Brimfield Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Your Brimfield Vacation

When an adventure in the city is calling, answer it with a Brimfield vacation package. With all your travel arrangements in order before you go, all you have to do here is focus on enjoying yourself. Old Sturbridge Village, Hyland Orchard and St. Annes Shrine are just a few of the many sights worth visiting during your trip to Brimfield. Don't put off your visit to this destination any longer. Your perfect Brimfield vacation is a couple of clicks away with Expedia.

Top Brimfield Vacation Deals

Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $1,287, price is now CA $924 per person
CA $924
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (193 reviews)
The location couldn’t have been more perfect and despite it being a holiday weekend the parking lot/BNB never felt crowded. Everyone we encountered was lovely and helpful, and the room was a perfect place to take a midday nap or unwind after hours on the beach! We would definitely stay again.

Reviewed on Jul 6, 2026

The Charles Hotel

The Charles Hotel

5 out of 5
West Cambridge
Price was CA $2,028, price is now CA $1,328 per person
CA $1,328
per person
Aug 12 - Aug 16
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (1,002 reviews)
Great experience but check in was delayed for a while and ended up in a different room category but hotel is beautiful and centrally located.

Reviewed on Jul 5, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $3,611, price is now CA $2,537 per person
CA $2,537
per person
Sep 17 - Sep 20
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (474 reviews)
perfecto

Reviewed on Jun 8, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Price was CA $5,480, price is now CA $3,971 per person
CA $3,971
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
10/10 Exceptional! (9 reviews)
I can't express how much I appreciate the hosts very fine people Indeed, the property is just awesome! The view gorgeous clearly they went out of their way to think of everything highly recommended. Tim Lawler

Reviewed on Oct 8, 2025

Chatham Tides

Chatham Tides

2.5 out of 5
Price was CA $3,063, price is now CA $2,240 per person
CA $2,240
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (720 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

Ready to book your vacation to Brimfield?

 

Choose your dates

Brimfield Hotel Deals

Brimfield Waterfront cottage

Brimfield Waterfront cottage

Brimfield MA
10/10 Exceptional! (17 reviews)
"This place is fantastic!! Nice quiet place in the woods on a very beautiful lake . The host was fantastic. Excellent communication and maintenance of property. Place had everything you need to relax for as long as you stay . Highly recommended this place you will not be disappointed. Great amenities, ..."

Reviewed on Jun 9, 2026

Get rates
Brimfield Waterfront cottage
Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat

Brimfield MA
The price is CA $1,246 per night from Jul 19 to Jul 20
CA $1,246
CA $2,315 total
Jul 19 - Jul 20
includes taxes & fees
10/10 Exceptional! (35 reviews)
"Great home with plenty of room to spread out. Well maintained, clean, with spectacular views. Looking forward to coming back.The host was amazing and very helpful with prior information that I needed for our stay. Thank you!Scott Seeberger"

Reviewed on Jun 25, 2026

Sleeps 15 • Pool • Retreat
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Brimfield MA
The price is CA $241 per night from Jul 8 to Jul 9
CA $241
CA $308 total
Jul 8 - Jul 9
includes taxes & fees
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
See all 389 properties in Brimfield
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

Stay near popular Brimfield attractions

Brimfield Town Hall

Brimfield Town Hall is just one of the places to see in Brimfield, so why not enjoy the other things to explore during your travels? Discover the area's entertainment venues and shops.
See properties

Frequently asked questions

How much does a Brimfield vacation package cost?
You'll find cheap prices from CA $924 on Expedia for your Brimfield break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Brimfield costs.
What are the cheapest months to go to Brimfield?
Plan your getaway for the low season and you're likely to score cheap Brimfield vacation packages. Bear in mind that public holidays and major local events can have an impact on prices, so do your research before you go.
How many days is enough for Brimfield?
Typically, a handful of days is enough to go to the main sights during your Brimfield vacation. However, if you prefer to have some time to rest or take day trips, think about extending your itinerary.
How to find the best Brimfield package deals?
Use Expedia's filter tool to help you find some fabulous Brimfield package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Brimfield package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Brimfield vacation as a package?
You can enjoy significant savings on your next Brimfield break by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to see some great 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 Brimfield?
If you're considering a spontaneous Brimfield adventure, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Brimfield?

  1. Choose your dates: What you want to do in Brimfield and your favourite season will help you decide when to get away.
  2. Plan your budget wisely: Besides the price of your stay, you should factor in other expenses. These include flights, transportation and food. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Brimfield.
  3. Decide how long to go for: Now that you're more familiar with Brimfield, you can figure out the perfect length of your break. Put together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Combine your airfare and accommodations: After you've settled on your travel dates and duration, lock in the ideal Brimfield vacation package for you.

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.