Title: Visit Chester: 2026 Travel Guide for Chester, Vermont | Expedia.com

[Hotels in Chester](https://expedia.com/Chester-Hotels.d89014.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.com/Chester-Vacation-Rentals.d89014.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d89014.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d89014.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/Chester.d89014.Destination-Travel-Guides)

# Chester, VT

## Travel Guide

![aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont](https://images.trvl-media.com/place/89014/92c0e546-2b37-46d6-9961-c387fdf435b7.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

## Visit Chester

Where to stay

Things to do

### Where to stay in Chester

![panoramic view of colorful foliage in White mountain national forest in New Hampshire along Kancamagus highway](https://images.trvl-media.com/place/553248635976384383/172b7db7-b524-4c32-84cc-eb436772ed39.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Chester Depot

4.5/5(15 area reviews)

 If you're spending some time in Chester Depot, DaVallia Art & Accents and Bonnie's Bundles Dolls are top sights worth seeing. 

[](https://expedia.com/Chester-Chester-Depot.dx553248635976384383)

[See our Where To Stay guide](https://expedia.com/Chester.dx89014.Where-To-Stay?rfrr=TG.LP.Dest.Neighborhoods)

- Chester Hotel Deals
- Vacation Rentals in Chester

![Fullerton Inn](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/662925ab_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Fullerton Inn

40 The Common Chester VT

$129 nightly

$141 total

Apr 1 - Apr 2

Total with taxes and fees

Stay at this inn in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...

8/10 Very Good! (424 reviews)

Yes, little guests easy parking spaces. Restaurant staff were pleasant. Heat didn’t appear until 11PM. A tad chilly. Room was clean.

Reviewed on Mar 20, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F1%2F2026&endDate=4%2F2%2F2026&selected=15845368&PinnedHotelID=15845368&HadPinnedHotel=true&regionId=89014)

![Stone Hearth Inn and Eatery](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/52ce2be1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Stone Hearth Inn and Eatery

698 VT-11 Chester VT

$193 nightly

$210 total

Apr 2 - Apr 3

Total with taxes and fees

Stay at this B&B in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...

9.2/10 Wonderful! (117 reviews)

Fantastic breakfast in this quaint inn. Right in the road so very easy to find. Wonderful meal in the attached restaurant. Friendly staff. Easy parking.

Reviewed on Mar 29, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F2%2F2026&endDate=4%2F3%2F2026&selected=87486236&PinnedHotelID=87486236&HadPinnedHotel=true&regionId=89014)

![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/b9b1ed95_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Pointe at Castle Hill Resort

2940 State Route 103 Cavendish VT

$135 nightly

$146 total

Apr 5 - Apr 6

Total with taxes and fees

Book a stay at this spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...

8.8/10 Excellent! (1,008 reviews)

Have stayed here many times. Close to town and Okemo. Very convenient.

Reviewed on Mar 30, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=1823093&PinnedHotelID=1823093&HadPinnedHotel=true&regionId=89014)

[See all 3,120 properties in Chester](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=4%2F1%2F2026&endDate=4%2F2%2F2026&regionId=89014)

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.

![Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area](https://images.trvl-media.com/lodging/89000000/88940000/88933400/88933370/b26aecc3_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

 Chester VT

Stay at this cabin in Chester. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial ...

9.8/10 Exceptional! (24 reviews)

I had a great stay! Everything was as shown and described in the listing. My only advice is-if you are staying there during mud season make sure you have a AWD/4WD vehicle-the road to the property can get pretty bad.

Reviewed on Mar 11, 2026

[](https://expedia.com/Chester-Hotels-Luxury-Glamping-Cabin-Close-To-Hiking-And-15-Minutes-From-Ski-Area.h88933370.Hotel-Information)

![Long Trail House at Stratton Mountain Resort](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/4994716e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Long Trail House at Stratton Mountain Resort

761 Stratton Access Rd Stratton VT

Book a stay at this ski aparthotel in Stratton. Enjoy free WiFi, free parking, and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager ...

8.6/10 Excellent! (83 reviews)

Great location - the room was very clean and spacious. You don't check in at the property but at another one nearby. Hot tub was nicely maintained

Reviewed on Jan 31, 2026

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

![Cozy Hideaway near Ludlow/Okemo. HOT TUB!!](https://images.trvl-media.com/lodging/21000000/20490000/20480500/20480495/17628ba1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

 Mount Holly VT

Stay at this cabin in Mount Holly. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Okemo Mountain Resort and Lake Ninevah are located ...

9.8/10 Exceptional! (231 reviews)

Great place for our family of three and just a quck drive to jackson gore.

Reviewed on Mar 10, 2026

[](https://expedia.com/Mount-Holly-Hotels-Cozy-Hideaway-Near-Ludlowokemo-HOT-Tub.h20480495.Hotel-Information)

[See all properties in Chester](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&regionId=89014&sort=VACATION_RENTAL)

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.

## Check Chester hotel availability

[Tonight

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=89014&startDate=2026-03-31&endDate=2026-04-01)[Mar 31 - Apr 1](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=89014&startDate=2026-03-31&endDate=2026-04-01)

[Tomorrow night

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=89014&startDate=2026-04-01&endDate=2026-03-02)[Apr 1 - Apr 2](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=89014&startDate=2026-04-01&endDate=2026-03-02)

[This weekend

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=89014&startDate=4%2F3%2F2026&endDate=4%2F5%2F2026)[Apr 3 - Apr 5](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=89014&startDate=4%2F3%2F2026&endDate=4%2F5%2F2026)

[Next weekend

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=89014&startDate=4%2F10%2F2026&endDate=4%2F12%2F2026)[Apr 10 - Apr 12](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=89014&startDate=4%2F10%2F2026&endDate=4%2F12%2F2026)

### Popular places to visit

#### DaVallia Art & Accents

Enjoy an outing to DaVallia Art & Accents during your stay in Chester. You can seek out the ski slopes while in the area. 

[](https://expedia.com/DaVallia-Art-Accents-Chester-Depot.d553248621532666916.Vacation-Attraction)

#### Bonnie's Bundles Dolls

Enjoy an outing to Bonnie's Bundles Dolls during your stay in Chester. Discover the area's mountain views, or seek out its ski slopes. 

[](https://expedia.com/Bonnies-Bundles-Dolls-Chester-Depot.d553248621561865050.Vacation-Attraction)

## Cities near Chester

![Autumn colors along Connecticut River, Brattleboro, Vermont](https://images.trvl-media.com/place/6842/f67d7263-0019-48ba-844b-cb8141b33dda.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Bellows Falls

![Ludlow](https://images.trvl-media.com/place/8496/505d08ac-b11f-4f25-a539-2958ea0722b2.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Ludlow

![Aerial Landscape of Maplewood New Jersey ](https://images.trvl-media.com/place/10292/282dfab9-19e2-451d-9dfa-ba7a7807a4e7.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Springfield

![White winter wonderland scenery in South Londonderry, Vermont with snow covered trees, bench, pond and blue cloudy sky in the background. Cold snowy day.](https://images.trvl-media.com/place/127228/def91bc0-833e-4f3b-aaad-ceb4dc0bf45d.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Londonderry

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- [Bonnie's Bundles Dolls ](https://www.expedia.com/Bonnies-Bundles-Dolls-Chester-Depot.d553248621561865050.Vacation-Attraction)
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- [Rent A Wreck Rental Cars in Grafton ](https://www.expedia.com/Rent-A-Wreck-Car-Rentals-In-Grafton.d184049-c33.Car-Rental-Guide-Suppliers)
- [Enterprise Rental Cars in Grafton ](https://www.expedia.com/Enterprise-Car-Rentals-In-Grafton.d184049-c15.Car-Rental-Guide-Suppliers)
- [Car rental North Springfield Airport (VSF) ](https://www.expedia.com/Car-Rentals-In-Hartness-State.d4608854.Car-Rental-Guide)

- [Andover Vacation Rentals ](https://www.expedia.com/Andover-Vacation-Rentals.d6023580.Travel-Guide-VacationRentals)
- [North Springfield Vacation Rentals ](https://www.expedia.com/North-Springfield-Vacation-Rentals.d184061.Travel-Guide-VacationRentals)
- [Springfield Vacation Rentals ](https://www.expedia.com/Springfield-Vacation-Rentals.d10292.Travel-Guide-VacationRentals)
- [Grafton Vacation Rentals ](https://www.expedia.com/Grafton-Vacation-Rentals.d184049.Travel-Guide-VacationRentals)

- Cities near Chester
- Places of interest

[Bellows Falls](https://expedia.com/Bellows-Falls.dx6842)[Ludlow](https://expedia.com/Ludlow.dx8496)[Springfield](https://expedia.com/Springfield.dx10292)[Londonderry](https://expedia.com/Londonderry.dx127228)[Weston](https://expedia.com/Weston.dx177460)[Grafton](https://expedia.com/Grafton.dx184049)[Newfane](https://expedia.com/Newfane.dx184059)[North Springfield](https://expedia.com/North-Springfield.dx184061)[Perkinsville](https://expedia.com/Perkinsville.dx184065)[Putney](https://expedia.com/Putney.dx184069)[West Townshend](https://expedia.com/West-Townshend.dx184080)[Cavendish](https://expedia.com/Cavendish.dx6023399)[Andover](https://expedia.com/Andover.dx6023580)[Saxtons River](https://expedia.com/Saxtons-River.dx6054130)[Windham](https://expedia.com/Windham.dx6150553)[Rockingham](https://expedia.com/Rockingham.dx3000008087)[Brookline](https://expedia.com/Brookline.dx3000459594)[Townshend](https://expedia.com/Townshend.dx553248634998697337)

- [DaVallia Art & Accents ](https://expedia.com/DaVallia-Art-Accents-Chester-Depot.d553248621532666916.Vacation-Attraction)
- [Bonnie's Bundles Dolls ](https://expedia.com/Bonnies-Bundles-Dolls-Chester-Depot.d553248621561865050.Vacation-Attraction)
- [Stratton Mountain Resort ](https://expedia.com/Stratton-Mountain-Resort-Stratton.d6115910.Vacation-Attraction)
- [Okemo Mountain Resort ](https://expedia.com/Okemo-Mountain-Resort-Ludlow.d6082889.Vacation-Attraction)
- [Mount Snow ](https://expedia.com/Mount-Snow-West-Dover.d6115918.Vacation-Attraction)
- [Killington Resort ](https://expedia.com/Killington-Resort-Killington.d6082887.Vacation-Attraction)
- [Green Mountain National Forest ](https://expedia.com/Green-Mountain-National-Forest-Vermont.d6115904.Vacation-Attraction)
- [Bromley Mountain Ski Resort ](https://expedia.com/Bromley-Mountain-Ski-Resort-Bromley-Mountain.d6115890.Vacation-Attraction)
- [Magic Mountain Ski Resort ](https://expedia.com/Magic-Mountain-Ski-Resort-Londonderry.d6115886.Vacation-Attraction)
- [Keene State College ](https://expedia.com/Keene-State-College-Keene.d553248621533117511.Vacation-Attraction)
- [Hildene ](https://expedia.com/Hildene-Manchester-Center.d6275944.Vacation-Attraction)
- [Landmark College ](https://expedia.com/Landmark-College-Putney.d553248635937215663.Vacation-Attraction)
- [Golf Club at Equinox ](https://expedia.com/Golf-Club-At-Equinox-Manchester-Village-Historic-District.d6179922.Vacation-Attraction)
- [Vermont Country Store ](https://expedia.com/Vermont-Country-Store-Bellows-Falls.d553248621532666908.Vacation-Attraction)
- [Billings Farm and Museum ](https://expedia.com/Billings-Farm-And-Museum-Woodstock.d6175222.Vacation-Attraction)
- [Weston Playhouse ](https://expedia.com/Weston-Playhouse-Weston.d6330791.Vacation-Attraction)
- [Sunrise Village Triple Ski Lift ](https://expedia.com/Sunrise-Village-Triple-Ski-Lift-Killington.d6291628.Vacation-Attraction)
- [Stratton Mountain Summit Gondola ](https://expedia.com/Stratton-Mountain-Summit-Gondola-Stratton.d6328803.Vacation-Attraction)
- [American Express Ski Lift ](https://expedia.com/American-Express-Ski-Lift-Stratton.d6328793.Vacation-Attraction)
- [Historic Main Street ](https://expedia.com/Historic-Main-Street-Keene.d6337582.Vacation-Attraction)
- [Mount Snow Golf Course ](https://expedia.com/Mount-Snow-Golf-Course-West-Dover.d553248621587242570.Vacation-Attraction)
- [Manchester Designer Outlets ](https://expedia.com/Manchester-Designer-Outlets-Manchester-Center.d6329588.Vacation-Attraction)
- [The Stone Church ](https://expedia.com/The-Stone-Church-Brattleboro.d553248635947261535.Vacation-Attraction)
- [Spofford Lake ](https://expedia.com/Spofford-Lake-Spofford.d6265753.Vacation-Attraction)
- [Connecticut River ](https://expedia.com/Connecticut-River-United-States-of-America.d553248621555565605.Vacation-Attraction)
- [Battenkill River ](https://expedia.com/Battenkill-River-United-States-of-America.d553248621532665333.Vacation-Attraction)
- [Jamaica State Park ](https://expedia.com/Jamaica-State-Park-Jamaica.d553248621532666874.Vacation-Attraction)
- [Colonial Theatre ](https://expedia.com/Colonial-Theatre-Keene.d553248621532666941.Vacation-Attraction)
- [Mt Ascutney State Park ](https://expedia.com/Mt-Ascutney-State-Park-Vermont.d6175264.Vacation-Attraction)
- [Emerald Lake State Park ](https://expedia.com/Emerald-Lake-State-Park-East-Dorset.d6265781.Vacation-Attraction)

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