Sherborn Vacations from $655

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Price was $1,058, price is now $655 per person
$655
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (113 reviews)
No breakfast at this price is disapointing, no swiming pull,bar wo food...

Reviewed on Jun 2, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $2,353, price is now $1,169 per person
$1,169
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
Wonderful classic harbor front hotel. Very nice front desk. Would stay again

Reviewed on May 25, 2026

Meco Hotel - Hostel

Meco Hotel - Hostel

2 out of 5
West End
Save 100% on your flight
Price was $1,732, price is now $998 per person
$998
per person
Jul 30 - Aug 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.6/10 Excellent! (429 reviews)
The room was so small! The picture made it look a lot bigger. We stayed in the 2 bunk beds room and there’s hardly any space and we paid so much! Everything was clean but the towels were creepy and decided not shower since we stayed only for 1 night. The 7th floor had a nice lounge which was nice and needed because the room was too crowded for 3!!

Reviewed on Jun 4, 2026

Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
Price was $2,131, price is now $1,334 per person
$1,334
per person
Jul 9 - Jul 13
found 24 hours ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.2/10 Wonderful! (692 reviews)
This was my first trip to Nantucket and probably my last. I found the hotel to be nothing special. The garden grounds were not neat and were filled with leaves. No one came to clean the room on our first day there, even though the cleaning staff was in the next room when we left for the day. I finally had to text them late in the afternoon to have someone clean the room. We couldn't find the hotel shuttle when we came in on the ferry, as they assured me they would be a van waiting. The bar closes at 10 p.m. and the only place to eat at the hotel closes at 3 p.m.

Reviewed on Jun 4, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was $1,325, price is now $830 per person
$830
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (256 reviews)
Splendid bed and breakfast

Reviewed on Apr 29, 2026

Don't see what you're looking for?
See all available trips from Columbus to Sherborn
View all trips

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 acclaimed theater scene and great live music.

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
Tour of Historic Fenway Park, America's Most Beloved Ballpark

Tour of Historic Fenway Park, America's Most Beloved Ballpark

$45
per adult
98% of travellers recommend
Tour of Historic Fenway Park, America's Most Beloved Ballpark
Harvard Guide leading a tour

Harvard University Campus Guided Walking Tour

$23
per adult
92% of travellers recommend
Harvard University Campus Guided Walking Tour
See all activities in Sherborn

Sherborn Hotel Deals

The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $167 total per night from Jun 7 to Jun 8
$167 total
Jun 7 - Jun 8
Total with taxes and fees
9/10 Wonderful! (2,649 reviews)
"The breakfast items are overpriced and they did not have most of the breakfast items available. A really loud fan outside stat started around midnight and kept me awake. I was on the second floor. I guess the hotel is ok if you are really young."

Reviewed on Jun 4, 2026

The Revolution Hotel
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
$246 nightly
The price is $287 total per night from Jun 6 to Jun 7
$287 total
Jun 6 - Jun 7
Total with taxes and fees
9.2/10 Wonderful! (4,687 reviews)
"People were great, only issue our too wasn’t cleaned the first day"

Reviewed on Jun 4, 2026

Omni Boston Hotel at the Seaport
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $254 total per night from Jul 5 to Jul 6
$254 total
Jul 5 - Jul 6
Total with taxes and fees
9.6/10 Exceptional! (4,408 reviews)
"Clean room, great location. We experienced some issues with housekeeping, but nothing broke the deal."

Reviewed on Jun 4, 2026

Seaport Hotel Boston
See all 3,651 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Sherborn vacation package cost?
You can pick up a vacation package to this destination from $655 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.