Eastford Vacations from $405

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Your Eastford Vacation

Take the stress out of planning your next big adventure with a Eastford vacation package. Whether you've come for its food, history, art or something else, this city offers countless exciting experiences to delve into. Every trip to Eastford should include some sightseeing. Where to go first? Taylor Brooke Winery and Nickerson Park are top attractions. Whoever you're escaping with and whatever you plan to spend, your ultimate Eastford vacation is just a few clicks away with Expedia.

The Latest Eastford vacation packages

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

Trainmasters Inn

3 out of 5
Price was $457, price is now $405 per person
$405
per person
Feb 13 - Feb 15
found 23 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Worcester (ORH)
19.2/10 Exceptional! (381 reviews)
Warm welcome from housekeeping staff, lovely two room, clean suite. Easy walk to dinner.

Reviewed on Nov 20, 2025

Gardner Inn

Gardner Inn

2 out of 5
Price was $939, price is now $847 per person
$847
per person
Dec 23 - Dec 29
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Worcester (ORH)
10.8/10 Exceptional! (13 reviews)
I didn't have mine as there would have been an extra charge

Reviewed on Nov 17, 2025

The Colonial Hotel

The Colonial Hotel

3 out of 5
Price was $1,212, price is now $1,148 per person
$1,148
per person
Dec 24 - Dec 28
found 19 hours ago
Roundtrip flight included
Jackson (JAN) to Worcester (ORH)
17.6/10 Exceptional! (1,002 reviews)
Room was clean and comfortable

Reviewed on Nov 21, 2025

Copper Lantern Motor Lodge

Copper Lantern Motor Lodge

2 out of 5
Price was $990, price is now $960 per person
$960
per person
Dec 24 - Dec 28
found 19 hours ago
Roundtrip flight included
Jackson (JAN) to Worcester (ORH)
16.8/10 Exceptional! (166 reviews)
The room was clean, beautiful views, kind staff

Reviewed on Nov 2, 2025

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Eastford Hotel Deals

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

2.5 out of 5
277 Main Street (RT 131) Sturbridge MA
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $100 total per night from Nov 24 to Nov 25
$100 total
Nov 24 - Nov 25
Total with taxes and fees
9/10 Wonderful! (1,557 reviews)
Love it

Reviewed on Nov 20, 2025

Publick House Historic Inn and Country Motor Lodge
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $120 total per night from Nov 25 to Nov 26
$120 total
Nov 25 - Nov 26
Total with taxes and fees
9/10 Wonderful! (1,337 reviews)
Amazing stay

Reviewed on Nov 15, 2025

Wellsworth Hotel
Comfort Suites Near Casinos Norwich-Uncasville CT

Comfort Suites Near Casinos Norwich-Uncasville CT

2.5 out of 5
275 Otrobando Ave. Norwich CT
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $87 total per night from Nov 30 to Dec 1
$87 total
Nov 30 - Dec 1
Total with taxes and fees
7.8/10 Good! (1,035 reviews)
The room was clean and comfortable, but I wouldn't say it was spotless

Reviewed on Nov 17, 2025

Comfort Suites Near Casinos Norwich-Uncasville CT
See all 258 properties in Eastford
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 Eastford Vacation Packages

Eastford Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Worcester Regional Airport (ORH)
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Taylor Brooke Winery, Harrisville Golf Course and Woodstock Golf Course

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Frequently asked questions

How much does an Eastford vacation package cost?
You can pick up a vacation package to this destination from $405 on Expedia. But how much your vacation to Eastford costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Eastford?
You can usually find lower prices and greater availability in October, November and December. Check out our cheap Eastford vacation packages and you could land some great off-season discounts.
How many days is enough for Eastford?
The ideal duration for your Eastford vacation depends on what you'd like to see. Usually, a few days to a week will give you plenty of time to visit all the major attractions and discover some hidden spots along the way.
How to find the best Eastford package deals?
Begin your search for an Eastford package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply 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 perfect Eastford package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Eastford adventure underway.
Is it cheaper to book an Eastford vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Eastford vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Eastford?
If you're considering an impromptu Eastford getaway, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find amazing deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Eastford vacation packages?
Jet off on your perfect trip to Eastford with Expedia's Book Now, Pay Later vacations. There's no need to save up or wait until your next payday — we've joined forces with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stay on budget and snap up cheap deals 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.