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Winchendon Vacation Packages

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Winchendon Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Gardner Inn

Gardner Inn

2 out of 5
Price was $599, price is now $518 per person
$518
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Worcester (ORH)
Stay at this hotel in Gardner. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Dunn State Park and 1761 Old Mill Gift Shop are located nearby.
Great staff. The challenge is the location...road noise from the highway but that's what makes it convenient.

Reviewed on Sep 14, 2026

The Colonial Hotel

The Colonial Hotel

3 out of 5
Price was $754, price is now $669 per person
$669
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Worcester (ORH)
Book a stay at this business-friendly hotel in Gardner. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Dunn State Park and 1761 Old Mill Gift Shop are located nearby.
It would be wonderful if a coffee bar was set up in the lobby, even just for a few hours each morning. We find it such an inconvenience to have to leave the property for a decent, not perked in our room, coffee. Otherwise we love this hotel for it’s location, beautiful grounds, great staff and cleanliness.

Reviewed on Sep 10, 2026

Winchendon Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Gardner Inn

Gardner Inn

2 out of 5
Price was $641, price is now $551 per person
$551
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Worcester (ORH)
The Colonial Hotel

The Colonial Hotel

3 out of 5
Price was $754, price is now $669 per person
$669
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Worcester (ORH)

Winchendon Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Gardner Inn

Gardner Inn

2 out of 5
Price was $697, price is now $639 per person
$639
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Worcester (ORH)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Thu, Dec 10 - Mon, Dec 28
RSW
Southwest Florida Intl.
ORH
Worcester Regional
$608 Roundtrip, found 1 day ago
$608
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Dec 10 from Southwest Florida Intl. to Worcester Regional, returning Mon, Dec 28, priced at $608 found 1 day ago
JetBlue Airways
Thu, Dec 10 - Mon, Dec 28
RSW
Southwest Florida Intl.
ORH
Worcester Regional
$638 Roundtrip, found 1 day ago
$638
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Dec 10 from Southwest Florida Intl. to Worcester Regional, returning Mon, Dec 28, priced at $638 found 1 day ago
Delta
Wed, Dec 9 - Mon, Dec 28
RSW
Southwest Florida Intl.
ORH
Worcester Regional
$653 Roundtrip, found 1 day ago
$653
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Dec 9 from Southwest Florida Intl. to Worcester Regional, returning Mon, Dec 28, priced at $653 found 1 day ago
JetBlue Airways
Thu, Dec 10 - Thu, Dec 24
RSW
Southwest Florida Intl.
ORH
Worcester Regional
$820 Roundtrip, found 1 day ago
$820
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Dec 10 from Southwest Florida Intl. to Worcester Regional, returning Thu, Dec 24, priced at $820 found 1 day ago