set the AC at room temperature"
Reviewed on Sep 25, 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$273 nightly
$317 total
Oct 25 - Oct 26
Total with taxes and fees
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 Sherborn Vacation Packages
Sherborn Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Logan Intl. Airport (BOS) |
Population | 4,300 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Hopkinton State Park, Fun and Games Family Entertainment Center and Ashland State Park |
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Frequently asked questions
How much does a Sherborn vacation package cost?
You can pick up a vacation package to this destination from $795 on Expedia. But how much your vacation to Sherborn costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Sherborn?
December, January and February are the best times to search for cheap Sherborn vacation packages. Traveling in quieter periods means you can generally find lower prices on accommodations and flights.
How many days is enough for Sherborn?
With a well-organized schedule, you can easily hit the top Sherborn sights in a handful of days. But if you'd like to discover hidden spots or take day trips, think about booking your Sherborn vacation for longer.
How to find the best Sherborn package deals?
Start your search for a Sherborn package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Guest rating" and "Property type," 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 ideal Sherborn package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Sherborn escape underway.
Is it cheaper to book a Sherborn vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component separately. And you'll still get the flexibility to create a customized Sherborn vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Sherborn?
If you've got your Sherborn travel dates finalized, book early to score some fantastic deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for impromptu escapes.
Does Expedia offer Book Now, Pay Later Sherborn vacation packages?
If you're anything like us, you love discovering new places but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Sherborn trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you see them.
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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.
