Title: Rupert, VT Villas Rentals | Expedia.com

[Rupert Travel Guide](https://expedia.com/Rupert.dx3000459728)[Hotels in Rupert](https://expedia.com/Rupert-Hotels.d3000459728.Travel-Guide-Hotels)[Vacation Rentals in Rupert](https://expedia.com/Rupert-Vacation-Rentals.d3000459728.Travel-Guide-VacationRentals)[Flights to Rupert](https://expedia.com/Cheap-Flights-To-Rupert.d3000459728.Travel-Guide-Flights)[Car Rentals in Rupert](https://expedia.com/Car-Rentals-In-Rupert.d3000459728.Car-Rental-Guide)[Rupert Vacation Packages](https://expedia.com/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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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=3000459728&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=3000459728&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=3000459728&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=3000459728&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

No exact matches found, but these alternatives could be just right

## Recommended hotels in Rupert

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

![Family Room, 1 Double Bed, 1 King Bed, 1 Twin Bed | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/4ee226d7.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)

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

### Bed & Breakfast in Bondville

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

9.0/10

Wonderful

(426 reviews)

"Clean room/ great breakfast"

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

Ryan

$118 nightly

$130 total

Mar 3 - Mar 4

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/11000000/10540000/10533000/10532948/8e8af8a1.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 | TV, DVD player](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 | TV, DVD player](https://images.trvl-media.com/lodging/11000000/10540000/10533000/10532948/ef0071b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Motel in Manchester Center

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

9.4/10

Exceptional

(333 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

$106 nightly

$117 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Reception](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/d59fdf6c.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)

### Motel in Weston

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

9.4/10

Exceptional

(63 reviews)

"Good place to stay. "

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

steven

$169 nightly

$184 total

Mar 23 - Mar 24

Total with taxes and fees

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

![Aerial view](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/31952972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/e3a525d6.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)

![Romantic Room, 1 Bedroom, Jetted Tub - Non-Pet Friendly | 1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/008cdbd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Motel in Londonderry

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

8.2/10

Very Good

(693 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

$107 nightly

$118 total

Mar 30 - Mar 31

Total with taxes and fees

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

![Terrace/patio](https://images.trvl-media.com/lodging/39000000/38990000/38987300/38987280/071e4e6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/39000000/38990000/38987300/38987280/2d334f5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/39000000/38990000/38987300/38987280/e231acac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/39000000/38990000/38987300/38987280/979921b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel in Manchester Center

[](https://www.expedia.com/Bennington-Hotels-The-Stamford-Motel.h38987280.Hotel-Information)

9.2/10

Wonderful

(71 reviews)

"Perfect for a quick overnight to go skiing at Stratton."

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

Benjamin

$132 nightly

$146 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Bennington-Hotels-The-Stamford-Motel.h38987280.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/47528d38.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)

![Superior Room | Frette Italian sheets, premium bedding, iron/ironing board](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/d69b46ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Inn in Manchester Village Historic District

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

9.8/10

Exceptional

(351 reviews)

"Great room, nice staff."

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

Gary

$169 nightly

$186 total

Mar 1 - Mar 2

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/120000000/119790000/119787800/119787753/b27a669b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Room | Blackout drapes, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119790000/119787800/119787753/fec0d5bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/120000000/119790000/119787800/119787753/fdcb1657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Room | Blackout drapes, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119790000/119787800/119787753/acee5474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel in Greenwich

[](https://www.expedia.com/Greenwich-Hotels-Sunshine-Inn.h119787753.Hotel-Information)

$136 nightly

$151 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Greenwich-Hotels-Sunshine-Inn.h119787753.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)

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

![Hot tub](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/84ff55dd.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)

### Bed & Breakfast in Londonderry

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

9.2/10

Wonderful

(115 reviews)

"Host was wonderful. "

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

Robert

$168 nightly

$185 total

Mar 16 - Mar 17

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/108000000/107180000/107179800/107179793/b93f8a98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107180000/107179800/107179793/16edb5ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107180000/107179800/107179793/b208aaad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/108000000/107180000/107179800/107179793/f358eaef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Londonderry

[](https://www.expedia.com/Londonderry-Hotels-Cozy-Cabin-In-Charming-Londonderry.h107179793.Hotel-Information)

8.4/10

Very Good

(5 reviews)

"Very cozy and quiet. "

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

Eric H.

$246 nightly

$277 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Londonderry-Hotels-Cozy-Cabin-In-Charming-Londonderry.h107179793.Hotel-Information)

![Sundeck](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/7e14502b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mountain view](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/3e494820.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)

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

### Hotel in Bromley Mountain

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

8.6/10

Excellent

(322 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

$119 nightly

$130 total

Mar 23 - Mar 24

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/w3835h2559x0y0-fdf02cc9.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)

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

![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)

### Hotel in Manchester Center

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

9.6/10

Exceptional

(1,001 reviews)

"Very clean hotel! "

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

Robert

$130 nightly

$143 total

Mar 22 - Mar 23

Total with taxes and fees

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

![Porch](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/738a0d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/f967c888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/6a517157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/720b006f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel in Manchester Center

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

9.4/10

Exceptional

(813 reviews)

"Great staff, huge clean room, tasty continental breakfast."

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

Carey

$134 nightly

$147 total

Mar 1 - Mar 2

Total with taxes and fees

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

![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)

![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)

![Lounge](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/7679bd03.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)

### Hotel in Manchester Center

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

9.0/10

Wonderful

(504 reviews)

"Location was great, clean, spacious room."

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

Sheron

$143 nightly

$157 total

Mar 1 - Mar 2

Total with taxes and fees

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

![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)

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

![Suite (Green Briar) | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/45cd95f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bed & Breakfast in Manchester Village Historic District

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

10/10

Exceptional

(289 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

$149 nightly

$163 total

Mar 4 - Mar 5

Total with taxes and fees

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

![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)

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

![Garden](https://images.trvl-media.com/lodging/101000000/100710000/100702800/100702715/cc3270b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Guesthouse in Weston

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

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

$428 nightly

$467 total

Mar 11 - Mar 12

Total with taxes and fees

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

![Reception](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/c3df1806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor spa tub](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/a75b732a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/4e3f46ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/9e19a7af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Resort in Stratton

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

7.6/10

Good

(975 reviews)

"Very friendly staff, excellent location. Breakfast was great and room was just what we needed"

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

Val

$163 nightly

$180 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.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 | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505813/520076d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Martin Chester's Room | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505813/f882e883.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)

### Inn in Arlington

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

8.8/10

Excellent

(192 reviews)

"Excellent stay! Very friendly staff."

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

Mercedita

$192 nightly

$210 total

Mar 11 - Mar 12

Total with taxes and fees

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

![Reception](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/9d5c6b45.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)

![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)

![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)

### Motel in Manchester Center

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

8.4/10

Very Good

(538 reviews)

"Place and owners are awful"

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

brian

$96 nightly

$105 total

Mar 4 - Mar 5

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/104000000/103590000/103582500/103582490/1b33e3b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103590000/103582500/103582490/85f99895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103590000/103582500/103582490/e1e135fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/104000000/103590000/103582500/103582490/2382fc0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in londonderry

[](https://www.expedia.com/Londonderry-Hotels-Romantic-Riverbed-Treehouse-Hot-Tub-New-Sauna.h103582490.Hotel-Information)

9.6/10

Exceptional

(5 reviews)

"Great little space"

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

John

$574 nightly

$649 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Londonderry-Hotels-Romantic-Riverbed-Treehouse-Hot-Tub-New-Sauna.h103582490.Hotel-Information)

![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)

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

![Aerial view](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/0a06a28b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel in Manchester Center

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

8.8/10

Excellent

(636 reviews)

"Very nice room! "

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

Bob

$117 nightly

$129 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/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.

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## Find vacation rentals that suit your style

Cabins

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Cottages

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Private vacation homes

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Apartments

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Condos

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Villas

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Chalets

[](https://www.expedia.com/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=CHALET)

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## Top Rupert Hotel Reviews

![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

"We loved our stay at the Black Bear! The check-in went smoothly with desk staff, Noah. She was very helpful and went over everything about our stay. The room was very clean. The hot tub was very nice and clean and a welcome after a day on the slopes. The shuttle to the mountain was great and ran frequently. The breakfast was always hot and had many options. We would definitely stay there again!"

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

![Sun Lodge](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/3e494820_y.jpg)

### Sun Lodge

10/10 Excellent

"Nice place to stay with a fun restaurant with good food! "

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

![Brittany Motel](https://images.trvl-media.com/lodging/11000000/10540000/10533000/10532948/26d2b6f4_y.jpg)

### Brittany Motel

10/10 Excellent

"Our room was much simpler then the pic, but it was quaint and clean. The self check in was easy. I left something behind and they were kind enough to offer to ship it to me! Great experience overall. "

[](https://expedia.com/Bennington-Hotels-Brittany-Motel.h10532948.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 and comfortable "

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

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

### The Olympia Lodge

10/10 Excellent

"Our room was super comfortable and very clean. The owners were so kind and accommodating. The breakfast in the morning was made to order and such an excellent way to start our day of snowboarding. The next time we visit the area we are definitely staying at The Olympia Lodge. "

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

![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

"Great"

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

![Weekday Special ⛷️Stratton Slopeside Condo at The Landmark!🎿](https://images.trvl-media.com/lodging/120000000/119190000/119183500/119183470/88dcbf8d_y.jpg)

### Weekday Special ⛷️Stratton Slopeside Condo at The Landmark!🎿

10/10 Excellent

"The place was beautiful and could not be in a better location! "

[](https://expedia.com/Stratton-Hotels-Stratton-Slopeside-Condo-At-The-Landmark-400-FEET-TO-LIFT.h119183470.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

"Charm, staff, location"

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

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

### Toll Road Inn

10/10 Excellent

"Owners & staff were great, loved the atmosphere & location. Room was huge & clean, with VERY MUCH appreciated LARGE sliding doors closet space with floor space too. Liked the large room mirror, & extra sink. Shower was large & very safe> ie > safety handle exactly where it should be. Loved the Lobby set- up, with 24 hr. coffee bar, & a variety of coffees & even flavors to add if so desired. Lobby also had round the clock 24 hr. music through a good speaker system. The whole "vibe" of this place screams retro... being a Snowboarder for 37 years, ALL my gear screams retro too, just a Retro guy at 72\. Toll Road Inn is my new home away from home when Riding in the area...great places to eat mere minutes away. Plan to return sometime in the summer months to check out the creek. \*\*\*\* Fridge in the room, 24-hour available Micro-wave in the Lobby. Decent priced 5-nite stay. Will be returning EVERY winter for as long as I am Riding.....& most likely...after that too. PEACE & LOVE: L."

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

## Find out more about Rupert

## Rupert Villas information

| Number of reviews | 7,336    |
| ----------------- | -------- |
| Accommodation     | 2 Villas |
| Lowest Price      | $105     |
| Highest Price     | $649     |

## Frequently asked questions

### Why book your villa in Rupert with Expedia?

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