
Webster Vacation Packages
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Your Webster Vacation
With a vacation package to Webster, say goodbye to travel planning and hello to trouble-free adventure. Every detail of your getaway has been taken care of before you go, so you can make the most of your time experiencing this exciting city. Every trip to Webster needs a well-planned itinerary. Fill yours with major attractions like Indian Ranch, Lake Chaubunagungamaug and Lake Webster. Expedia will help you escape your routine. Tailor your vacation to Webster to suit your travel style, whatever that may be.
Top Webster Vacation Deals
Price found within the past 48 hours. Click for updated prices.

All Seasons Inn & Suites Smithfield Providence
Price was CA $1,853, price is now CA $1,427 per person
CA $1,427
per person
Jun 12 - Jun 16
found 19 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Providence (PVD)
6.6/10 (735 reviews)
The all seasons property had a sign out front at the beginning of the driveway, and there was no other branding anywhere in the hotel inside or outside. I think it might’ve been a best Western either before or now currently instead of the all seasons, but I have absolutely no idea what hotel I actually stayed in. There was one person on staff and I don’t think he might’ve even been there overnight or not. I tried calling the front desk for something and nobody ever answered. There was also a plow, not the whole truck, but just the plow part, in the driveway just sitting there the whole time we were there like it got dropped off, which seems to me to be very dangerous for anybody else driving.
Reviewed on Mar 28, 2026

Dye House
Olneyville
Price was CA $3,913, price is now CA $2,633 per person
CA $2,633
per person
Jun 12 - Jun 16
found 19 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Providence (PVD)
8.6/10 Excellent! (21 reviews)
Highly recommend the Loft as it was a beautiful space. The Heddle room has a glass window in the door to the bathroom. Technically you could shower in privacy but I would rather a solid door.
Staff handled an issue with our original room well. They were immediately available when I called and provided both a short term (moving rooms for the night) and long term solution (fixing the issue) plan within ten minutes. Heddle room is a good option if you need a place to sleep and will be otherwise out for the day. Loved the digital building and door keys. Easy parking. The entire building space is quite unique and stylish.
Reviewed on Nov 9, 2025

Michie House in College Hill - Hostel
College Hill
Price was CA $2,252, price is now CA $1,825 per person
CA $1,825
per person
Jun 12 - Jun 16
found 19 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Providence (PVD)
6.2/10 (124 reviews)
Our room was great. Staff were helpful but only remote. Bathroom was poor. Several toilets clogged and some showers not working. Kitchen was not clean. Location was great although off site parking is an issue. Good cheap restaurants in area. Nighttime noisy with cars burning out. For a cheap night stay and dealing with hostel conditions this place is good for a short stay with money to enjoy Providence.
Reviewed on Mar 11, 2026

The Hill
Fox Point
Price was CA $14,137, price is now CA $11,572 per person
CA $11,572
per person
Jun 12 - Jun 16
found 19 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Providence (PVD)
9.6/10 Exceptional! (7 reviews)
Great location, beautiful room, kind staff, within walking distance of a beautiful bakery and coffee shop
Reviewed on Mar 30, 2026

Homewood Suites by Hilton Providence Downtown
Downtown Providence
Price was CA $2,047, price is now CA $1,709 per person
CA $1,709
per person
Jun 12 - Jun 16
found 19 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Providence (PVD)
9.2/10 Wonderful! (886 reviews)
Great stay, would definitely stay here again! Okay these are the things I always want to know about with a hotel:
*Everything was very clean. Clean bedding, clean rooms, clean hotel overall.
*The breakfast was amazing. Choices of: eggs, sausage, potato, make your own waffles, make your own breakfast (egg) burrito or chicken burrito with all the toppings, hot oatmeal, overnight oats in oat milk, dry cereal options, yogurt, toast, croissant or bagels. Coffee, hot chocolate or tea, and juices.
*The location was perfect. Walking distance to restaurants, the mall, CVS, etc.
Added perks- the room was huge and spacious.
Reviewed on Apr 4, 2026
Webster Hotel Deals

3-bedroom house on Webster Lake with amazing views, beach and boat launch access
Webster MA

Webster Lake - One Home -Two Apartments
Webster MA
10/10 Exceptional! (17 reviews)
Excellent stay, as usual. Hope to visit again.
Reviewed on Nov 3, 2025

Wellsworth Hotel
14 Mechanic St Southbridge MA
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Apr 20 to Apr 21
CA $142
CA $159 total
Apr 20 - Apr 21
includes taxes & fees
9.2/10 Wonderful! (1,477 reviews)
Have stayed here about 6 times over the past five years. My favorite hotel, has all the amenities I like and need, a large pool good for lap swimmers. A large fitness center with racquetball courts. All this more than makes up for a lack of comp breakfast. Perfect location for me on the way to Boston ...
Reviewed on Apr 11, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







