A covered wooden bridge over a river, surrounded by rocky terrain and greenery.

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Check availability on Chester Pet-friendly Hotels

Tonight
Oct 3 - Oct 4
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Oct 4 - Oct 5
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Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Chester pet-friendly hotels

Dining
Dining
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.
A two-story house with a front porch, a driveway, and autumn foliage.

1. Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
United States
Kimberly B.
CA $297
CA $597 total
includes taxes & fees
Oct 20 - Oct 21
Charming Chester Farmhouse near Near VT Slopes
Exterior
Exterior
Living area
Living area

2. Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
Andover
United States
Lorraine C.
CA $398
CA $997 total
includes taxes & fees
Oct 9 - Oct 10
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
A hotel with a covered entrance, stone facade, and a sign indicating it is part of the Best Western chain.
A hotel room with a bed, a sitting area, a bathroom with a bathtub, and a large mirror.
A hotel room with a bed, a sofa, a coffee table, a desk, and a TV.
An indoor swimming pool with clear water, lounge chairs, and a stone fireplace.

3. Best Western Springfield Hotel

Best Western Springfield Hotel
Springfield
United States
Gerry
CA $216
CA $238 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Springfield Hotel
A restaurant with wooden tables and chairs, a central table with a sign reading "The Red Slate Restaurant", and large windows with views of the outside.
A Christmas tree decorated with lights, ornaments, and a bow.
A bar area with a sign reading "MAGIC" and "featured Vermont beers".
A hotel room with a large bathtub, a bed with a colorful quilt, two bedside lamps, and a framed picture on the wall.

4. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
Londonderry
United States
Terry
CA $134
CA $153 total
includes taxes & fees
Nov 2 - Nov 3
The Upper Pass Lodge at Magic Mountain
A cozy room with a fireplace, green sofas, a pool table, and a lamp.
A deck with white railings overlooking a forested area and a mountain in the distance.
A bedroom with a wooden floor, a bed with a white bedspread, a nightstand with a lamp, a dresser, and a television on the dresser.
A hotel hallway with wooden walls, a reception desk, and a sign indicating 'Employees Only'.

5. Bromley View Inn

Bromley View Inn
Bondville
Canada
William
CA $117
CA $128 total
includes taxes & fees
Nov 1 - Nov 2
Bromley View Inn
A red house with a covered porch and a chimney.
Two single beds with wooden frames and striped bedding, a small wooden nightstand with a lamp, and a window with a view of greenery.
A kitchen with a wooden table and chairs, a microwave, and cabinets.
A living room with a wood-burning stove, a blue armchair, and a bookshelf.

6. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
United States
Eleanor D.
CA $242
CA $513 total
includes taxes & fees
Oct 13 - Oct 14
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
A large two-story house with a front porch and a well-maintained lawn.
A rustic interior with wooden beams, a fireplace, and a chandelier.
An aerial view of a residential area with houses, a tennis court, and a swimming pool.
A cozy interior with a bar area, wooden furniture, and a Christmas tree.

7. The Landgrove

The Landgrove
Londonderry
United States
Lisa
CA $310
CA $338 total
includes taxes & fees
Nov 2 - Nov 3
The Landgrove
A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.
A motel with a parking lot, a covered walkway, and a staircase leading to the entrance.
A two-story white house with a front porch and a garage, surrounded by lush greenery.
A grassy field with a playground and trees in the background.

8. The Putney Inn

The Putney Inn
Putney
United States
Elizabeth G
CA $120
CA $132 total
includes taxes & fees
Oct 25 - Oct 26
The Putney Inn
A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.
A lobby with a stone fireplace, leather sofas, and a reception desk.
A reception desk with a wooden finish, a small plant, and a seating area with tables and chairs.
A stone wall surrounding a swimming pool with a metal handrail.

9. The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
Stratton
United States
DENNIS
CA $193
CA $233 total
includes taxes & fees
Oct 12 - Oct 13
The Black Bear Lodge at Stratton Mountain Resort
A modern bedroom with two beds, wooden headboards, a bench, a small table, and a large window with a view of greenery.
A person performing yoga on a wooden deck overlooking a river with trees in the background.
A store interior with shelves stocked with various products, a refrigerated display case, and a wall sign.
A living room with a sofa, a coffee table, a red chair, a lamp, and a patterned rug.

10. Otherland Hotel

Otherland Hotel
Newfane
Canada
Omar
CA $181
CA $243 total
includes taxes & fees
Nov 2 - Nov 3
Otherland Hotel
View all properties

Top Chester Hotel Reviews

The Manchester View

The Manchester View

10/10 Excellent
"We arrived at the Manchester View in late September on a trip to see the beautiful change of colors. View is definitely what you get here. Surrounded by gorgeous rolling hills and mountains that were covered with green, yellow, red and orange leaves. We were celebrating our 40th anniversary and were upgraded to a suite room. Thank you! Room was very nice, clean and spacious. My only complaint was the door would stick when trying to open or close the door to the room. And, although the bath was updated and very nice, the finish work around the counter wasn't complete. There was a gap between the wall and counter the ends didn't match up to the wall. But that is just really a minor issue. They also have a continental breakfast with the basics and a nice kick off to start your day. The view, the staff and did I say the view?... We would definitely stay here again!"
Jim 2-night trip
Posted less than an hour ago
The Manchester View
The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"We had Deluxe King River view - deluxe has a fireplace and shares a balcony with rocking chairs. The room was great except a couple little maintenance issues (I told the front desk and hope they fix). And it’s a great location walkable to downtown, great views of river and hills, and the inn has fire pits ready to go. Too bad coffee makers are in the hallway, not in the room, and there’s no breakfast (they said they might start next year). We went nearby for breakfast, and a good market is just across the street."
Ruth 2-night trip
Posted 3 hours ago
The Shire Woodstock
Colonial Motel

Colonial Motel

8/10 Good
"I love these kinds of motor lodges and I want them to keep improving and to succeed."
David 1-night trip
Posted 1 day ago
Colonial Motel
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

10/10 Excellent
"Our “go to” for an uber relaxing and comfortable getaway when we are seeking the amenities of an established hotel."
Deborah 1-night trip
Posted 3 days ago
The Equinox Golf Resort And Spa

Frequently asked questions

What are the most popular pet-friendly hotels in Chester?
The most popular pet-friendly hotels in Chester are Motel in the Meadow and Beautiful farmhouse in Historic village.Motel in the Meadow, with an 8.4 rating, welcomes pets to stay free of charge. Guests can also enjoy complimentary breakfast, including continental options, and free self-parking.Beautiful farmhouse in Historic village, rated 9.2, offers a unique stay with mountain views and a kitchen. While its pet policy isn't explicitly detailed, its high rating and amenities suggest a welcoming environment for all guests.
How much does a pet-friendly hotel in Chester cost?
You can find pet-friendly hotels in Chester from CA $128 with Expedia. Staying at a pet-friendly hotel offers a convenient and welcoming experience for travellers who don't want to leave their furry companions behind. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.
Are there any no fee pet-friendly hotels in Chester?
For a no-fee pet-friendly hotel in Chester, Motel in the Meadow is an excellent choice.This motel, with a review rating of 8.4, stands out because pets stay free, making it a budget-friendly option for travellers with animals. It also offers complimentary breakfast, continental breakfast, self-parking, and free WiFi, adding to the value.
Which area of Chester is best to stay in for pet-friendly hotels?
The best area to stay in Chester for pet-friendly hotels is generally within or very close to the village centre.This central area of Chester is clustered around Main Street (Route 11) and North Street (Route 103), where you'll find most of the village's historic inns and guesthouses. It's a compact and walkable area with a town green, local shops, and eateries. The architecture is primarily historic New England, giving it a quaint feel.Couples travelling with their furry companions will find this area particularly convenient. Many accommodations here understand the needs of pet owners, often providing amenities like dog beds or water bowls. You'll have easy access to village walks and nearby trails for exercising your pet, and several eateries have outdoor seating where pets are welcome.For those looking for a slightly more secluded experience but still wanting pet-friendly options, areas just outside the immediate village centre, often along secondary roads, offer inns with more expansive grounds.
What are some great pet-friendly hotels in Chester with outdoor spaces?
For pet-friendly hotels in Chester with great outdoor spaces, consider the Beautiful Farmhouse in Historic Village.This highly-rated accommodation, with a 9.2 review score, stands out for its various outdoor spaces, including a patio, deck, and porch or lanai, providing ample room for pets to relax outdoors. It is also situated amidst the mountains, offering scenic views and nearby opportunities for mountain biking and climbing.
How do I ensure I have booked a pet-friendly room in Chester?
To ensure you've booked a pet-friendly room on Expedia, use the filters in your search and select "Pet friendly" under the "Amenities" section. This will narrow your options to properties that allow pets. Once you find a hotel you're interested in, click on it and review the "Policies" section for specific details about their pet policy. This often includes information about pet types, size restrictions, fees, and whether pets are allowed in all rooms or only certain ones.When selecting your room type, read the room description to check that its pet-friendly, as not all rooms in a pet-friendly hotel may accommodate pets. For added peace of mind, contact the hotel directly to confirm the room you've selected allows pets.
What pet-friendly activities should we do in Chester?
The best area to stay in Chester for pet-friendly activities is right in the village centre, particularly around Main Street and the adjacent areas.This area is the heart of Chester, offering a pleasant and accessible environment for you and your pet. Main Street is lined with historic buildings, local shops, and eateries, many of which welcome well-behaved pets. You'll find several spots with outdoor seating where you can dine with your dog by your side.Couples travelling with their dogs will appreciate the convenience of staying in the village centre. It provides easy access to walkable streets and local parks, great for leisurely strolls. The Stone Village Historic District, just a short walk from Main Street, offers lovely architecture and quiet pathways for exploring with your canine companion.For those who enjoy a bit of outdoor adventure with their pets, the trails accessible from the village centre are a great option. Many local walking paths and nearby state parks are dog-friendly, allowing you to enjoy Vermont's natural beauty together.
What amenities should I look for in a pet-friendly hotel in Chester?
When selecting a hotel in Chester for you and your pet, look for amenities like food and water bowls, pet-friendly outdoor spaces and pet beds. You may find hotels that go the extra mile with pet-friendly dining options, treats and toys. It's also worth looking to see if there are any pet-friendly parks or walking trails nearby.
Do any Chester hotels have restrictions on pet sizes or breeds?
First ensure you have picked a pet-friendly hotel by using the "Pet friendly" filter under the "Amenities" section in your search. If a hotel in Chester has restrictions on pet sizes or breeds, you will find this information clearly in their property listing on Expedia. When you're on the property listing page, simply click on "Policies" to see what pet-specific policies the hotel implements.
How can I save on a pet-friendly hotel in Chester with Expedia?
There are plenty of ways to save on a pet-friendly hotel in Chester. Join One Key™, our free travel rewards program, to unlock instant discounts with Member Prices across a range of hotels. Typically, booking in advance will help you save on your pet-friendly hotel booking.
Is it cheaper to book flights and a pet-friendly hotel in Chester as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
Can I cancel my pet-friendly hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right pet-friendly hotel in Chester for you.

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