Deals on vacations and trips to Sherborn

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Sherborn flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Hotel Salem

The Hotel Salem

3 out of 5
Downtown Salem
Save 100% on your flight
Price was $705, price is now $489 per person
$489
per person
Feb 1 - Feb 7
found 7 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
This hotel features a restaurant, a rooftop terrace, and a bar/lounge. WiFi in public areas is free. A terrace, luggage storage, and concierge services are also on offer.
The Hotel Portsmouth

The Hotel Portsmouth

3 out of 5
Downtown
Save 100% on your flight
Price was $843, price is now $574 per person
$574
per person
Feb 26 - Mar 4
found 18 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 4 onsite conference rooms. A snack bar/deli and concierge services are also provided.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $732, price is now $510 per person
$510
per person
Mar 20 - Mar 24
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This inn features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, a picnic area, and luggage storage are also on offer.
AC Hotel by Marriott Portsmouth

AC Hotel by Marriott Portsmouth

3.5 out of 5
North End
Save 100% on your flight
Price was $840, price is now $599 per person
$599
per person
Feb 26 - Mar 4
found 18 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A restaurant, a 24-hour front desk, and dry cleaning are also provided.
The Inn at Buzzards Bay

The Inn at Buzzards Bay

2.5 out of 5
Price was $903, price is now $669 per person
$669
per person
Mar 7 - Mar 14
found 11 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Boston (BOS)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, express check-out, and barbecue grills are also on offer.

Top Sherborn hotels deals

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
$119 nightly
The price is $139 total per night
$139 total
Dec 29 - Dec 30
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A business center, express check-in, and express check-out are also on offer.
Free WiFi
Restaurant
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St Boston MA
Free Cancellation
Reserve now, pay when you stay
$167 nightly
The price is $195 total per night
$195 total
Dec 28 - Dec 29
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, express check-in, and express check-out are also offered.
Free WiFi
Restaurant
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$174 nightly
The price is $203 total per night
$203 total
Dec 26 - Dec 27
Total with taxes and fees
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this luxury hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. You'll appreciate the 24-hour gym, poolside bar, and snack bar/deli.
Pool
Hot Tub
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Free Cancellation
Reserve now, pay when you stay
$174 nightly
The price is $202 total per night
$202 total
Dec 26 - Dec 27
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the steam room, bar/lounge, and concierge services.
Pool
Pet friendly
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$97 nightly
The price is $113 total per night
$113 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a coffee shop, and a terrace are also on offer.
Pet friendly
Free WiFi
The Langham, Boston

The Langham, Boston

5 out of 5
250 Franklin St Boston MA
Free Cancellation
Reserve now, pay when you stay
$395 nightly
The price is $460 total per night
$460 total
Jan 18 - Jan 19, 2026
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.
Pool
Pet friendly
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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.

Popular places to visit

Fenway Park which includes a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(2,499 reviews)

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

Fenway Park
Boston Common featuring landscape views, a skyscraper and flowers

Boston Common

4.5/5(4,786 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common
TD Garden

TD Garden

4.5/5(1,780 reviews)

Catch an event at TD Garden during your trip to Boston. Attend a sporting event or visit the notable monuments in this vibrant area.

TD Garden

Frequently asked questions

How much are vacation packages to Sherborn?
Your vacation dreams can be realized in Sherborn for as little as $489. Our packages include flights and hotels, so organizing your itinerary will be easy as pie. All you'll have to concentrate on is what amazing attraction you'll head to first.
Where can I get the best vacation package deals for Sherborn?
No matter your travel style, Travelocity can help you snap up a great Sherborn package deal. All you need to do is pick and choose between our 400 partner airlines and 1,000,000 properties around the world.
Why should I purchase my Sherborn vacation bundle via Travelocity?
With exceptional service, 24/7 customer support and some of the most perfect escapes money can buy, you'll never roam alone. And if you happen to find a better price, we'll match it. That's our Price Match Guarantee.
Will I save money on my Sherborn car rental if I bundle it with hotels and flights?
Combining your flight, car and hotel into a Sherborn vacation package is an easy way to land the best prices. Plus, having your own car rental gives you freedom to get to all those big-name sights you're hoping to explore. Sitting 40 mi away from Sherborn, Plymouth Rock is one attraction that should be on your can't-miss list. Fill up the tank and make a day trip of it.
Which airport is best for Sherborn?
Logan Intl. Airport (BOS) is 20 mi from the downtown area and is the starting point for many memorable experiences. Alternatively, T.F. Green Airport (PVD) is 35 mi away from central Sherborn and Manchester-Boston Regional Airport (MHT) is 50 mi away from central Sherborn.
What is there to do in Sherborn?
Rocky Narrows is just one of the awesome sights that make Sherborn such a great place to visit. But leave some extra time to experience its lesser-known attractions too. This is sometimes where the best memories are created.
Where should I stay when visiting Sherborn?
Many travelers opt to check in to the Water Front Mansion on Large Pond. It's a terrific base for your Sherborn vacation.

Photos of local treasures

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