Sherborn Vacation Packages

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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.

Top Sherborn Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
Aug. 22 - Aug. 25
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (2,257 reviews)
Loved the modern, clean, smoke free environment. Excellent gym, slightly disappointed that there is no pool.

Reviewed on Jun. 16, 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug. 26 - Aug. 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (34 reviews)
Beautiful hotel, flowers in All areas. Staff was superb. Two very minor issue - no fan for toilet area, hot water in shower takes a bit. Doesn’t distract from my overall rating. Easily a come back recommendation

Reviewed on May 29, 2024

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Aug. 18 - Aug. 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,001 reviews)
What a treat it was stay at this hotel. Besides the fact it is absolutely stunning with great attention to detail, the staff was also fantastic, from the valet, to the doormen to front desk and cleaning service. Special shout out to Thomas from front desk who we dealt with for our stay. Made sure to have a room ready for us for early check in and always made sure we had everything we needed. We had a 10 month old, they had a crib ready for us which was a life saver. Location was also fantastic. All in all a 10/10 across the board and we cannot wait to stay there again.

Reviewed on Jun. 12, 2024

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug. 18 - Aug. 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (275 reviews)
EVERYTHING is thought out. Service is “old world”. Attention to details is magnificent. What’s there not to like.

Reviewed on Jun. 9, 2024

Seawinds II

Seawinds II

2 out of 5
Save 100% on your flight
per person
Sep. 5 - Sep. 9
found 5 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8/10 Very Good! (3 reviews)

Sherborn Hotel Deals

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4.5 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $308 per night from Jul. 6 to Jul. 7
CA $308
CA $406 total
includes taxes & fees
Jul 6 - Jul 7
9/10 Wonderful! (2,172 reviews)
"Nice property and amenities. Strange that guests need to "reserve" time at the pool. It also seemed strange that there was no pool access for guests in the morning they were checking out. Nice workout facility. Treadmills face a glass wall so if you're running in the morning on a sunny day bring ..."

Reviewed on Jun. 13, 2024

Omni Boston Hotel at the Seaport
Omni Parker House
Omni Parker House
4 out of 5
60 School St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $250 per night from Jul. 4 to Jul. 5
CA $250
CA $339 total
includes taxes & fees
Jul 4 - Jul 5
8.8/10 Excellent! (2,695 reviews)
"This hotel was right in the heart of Boston. The Freedom Trail is right out the door. We enjoyed our stay so much and look forward to staying there again when we visit Boston! So many restaurants, bars and shopping right by Hotel!"

Reviewed on Jun. 13, 2024

Omni Parker House
The Revolution Hotel
The Revolution Hotel
3.5 out of 5
40 Berkeley Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $252 per night from Jun. 17 to Jun. 18
CA $252
CA $293 total
includes taxes & fees
Jun 17 - Jun 18
8.6/10 Excellent! (1,553 reviews)
"Such a fun and unique hotel! Great staff, super clean, really good location. The bathrooms were great as well, very clean. Only thing that disappointed was the wifi was really slow in our corner room."

Reviewed on Jun. 14, 2024

The Revolution Hotel
See all 2,823 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Sherborn vacation package cost?
From as low as CA $1,074, you can handcraft your own Sherborn package. Simply combine hotels, flights and rental cars and be rewarded with discounts.
How do I get a cheap travel package to Sherborn?
Browse and book everything in the one place with our Sherborn vacation packages. You’ll discover bargains on flights, hotels, tours and more that’ll keep your wallet happy and adventurous side satisfied. And, with more than 550 partner airlines and 1,000,000 hotel options worldwide to pick from, you’ll have endless opportunities to mix and match.
Where should I stay in Sherborn?
A vacation in Sherborn wouldn’t be complete without seeing Broadmoor Wildlife Sanctuary, Memorial Beach and Henry Wilson Shoe Shop. Spend your nights close to these popular attractions and make sightseeing a breeze.
How far in advance should I book my Sherborn vacation?
It can be hard to know exactly when is the perfect time to book your vacation to Sherborn. But usually the earlier you book, the better the prices. In some cases, you can secure your flights and hotels up to 12 months prior to departure. If you’re thinking of a last-minute getaway, no need to worry! There are fantastic deals popping up on Expedia every single day.
What does an Expedia Sherborn travel package include?
It all boils down to what kind of getaway you have in the works. Sherborn vacation deals can include car rentals, hotels and flights. You can mix and match to find the package that works for you! You can also add on activities and experiences after you’ve booked to land even bigger discounts.
What should I know before booking a Sherborn travel package?
You can save a tidy sum by combining your hotels, airfares and rental cars. Once you’ve made your booking, add on fun stuff like day tours or experiences. Your next unforgettable adventure is only a couple of clicks away.
Can I choose my airline with a Sherborn Expedia vacation package?
Yes — that’s one of the best things about an Expedia vacation package. You’re in control. We have access to more than 550 partner airlines throughout the world, so you have options galore when putting together your Sherborn trip.
If I'm not able to travel, can I cancel my Sherborn vacation package?
You sure can, and we’re here to help. You may be able to cancel or amend your Sherborn vacation package at no cost if you booked in the last 24 hours. But you may incur a fee from your airline, hotel or car rental company for older bookings. If your travel plans unexpectedly change, browse our Customer Service Portal for more information.

Discover the most popular places to visit in Sherborn

Image for Fenway Park

Fenway Park

4.5/5(305 reviews)

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

Fenway Park
Image for Harvard University

Harvard University

4.5/5(279 reviews)

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

Harvard University
Image for Gillette Stadium

Gillette Stadium

4.5/5(27 reviews)

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

Gillette Stadium

What to do in Sherborn

Image for Boston CityPASS®: Admission to Top 4 Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $100
Per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Image for Bewitched Walking Tour of Salem

Bewitched Walking Tour of Salem

CA $41
Per adult
98% of travellers recommend
Bewitched Walking Tour of Salem
Image for Odyssey Boston Premier Elegant Dinner Cruise

Odyssey Boston Premier Elegant Dinner Cruise

CA $186
Per adult
Odyssey Boston Premier Elegant Dinner Cruise
See all activities in Sherborn
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.