
Leicester Vacation Packages
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Your Leicester Vacation
Our vacation packages to Leicester provide endless opportunities to immerse yourself in new sights, sounds and sensations. And with all of the travel arrangements taken care of, you can kick back and enjoy your city adventure in the way that you deserve. Every trip to Leicester needs a well-planned itinerary. Fill yours with major attractions like Brandon Music, Otter Creek and Neshobe River Winery. Expedia can help you escape your routine. Tailor your vacation to Leicester to suit your travel style, whatever that may be.
Top Leicester Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Chateau Rooms
Price was CA $1,936, price is now CA $1,842 per person
CA $1,842
per person
Aug 12 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Rutland (RUT)
9.2/10 Wonderful! (68 reviews)
The property is certainly unique, but you have to know certain things before booking. It’s run more like an Air abnb than a hotel. There’s no formal check-in or check-out process. If you arrive before 5 PM the restaurant will be closed and there will be no one to assist you or answer any questions.
There are only three rooms total and they’re all located upstairs above the restaurant. If you can’t get your own bags up the outdoor staircase this may not be the place for you. An access code gets you into the vestibule that houses the three rooms. There’s a funky key system for the rooms as well.
All that being said it’s a hidden oasis down a dirt path smack in the middle of Bolton Landing. The room we had was spacious and well appointed, as was the bathroom with huge walk-in shower. Excellent water pressure as well, always a welcome treat.
Although there are more dramatic views of the mountains and the lake from other vantage points, it feels very serene and tucked away.
An added treat is the restaurant Chateau on the Lake. Fine dining with wonderful food, wine list, ambiance and staff—without the stuffiness.
Reviewed on Jul 12, 2026
Leicester Hotel Deals

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester VT
The price is CA $188 per night from Aug 2 to Aug 3
CA $188
CA $295 total
Aug 2 - Aug 3
includes taxes & fees
10/10 Exceptional! (81 reviews)
"The place is really, really nice. Very nicely decorated and well appointed. Everything is very intentional- every electric socket and light switch exactly where you need it. The bed is very comfortable and bathroom is great. Very relaxing."
Reviewed on Jun 27, 2026

Middlebury Inn
14 Court Square Middlebury VT
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Jul 27 to Jul 28
CA $192
CA $212 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (1,014 reviews)
"Very nice property and within walking distance of restaurants and shops. Their restaurant was quite good with reasonably priced options and drinks. We sat outside on the deck, which was great. Room was very nice and bed was comfortable. Could use extra sleeping pillows. The bathroom could be upgraded ..."
Reviewed on Jul 12, 2026

Comfort Inn Rutland - Killington
19 Allen St Rutland VT
Fully refundable
The price is CA $173 per night from Jul 26 to Jul 27
CA $173
CA $191 total
Jul 26 - Jul 27
includes taxes & fees
8.2/10 Very good! (1,007 reviews)
"Staff was very friendly. The room was very clean and the breakfast was very nice overall always a very pleasant stay"
Reviewed on Jul 9, 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.







