Wheelwright Vacations from $534

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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.
Gardner Inn

Gardner Inn

2 out of 5
Price was $564, price is now $534 per person
$534
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Worcester (ORH)
6/10 (29 reviews)
No elevators for 2nd floor. Clean rooms. Pet friendly.

Reviewed on May 13, 2026

The Colonial Hotel

The Colonial Hotel

3 out of 5
Price was $803, price is now $759 per person
$759
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Worcester (ORH)
8.8/10 Excellent! (1,013 reviews)
Room was clean, the hotel location is excellent very picturesque, staff was very easy to work with

Reviewed on May 12, 2026

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Wheelwright 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
$86 nightly
The price is $97 total per night from Jun 3 to Jun 4
$97 total
Jun 3 - Jun 4
Total with taxes and fees
9/10 Wonderful! (1,655 reviews)
"This is an amazing property. Very spacious and so lovely. It was a wonderful stay. The staff is so kind. The rooms are large and very clean. The grounds are beautiful. It’s also close distance to the town of Sturbridge. Cute coffee, ice cream and nice cafes. I can’t wait to come back!!"

Reviewed on May 17, 2026

Publick House Historic Inn and Country Motor Lodge
Comfort Inn Auburn - Worcester

Comfort Inn Auburn - Worcester

2.5 out of 5
426 Southbridge St Auburn MA
Fully refundable
$99 nightly
The price is $111 total per night from May 24 to May 25
$111 total
May 24 - May 25
Total with taxes and fees
7.8/10 Good! (1,145 reviews)
"Horrible in EVERY aspect, mostly the customer service"

Reviewed on May 18, 2026

Comfort Inn Auburn - Worcester
La Quinta Inn by Wyndham Auburn Worcester

La Quinta Inn by Wyndham Auburn Worcester

3 out of 5
446 Southbridge St Auburn MA
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $92 total per night from May 24 to May 25
$92 total
May 24 - May 25
Total with taxes and fees
6.4/10 (380 reviews)
"Room was clean, ac worked fine, however it was almost like the windows were open the whole night. Noisy due to traffic on highway. Need better windows on the backbside of the hotel."

Reviewed on May 17, 2026

La Quinta Inn by Wyndham Auburn Worcester
See all 221 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 $534 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.