Wheelwright Vacations from $571

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Your Wheelwright Vacation

Enjoy unforgettable adventures when you book a Wheelwright vacation package. Whether you're a foodie, history buff or just a traveler who loves discovering new places, there's something for everyone in this lively city. If sightseeing is on the agenda during your trip to Wheelwright, swing by well-known attractions like Hardwick Vineyard and Winery, Barre Common District and Gilbertville Covered Bridge. Whoever you're escaping with and whether your budget is big or small, your dream Wheelwright vacation is only clicks away with Expedia.

The Latest Wheelwright 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 $605, price is now $571 per person
$571
per person
Apr 12 - Apr 15
found 6 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) 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 $667, price is now $619 per person
$619
per person
Apr 12 - Apr 15
found 6 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Worcester (ORH)
8.8/10 Excellent! (1,002 reviews)
The room was clean though a bit depressing. The curtains and carpet could use a refresher as could the paint in the hallways and in the room. The evening front desk clerk seemed a little scattered and he couldn't be bothered with client service. The morning staff was courteous and helpful.

Reviewed on Feb 9, 2026

Gardner Inn

Gardner Inn

2 out of 5
Price was $584, price is now $571 per person
$571
per person
Apr 12 - Apr 15
found 6 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) 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

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Wheelwright Hotel Deals

The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road Gardner MA
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $179 total per night from Feb 16 to Feb 17
$179 total
Feb 16 - Feb 17
Total with taxes and fees
8.8/10 Excellent! (1,010 reviews)
Great venue. Excellent workout area, pool, hot tub and sauna. Great restaurant on the premises. Great place to stay

Reviewed on Feb 8, 2026

The Colonial Hotel
Hilton Garden Inn Worcester

Hilton Garden Inn Worcester

3 out of 5
35 Major Taylor Boulevard Worcester MA
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $148 total per night from Feb 19 to Feb 20
$148 total
Feb 19 - Feb 20
Total with taxes and fees
7.8/10 Good! (1,001 reviews)
Room was clean, Beds were comfortable, Could use a little updating in the rooms. Congested area but easy to get around. Parking across the busy intersection makes it difficult carrying items

Reviewed on Feb 9, 2026

Hilton Garden Inn Worcester
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 Feb 16 to Feb 17
$99 total
Feb 16 - Feb 17
Total with taxes and fees
9/10 Wonderful! (1,607 reviews)
The restaurant and bake shop are great!

Reviewed on Feb 8, 2026

Publick House Historic Inn and Country Motor Lodge
See all 224 properties in Wheelwright
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 Wheelwright Vacation Packages

Wheelwright Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Worcester Regional Airport (ORH)
Top Sights
Hardwick Vineyard and Winery, Rutland State Park and Moore State Park

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Frequently asked questions

How much does a Wheelwright vacation package cost?
You'll find cheap prices from $571 on Expedia for your Wheelwright getaway. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Wheelwright costs.
What are the cheapest months to go to Wheelwright?
If you're hoping to score a cheap Wheelwright vacation package, consider traveling in December, January and February. You'll generally find lower rates on hotels and airfares during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Wheelwright?
The ideal length of your Wheelwright vacation depends on what you'd like to see and do. Generally, a handful of days to a week will give you plenty of time to check out all the main sights and explore some hidden gems along the way.
How to find the best Wheelwright package deals?
Landing a cheap Wheelwright package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most affordable Wheelwright package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Wheelwright vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and accommodations individually. Better still, you can tailor your Wheelwright getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Wheelwright?
Land incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Wheelwright vacation.
Does Expedia offer Book Now, Pay Later Wheelwright vacation packages?
Your Wheelwright trip should be an escape from your busy life, not a reason for money worries. So to allow you that extra flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.