Upton Holidays from £1,422

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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.
Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End

3 out of 5
South End
Save 100% on your flight
per person
11 Oct - 18 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
8.8/10 Excellent! (968 reviews)
Worked out really well from 3 days in Boston

Reviewed on 6 Aug 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
11 Oct - 18 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
Wonderful high end hotel in a fantastic area. Loved being able to walk to the north end!

Reviewed on 3 Aug 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
11 Oct - 18 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
I had high expectations since we have been to Raffles Singapore before and after the recent renovations and it is one of our favorite hotels in the world! Glad to say that Raffles Boston did not disappoint. The hotel decor is gorgeous, thoughtfully luxurious in every detail. Location is great. Service is professional but friendly. The room butler is a convenience that cannot be overstated. Also, the first hotel that actually kept the room temperature at 66 F during the whole night. Adios, Four Seasons! Raffles is my new home in Boston.

Reviewed on 5 Aug 2025

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Save 100% on your flight
per person
11 Oct - 18 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9/10 Wonderful! (2,679 reviews)
We Ubered to Club Q from the airport, an easy ride to the financial district and just down the street from Faneuil Hall and Quincy Market. The Elephant Castle Pub next-door had great food. The hotel staff was absolutely amazing. Our room was clean and bed was comfortable. We were quite pleased with our stay.

Reviewed on 8 Aug 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Save 100% on your flight
per person
11 Oct - 18 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
8/10 Very Good! (571 reviews)
Washer/Dryer did not work properly. Despite 2 calls and 1 email to customer service, the issue was not resolved. The washer didn’t rinse clothing out and they remained sopping wet. They required extensive drying time as a result ( over 4 hours). This was extremely inconvenient.

Reviewed on 2 Aug 2025

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

Bally's Twin River Lincoln Casino & Hotel

Bally's Twin River Lincoln Casino & Hotel

3.5 out of 5
100 Twin River Rd, Lincoln, RI
Fully refundableReserve now, pay when you stay
The price is £85 per night from 8 Sept to 9 Sept
£85
8 Sept - 9 Sept
includes taxes & fees
8.4/10 Very Good! (1,111 reviews)
"Great price for a high quality room."

Reviewed on 5 Aug 2025

Bally's Twin River Lincoln Casino & Hotel
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

4 out of 5
5400 Computer Dr, Westborough, MA
Fully refundableReserve now, pay when you stay
The price is £99 per night from 14 Aug to 15 Aug
£99
14 Aug - 15 Aug
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"The restaurant staff is exceptional."

Reviewed on 4 Aug 2025

DoubleTree by Hilton Hotel Boston - Westborough
Extended Stay America Suites Boston Westborough Computer Dr

Extended Stay America Suites Boston Westborough Computer Dr

2.5 out of 5
1800 Computer Dr, Westborough, MA
Fully refundableReserve now, pay when you stay
The price is £77 per night from 11 Aug to 12 Aug
£77
11 Aug - 12 Aug
includes taxes & fees
6.4/10 (913 reviews)
"Excellent staff"

Reviewed on 5 Aug 2025

Extended Stay America Suites Boston Westborough Computer Dr
See all 498 properties in Upton
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
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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.