Deerfield Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Tu Nguyen

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Deerfield Vacation

The adventure-filled city of Deerfield is calling your name. Delve into everything from its highlights to its hidden gems with a Deerfield vacation package that's custom made for you. Fill your schedule with tours of Magic Wings Butterfly Conservatory, Greenfield Beach and Greenfield Community College, some of the top attractions you simply have to see during a trip to Deerfield. Expedia has what you need to escape the everyday. Tailor your vacation to Deerfield to suit your travel style, whatever that may look like.

Top Deerfield Vacation Deals

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

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,221, price is now CA $760 per person
CA $760
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $2,836, price is now CA $1,681 per person
CA $1,681
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
Awesome hotel. Staff is great. Best hotel in Boston! And I've stayed at alot of em.

Reviewed on Aug. 11, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,019, price is now CA $1,280 per person
CA $1,280
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
The room was 5 star and it’s in an ideal location in central Boston. View of Boston harbor is amazing, of course. Restaurant on the harbor was good and the service there was great.

Reviewed on Aug. 19, 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Price was CA $2,226, price is now CA $1,425 per person
CA $1,425
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (235 reviews)
We enjoyed having the bistro on site.

Reviewed on Jul. 17, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $2,143, price is now CA $1,405 per person
CA $1,405
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
The beds are the main thing that keep me coming black, so comfortable, especially after a long day of walking around Boston. I will say we were disappointed that the inside of our coffee machine was very dirty.. something i think shouldn't be missed when cleaning since we love a good morning coffee in the room , but had to settle for going to a coffee shop. We tried ordering room service , but after waiting over 1hr we ended up calling to cancel it. For the amount of money we paid , i think they could step their game up when it comes to service and details.

Reviewed on Aug. 16, 2025

Ready to book your vacation to Deerfield?

 

Choose your dates

Deerfield Hotel Deals

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd, Holyoke, MA
The price is CA $143 per night from Aug 24 to Aug 25
CA $143
CA $167 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (2,224 reviews)
"The gentleman at the front desk was amazing. I don’t usually leave reviews but he was possibly the most professional individual that I have met. He made us feel welcome, informed, and comfortable. The hotel exceeded expectations and had everything the tired road travel or couple on a getaway could ..."

Reviewed on Aug. 18, 2025

D. Hotel Suites & Spa
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
400 Russell St, Hadley, MA
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Sep 3 to Sep 4
CA $199
CA $222 total
Sep 3 - Sep 4
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Place was clean"

Reviewed on Aug. 13, 2025

Comfort Inn & Suites
The Ellery

The Ellery

3.5 out of 5
259 Elm Street, Northampton, MA
The price is CA $269 per night from Aug 21 to Aug 22
CA $269
CA $300 total
Aug 21 - Aug 22
includes taxes & fees
9/10 Wonderful! (792 reviews)
Lovely alternative to chain hotels
"Easy check-in, comfortable rooms, more motel than hotel, but very nicely appointed and lovely location in a walkable neighborhood very close to downtown. Dog friendly and very nice breakfast."

Reviewed on Aug. 17, 2025

The Ellery
See all 262 properties in Deerfield
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Deerfield vacation package cost?
You can grab a vacation package to this destination from CA $760 on Expedia. However, how much your vacation to Deerfield costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Deerfield?
You can usually find lower prices and better availability in January, February and March. Explore our cheap Deerfield vacation packages and you could land some excellent off-season deals.
How many days is enough for Deerfield?
Usually, a handful of days is enough for a Deerfield vacation. With a well-organized itinerary, you can check out all the popular attractions including Memorial Hall Museum, as well as discover some hidden gems along the way.
How to find the best Deerfield package deals?
Bagging a cheap Deerfield package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply some filters and browse what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Deerfield package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Deerfield vacation as a package?
You can enjoy significant savings on your next Deerfield escape by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Deerfield?
Secure incredible discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Deerfield trip.
How to plan a trip to Deerfield?

  1. Choose when to travel: Check your diary and get your bags packed. Your preferred season and the available activities will also help you decide when to vacation in Deerfield.
  2. Set a budget: Consider expenses such as food, flights and transportation when working out how much to set aside for your trip to Deerfield. Then, choose a hotel that works with your budget, whether that's an economical option or a more luxurious getaway.
  3. Determine how many days away: Start by making a list of all the activities and sights you want to get to in Deerfield. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick a Deerfield vacation package that brings all your bookings together.

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