Brimfield Vacations from $1,236

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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.

The Latest Brimfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Nantucket Inn

Nantucket Inn

3.5 out of 5
Price was $2,170, price is now $1,236 per person
$1,236
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9/10 Wonderful! (670 reviews)
The staff was fantastic, everything was very well maintained, and the shuttle into town was so helpful! Highly recommend.

Reviewed on May 6, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
Price was $2,955, price is now $1,752 per person
$1,752
per person
Jun 16 - Jun 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9.6/10 Exceptional! (254 reviews)
Splendid bed and breakfast

Reviewed on Apr 29, 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 $4,464, price is now $2,739 per person
$2,739
per person
Jul 13 - Jul 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
10/10 Exceptional! (9 reviews)
thanks u for very nice place and clean i really loved i will cominng back soon

Reviewed on May 8, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $3,399, price is now $2,263 per person
$2,263
per person
Jul 13 - Jul 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
They're always my hands down favorite in Boston! Thanks for being so lovely!!

Reviewed on May 5, 2026

Luxury 2BR near Cambridge

3 out of 5
Prospect Hill
Save 100% on your flight
Price was $2,576, price is now $1,718 per person
$1,718
per person
Jun 16 - Jun 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
8/10 Very Good! (1 review)
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Brimfield Hotel Deals

Sleeps 15 • Pool • World Cup 2026 • Retreat

Sleeps 15 • Pool • World Cup 2026 • Retreat

Brimfield MA
$1,460 nightly
The price is $1,630 total per night from Jun 1 to Jun 2
$1,630 total
Jun 1 - Jun 2
Total with taxes and fees
10/10 Exceptional! (33 reviews)
We visited in December, so the pool was closed, but looked inviting even in the snow. The home was so warm and cozy and spacious. We loved our stay.

Reviewed on Jan 6, 2026

Sleeps 15 • Pool • World Cup 2026 • Retreat
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way Springfield MA
$209 nightly
The price is $237 total per night from May 10 to May 11
$237 total
May 10 - May 11
Total with taxes and fees
9/10 Wonderful! (1,532 reviews)
Beautiful hotel, live entertainment, clean resort and friendly accommodating staff

Reviewed on May 3, 2026

MGM Springfield
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $121 total per night from May 7 to May 8
$121 total
May 7 - May 8
Total with taxes and fees
9.2/10 Wonderful! (1,500 reviews)
Solo travel. Would return.

Reviewed on May 5, 2026

Wellsworth Hotel
See all 385 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.

Find the Best Brimfield Vacation Packages

Brimfield Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Population
3,400
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Palmer Motorsports Park, Yankee Flea Market and Quinebaug Woods

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Frequently asked questions

How much does a Brimfield vacation package cost?
You can pick up a vacation package to this popular destination from $1,236 on Expedia. But how much your vacation to Brimfield costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Brimfield?
You can usually find lower rates and greater availability in November, December and January. Explore our cheap Brimfield vacation packages and you could get some excellent off-season deals.
How many days is enough for Brimfield?
With a well-organized travel plan, you can easily tick off the most popular Brimfield sights in a handful of days. But if you'd like to venture off the beaten track or take day trips, consider booking your Brimfield vacation for longer.
How to find the best Brimfield package deals?
Begin your search for a Brimfield package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Brimfield package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Brimfield getaway off to a flying start.
Is it cheaper to book a Brimfield vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component individually. And you'll still get the freedom to create a personalized Brimfield vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Brimfield?
Score incredible discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Brimfield adventure.
Does Expedia offer Book Now, Pay Later Brimfield vacation packages?
Jet off on your ideal getaway to Brimfield with Expedia's Book Now, Pay Later vacations. No need to scrimp and save or hold off until the next payday — we've partnered with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stick to your budget and snap up bargains while they last.

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