Sherborn Holidays from £929

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Your Sherborn Holiday

When you organise a holiday 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 neighbourhood 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 holiday to Sherborn today.

Top Sherborn Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Bluebird Dennisport

Bluebird Dennisport

3 out of 5
Price was £1,304, price is now £929 per person
£929
per person
27 Aug - 2 Sept
found 22 hours ago
Return direct flight included
London (LGW) to Boston (BOS)
8.4/10 Very good! (223 reviews)
Hotel is clearly a bit older and not well insulated so you can hear everything from the rooms surrounding you. The rooms also have connecting doors to each other that while they can lock was an unpleasant surprise given the screaming child having a meltdown at 7:30AM and the lack of sound proofing. Would not ever plan on staying there again. It was a more affordable option but not worth it. Also there isn't enough parking for their location so if you get in late you may not have a spot.

Reviewed on 14 Jul 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was £2,611, price is now £1,597 per person
£1,597
per person
30 Aug - 4 Sept
found 3 hours ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Love coming back to a refreshed clean room after a long hot day of sightseeing.

Reviewed on 15 Jul 2026

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Save 100% on your flight
Price was £1,524, price is now £1,041 per person
£1,041
per person
27 Aug - 2 Sept
found 22 hours ago
Return direct flight included
London (LGW) to Boston (BOS)
9.4/10 Exceptional! (195 reviews)
The staff here was so kind and thoughtful. The breakfast was amazing all 3 days and the beach was very quiet and great waterfront. The section we stayed has not been updated like some of the other units but was fine and comfortable. The general location was good and easily walkable to food and drink places. Overall, we enjoyed it and would stay here again for sure.

Reviewed on 12 Jul 2026

The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Save 100% on your flight
Price was £2,347, price is now £1,643 per person
£1,643
per person
6 Oct - 13 Oct
found 1 day ago
Return flight included
London (LON) to Boston (BOS)
9.4/10 Exceptional! (177 reviews)
Our stay here was excellent . Hotel room was immaculately cleaned daily .

Reviewed on 14 Jul 2026

Sesuit Harbor House

Sesuit Harbor House

3 out of 5
Price was £1,428, price is now £1,014 per person
£1,014
per person
27 Aug - 2 Sept
found 22 hours ago
Return direct flight included
London (LGW) to Boston (BOS)
9.6/10 Exceptional! (185 reviews)
What a hidden gem! We were looking for an overnight on the Cape close to all our favorite places and this was the perfect place. Host so incredibly gracious - hospitality is alive at this place! The room was clean and spacious, the grounds immaculate and beautiful- pool and Adirondack chairs. The picnic basket in the morning was such a fun and delicious treat. We will be back!

Reviewed on 15 Jul 2026

Sherborn Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
4,300
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Hopkinton State Park, Fun and Games Family Entertainment Centre and Ashland State Park

Top hotels in Sherborn

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is £199 per night from 26 Jul to 27 Jul
£199
26 Jul - 27 Jul
includes taxes & fees
9.6/10 Exceptional! (4,597 reviews)
"Valet people great. Hotel front desk staff not rude but just not pleasant either. Called front desk multiple times and no answer."

Reviewed on 15 Jul 2026

Seaport Hotel Boston
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
The price is £169 per night from 9 Aug to 10 Aug
£169
9 Aug - 10 Aug
includes taxes & fees
Hyatt Regency Boston/Cambridge
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 £153 per night from 2 Aug to 3 Aug
£153
2 Aug - 3 Aug
includes taxes & fees
9/10 Wonderful! (2,737 reviews)
"Cutest studio. Super clean. Most comfortable bed of all the hotels I have stayed at. No breakfast included but there are plenty of amazing options in the neighborhood."

Reviewed on 15 Jul 2026

The Revolution Hotel
See all 3,650 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 Holidays
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Beach Holidays
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Family Friendly Holidays

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.
See properties

What to do in Sherborn

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

£39
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

£36
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

£60
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
See all activities in Sherborn

Frequently asked questions

How much does a Sherborn travel package cost?
Maybe less than you might think — from just £929, actually! By bundling flights, hotels and car rentals into a tailor-made package, your getaway to Sherborn is just a few clicks away.
If I'm not able to travel, can I cancel my Sherborn travel package?
Yes, you can. We realise even the best-laid plans can fail, so we're here to help if you have to make changes to your Sherborn travel package. You may be able to cancel or change your itinerary at no cost if you've booked in the last 24 hours. Your hotel, airline or car rental company may charge you a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.
How do I get a cheap travel package to Sherborn?
One of the simplest ways to save dollars (and time) is to combine your bookings with Expedia. Hotels, flights, activities and rental cars — we've got them all. Select a combination that suits your style and watch your savings pile up. We know a package deal is never one-size-fits-all. That's why we offer more than 550 airlines and 1,000,000 properties from all over the world, which lets you customize your Sherborn adventure.
Does Expedia offer Book Now, Pay Later Sherborn holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has worked out a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a fabulous getaway without drying up your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your break. Check out these flexible payment options:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's easy monthly instalment plans. If making bite-sized repayments each month works for you, pick this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your holiday across multiple transactions.
  • Low deposit holidays: When you come across an amazing deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you get what you want.

Where should I stay in Sherborn?
Stay where the action happens. Many people like to book hotels in the vicinity of popular sights, such as Broadmoor Wildlife Sanctuary, Henry Wilson Shoe Shop and Chase Woodlands.
What are the top hotels in Sherborn?
Boston Park Plaza and Embassy Suites Boston Logan Airport are among the most well-known properties in Sherborn. Why not look up the rates and facilities at each and then make a decision?
How far in advance should I book my Sherborn holiday?
It's tricky picking the best time for airfares, but we generally say the earlier, the better. Most international journeys on Expedia become available up to 12 months in advance. If you can't book early, don't worry. Budget prices appear from time to time just weeks before departure dates.
What does an Expedia Sherborn travel package include?
With Expedia, you can choose a combination of hotels, flights and car rentals to build your perfect Sherborn package. Once you've made your booking, you can add on the fun stuff like activities and tours. Remember, the more you bundle, the more you'll save!
What should I know before booking a Sherborn travel package?
Tailor deals that match your budget with an Expedia package. Hotels, airfares, rental cars — we're a one-stop shop for all of them. You'll save a tidy sum just for bundling your bookings. Whether you're taking off on a snow and ski adventure or kicking back on a warm beach, your perfect holiday is only clicks away.
Can I choose my airline with a Sherborn Expedia travel package?
With a travel package, you're in charge. Whether you'd prefer to fly to Sherborn in coach or first class, simply pick from the available airline options. Expedia has access to more than 550 partner airlines across the world.

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. Flight-inclusive packages are ATOL protected.