Brimfield Vacation Packages

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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 $1,464, price is now CA $1,012 per person
CA $1,012
per person
Aug 30 - Sep 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (197 reviews)
I took my daughter here for her 16th bday. We had such a wonderful time. The rooms were clean, right on the beach, staff super helpful and friendly. We stayed in room 307 and had a view of the ocean. It was the perfect weekend. Will definitely recommend and stay here again.

Reviewed on Jul 27, 2026

Sesuit Harbor House

Sesuit Harbor House

3 out of 5
Price was CA $1,797, price is now CA $1,075 per person
CA $1,075
per person
Aug 30 - Sep 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (190 reviews)
Had a pleasant stay! Owner is very helpful!

Reviewed on Jul 25, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $3,658, price is now CA $2,244 per person
CA $2,244
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (474 reviews)
perfecto

Reviewed on Jun 8, 2026

Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was CA $2,130, price is now CA $1,459 per person
CA $1,459
per person
Sep 9 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 2026

Nantucket Inn

Nantucket Inn

3.5 out of 5
Price was CA $2,661, price is now CA $1,853 per person
CA $1,853
per person
Aug 30 - Sep 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (740 reviews)
The rooms were very nice and comfortable. The bartenders were fun. Very pretty hotel.

Reviewed on Jul 28, 2026

Ready to book your vacation to Brimfield?

 

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Brimfield Hotel Deals

Brimfield Waterfront cottage

Brimfield Waterfront cottage

Brimfield MA
10/10 Exceptional! (20 reviews)
"The cottage was so fantastic! Clean as a whistle. Lake front was perfect. Kayaks were accessible. So happy with the cottage! Thank you for your delicious treats!"

Reviewed on Jul 21, 2026

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Brimfield Waterfront cottage
Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat

Brimfield MA
10/10 Exceptional! (37 reviews)
"Property exceeded expectations, we had a wonderful time."

Reviewed on Jul 18, 2026

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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 $268 per night from Aug 17 to Aug 18
CA $268
CA $342 total
Aug 17 - Aug 18
includes taxes & fees
9.2/10 Wonderful! (7 reviews)
"Lots of parking. Huge backyard; kids will love it.This host thought of EVERYTHING!!!!"

Reviewed on Jul 8, 2026

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
See all 401 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
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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 $1,012 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.

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