Greenfield Vacations from $543

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Your Greenfield Vacation

Our Greenfield vacation packages allow you to customize your own adventure. Tailor your getaway to your style and interests and make every moment count in this fabulous city. If taking in sights is part of the plan during your trip to Greenfield, stop by big attractions like Magic Wings Butterfly Conservatory, Greenfield Beach and Greenfield Community College. Browse Expedia's extensive range of travel options and start planning your ideal vacation to Greenfield now.

The Latest Greenfield vacation packages

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

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
Price was $905, price is now $543 per person
$543
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.

Reviewed on Oct 17, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,518, price is now $870 per person
$870
per person
Jan 6 - Jan 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
Great hotel for the weekend! My husband and I were celebrating our anniversary!

Reviewed on Oct 25, 2026

Delamar West Hartford

Delamar West Hartford

4 out of 5
Save 100% on your flight
Price was $1,143, price is now $799 per person
$799
per person
Jan 21 - Jan 24
just found
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
9.8/10 Exceptional! (1,001 reviews)
great staff with customer service focus!

Reviewed on Oct 22, 2026

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $2,857, price is now $2,045 per person
$2,045
per person
Dec 17 - Dec 23
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
9.4/10 Exceptional! (465 reviews)

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was $2,112, price is now $1,553 per person
$1,553
per person
Jan 15 - Jan 18
found 21 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)

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Stay near popular Greenfield attractions

A vintage car parked under a brick archway.

Old Greenfield Village

8.0/10 (18 reviews)
Step back in time at Old Greenfield Village, where authentic 19th-century buildings showcase New England life circa 1895. Explore the General Store, blacksmith shop, and ice cream parlor filled with original artifacts.
See properties

Greenfield Hotel Deals

Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

2.5 out of 5
184 Shelburne Rd Greenfield MA
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $151 total per night from Nov 15 to Nov 16
$151 total
Nov 15 - Nov 16
Total with taxes and fees
Hampton Inn & Suites Greenfield
Hotel UMass

Hotel UMass

2.5 out of 5
1 Campus Center Way Amherst MA
Fully refundable
$144 nightly
The price is $161 total per night from Nov 2 to Nov 3
$161 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel UMass
Hotel Northampton

Hotel Northampton

3.5 out of 5
36 King Street Northampton MA
$165 nightly
The price is $184 total per night from Oct 27 to Oct 28
$184 total
Oct 27 - Oct 28
Total with taxes and fees
Hotel Northampton
See all 609 properties in Greenfield
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.

Find the Best Greenfield Vacation Packages

Greenfield Essential Information

Language
English
Currency
U.S dollars
Population
19,800
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Magic Wings Butterfly Conservatory, Mount Sugarloaf State Reservation and Lake Wyola State Park

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Frequently asked questions

How much does a Greenfield vacation package cost?
Offering great value package deals from $543 on Expedia, you'll be pleasantly surprised at how much a vacation to Greenfield costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Greenfield?
You can typically find reduced prices and greater availability in May, June and December. Browse our cheap Greenfield vacation packages and you could get some great off-season deals.
How many days is enough for Greenfield?
When planning your Greenfield vacation, a few days will be enough to see all the highlights. Be sure to check out Greenfield Community College — it's one of the leading sights in this destination. If you're looking for more activities, think about basing yourself here and setting off on some day trips from Greenfield.
Is it worth booking a vacation package to Greenfield?
Greenfield offers everything you need for an amazing getaway. Begin your Greenfield vacation on a high note by visiting popular attractions like Greenfield Beach.
How to find the best Greenfield package deals?
Finding a cheap Greenfield package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most wallet-friendly Greenfield package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Greenfield vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component separately. And you'll still get the freedom to create a tailored Greenfield vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Greenfield?
If you're planning a spur-of-the-moment Greenfield adventure, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Greenfield vacation packages?
If you're like us, you love going away but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Greenfield break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.