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Chester hotels from HK$660

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7 Aug - 8 Aug
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Our top choices for Chester hotels

Hotel
Pet friendly
Breakfast included
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Reserve now, pay later

1. Fullerton Inn

Fullerton Inn
Chester Depot
United States
Kirsty
HK$1,090
HK$1,189 total
includes taxes & fees
31 Aug - 1 Sept
Fullerton Inn

2. Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
Chester
United States
Kathleen
HK$1,639
HK$1,786 total
includes taxes & fees
10 Aug - 11 Aug
Stone Hearth Inn and Eatery

3. Best Western Springfield Hotel

Best Western Springfield Hotel
Springfield
United States
Gerry
HK$1,405
HK$1,546 total
includes taxes & fees
17 Aug - 18 Aug
Best Western Springfield Hotel

4. The Hartness House

The Hartness House
Springfield
United States
Dan
HK$1,429
HK$1,571 total
includes taxes & fees
9 Aug - 10 Aug
The Hartness House

5. Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
Cavendish
United States
Stephen
HK$1,247
HK$1,422 total
includes taxes & fees
13 Aug - 14 Aug
Pointe at Castle Hill Resort

6. The Inn at Weathersfield

The Inn at Weathersfield
Perkinsville
United States
LUDJANE
HK$1,468
HK$1,889 total
includes taxes & fees
9 Aug - 10 Aug
The Inn at Weathersfield

7. Harvest Barn Inn

Harvest Barn Inn
Bellows Falls
Canada
Natalie
HK$1,364
HK$1,487 total
includes taxes & fees
16 Aug - 17 Aug
Harvest Barn Inn

8. Claremont Motor Lodge

Claremont Motor Lodge
Claremont
United States
Shane
HK$863
HK$936 total
includes taxes & fees
9 Aug - 10 Aug
Claremont Motor Lodge

9. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
Londonderry
United States
Abigail
HK$1,169
HK$1,286 total
includes taxes & fees
9 Aug - 10 Aug
Blue Gentian Lodge at Magic Mountain

10. The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
Claremont
United States
Denis
HK$1,052
HK$1,141 total
includes taxes & fees
7 Sept - 8 Sept
The Common Man Inn & Restaurant

11. Castle Hill Resort And Spa

Castle Hill Resort And Spa
Cavendish
United States
Nicholas
HK$2,111
HK$2,301 total
includes taxes & fees
11 Aug - 12 Aug
Castle Hill Resort And Spa

12. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
Londonderry
United States
Bradley
HK$718
HK$797 total
includes taxes & fees
1 Sept - 2 Sept
The Upper Pass Lodge at Magic Mountain

13. Bromley View Inn

Bromley View Inn
Bondville
United States
Josh
HK$600
HK$660 total
includes taxes & fees
16 Aug - 17 Aug
Bromley View Inn

14. The Putney Inn

The Putney Inn
Putney
United States
Robert
HK$971
HK$1,068 total
includes taxes & fees
9 Aug - 10 Aug
The Putney Inn

15. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Brownsville
United States
Russell
HK$1,090
HK$1,317 total
includes taxes & fees
9 Aug - 10 Aug
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

16. Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property
Jackson Gore Base Area
United States
Cynthia
HK$1,449
HK$1,760 total
includes taxes & fees
7 Sept - 8 Sept
Jackson Gore Village, A Vail Resorts Property

17. Royal Inn Claremont

Royal Inn Claremont
Claremont
United States
Eva
HK$812
HK$881 total
includes taxes & fees
12 Aug - 13 Aug
Royal Inn Claremont

18. Sun Lodge, an Ascend Collection Hotel

Sun Lodge, an Ascend Collection Hotel
Bromley Mountain
United States
Charlene
HK$998
HK$1,098 total
includes taxes & fees
27 Aug - 28 Aug
Sun Lodge, an Ascend Collection Hotel

19. Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
Ludlow
United States
Kristina
HK$1,145
HK$1,260 total
includes taxes & fees
17 Aug - 18 Aug
Main and Mountain Bar & Motel

20. The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
Stratton
United States
Luis
HK$1,024
HK$1,239 total
includes taxes & fees
1 Sept - 2 Sept
The Black Bear Lodge at Stratton Mountain Resort
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Where to stay in Chester

Find the best Chester areas for the activities you enjoy most.Learn more about Chester
Learn more about Chester

Chester Depot

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

Stay near popular Chester attractions

DaVallia Art & Accents

10.0/10 (2 reviews)
This Vermont art haven showcases fine local art and handcrafted furniture in thoughtfully designed spaces. Browse both the Art Boutique and 39 North Gallery to experience indoor exhibits and outdoor sculpture gardens.
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Bonnie's Bundles Dolls

7.6/10 (4 reviews)
This historic Vermont studio showcased handcrafted cloth dolls with embroidered faces and calico clothing. Visitors treasured personal interactions with artist Bonnie Watters and stories behind her creations.
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Learn more about Chester

Nestled in a relaxing small-town setting, Chester invites visitors to explore DaVallia Art & Accents and browse handcrafted treasures at Bonnie's Bundles Dolls. Outdoor enthusiasts can enjoy nearby Stoughton Pond Recreation Area or take a scenic drive to Lowell Lake State Park and the charming Vermont Country Store.

See all hotels in Chester
A nighttime view of a large, illuminated bridge with intricate metalwork and a prominent arch.

Top Chester Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"Stayed here again and it was again so very pleasant. Like close proximity to bike path and being able to walk to downtown. Great breakfast and very clean room."
Schneider 2-night trip
Posted 2 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"Excellent staff. Large, updated and clean rooms. Perfect location. Highly recommend"
Susan 1-night trip
Posted 5 hours ago
Hampton Inn and Suites Manchester
Brittany Motel

Brittany Motel

10/10 Excellent
"Really cute and clean place right outside of the neat town of Manchester. It's self check-in. Depending on the booking platform that you use, you'll receive the door code to your room. The rooms were very cozy and clean. Very comfortable beds. I loved the resident hen that clucked around the facility. Very cool. Love the vibes here and hope to be back. :)"
Shane 1-night trip
Posted 8 hours ago
Brittany Motel
The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Giid hotel with several fire pits to sit by the river"
John 1-night trip
Posted 1 day ago
The Shire Woodstock
The Jackson

The Jackson

10/10 Excellent
"Beautiful stay! Highly recommend this stay."
Joleen 1-night trip
Posted 2 days ago
The Jackson
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

8/10 Good
"Good place to stay, but not great."
Sean 2-night trip
Posted 3 days ago
The Equinox Golf Resort & Spa
Fullerton Inn

Fullerton Inn

10/10 Excellent
"The rooms are very clean. I had no problem with any of that. We went downstairs and told the manager that the bathroom sink was not draining and he said he would take care of it and he did we got back from where we had gone for the day it was working. We had our breakfast between eight and 11 is they said it would parking was good. We had a great time nice people to deal with."
Barbara 2-night trip
Posted 4 days ago
Fullerton Inn
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"Excellent amenities and perfect if you're traveling with a dog to VT. Rooms are very nice albeit a bit small and very low water pressure in the shower."
Yvette 1-night trip
Posted 4 days ago
Kimpton Taconic Hotel by IHG
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

10/10 Excellent
"Very nice resort, on a beautiful landscaping"
Thomas 1-night trip
Posted 5 days ago
Grand Summit Resort, A Vail Resorts Property

More cheap stays in Chester

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
HK$680
HK$738 total
2 Sept - 3 Sept
includes taxes & fees
7/10 Good! (1,002 reviews)
Days Inn by Wyndham Keene NH
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH
HK$894
HK$970 total
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
Keene Elm City Hotel, an Ascend Collection Hotel
Latchis Hotel

Latchis Hotel

50 Main Street Brattleboro VT
HK$912
HK$1,003 total
9 Aug - 10 Aug
includes taxes & fees
Latchis Hotel
Hampton Inn Brattleboro

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT
HK$958
HK$1,054 total
16 Aug - 17 Aug
includes taxes & fees
8.2/10 Very good! (1,001 reviews)
Hampton Inn Brattleboro
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT
HK$1,023
HK$1,125 total
31 Aug - 1 Sept
includes taxes & fees
8.6/10 Excellent! (843 reviews)
Comfort Inn & Suites Brattleboro I-91
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

4519 Main St Manchester Center VT
HK$1,172
HK$1,289 total
30 Aug - 31 Aug
includes taxes & fees
9.6/10 Exceptional! (1,008 reviews)
Hampton Inn and Suites Manchester

Find out more about Chester

Top reasons to visit Chester

  • Thrilling Skiing: Chester is perfect for skiing enthusiasts, offering local ski resorts and fields for winter sports adventures.
  • Vibrant Arts Scene: Explore Chester's rich arts culture through various galleries showcasing local talent.
  • Beautiful Parks: Enjoy the stunning natural beauty of parks and nearby state parks, ideal for outdoor activities.
  • Family-Friendly Attractions: Engage in animal shows and agricultural exhibits, ensuring fun for visitors of all ages.
  • Charming Accommodations: Choose from cosy bed and breakfasts and agritourism properties catering to all budgets.

Find great hotels near Chester

Discover a range of charming accommodations in Chester, Vermont, ideal for every type of traveller. From cosy bed and breakfasts to inviting agritourism properties, you’ll find affordable options that cater to families and adventure seekers alike. Many of these lodgings offer air conditioning, complimentary American breakfast, and spacious suites, making your stay both comfortable and memorable.

  • Best Western Springfield Hotel: Embrace a pet-friendly retreat at Best Western Springfield Hotel, located a mere 12.9km from Chester. This welcoming lodging is perfect for travellers seeking a hassle-free vacation with their furry companions. The hotel allows pets, with policies that ensure a comfortable stay for all. Guests appreciate the friendly atmosphere and essential amenities, making it an ideal base for exploring the charming surroundings of Vermont.
  • Pointe at Castle Hill Resort: Experience a blend of adventure and relaxation at Pointe at Castle Hill Resort, situated 14.5km away from Chester. This 3.5-star hotel caters to those with a thirst for outdoor activities and wellness. Guests can indulge in a variety of adventure sports, from hiking and biking to snow tubing and skiing. The property boasts a full-service spa, complete with a sauna and hot stone massages, ensuring a rejuvenating escape after an exciting day. Perfect for business travellers and adventure seekers alike, this resort offers a unique getaway in a stunning natural setting.
  • Jackson Gore Village: Discover the ideal mix of adventure and leisure at Jackson Gore Village, located 20.9km from Chester. This 3-star hotel is a haven for golf enthusiasts and those seeking a diverse range of outdoor activities. With options for mountain biking, hiking, and even ziplining, guests are never short of excitement. The full spa and indoor pool provide a tranquil retreat after a day of adventure, featuring services such as Swedish massages and a hot tub for ultimate relaxation. Jackson Gore Village offers a vibrant community atmosphere, making it a fantastic choice for families and groups.

Where to stay near Chester

Chester, Vermont, offers a delightful escape for tourists seeking adventure and relaxation. Surrounded by stunning autumn foliage, this charming town boasts a friendly atmosphere and various activities, from skiing to exploring historical sites. Nearby regions further enhance your experience with luxurious accommodations and budget-friendly options, allowing you to celebrate nature in style. Whether you're looking for a tranquil retreat or an exciting getaway, Chester promises unforgettable memories amidst its picturesque landscapes.

  • Rockingham: Nestled a mere 11.3km from Chester, Rockingham is a charming village that offers a blend of outdoor adventure and historical allure. This destination is particularly popular among travellers seeking skiing experiences, with nearby ski fields and resorts drawing visitors during the peak months of July to September. The area is also home to picturesque lakes, an esteemed historic college, and serene parks, making it an ideal spot for those who relish nature and exploration. Whether you're hitting the slopes or enjoying a leisurely stroll by the lake, Rockingham promises a delightful experience.
  • Londonderry: Located 17.7km from Chester, Londonderry is a vibrant city that attracts visitors year-round, especially in January, July, and September. Known for its thrilling skiing opportunities, this city boasts excellent ski resorts and fields that cater to both novices and seasoned skiers. Surrounded by stunning landscapes, including lakes, majestic mountains, and lush valleys, Londonderry is perfect for outdoor enthusiasts. The combination of adventure sports and scenic beauty makes this city a must-visit for those looking to immerse themselves in Vermont's natural wonders.
  • Charlestown: Just 14.5km from Chester, Charlestown is a city that beckons nature lovers and adventure seekers alike. With a moderate seasonal influx of visitors, peaking from July to September, Charlestown offers a wealth of outdoor activities, including skiing and hiking. Its proximity to breathtaking lakes, towering mountains, and a national state park provides ample opportunities for exploration and scenic enjoyment. The charming atmosphere and the beauty of the surrounding landscape ensure that every visitor leaves with unforgettable memories.

Things to do near Chester

Chester, Vermont, offers a delightful mix of activities for adventure seekers and sports enthusiasts. Visitors can enjoy skiing at local ski resorts and fields, while also exploring the vibrant arts scene through galleries. Don't miss the chance to partake in animal shows and agricultural exhibits, or embark on scenic day trips to fully experience the charm of this picturesque town.

Shopping

For delightful shopping in Chester, visit the Vermont Country Store and My Minds Design, both located 9.7km away. If you're up for a drive, the West River Farmers Market, situated 17.7km away, offers a vibrant public market experience with a local flair.

Recreation

At Hooper Golf Club, enjoy a round of golf surrounded by picturesque landscapes, just 25.7km from Chester, offering an invigorating outdoor experience. Crown Point Golf Course, located 12.9km away, also provides a vibrant sports atmosphere. For relaxation, visit The Ice House Ice Skating, 20.9km from Chester, where wellness takes centre stage.

Adventure

Okemo Mountain Resort, located 17.7km from Chester, offers exhilarating skiing experiences on its diverse slopes, perfect for both beginners and experts. Meanwhile, Magic Mountain Ski Resort, 16.1km away, boasts thrilling runs and a vibrant sports atmosphere, ideal for an adrenaline-filled day on the snow.

For a unique adventure, the Solitude Express Ski Lift, situated 19.3km from Chester, provides breathtaking views as you ascend to explore the expansive terrain, combining the thrill of skiing with the beauty of the surrounding landscape.

Nightlife

Experience a vibrant evening in Chester with a visit to the Weston Playhouse, offering captivating performances just 16.1km away. For a thrill, venture to Maple Lanes, an exciting arcade 22.5km away, or enjoy the Timber Ripper Mountain Coaster, located 20.9km away, for a memorable adventure.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Chester

To save money on your trip to Chester, consider visiting during the off-peak months of April to May and November when accommodation prices are lower. Aim to book your stay on a Tuesday for the best rates. Utilise Expedia's search tool to filter for eco-certified hotels and arrange results by price from lowest to highest. For additional savings, consider booking a package that combines your hotel, flights, and activities. Don't forget to check for app deals and compare prices to find the best options available.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chester are April to May and November, where the prices are slightly lower. This is in comparison to January to February and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chester is Tuesday. The most expensive day to stay in Chester is Friday.
  • Find cheap hotels on Expedia: Utilise Expedia's search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the most affordable prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Chester with your flights and activities by booking a package through Expedia.

Find the best attractions near Chester

Chester, Vermont, is an ideal destination for those seeking ski and adventure sports holidays. This charming town offers a variety of attractions, including beautiful parks, the nearby state park, and fascinating history museums. Visitors can immerse themselves in outdoor activities, cultural experiences, and family-friendly adventures that cater to all interests. Whether you're skiing down the slopes or exploring the local heritage, Chester promises an enjoyable getaway for every traveller.

  • Fletcher Farm School for the Arts and Crafts: This unique educational institution, located 16.1km from Chester, offers a rich cultural experience. Visitors can engage in various arts and crafts workshops, perfect for unleashing creativity and learning new skills in a picturesque setting.
  • Buttermilk Falls: Situated 22.5km away, Buttermilk Falls is a stunning waterfall surrounded by nature, providing a romantic and adventurous atmosphere. It's an ideal spot for hiking, picnicking, and enjoying the beauty of Vermont's outdoors.
  • Vermont Museum of Mining and Minerals: Located just 9.7km from Chester, this family-friendly natural history museum showcases fascinating exhibits on mining and minerals, offering a cultural insight into Vermont’s geological heritage.

Best time to go to Chester

The best time to visit Chester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chester falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January20.7°F (-6.3°C)Light RainMostly CloudySlightly LowSlightly High
February22.6°F (-5.2°C)Light RainMostly CloudySlightly LowSlightly High
March30.7°F (-0.7°C)Light RainMostly CloudySlightly LowAverage
April42.8°F (6.0°C)Light RainMostly CloudyAverageSlightly Low
May55.8°F (13.2°C)Light RainMostly SunnyAverageSlightly Low
June63.1°F (17.3°C)Light RainMostly SunnyAverageAverage
July69.3°F (20.7°C)Light RainMostly SunnySlightly HighAverage
August67.3°F (19.6°C)Light RainMostly SunnySlightly HighAverage
September60.3°F (15.7°C)Light RainMostly SunnySlightly HighAverage
October48.6°F (9.2°C)Light RainMostly SunnyAverageSlightly High
November36.1°F (2.3°C)Light RainMostly SunnyAverageSlightly Low
December27.3°F (-2.6°C)Light RainMostly CloudyAverageAverage

The nearest major airports for your trip to Chester

Chester, Vermont, is conveniently accessible via several major airports. Glens Falls, NY (GFL-Floyd Bennett Memorial) is situated 82.1km away, with nearby accommodation options like the 4-star Lodges At Cresthaven and the 3.5-star Six Flags Great Escape Lodge & Indoor Waterpark. Lebanon, NH (LEB-Lebanon Municipal) is a mere 46.7km from Chester, offering the 4-star Hanover Inn Dartmouth and the charming Windsor Mansion Inn. The nearest airport is Rutland, VT (RUT-Rutland Southern Vermont Regional), located 40.2km away, where you can find options such as the Killington Mountain Lodge, a 3.5-star hotel. Transport services are readily available from these hotels to their respective airports.

Frequently asked questions

Where is the best place to stay in Chester?
Based on our traveller data, Fullerton Inn is one of the top choices for your stay. This inn offers free breakfast and a restaurant. Other good choices for your stay in the area are Woodstock Inn & Resort and Keene Elm City Hotel, an Ascend Collection Hotel. See all available top hotels, or vacation rentals in Chester.
What are some of the best holiday rentals that Chester has to offer?
Okemo Mountain Lodging by Vail Resorts: This holiday home rental outside Chester is in the mountains and offers cable TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. See all vacation rentals in Chester.
If I need to cancel my hotel reservation in Chester, will I receive a refund?
Yes! The majority of hotel reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
What's the best family accommodation in Chester?
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! is a guesthouse with in-room kitchens and laundry facilities, and it's a top choice on Expedia for families. Also, attractions such as DaVallia Art & Accents and Bonnie's Bundles Dolls are fun for children of all ages. Find more child-friendly accommodations in Chester.
What's the best place to stay for a romantic holiday in Chester?
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! is a favourite guest house for couples, and features free WiFi and a garden. See all romantic hotels in Chester.
What's the best dog-friendly accommodation option in Chester?
Restorative Mountain Sanctuary with Hot Tub, Minutes from the Mountains is a top dog-friendly option for your stay. Motel in the Meadow is another option for a stay with your pet. See more pet-friendly hotel accommodations in Chester.
What are some accommodation options with pools in Chester?
Woodstock Inn & Resort: Offers a seasonal outdoor pool, an indoor pool and 4 restaurants. Keene Elm City Hotel, an Ascend Collection Hotel and Kimpton Taconic Hotel by IHG are two additional hotels that feature an on-site pool. View all hotels with pools in Chester.
What is staying in Chester like?
Visitors to Chester will definitely enjoy the skiing, cafes and shopping. Quaint and relaxing, this city also attracts tourists with its restaurants. In Chester, there are 62 hotels and other accommodation options to choose from. Find out more about Chester.
What should I do while I'm visiting Chester?
A couple of favourite places to visit are DaVallia Art & Accents and Bonnie's Bundles Dolls. You'll also find Vermont Country Store and Lowell Lake State Park in the area. Take a look at what more there is to see and do in Expedia's Chester guide.
What's the weather like in Chester?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm of snowfall.

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