Ware Vacations from $289

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Your Ware Vacation

When a city escape is calling, answer it with a vacation package to Ware. With all your travel plans in place before you go, all you have to do here is focus on enjoying yourself. You'll want to go sightseeing during your trip to Ware. Swing by popular attractions like Palmer Motorsports Park, Hardwick Vineyard and Winery and Rock House Reservation. No matter your travel plans or budget, putting together the ultimate tailored Ware vacation is a piece of cake with Expedia.

The Latest Ware vacation packages

Price found within the past 48 hours. Click for updated prices.
Copper Lantern Motor Lodge

Copper Lantern Motor Lodge

2 out of 5
Price was $328, price is now $289 per person
$289
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Worcester (ORH)
8.4/10 Very Good! (150 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 For negative the rooms are outdated and in need of repair and renovation, and way overpriced.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

Trainmasters Inn

Trainmasters Inn

3 out of 5
Price was $410, price is now $368 per person
$368
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Worcester (ORH)
9.6/10 Exceptional! (356 reviews)
Nice quaint bed and breakfast. Only thing is it smelled a little musty in the room so I sprayed some body spray to cover up the odor but everything else was fine. :)

Reviewed on Aug 22, 2025

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Discover the most popular places to visit in Ware

Hardwick Vineyard and Winery

You can enjoy a tasting or tour at Hardwick Vineyard and Winery during your travels to Hardwick. Wander the forest or discover the area's countryside.

Hardwick Vineyard and Winery

Gilbertville Covered Bridge

Learn about the local history of Gilbertville when you spend time at Gilbertville Covered Bridge. Wander the forest and gardens while you're in the area.

Gilbertville Covered Bridge

Ware Hotel Deals

MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
$179 nightly
The price is $203 total per night from Sep 2 to Sep 3
$203 total
Sep 2 - Sep 3
Total with taxes and fees
8.8/10 Excellent! (1,402 reviews)
"Property was beautiful"

Reviewed on Aug 21, 2025

MGM Springfield
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
$99 nightly
The price is $111 total per night from Aug 24 to Aug 25
$111 total
Aug 24 - Aug 25
Total with taxes and fees
8.8/10 Excellent! (1,471 reviews)
A great place to stay and visit history, too!
"This historic Inn is a visit into history. There are original room available, but plenty of modern ones, too. The grounds are well maintained. The staff is very friendly and just waiting to help you. Do not overlook the bakery! Old and new recipes right there. The food is excellent."

Reviewed on Aug 21, 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
$125 nightly
The price is $140 total per night from Aug 25 to Aug 26
$140 total
Aug 25 - Aug 26
Total with taxes and fees
9/10 Wonderful! (1,274 reviews)
"Consistently excellent stay and value"

Reviewed on Aug 22, 2025

Wellsworth Hotel
See all 323 properties in Ware
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 Ware vacation package cost?
Offering great value package deals from $289 on Expedia, you'll be pleasantly surprised at how much a vacation to Ware costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Ware?
You can usually find reduced prices and better availability in January, October and December. Browse our cheap Ware vacation packages and you could get some excellent off-season deals.
How many days is enough for Ware?
Usually, a handful of days is enough to check out the main attractions during your Ware vacation. However, if you prefer to have more time to rest or take day trips, think about extending your trip.
How to find the best Ware package deals?
Use Expedia's handy filters to help you find some unbeatable Ware package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Ware package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Ware vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still have the freedom to create a personalized Ware vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Ware?
If you're considering an impromptu Ware vacation, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land incredible deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Ware vacation packages?
If you're anything like us, you love traveling but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Ware vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.