Greenfield Vacations from $508

Book a Hotel + Flight or Car together to unlock savings

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.
The Hotel Portsmouth

The Hotel Portsmouth

3 out of 5
Downtown
Save 100% on your flight
Price was $765, price is now $508 per person
$508
per person
Aug 18 - Aug 21
found 18 hours ago
Roundtrip flight included
New York (NYC) to Boston (BOS)
9.4/10 Exceptional! (1,001 reviews)
Very stylish room with a lot of history

Reviewed on Jul 2, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,208, price is now $1,378 per person
$1,378
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Boston (BOS)
9.8/10 Exceptional! (1,002 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on Jun 15, 2026

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Save 100% on your flight
Price was $1,408, price is now $920 per person
$920
per person
Aug 21 - Aug 25
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (193 reviews)
Loved it here! Everyone was friendly and helpful.

Reviewed on Jul 1, 2026

Chatham Tides

Chatham Tides

2.5 out of 5
Save 100% on your flight
Price was $2,384, price is now $1,572 per person
$1,572
per person
Aug 21 - Aug 25
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (716 reviews)
Chatham Tides is a slice of heaven. Beautiful location. Clean, well maintained. Staff was super helpful with local restaurants. My wife and I gave it a 11/10

Reviewed on Jul 2, 2026

Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

5 out of 5
Save 100% on your flight
Price was $1,610, price is now $1,070 per person
$1,070
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.2/10 Wonderful! (5 reviews)
We were in Boston for the Mammoth March in Hingham and needed a base for some sight seeing in Boston for the week. We did not have a rental car but the parking garage was easily accessible and secure. We were able to get ubers very easily from the location. The Chelsea train station was only a 5 min walk away and the trains were reliable and efficient. The support staff replied to all our messages in the chat option quickly and were very helpful. The kitchen was well stocked and set up. The apartment was clean and all the linens and towels were freshly laundred. Would recommend this place without hesitation.

Reviewed on Jun 15, 2026

Don't see what you're looking for?
See all available trips from Columbus to Greenfield
View all trips

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
$155 nightly
The price is $173 total per night from Jul 12 to Jul 13
$173 total
Jul 12 - Jul 13
Total with taxes and fees
8.6/10 Excellent! (923 reviews)
"Great spot highly recommend!!"

Reviewed on Jun 25, 2026

Hampton Inn & Suites Greenfield
Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment

Greenfield MA
$181 nightly
The price is $202 total per night from Jul 13 to Jul 14
$202 total
Jul 13 - Jul 14
Total with taxes and fees
10/10 Exceptional! (58 reviews)
"2nd time staying in this apartment, and just as comfortable and relaxing as last time. Definitely my go to spot when Im in the Greenfield area! Great space, great hosts and a great night sleep :)"

Reviewed on Jun 27, 2026

Lovely 2nd Floor Apartment
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 Jul 5 to Jul 6
$161 total
Jul 5 - Jul 6
Total with taxes and fees
8.8/10 Excellent! (1,006 reviews)
"Convenience."

Reviewed on Jul 1, 2026

Hotel UMass
See all 603 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Greenfield vacation package cost?
Offering great value package deals from $508 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.

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.