Upton Holidays from £818
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Your Upton Holiday
When you book a holiday package to Upton, you can relax and enjoy your getaway knowing that all your travel plans are under control. Uncover the many charms of this amazing city while based in a neighbourhood like Blackstone, which is great for history. A trip to Upton is a wonderful opportunity to sightsee. Be sure to stop by well-known attractions like Hopkinton State Park, The Willard House & Clock Museum and Shining Rock Golf Club. Stop dreaming and start doing. Check out the wide range of options on Expedia today and finally put your Upton holiday plans in motion!
Top Upton Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
The Groton Inn
£818
per person
25 Oct - 30 Oct
found 15 hours ago
Return flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (528 reviews)
Beautiful location with amazing views of the New England country side.
The hotel is a wonderful classic Inn with excellent details scattered throughout the ground
The staff were very helpful, and we would definitely stay again.
Reviewed on 15 Aug 2026
Furnished Apartment Near Longwood
North Brookline
£1,210
per person
26 Oct - 2 Nov
found 24 hours ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
6.8/10 (5 reviews)
This is more like university housing than anything else. The building is full of students and poorly maintained, with visitors following others into the entrance. Carpeting is stained, paint is chipping, blinds are broken, the a/c didn't work, the hallway smells.
Communication with the Evonify owners was poor, and we had to go through Hotels.com to receive our access code/registration in time for our arrival and, ultimately, a refund. We left a few minutes after we entered the unit. Not recommended. It is not the sunny, pristine, and secure apartment that appears in the photos.
Reviewed on 6 Jul 2026
The Beverly
£1,536
per person
16 Oct - 23 Oct
found 1 day ago
Return direct flight included
London (LON) to Boston (BOS)
8.4/10 Very good! (465 reviews)
Check in was on line and no one at the office. Had to call to get room number and entry code to room. Otherwise was great, clean and comfortable. Would recommend!
Reviewed on 16 Aug 2026
Upton Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Worcester Regional Airport (ORH) |
Population | 3,000 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Southwicks Zoo, Apex Entertainment Centre and Worcester Art Museum |
Top hotels in Upton
Sonesta Select Boston Foxborough Mansfield
35 Foxborough Boulevard Foxborough MA
Fully refundableReserve now, pay when you stay
£88
19 Aug - 20 Aug
includes taxes & fees
Holiday Inn Express & Suites Norwood-Boston Area by IHG
225 Norwood Park S Norwood MA
Fully refundable
£97
20 Aug - 21 Aug
includes taxes & fees
Sonesta Select Boston Milford
10 Fortune Blvd Milford MA
Fully refundableReserve now, pay when you stay
£78
19 Aug - 20 Aug
includes taxes & fees
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.
Stay near popular Upton attractions
Dean Pond
6.0/10 (1 review)
Commune with nature and explore the great outdoors at Dean Pond during your travels in Upton. Discover the lively bars and great live music in this family-friendly area.
Frequently asked questions
Why should I book my Upton holiday with Expedia?
Expedia has your back for all aspects of your Upton trip. You'll always get the best prices around, but when you bundle your accommodation, airfares and/or hire car into a holiday package, you'll get even more savings. Looking to really make the most of your break? Add a few fun tours and activities to your package. Expedia offers flexible cancellation policies on almost all bookings, so you won't need to worry if your plans change. Visit our Customer Service Portal link to discover more.
When is the best time of year to holiday in Upton?
If you love the excitement that comes with peak season, head to Upton in June, July and August. If you prefer a calmer vibe, November, December and January will suit you better. With daytime average temperatures of -2ºC, January is the coolest month in Upton. The warmest time of year is July, when you can experience average temperatures of 22ºC during the day. Whatever the weather conditions, you'll discover plenty of things to keep you occupied here.
What is the top hotel for my holiday in Upton?
Relax in comfort in Upton by choosing Boston Park Plaza as your gateway to fun and adventure.
How do I get a cheap holiday to Upton?
Our Upton holidays offer plenty of savings for the savvy explorer. For the best deal, simply bundle your flights, hotels and extras (including tours). But great bargains are just the beginning of your next amazing adventure. Book with Expedia and you'll have more than 400 airlines and 321,000 hotel options globally to choose from. Whatever your budget, there's a holiday here just for you. 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 Upton holiday?
Ensure your holiday in Upton is one to remember by visiting its well-known attractions. Southwicks Zoo, Hopkinton State Park, New England Baseball Complex and Cummings School of Veterinary Medicine at Tufts University are just a few of the things worth seeing while you're in the area.
Do I need a visa for my Upton holiday?
Visa requirements for Upton vary depending on your nationality and reason for your visit. We recommend checking official government websites to determine if you need a visa for your trip. This is also a good place to find the most up-to-date information, including details about application procedures or any supporting documentation you might need. Research your visa requirements in advance to ensure a travel experience that's hassle free. Also make sure your passport is valid for at least six months from your date of return.
What should I wear on my Upton holiday?
First, think about the types of things you'll be doing during your trip to Upton and travel with pieces that you can easily mix and match. For fashion inspiration or even information on dress codes, look up style blogs or social media accounts. Have a look at the weather forecast so you can pack your bags accordingly. The warmest time of year in Upton is July, with average daytime temperatures of 22ºC. If you're visiting in the coolest month of January, the mercury hovers around -2ºC during the day.
What does an Expedia Upton holiday include?
Expedia has everything you need to arrange your Upton getaway, but what your package looks like is totally up to you. Choose from any combination of hotels, hire cars and flights. In search of some experiences or tours to keep you busy? Once you've made your booking, you can add them on too. No matter your style or budget, there's a holiday package to suit your needs. Apartments and private holiday homes are a couple of the most popular property types in Upton. Whatever your holiday style or size of your group, you can rely on Expedia for the flexibility and freedom to personalise your dream escape.
Does Expedia offer Book Now, Pay Later Upton holidays?
Expedia has partnered with online lender Klarna to make your next getaway a bit easier on the wallet. Paying by instalment means you can spread the costs of your dream holiday, leaving you with more money to spend while you're away. Klarna has several payment plans to choose from, so you're sure to find one that fits your budget. Take a look at these flexible payment options:
- Pay monthly holidays: Klarna offers payments in multiple transactions that fit all budgets, so you can lock in that well-deserved holiday now.
- No-deposit holidays: Hitting the "book now" button is easier with this plan. With no deposit required for your getaway, you can Book Now, Pay Later and get on your way.
Can I choose my airline with an Upton Expedia holiday?
Definitely. Expedia has more than 400 airline partners to pick from around the world. With all that choice at your fingertips, finding the ideal carrier to fly you to Upton shouldn't be hard.
* 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.
