Middleton Holidays from £842

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Your Middleton Holiday

Say bye-bye to planning worries and hello to a Middleton holiday package. With your travel details organised before you take off, you can focus on discovering this city, starting with Ballardvale, which is good for watersports, nature and history. Any trip to Middleton needs a well-crafted itinerary. Fill yours with famous sights like Water Park of New England, MarketStreet Lynnfield and Glen Magna Farms. Whatever your travel plans or the size of your budget, putting together the ultimate tailored Middleton holiday is easy with Expedia.

Top Middleton Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was £1,151, price is now £842 per person
£842
per person
16 Sept - 19 Sept
found 23 hours ago
Return direct flight included
London (LON) to Boston (BOS)
8.4/10 Very good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on 19 May 2026

The Inn at Longwood Medical

The Inn at Longwood Medical

3.5 out of 5
Fenway–Kenmore
Save 100% on your flight
Price was £1,627, price is now £1,132 per person
£1,132
per person
10 Oct - 17 Oct
found 23 hours ago
Return direct flight included
London (LON) to Boston (BOS)
8.4/10 Very good! (1,006 reviews)
We had such an amazing stay. Super fast check-in, great room, totally walkable to all of the main attractions. We went to a concert at Fenway and it was awesome to just walk to the venue and back. We also walked to Newberry Street. Would highly recommend.

Reviewed on 14 Jul 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
Price was £2,468, price is now £1,748 per person
£1,748
per person
2 Oct - 9 Oct
found 15 hours ago
Return flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (262 reviews)
This Inn is a beautiful old building with a long history. It is located within easy walking distance of downtown Lexington with all its history. The Inn had wonderful rooms, a great staff and a top rate restaurant all in one place. Highly recommend!

Reviewed on 13 Jul 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was £2,359, price is now £1,723 per person
£1,723
per person
8 Oct - 12 Oct
found 1 day ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Great location and very helpful staff

Reviewed on 16 Jul 2026

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was £1,856, price is now £1,366 per person
£1,366
per person
4 Sept - 9 Sept
found 1 day ago
Return flight included
London (LON) to Boston (BOS)
9.4/10 Exceptional! (195 reviews)
The property was well maintained and close to good restaurants. We had a cooked breakfast every day.

Reviewed on 16 Jul 2026

Middleton Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
9,900
Max Temp Winter
2ºC
Max Temp Summer
24ºC
Top Sights
Marblehead Museum & Historical Society, Ski Bradford and Gas House Beach

Top hotels in Middleton

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 £198 per night from 26 Jul to 27 Jul
£198
26 Jul - 27 Jul
includes taxes & fees
9.6/10 Exceptional! (4,582 reviews)
"We had the king harbor view and it was one of the best hotel rooms we’ve ever stayed in, large, comfortable, beautiful and fabulous views! Worth the extra money! Everything was meticulously clean and staff was very helpful. Walter was particularly helpful."

Reviewed on 19 Jul 2026

Seaport Hotel Boston
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
The price is £237 per night from 31 Jul to 1 Aug
£237
31 Jul - 1 Aug
includes taxes & fees
Omni Boston Hotel at the Seaport
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 £124 per night from 16 Aug to 17 Aug
£124
16 Aug - 17 Aug
includes taxes & fees
9/10 Wonderful! (2,748 reviews)
"It was clean, the staff was helpful. There was no maid service. We realized after a couple of days and the trash built up and the towels never dried. We asked for clean towels and they were delivered. The room was smaller than a small camper. The bed filled the room so one of us had to crawl over ..."

Reviewed on 20 Jul 2026

The Revolution Hotel
See all 4,475 properties in Middleton
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.
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Stay near popular Middleton attractions

Water Park of New England

8.0/10 (63 reviews)
This 65,000-square-foot indoor tropical oasis offers water slides and lazy rivers year-round in New England. Families can splash through interactive play areas while escaping the region's notorious winter chill.
See properties

What to do in Middleton

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 Middleton

Frequently asked questions

Why should I book my Middleton holiday with Expedia?
With exceptional-value airfares, hotel and car hire choices all in the same place, Expedia makes planning your Middleton getaway a piece of cake. Plus, we can help you bundle your bookings into a package holiday so you can get even more savings. Select from fabulous retreats, add flights and/or a hire car (and maybe also some fun activities!) and score incredible prices. Need to change your plans? Expedia has a flexible cancellation policy for many reservations. To learn more, check out our Customer Service Portal link.
When is the best time of year to holiday in Middleton?
May, July and August are the busiest months in Middleton, while November, December and January are generally quieter. Organise your trip to Middleton according to what kind of adventure you're looking for. January is the coolest time of year, when daytime temperatures average -1ºC. In July, the warmest month, you can expect averages of 22ºC during the day.
What is the top hotel for my holiday in Middleton?
Boston Park Plaza is the perfect base for a wonderful escape in Middleton, offering all the comforts and amenities you need and more.
How do I get a cheap holiday to Middleton?
If you love amazing deals, bundle your bookings into a Middleton holiday. Whether you're searching for hotels, flights, hire cars or day tours, you can browse and book everything in one place. You'll have a wealth of choice at your fingertips too. Expedia has over 400 partner airlines and 321,000 properties throughout the world to select from. Fly with who you want, stay anywhere you like and save a bundle — now that's the perfect getaway! Learn more about how you can save money on your holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Middleton holiday?
There are lots of places to check out while having a holiday in Middleton. Salem Witch Museum, Salem Witch Trials Memorial, Witch House and CoCo Key Water Resort - Boston are just some of this city's top attractions.
What is the best area to stay in when on holiday in Middleton?
If you'll be visiting CoCo Key Water Resort - Boston, maximise your time sightseeing and stay close by. It's one of the best attractions in Middleton.
Do I need a visa for my Middleton holiday?
Visa requirements for Middleton vary depending on your nationality and purpose of your visit. We recommend checking official government websites to determine if you need a visa for your holiday. This is also a good place to find the most up-to-date information, including details about application procedures and any supporting documentation you might need. Enquire about your visa requirements in advance to ensure a travel experience that's hassle free. Finally, check to see that your passport is valid for at least six months from your planned date of return.
What should I wear on my Middleton holiday?
Although everyone's style differs, it can be useful to have a few guidelines for what to bring on your holiday in Middleton. Consider browsing social media before you head off so you can blend in like a local. Daytime temperatures during January, Middleton's coolest month, are around -1ºC. July marks this destination's warmest month when the average reaches 22ºC. Our advice? Take the guesswork out of what to pack and check the local weather forecast.
What does an Expedia Middleton holiday include?
That depends entirely on you. Simply select from a variety of Middleton packages, such as a hire car, flight and hotel. You can also book a hotel with a flight, or a car hire with a flight. Once you've made your booking, add the fun stuff like tours and activities. Whatever your ideal Middleton getaway looks like, you'll save! You'll have the freedom to tailor your holiday, including where to stay. Private holiday homes are the most sought-after property type in Middleton, but you'll also find plenty of other options on Expedia.
Does Expedia offer Book Now, Pay Later Middleton holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has devised a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a fantastic getaway without draining your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Consider one of these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's convenient instalment plans. If paying in multiple instalments works for you, pick this option during the checkout process.
  • No-deposit holidays: If no upfront fee for your trip makes pressing that "book now" button more stress-free, choose a no-deposit holiday plan with Klarna so that you can Book Now, Pay Later!

Can I choose my airline with a Middleton Expedia holiday?
Definitely. Expedia has over 400 partner airlines to pick from around the globe. With all that choice at your fingertips, finding the right carrier to fly you to Middleton will be easy.

* 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.