Sherborn Vacations from $575

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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.
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
Price was $816, price is now $575 per person
$575
per person
May 22 - May 26
found 18 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8/10 Very Good! (259 reviews)
The staff were really nice and the food was good. They have an excellent location right on the beach.

Reviewed on Mar 12, 2026

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
Save 100% on your flight
Price was $1,259, price is now $807 per person
$807
per person
May 29 - Jun 3
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
9.4/10 Exceptional! (2,227 reviews)
Cute property! Super friendly staff.

Reviewed on Apr 10, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $4,229, price is now $2,764 per person
$2,764
per person
Jul 1 - Jul 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (248 reviews)
The photos doesn’t give this place justice.

Reviewed on Mar 24, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $2,068, price is now $1,454 per person
$1,454
per person
May 14 - May 17
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (1,000 reviews)
The rooms were very clean, beds were comfortable, staff friendly and great amenities (I wish the pool was open until 10 pm).

Reviewed on Apr 4, 2026

The Westin Waltham-Boston

The Westin Waltham-Boston

4 out of 5
Price was $1,196, price is now $847 per person
$847
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8.8/10 Excellent! (1,092 reviews)
Great hotel and location. Rooms were a bit old but excellent location and condition.

Reviewed on Apr 9, 2026

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Discover the most popular places to visit in Sherborn

Fenway Park

Fenway Park

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University

Harvard University

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
Gillette Stadium

Gillette Stadium

Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's great live music and acclaimed theater scene.

Gillette Stadium

What to do in Sherborn

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$84
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Zac tells a story about the John Harvard statue

Harvard University Campus Guided Walking Tour

$23
per adult
92% of travellers recommend
Harvard University Campus Guided Walking Tour
Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

$56
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
See all activities in Sherborn

Sherborn Hotel Deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$238 nightly
The price is $277 total per night from May 10 to May 11
$277 total
May 10 - May 11
Total with taxes and fees
9.2/10 Wonderful! (4,579 reviews)
Impressive

Reviewed on Apr 10, 2026

Omni Boston Hotel at the Seaport
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
$284 nightly
The price is $330 total per night from May 9 to May 10
$330 total
May 9 - May 10
Total with taxes and fees
9.6/10 Exceptional! (4,161 reviews)
Very well kept hotel with terrific food options in and around the hotel. The staff is very friendly and helpful.

Reviewed on Apr 10, 2026

Seaport Hotel Boston
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $255 total per night from May 10 to May 11
$255 total
May 10 - May 11
Total with taxes and fees
8.4/10 Very Good! (3,146 reviews)
Rooms could use an update and refresh

Reviewed on Apr 9, 2026

Hilton Boston Park Plaza
See all 3,685 properties in Sherborn
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 $575 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.