Deals on vacations and trips to Upton

Save when you book Upton package deals

Choose two or more items and save on your trip:

Upton flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Cambria Hotel Boston Somerville

Cambria Hotel Boston Somerville

3 out of 5
Spring Hill
Save 100% on your flight
Price was $558, price is now $317 per person
$317
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
A restaurant and a 24-hour gym are featured at this hotel. WiFi in public areas is free. Valet parking and a safe deposit box are also offered on site.
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 $1,088, price is now $571 per person
$571
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
A restaurant and a bar/lounge are featured at this hotel. A terrace, limo/town car service, and a snack bar/deli are also on offer.
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
Fenway–Kenmore
Save 100% on your flight
Price was $555, price is now $321 per person
$321
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A coffee shop, a communal living room, and express check-in are also on offer.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
Price was $955, price is now $556 per person
$556
per person
Mar 27 - Mar 30
found 7 hours ago
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.
The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $861, price is now $514 per person
$514
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
A full-service spa, 3 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, limo/town car service, and a snack bar/deli are also offered.

Top Upton hotels deals

Red Roof Inn Boston - Southborough/ Worcester

Red Roof Inn Boston - Southborough/ Worcester

2 out of 5
367 Turnpike Rd Southborough MA
Free Cancellation
Reserve now, pay when you stay
$60 nightly
The price is $67 total per night
$67 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A picnic area is also provided.
Pet friendly
Parking included
The Verve Hotel Boston Natick, Tapestry Collection by Hilton

The Verve Hotel Boston Natick, Tapestry Collection by Hilton

3.5 out of 5
1360 Worcester St Natick MA
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $127 total per night
$127 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a snack bar/deli, and express check-in are also offered.
Pet friendly
Parking included
Sonesta Select Boston Milford

Sonesta Select Boston Milford

3 out of 5
10 Fortune Blvd Milford MA
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $98 total per night
$98 total
Jan 20 - Jan 21, 2026
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a coffee shop, and a terrace are also offered.
Pool
Pet friendly
Best Western The Inn at Sharon/Foxboro

Best Western The Inn at Sharon/Foxboro

2.5 out of 5
395 Old Post Rd Sharon MA
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $106 total per night
$106 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and a 24-hour front desk and a snack bar/deli are also provided.
Breakfast included
Parking included
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

4 out of 5
5400 Computer Dr Westborough MA
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $109 total per night
$109 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Parking included
Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

2 out of 5
1668 Worcester Rd Framingham MA
Free Cancellation
$81 nightly
The price is $85 total per night
$85 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.
Pet friendly
Parking included
Don't see what you're looking for?
See all available properties in Upton
View all properties
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.

Popular places to visit

Dean Pond

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.

Dean Pond

Frequently asked questions

How much are vacation packages to Upton?
Travelocity has flight and hotel vacation packages from as low as $317. With such great bargains, you'll be exploring all of Upton in no time.
Where can I get the best vacation package deals for Upton?
You can pick up sensational Upton package deals with Travelocity. Choose from as many as 400 air carriers and 1,000,000 properties worldwide and turn those travel fantasies into reality.
Why should I purchase my Upton vacation bundle with Travelocity?
Because we believe in crafting special travel experiences. From flights and hotels to car rentals and activities, our packages make it a breeze to save. Our support team is on hand 24/7 to make sure you're being well taken care of. We also have a Price Match Guarantee, so you can book your getaway knowing you've scored the best deal possible. Find a lower price and we'll match it!
Can I save money on my Upton car rental if I combine it with my hotel or flight?
You sure can — bundle your car, hotel and flight into an Upton vacation package and you'll save loads. With so much to uncover in Upton, that rental vehicle will make exploring a breeze. Once you've settled into the driver's seat, hit the wide open road and head to Plymouth Rock, a well-known attraction about 50 mi from Upton.
Which airport is best for Upton?
Logan Intl. Airport (BOS) is one of the busiest airports in Upton. It's situated 35 mi northeast of the downtown area. Your other options are Bradley Intl. Airport (BDL) (60 mi away from central Upton) and T.F. Green Airport (PVD) (30 mi away from central Upton).

Photos of local treasures

Browse Upton vacation photos for more inspiration