Wheelwright Vacations from $299

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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.
Trainmasters Inn

Trainmasters Inn

3 out of 5
Price was $334, price is now $299 per person
$299
per person
Nov 14 - Nov 17
found 20 hours ago
Roundtrip flight included
Chicago (ORD) to Worcester (ORH)
9.6/10 Exceptional! (364 reviews)
Such a great and interesting place to stay. We absolutely loved it.

Reviewed on Sep 17, 2025

Copper Lantern Motor Lodge

Copper Lantern Motor Lodge

2 out of 5
Price was $956, price is now $923 per person
$923
per person
Nov 21 - Nov 23
found 2 hours ago
Roundtrip flight included
Boise (BOI) to Worcester (ORH)
8.4/10 Very Good! (152 reviews)
We stayed for 5 nights. On the positive side the staff was friendly and helpful, and we loved the location near the river. For negative the rooms are outdated and in need of repair and renovation, and way overpriced.

Reviewed on Aug 11, 2025

The Colonial Hotel

The Colonial Hotel

3 out of 5
Price was $1,057, price is now $1,040 per person
$1,040
per person
Nov 21 - Nov 23
found 2 hours ago
Roundtrip flight included
Boise (BOI) to Worcester (ORH)
8.8/10 Excellent! (1,008 reviews)
It was very expensive for the time of year and area

Reviewed on Sep 26, 2025

Gardner Inn

Gardner Inn

2 out of 5
Price was $942, price is now $932 per person
$932
per person
Nov 21 - Nov 23
found 2 hours ago
Roundtrip flight included
Boise (BOI) to Worcester (ORH)
5/10 (8 reviews)
this is your every day hotel/motel.

Reviewed on Sep 13, 2025

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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
$84 nightly
The price is $94 total per night from Sep 29 to Sep 30
$94 total
Sep 29 - Sep 30
Total with taxes and fees
8.8/10 Excellent! (1,524 reviews)
"Our room was really dated and there was a wedding here so it was a lot of partying going on in the middle of the night"

Reviewed on Sep 21, 2025

Publick House Historic Inn and Country Motor Lodge
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road, Gardner, MA
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $158 total per night from Oct 27 to Oct 28
$158 total
Oct 27 - Oct 28
Total with taxes and fees
8.8/10 Excellent! (1,014 reviews)
Fantastic rest stop.
"Very quiet and spacious with appealing surroundings."

Reviewed on Sep 24, 2025

The Colonial Hotel
Comfort Inn Auburn - Worcester

Comfort Inn Auburn - Worcester

2.5 out of 5
426 Southbridge St, Auburn, MA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $104 total per night from Sep 29 to Sep 30
$104 total
Sep 29 - Sep 30
Total with taxes and fees
7.6/10 Good! (1,015 reviews)
"Really was Nonsmoking. Clean."

Reviewed on Sep 17, 2025

Comfort Inn Auburn - Worcester
See all 200 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.

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Frequently asked questions

How much does a Wheelwright vacation package cost?
You'll find cheap prices from $299 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.