Eastford Vacations from $262

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 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 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.
Hunters Grille and Tap at The Grafton Inn

Hunters Grille and Tap at The Grafton Inn

2.5 out of 5
Price was $288, price is now $262 per person
$262
per person
Mar 13 - Mar 15
found 24 hours ago
Roundtrip flight included
New York (NYC) to Worcester (ORH)
7.8/10 Good! (690 reviews)
My girlfriend and I stayed one night. It's a quaint and charming old Inn. Everything was great and self service. Symptoms and bathroom were clean. The shower had plenty of hot water. Beds were comfortable. I would definitely go there again.

Reviewed on Oct 27, 2025

The Colonial Hotel

The Colonial Hotel

3 out of 5
Price was $473, price is now $420 per person
$420
per person
Mar 13 - Mar 15
found 24 hours ago
Roundtrip flight included
New York (NYC) to Worcester (ORH)
8.8/10 Excellent! (1,002 reviews)
Easy checkin, pleasant staff and clean room.

Reviewed on Dec 14, 2025

Gardner Inn

Gardner Inn

2 out of 5
Price was $295, price is now $269 per person
$269
per person
Mar 13 - Mar 15
found 24 hours ago
Roundtrip flight included
New York (NYC) to Worcester (ORH)
5.4/10 (13 reviews)
I didn't have mine as there would have been an extra charge

Reviewed on Nov 17, 2025

Don't see what you're looking for?
See all available trips from Columbus to Eastford
View all trips

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 $99 total per night from Jan 9 to Jan 10
$99 total
Jan 9 - Jan 10
Total with taxes and fees
9/10 Wonderful! (1,599 reviews)
This was a quick overnight visit. the room was clean and warm. The continental breakfast was tasty and the coffee was good. The staff were pleasant.

Reviewed on Jan 6, 2026

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
$101 nightly
The price is $113 total per night from Jan 11 to Jan 12
$113 total
Jan 11 - Jan 12
Total with taxes and fees
9/10 Wonderful! (1,389 reviews)
Very clean room

Reviewed on Jan 4, 2026

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
$75 nightly
The price is $86 total per night from Jan 11 to Jan 12
$86 total
Jan 11 - Jan 12
Total with taxes and fees
7.8/10 Good! (1,065 reviews)
It was clean.

Reviewed on Jan 6, 2026

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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does an Eastford vacation package cost?
You can pick up a vacation package to this destination from $262 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.

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.