Greenfield Vacations from $500

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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.
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
Price was $846, price is now $500 per person
$500
per person
Jan 15 - Jan 18
found 10 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.4/10 Very Good! (431 reviews)

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,565, price is now $768 per person
$768
per person
Dec 21 - Dec 26
just found
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (194 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
Price was $1,993, price is now $1,140 per person
$1,140
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
Price was $886, price is now $614 per person
$614
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
9.2/10 Wonderful! (2,088 reviews)
Room : clean Breakfast: variety of good choice Staff: polite and friendly Parking: plenty of available spots

Reviewed on Nov 4, 2026

Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
Price was $709, price is now $502 per person
$502
per person
Jan 15 - Jan 18
found 10 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
7.6/10 Good! (537 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
8.6/10 Excellent! (978 reviews)
"Staff were excellent!!! THANK YOU!"

Reviewed on Nov 2, 2026

Hampton Inn & Suites Greenfield
Hotel UMass

Hotel UMass

2.5 out of 5
1 Campus Center Way Amherst MA
$97 nightly
The price is $108 total per night from Nov 15 to Nov 16
$108 total
Nov 15 - Nov 16
Total with taxes and fees
Hotel UMass
Hotel Northampton

Hotel Northampton

3.5 out of 5
36 King Street Northampton MA
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $184 total per night from Nov 12 to Nov 13
$184 total
Nov 12 - Nov 13
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
"This is a 100 year old hotel The design has not been updated"

Reviewed on Oct 31, 2026

Hotel Northampton
See all 606 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

What's the best vacation package for Greenfield?
For travelers seeking comfort and convenience, the best vacation packages in Greenfield can be built around a stay at the Hampton Inn & Suites Greenfield. This hotel, rated 8.1 out of 10, offers free breakfast and free WiFi, with travelers frequently noting its comfortable overall experience and well-liked rooms.

If you're traveling with a furry friend, a Greenfield vacation package including the Hampton Inn & Suites Greenfield is an excellent choice, as it is pet friendly and provides a nice pool for relaxation after exploring the outdoor attractions. Guests also appreciate its convenient location, about 1 mile from central Greenfield.
How can I save money on a Greenfield vacation package?
When you bundle, you can save up to 30%*. To save money on a Greenfield package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What are the top things to do in Greenfield?
A Greenfield vacation offers plenty of outdoor activities and natural beauty, alongside historical sites and family fun:

Browse and book things to do in Greenfield on Expedia.
Do you need to rent a car in Greenfield, or is public transport enough?
For exploring Greenfield and its surrounding outdoor attractions, a rental car offers the most flexibility for your Greenfield vacation packages with flights. While local buses operate from the John W. Olver Transit Center during weekdays, connecting to nearby towns and circling Greenfield, there is no evening or weekend service. Ride-share apps and local taxis are available, but a car provides the best way to reach the area's many natural and historical sites at your own pace. A rental car is a practical choice for a Greenfield vacation package to fully experience this outdoor destination.
Are Greenfield vacation package hotels conveniently located?
Greenfield vacation package hotels offer convenient access to the town center and nearby attractions. For example, Hampton Inn & Suites Greenfield, rated 8.1 out of 10, is located about 1 mile from central Greenfield. This hotel provides amenities like free breakfast and free WiFi, and travelers often praise its convenient location and good breakfast. This central location makes it easy to explore Greenfield during your vacation package.
Can I change or cancel my Greenfield vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Greenfield vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Greenfield vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Greenfield vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Greenfield?
To find last-minute vacation packages to Greenfield, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Greenfield vacation packages?
Free cancellation on a Greenfield vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Greenfield vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Greenfield getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Greenfield vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

Explore a world of travel with Expedia

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