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Top hotels and accommodation in Chester

Gateway Inn

2.5 star property
8.4 out of 10, Very good, (353)
"Right in a location where I needed a motel."
The price is AU$168
includes taxes & fees
25 Nov - 26 Nov
Gateway Inn

Schlafmans Hollow Solar Cabins

3.0 star property
9.8 out of 10, Exceptional, (10)
"Scott was a fantastic host! Everything was clean and comfortable, he was very accommodating and super friendly! Would definitely stay here again!!"
Schlafmans Hollow Solar Cabins

Schlafman's Hollow Solar Cabin 2

10.0 out of 10, Exceptional, (2)
Schlafman's Hollow Solar Cabin 2

Schlafman's Hollow Solar Cabin 1

10.0 out of 10, Exceptional, (1)
"Nice and clean. All renewable energy sources. Beautiful area. Peaceful, could do my work and focus."
Schlafman's Hollow Solar Cabin 1

Cabin on the water!

9.4 out of 10, Exceptional, (17)
"Great location to the local trails for ATV riding."
Cabin on the water!

Lakefront home with something to enjoy for every season!

9.8 out of 10, Exceptional, (162)
"James provided my friend and I with the perfect accommodations for a long weekend getaway! Checkin was very easy, the house was clean, and everything was very thoughtful. The kitchen was so well stocked with cookware and all of the small appliances (coffeemaker, toaster oven, air fryer, slow cooker, you name it). The beds were comfortable and there were plenty of towels. We LOVED the quadruple sliding glass doors that let us lounge in the living room but still feel connected to the outdoors!...
Lakefront home with something to enjoy for every season!

Scott Camp Cottage - BaseCamp for Hunters! Entire Cottage in Springfield ME

10.0 out of 10, Exceptional, (1)
"What a sweet little spot to visit. Kimberly was amazing! Very quick to respond at the last minute to our request and honestly never been to a rental that put that much thought into the guest's comfort. Everything we could have needed and more was there. Thank you Kimberly and Tommy!"
The price is AU$383
includes taxes & fees
25 Nov - 26 Nov
Scott Camp Cottage - BaseCamp for Hunters! Entire Cottage in Springfield ME

Bear's Den 1 Bed/1 Bath Charming Rustic Log Cabin

10.0 out of 10, Exceptional, (6)
"The cabin was cozy and well equipped and the River view was beautiful. I recommend this place to anyone looking to get away and explore Baxter State Park. "
Bear's Den 1 Bed/1 Bath Charming Rustic Log Cabin

The Loon House is on beautiful, clean spring fed Silver lake.

10.0 out of 10, Exceptional, (22)
"The house was beautiful and very comfortable. It was very well stocked. The lake and dock had nice easy access with sandy beach. The view was incredible and the Loons and we even had a Bald Eagle fly over. Great memories made with our Daughters and grandkids"
The Loon House is on beautiful, clean spring fed Silver lake.

Cozy B&B in walking distance to onsite tasting room in Lee!

The price is AU$263
includes taxes & fees
25 Nov - 26 Nov
Cozy B&B in walking distance to onsite tasting room in Lee!

New Peaceful Home located on Mattanawcook Pond, Lincoln

10.0 out of 10, Exceptional, (13)
"Well appointed, clean, private, excellent value….loons peacefully calling across the beautiful waters will long remain in our memories. We will return next year. "
New Peaceful Home located on Mattanawcook Pond, Lincoln

Tranquil lakeside and trailside 5-bedroom house in Lee with gourmet kitchen.

2.0 star property
Tranquil lakeside and trailside 5-bedroom house in Lee with gourmet kitchen.

Moose's Lair 1 Bed/1 Bath Charming Rustic Log Cabin

9.4 out of 10, Exceptional, (8)
"Property was great. FYI the one of the pictures makes it look like the river runs right to lawn but there is a steep incline to access river which if I had known I wouldn’t have brought my kayak. Otherwise the pictures are good representation of the property."
Moose's Lair 1 Bed/1 Bath Charming Rustic Log Cabin

5 Star Maine River Lodge in Wytopitlock with AC, WiFi

2.0 star property
5 Star Maine River Lodge in Wytopitlock with AC, WiFi

Waterfront Lincoln Home w/ 2 Decks & Fire Pit

6.0 out of 10, (1)
Waterfront Lincoln Home w/ 2 Decks & Fire Pit

Quiet cabin on Center Pond.

10.0 out of 10, Exceptional, (1)
"Open on pond. Everyday a different view. This is a traditional fish camp cabin."
Quiet cabin on Center Pond.

Picturesque Lakeside Bunkhouse in Maine

Picturesque Lakeside Bunkhouse in Maine
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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Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

What's the best place for a stay in Chester?

Located 14.1 mi (22.7 km) from the heart of Chester, Gateway Inn is a top choice for your stay, based on our traveller data. Two other choices for your stay in the area are Katahdin Inn & Suites and Baxter Park Inn. See all available top hotels, or vacation rentals in Chester.

What are some of the best holiday rentals that Chester has to offer?

Katahdin Trails Home Base - your cozy home for your Katahdin area adventures!: This holiday home rental outside of Chester has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. See all vacation rentals in Chester.

If I need to cancel my hotel reservation in Chester, will I receive a refund?

Yes, you'll find most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

What are some accommodation options with pools in Chester?

Katahdin Inn & Suites: Offers free breakfast, an indoor pool and free self-parking. View all hotels with pools in Chester.

What is staying in Chester like?

Visitors to Chester will definitely find plenty to explore and enjoy. There are 109 hotels and other accommodation options in the surrounding area. Find out more about Chester.

What is there to see in Chester?

A favourite place to visit is Penobscot River. You'll also find Lincoln Memorial Library and Mt. Jefferson 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 -5°C. The snowiest months in Chester are January, March, December and November, with each month seeing an average of 35 cm of snowfall.