Title: Book The Best Hotels in Rupert, VT for 2026 from CA $158 - Fully Refundable Options - Expedia.ca

[Rupert Travel Guide](https://expedia.ca/Rupert.dx3000459728)[Vacation Rentals in Rupert](https://expedia.ca/Rupert-Vacation-Rentals.d3000459728.Travel-Guide-VacationRentals)[Rupert Car Rentals](https://expedia.ca/Car-Rentals-In-Rupert.d3000459728.Car-Rental-Guide)[Rupert Vacation Packages](https://expedia.ca/Rupert.d3000459728.Destination-Travel-Guides)

![Vermont Foliage](https://images.trvl-media.com/place/3000459728/0596c53e-acf8-4425-a7ad-1840b2dc5352.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/3000459728/0596c53e-acf8-4425-a7ad-1840b2dc5352.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Go beyond your typical stay in Rupert

Resort

[](https://www.expedia.ca/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-02-22&d1=2026-02-22&endDate=2026-02-24&d2=2026-02-24&lodging=HOTEL_RESORT)

Apart hotel

[](https://www.expedia.ca/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-02-22&d1=2026-02-22&endDate=2026-02-24&d2=2026-02-24&lodging=APART_HOTEL)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-02-22&d1=2026-02-22&endDate=2026-02-24&d2=2026-02-24&amenities=POOL)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-02-22&d1=2026-02-22&endDate=2026-02-24&d2=2026-02-24&travelerType=family_friendly)

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-02-22&d1=2026-02-22&endDate=2026-02-24&d2=2026-02-24&amenities=SPA_ON_SITE)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-02-22&d1=2026-02-22&endDate=2026-02-24&d2=2026-02-24&amenities=PETS)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-02-22&d1=2026-02-22&endDate=2026-02-24&d2=2026-02-24&amenities=HOT_TUB)

Cabin

[](https://www.expedia.ca/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-02-22&d1=2026-02-22&endDate=2026-02-24&d2=2026-02-24&lodging=CABIN)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-02-22&d1=2026-02-22&endDate=2026-02-24&d2=2026-02-24&lodging=APARTMENT)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-02-22&d1=2026-02-22&endDate=2026-02-24&d2=2026-02-24&lodging=COTTAGE)

Condo

[](https://www.expedia.ca/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-02-22&d1=2026-02-22&endDate=2026-02-24&d2=2026-02-24&lodging=CONDO)

Waterpark

[](https://www.expedia.ca/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-02-22&d1=2026-02-22&endDate=2026-02-24&d2=2026-02-24&amenities=WATER_PARK)

## Check prices for these dates

Tonight

[Feb 8 - Feb 9](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2026-02-08&endDate=2026-02-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 9 - Feb 10](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2026-02-09&endDate=2026-02-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Rupert hotels

![Exterior](https://images.trvl-media.com/lodging/32000000/31710000/31708400/31708312/67360152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/32000000/31710000/31708400/31708312/03097dcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Traditional Cabin, 3 Bedrooms](https://images.trvl-media.com/lodging/32000000/31710000/31708400/31708312/9bb7587a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/32000000/31710000/31708400/31708312/a49a5b64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seesaw's Lodge

[](https://www.expedia.ca/Bennington-Hotels-Seesaws-Lodge.h31708312.Hotel-Information)

Peru

10/10

Exceptional

(26 reviews)

"Great cabin with an even greater staff!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eyasser

CA $456

CA $497 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Bennington-Hotels-Seesaws-Lodge.h31708312.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/e39e227b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/3f7fd5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![30-inch flat-screen TV with digital channels, Netflix, Hulu](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/ee42c4cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/d59fdf6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### COHO Inn & Motor Lodge

[](https://www.expedia.ca/Weston-Hotels-The-Colonial-House-Inn-And-Motor-Lodge.h104395732.Hotel-Information)

Weston

9.4/10

Exceptional

(58 reviews)

"Good place to stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

steven

[](https://www.expedia.ca/Weston-Hotels-The-Colonial-House-Inn-And-Motor-Lodge.h104395732.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/5d6f68a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Room (Cinnamon)](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/e69208e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/cdc27f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/ba818b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn at Manchester

[](https://www.expedia.ca/Bennington-Hotels-The-Inn-At-Manchester.h1505817.Hotel-Information)

Manchester Village Historic District

10/10

Exceptional

(288 reviews)

"super cute and clean, felt like home after not living there for 4 years!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

MacLean

CA $226

CA $248 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Bennington-Hotels-The-Inn-At-Manchester.h1505817.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505813/26da373b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Martin Chester's Room](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505813/520076d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gazebo](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505813/4d5f7b86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Martin Chester's Room](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505813/f882e883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Arlington Inn

[](https://www.expedia.ca/Bennington-Hotels-Arlington-Inn.h1505813.Hotel-Information)

Arlington

8.8/10

Excellent

(187 reviews)

"Excellent stay! Very friendly staff."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mercedita

CA $296

CA $323 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Bennington-Hotels-Arlington-Inn.h1505813.Hotel-Information)

![Lounge](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/85d1c6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/44151c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sundeck](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/c28fd1d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/c0073409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bromley View Inn

[](https://www.expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.Hotel-Information)

Bondville

9.0/10

Wonderful

(421 reviews)

"Clean room/ great breakfast"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ryan

[](https://www.expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/7000000/6030000/6025500/6025401/430958e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/7000000/6030000/6025500/6025401/dda7c041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Romantic Room, 1 King Bed, Fireplace, Mountain View | Bathroom](https://images.trvl-media.com/lodging/7000000/6030000/6025500/6025401/fb3063fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, Private Bathroom (Library)](https://images.trvl-media.com/lodging/7000000/6030000/6025500/6025401/60580202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn at Ormsby Hill

[](https://www.expedia.ca/Bennington-Hotels-The-Inn-At-Ormsby-Hill.h6025401.Hotel-Information)

Manchester Center

9.8/10

Exceptional

(154 reviews)

"Love this place! Have stayed here twice now and will again. Great location, beautiful rooms, delicious breakfast and very friendly owners. A+"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

cynthia

CA $313

CA $344 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Bennington-Hotels-The-Inn-At-Ormsby-Hill.h6025401.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502179/90f52bdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502179/6eee3d48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502179/03b1c67f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502179/5fd58dfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hill Farm Inn

[](https://www.expedia.ca/Bennington-Hotels-Hill-Farm-Inn.h1502179.Hotel-Information)

Arlington

9.6/10

Exceptional

(175 reviews)

"This is our fourth time staying. We love the inn. Very cozy vibes, restaurant on site is delicious. Very close to Manchester, which has great shops and restaurants."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer

CA $233

CA $561 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Bennington-Hotels-Hill-Farm-Inn.h1502179.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/e4ab8f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/ff2febb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/2bcff138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/19942074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Gentian Lodge at Magic Mountain

[](https://www.expedia.ca/Londonderry-Hotels-Blue-Gentian-Lodge-At-Magic-Mountain.h14586320.Hotel-Information)

Londonderry

9.2/10

Wonderful

(114 reviews)

"Host was wonderful. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert

CA $230

CA $254 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Londonderry-Hotels-Blue-Gentian-Lodge-At-Magic-Mountain.h14586320.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/4994716e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/b907a89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Balcony](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/c46d6757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snow and ski sports](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/1e2b3992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Long Trail House at Stratton Mountain Resort

[](https://www.expedia.ca/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information)

Stratton

8.6/10

Excellent

(83 reviews)

"Nice place and great location!!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

William

CA $546

CA $679 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information)

![Signature Suite, Kitchen, Mountain View | Living area](https://images.trvl-media.com/lodging/11000000/10540000/10533000/10532948/ef0071b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/11000000/10540000/10533000/10532948/26d2b6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Signature Suite, Kitchen, Mountain View | Living area](https://images.trvl-media.com/lodging/11000000/10540000/10533000/10532948/108bf8d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Signature Suite, Kitchen, Mountain View | Living area](https://images.trvl-media.com/lodging/11000000/10540000/10533000/10532948/9f1f0437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brittany Motel

[](https://www.expedia.ca/Bennington-Hotels-Brittany-Motel.h10532948.Hotel-Information)

Manchester Center

9.4/10

Exceptional

(330 reviews)

"Check-in was easy and the property is cute and very clean. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karin

CA $111

CA $159 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Bennington-Hotels-Brittany-Motel.h10532948.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/06fc7115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/b43d03a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/889f5a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/c701f02d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Olympia Lodge

[](https://www.expedia.ca/Bennington-Hotels-The-Olympia-Lodge.h9257616.Hotel-Information)

Manchester Center

9.4/10

Exceptional

(575 reviews)

"Updated room; friendly staff; great breakfast"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John

CA $253

CA $278 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Bennington-Hotels-The-Olympia-Lodge.h9257616.Hotel-Information)

![American cuisine](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/b36aec9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/8359157a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![American cuisine](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/2245fb90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/47528d38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Reluctant Panther Inn and Restaurant

[](https://www.expedia.ca/Bennington-Hotels-The-Reluctant-Panther-Inn-And-Restaurant.h3908442.Hotel-Information)

Manchester Village Historic District

9.8/10

Exceptional

(346 reviews)

"Exactly the kind of Inn you want in VT. The room was amazing, staff could not be more accommodating, and the food was excellent!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert

CA $208

CA $229 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Bennington-Hotels-The-Reluctant-Panther-Inn-And-Restaurant.h3908442.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/101000000/100710000/100702800/100702715/5fa05705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room dining](https://images.trvl-media.com/lodging/101000000/100710000/100702800/100702715/21c73f49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room 4, Not Pet-friendly](https://images.trvl-media.com/lodging/101000000/100710000/100702800/100702715/8b3fdb1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sauna, steam room, deep-tissue massages, sports massages, facials](https://images.trvl-media.com/lodging/101000000/100710000/100702800/100702715/a66e865a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Weston

[](https://www.expedia.ca/Weston-Hotels-The-Weston.h100702715.Hotel-Information)

Weston

10/10

Exceptional

(9 reviews)

"Beautiful accommodations! You can't use enough flattering adjectives for this property and it's staff!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

LISA

CA $532

CA $580 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Weston-Hotels-The-Weston.h100702715.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/94368990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/fcb0767d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/92912eaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/93d23d63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Toll Road Inn

[](https://www.expedia.ca/Bennington-Hotels-Toll-Road-Inn.h7652200.Hotel-Information)

Manchester Center

9.0/10

Wonderful

(501 reviews)

"Location was great, clean, spacious room."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sheron

CA $196

CA $215 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Bennington-Hotels-Toll-Road-Inn.h7652200.Hotel-Information)

![Free continental breakfast on weekends](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/c7e6e735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/d22bae40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/6142d87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed | View from room](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/58757ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Four Winds Country Motel

[](https://www.expedia.ca/Bennington-Hotels-Four-Winds-Country-Motel.h7640832.Hotel-Information)

Manchester Center

8.4/10

Very good

(529 reviews)

"Place and owners are awful"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

brian

CA $149

CA $164 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Bennington-Hotels-Four-Winds-Country-Motel.h7640832.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/e3a525d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Romantic Room, 1 Queen Bed, Jetted Tub](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/008cdbd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/80ab5ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/1c3d8a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Upper Pass Lodge at Magic Mountain

[](https://www.expedia.ca/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.Hotel-Information)

Londonderry

8.2/10

Very good

(691 reviews)

"This place was a dream, everybody was so nice! We felt at home and safe."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gracie

CA $148

CA $164 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.Hotel-Information)

![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/6b0e0901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/6d3ff3fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/71b32152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/4f246a87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sun Lodge

[](https://www.expedia.ca/Bennington-Hotels-The-Lodge-At-Bromley.h1157354.Hotel-Information)

Bromley Mountain

8.6/10

Excellent

(314 reviews)

"Great spot, front desk was super helpful, and a great restaurant right there!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert

CA $192

CA $209 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Bennington-Hotels-The-Lodge-At-Bromley.h1157354.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/w3835h2559x0y0-fdf02cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/3d428b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snack bar](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/w3836h2559x0y0-353e3678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn and Suites Manchester

[](https://www.expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information)

Manchester Center

9.6/10

Exceptional

(1,002 reviews)

"Very clean hotel! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert

CA $178

CA $196 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information)

![Family dining](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/0712fd19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/c114f9cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/c5d91be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Balcony](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/aa5bf8b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vantage Point Villas at Stratton Mountain Resort

[](https://www.expedia.ca/Stratton-Hotels-Vantage-Point-Villas-At-Stratton-Mountain-Resort.h6602387.Hotel-Information)

Stratton

8.4/10

Very good

(70 reviews)

"Amazing stay - The condo was cozy and perfect for our family! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kate

CA $418

CA $520 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Stratton-Hotels-Vantage-Point-Villas-At-Stratton-Mountain-Resort.h6602387.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/cbf700aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor wedding area](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/323045de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/883050b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/ab91ee25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aspen At Manchester

[](https://www.expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information)

Manchester Center

8.8/10

Excellent

(631 reviews)

"Very nice room! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bob

CA $151

CA $181 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-22&endDate=2026-02-23&regionId=3000459728&adults=2&sort=RECOMMENDED&openPlayBack=true)

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Save an average of 15% on thousands of hotels when you're signed in

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## Stay near popular Rupert attractions

### Merck Forest Farmland Center

Enjoy the mountain views and explore Merck Forest Farmland Center, a lovely green space in Rupert. Discover the spas in this quaint area, or seek out its hiking trails. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6265783)

### R. K. Kittay Public Library

After visiting R. K. Kittay Public Library, make a plan to see the other sights and activities in Rupert. Wander the parks or discover the area's countryside. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=936038142270717952)

## Learn more about Rupert

Like the countryside? Get away to relaxing Rupert! 

[See all hotels in Rupert](https://www.expedia.ca/Hotel-Search?startDate=2026-02-22&endDate=2026-02-23&adults=2&regionId=3000459728)

![Vermont Foliage](https://images.trvl-media.com/place/3000459728/0596c53e-acf8-4425-a7ad-1840b2dc5352.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high)

## Top Rupert Hotel Reviews

![Hampton Inn and Suites Manchester](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg)

### Hampton Inn and Suites Manchester

10/10 Excellent

"Everything is good "

[](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information)

![The Inn at Manchester](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/534fcc92_y.jpg)

### The Inn at Manchester

10/10 Excellent

"What a lovely place! We loved the homey experience. The staff were kind and accommodating, breakfast was delicious, the bar was a nice place to unwind after a long day on the slopes and the room was spacious, clean and comfortable. Highly recommend, we will be back! "

[](https://expedia.ca/Bennington-Hotels-The-Inn-At-Manchester.h1505817.Hotel-Information)

![The Olympia Lodge](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/c701f02d_y.jpg)

### The Olympia Lodge

10/10 Excellent

"Fantastic stay! Friendly staff, very cozy. "

[](https://expedia.ca/Bennington-Hotels-The-Olympia-Lodge.h9257616.Hotel-Information)

![Toll Road Inn](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/94368990_y.jpg)

### Toll Road Inn

10/10 Excellent

"best hotel "

[](https://expedia.ca/Bennington-Hotels-Toll-Road-Inn.h7652200.Hotel-Information)

![The Black Bear Lodge at Stratton Mountain Resort](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/ac6aa3fb_y.jpg)

### The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent

"Accommodating staff"

[](https://expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information)

![The Reluctant Panther Inn and Restaurant](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/8359157a_y.jpg)

### The Reluctant Panther Inn and Restaurant

10/10 Excellent

"Great room, nice staff."

[](https://expedia.ca/Bennington-Hotels-The-Reluctant-Panther-Inn-And-Restaurant.h3908442.Hotel-Information)

![Aspen At Manchester](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/6f88107a_y.jpg)

### Aspen At Manchester

10/10 Excellent

"Very clean. Only complaint was a $10 resort fee. ??? Dead of winter. 0nly thing accessible was our room."

[](https://expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information)

![The Palmer House Resort, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/9c9da73f_y.jpg)

### The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent

"excellent "

[](https://expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information)

![The Equinox Golf Resort & Spa](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a_y.jpg)

### The Equinox Golf Resort & Spa

10/10 Excellent

"."

[](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information)

## More cheap stays in Rupert

![Four Winds Country Motel](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/d22bae40_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Four Winds Country Motel

7379 Main Street Manchester Center VT

CA $149

CA $164 total

Feb 9 - Feb 10

includes taxes & fees

8.4/10 Very Good! (527 reviews)

[](https://expedia.ca/Bennington-Hotels-Four-Winds-Country-Motel.h7640832.Hotel-Information)

![The Upper Pass Lodge at Magic Mountain](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/6e934e60_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Upper Pass Lodge at Magic Mountain

420 Magic Mountain Access Road Londonderry VT

CA $148

CA $164 total

Feb 10 - Feb 11

includes taxes & fees

8.2/10 Very Good! (691 reviews)

[](https://expedia.ca/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.Hotel-Information)

![Aspen At Manchester](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/6f88107a_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Aspen At Manchester

5669 Main Street Manchester Center VT

CA $151

CA $181 total

Mar 11 - Mar 12

includes taxes & fees

8.6/10 Excellent! (627 reviews)

[](https://expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information)

![Hampton Inn and Suites Manchester](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hampton Inn and Suites Manchester

4519 Main St Manchester Center VT

CA $178

CA $196 total

Feb 22 - Feb 23

includes taxes & fees

9.6/10 Exceptional! (1,002 reviews)

[](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information)

![Toll Road Inn](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/94368990_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Toll Road Inn

2220 Depot St Manchester Center VT

CA $196

CA $215 total

Mar 1 - Mar 2

includes taxes & fees

9/10 Wonderful! (501 reviews)

[](https://expedia.ca/Bennington-Hotels-Toll-Road-Inn.h7652200.Hotel-Information)

![The Manchester View](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b534a8c8_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Manchester View

77 High Meadow Way & VT-7A Manchester Center VT

[Get rates](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=6846625&PinnedHotelID=6846625&HadPinnedHotel=true&regionId=3000459728)

9.2/10 Wonderful! (807 reviews)

[](https://expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information)

## Hotels in Rupert with star rating

![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg)

5 Star Hotels

2 properties

[](https://expedia.ca/5Star-Rupert-Hotels.s50-0-d3000459728.Travel-Guide-Filter-Hotels)

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg)

4 Star Hotels

11 properties

[](https://expedia.ca/4Star-Rupert-Hotels.s40-0-d3000459728.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg)

3 Star Hotels

76 properties

[](https://expedia.ca/3Star-Rupert-Hotels.s30-0-d3000459728.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg)

2 Star Hotels

93 properties

[](https://expedia.ca/2Star-Rupert-Hotels.s20-0-d3000459728.Travel-Guide-Filter-Hotels)

## Frequently asked questions

### When is the best time to go to Rupert?

> This period offers crisp, cool weather great for outdoor activities like hiking and scenic drives. The hillsides are ablaze with vibrant reds, oranges, and yellows as the leaves change, creating breathtaking landscapes that Rupert is renowned for. It's an ideal time for leisurely drives along Route 30 or exploring the local farm stands.
> 
>   
> Couples looking for a romantic and picturesque getaway will find autumn particularly appealing. Imagine cosy evenings by a fireplace after a day spent exploring the colourful countryside and enjoying local produce. The quieter, more relaxed pace of Rupert during this time allows for intimate experiences.
> 
>   
> For families, late spring to early summer (June to August) is also an excellent option. The weather is warm and pleasant, great for enjoying the outdoors without the intensity of autumn crowds.

### Can I cancel my hotel reservation on Expedia?

### How can I save on a Rupert hotel booking with Expedia?

### How much is the nightly rate at a Rupert hotel?

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