Upton, MA

Travel Guide

Sonesta Select Boston Milford

Sonesta Select Boston Milford

3 out of 5
10 Fortune Blvd Milford MA
$94 nightly
The price is $105 total per night from Nov 8 to Nov 9
$105 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Milford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Sonesta Select Boston Milford
Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

2 out of 5
1668 Worcester Rd Framingham MA
$95 nightly
The price is $106 total per night from Nov 8 to Nov 9
$106 total
Nov 8 - Nov 9
Total with taxes and fees
Stay at this motel in Framingham. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Motel 6 Framingham, MA - Boston West
enVision Hotel & Conference Center Mansfield-Foxboro

enVision Hotel & Conference Center Mansfield-Foxboro

2.5 out of 5
31 Hampshire St Mansfield MA
$99 nightly
The price is $110 total per night from Nov 9 to Nov 10
$110 total
Nov 9 - Nov 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Mansfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
enVision Hotel & Conference Center Mansfield-Foxboro
See all 582 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.
Residences at Solomon Pond

Residences at Solomon Pond

3.5 out of 5
880 Donald Lynch Blvd Marlborough MA
Book a stay at this business-friendly aparthotel in Marlborough. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Regal Solomon Pond ...
Residences at Solomon Pond
The Tree House at Underhill Hollow

The Tree House at Underhill Hollow

Thompson CT
Stay at this vacation home in Windham County. Enjoy free WiFi, a garden, and patios. Popular attractions Thompson International Speedway and Quaddick Reservoir ...
9.4/10 Exceptional! (46 reviews)
"Lovely place to stay. Friendly owner."

Reviewed on Oct 26, 2026

The Tree House at Underhill Hollow
Angel Sky Challenge

Angel Sky Challenge

Worcester MA
Stay at this vacation home in Worcester. Enjoy laundry facilities and air conditioning. Popular attractions DCU Center and Central Rock Climbing Center are located ...
2/10 (1 review)
"The add states an entire home, this is a home with small bedrooms and a bathroom. I was under the impression by the description the entire home was ours without others on the property. I’d put that in the description I felt under comfortable with the men on the property. False advertising"

Reviewed on May 2, 2026

Angel Sky Challenge
See all 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.

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.
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Frequently asked questions

Is Upton worth visiting?
Upton is worth visiting for its diverse culinary scene, featuring Italian dishes like pasta and pizza, alongside classic North American fare. Travelers can also enjoy the natural beauty and outdoor activities centered around Dean Pond, making it a great spot for relaxation and exploration.
When is the best time to visit Upton?
The best time to visit Upton is from May through July, when the weather is typically pleasant and popularity peaks. For travelers seeking fewer crowds and better value, the cooler months of November through January are a good option.
What is Upton known for?
Upton is known for Dean Pond, a prominent natural landmark. Travelers can explore this significant body of water, which serves as a key feature of the area and offers opportunities for outdoor enjoyment.
What is a good itinerary length for Upton?
A good itinerary length for Upton is one to two days to explore Dean Pond. An extended stay of three days would allow travelers to enjoy the local dining scene, which offers Italian, North American, and Asian cuisines, at a more relaxed pace.
What are the top things to do in and around Upton?
In Upton, travelers can visit Dean Pond, a natural point of interest.
What cuisines can you find in Upton?
In Upton, travelers can find Italian cuisine, with classic dishes such as pasta, pizza, lasagna, and tiramisu. You'll also discover a range of North American, Asian, and other European food options.
Can I book a refundable hotel in Upton?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Upton by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Upton with Expedia?
Expedia makes it easier to plan your Upton trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Upton?
The best choice depends on your travel style. Hotels in Upton can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Upton trip on Expedia?
Once you've booked your Upton trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Upton trip?
Expedia offers customer support before, during, and after your Upton trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Upton?
If it's your first trip to Upton, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Upton hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Upton hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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