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Our top choices for Chester hotels

The Whitetail and Suites

The Whitetail and Suites
2.5 star property
Lincoln
8.4 out of 10, Very Good, (184 reviews)
"Clean rooms. Easy parking"
United States
James A
$119 nightly
The price is $129
Jan 18 - Jan 19
Total with taxes and fees
The Whitetail and Suites

Katahdin Inn & Suites

Katahdin Inn & Suites
2.0 star property
Millinocket
7.6 out of 10, Good, (256 reviews)
"Great Staff, rooms were clean and comfy and quiet!"
United States
Michael
$153 nightly
The price is $167
Jan 18 - Jan 19
Total with taxes and fees
Katahdin Inn & Suites

Gateway Inn

Gateway Inn
2.5 star property
Medway
8.4 out of 10, Very Good, (433 reviews)
"Very nice place. Nice clean rooms with small fridge and microwave. Several nearby options for dining. Close to I-95. Very nice!/professional staff. "
United States
Harold
$100 nightly
The price is $109
Jan 18 - Jan 19
Total with taxes and fees
Gateway Inn

Baxter Park Inn

Baxter Park Inn
2.0 star property
Millinocket
8.6 out of 10, Excellent, (533 reviews)
"Have stayed here plenty of times and we were always welcome"
United States
Robert
$165 nightly
The price is $180
Jan 18 - Jan 19
Total with taxes and fees
Baxter Park Inn

Briarwood Motor Inn

Briarwood Motor Inn
2.5 star property
Lincoln
8.8 out of 10, Excellent, (183 reviews)
"Clean room and friendly staff "
United States
Jaime
$119 nightly
The price is $130
Jan 18 - Jan 19
Total with taxes and fees
Briarwood Motor Inn

Pamola Motor Lodge

Pamola Motor Lodge
2.0 star property
Millinocket
7.0 out of 10, Good, (307 reviews)
"Solid stay. Gets the job done for people staying in Winter"
United States
Brett
$124 nightly
The price is $136
Jan 22 - Jan 23
Total with taxes and fees
Pamola Motor Lodge
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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Top Chester Hotel Reviews

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Hotels in Chester with star-rating

Frequently asked questions

What is the best area to stay in Chester?
The best area to stay in Chester is the downtown historic district, particularly around Main Street and Pleasant Street.

This central area offers a classic New England experience with well-preserved 19th-century architecture and a welcoming, small-town feel. It's very walkable, with local shops, eateries, and the Chester Historical Society Museum all within easy reach. The nearby Chester Riverwalk provides scenic views and access to the riverfront.

Couples often find this area ideal for a relaxing getaway. They can enjoy strolls along the tree-lined streets, browse antique shops, and dine at local restaurants, many of which feature locally sourced ingredients. The close proximity to the Chester River also allows for easy access to boat tours or kayaking.

For travelers looking for convenience and a central base for exploring the region, the downtown area is also a top choice.
When is the best time to go to Chester?
The best time to visit Chester, Maine, is during the summer months, from June to August, when the weather is warm and conducive to outdoor activities like hiking, fishing, and boating.

Alternatively, the fall, particularly late September to mid-October, offers stunning foliage and cooler temperatures, which is ideal for scenic drives and enjoying the vibrant autumn colors.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chester.
How can I save on a Chester hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Chester hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Chester hotel?
Prices for hotels in Chester often vary, but you can find a great deal from $109 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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