Hotels logo

Hotels in Chester

October 2026
November 2026

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Where to stay in Chester?

A spacious living area with a stone fireplace, wooden ceiling, and rustic decor including deer antlers and a chandelier.
A four-poster bed with a floral bedspread, two bedside lamps, a small round table, and a chair in a hotel room.
A spacious lobby with a high ceiling, wooden beams, a reception desk, a red armchair, a television, and a view of the outdoors through large windows.
A bathroom with a white sink, mirror, and toilet. There is a door leading to another room with a bed.

1. Gateway Inn

Gateway Inn
Medway
$100
$109 total
includes taxes & fees
Oct 1 - Oct 2
Gateway Inn
A room with two wooden beds, each with a plaid bedspread and matching pillows.
A motel with a two-story balcony, several motorcycles parked outside, and a red carpet entrance.
A sign for Briarwood Motor Inn with a welcome message and a vacancy notice.
A living room with a wooden clock, a coffee machine, a Christmas tree, and a sofa.

2. Briarwood Motor Inn

Briarwood Motor Inn
Lincoln
$123
$134 total
includes taxes & fees
Oct 12 - Oct 13
Briarwood Motor Inn
A two-story house with a porch, stone foundation, and string lights.
A room with a wooden piano, a patterned armchair, and a door with numbers 12 and 26.
A room with a wooden table, two chairs, a TV on the wall, a radiator, and a window with curtains.
A row of modern, stainless steel front-loading washers in a commercial setting.

3. The Whitetail and Suites

The Whitetail and Suites
Lincoln
$119
$129 total
includes taxes & fees
Oct 1 - Oct 2
The Whitetail and Suites
A spacious living area with a blue sofa, orange armchair, and a coffee table with magazines. A staircase is visible in the background, leading to another floor.
A modern kitchen with a central island, built-in appliances, and pendant lighting.
An indoor swimming pool with a lifeguard chair, a no diving sign, and a no diving allowed sign.
A hotel kitchen with multiple dining tables and chairs, a coffee machine, and a refrigerator.

4. Baxter Park Inn

Baxter Park Inn
Millinocket
$140
$153 total
includes taxes & fees
Oct 30 - Oct 31
Baxter Park Inn
A multi-level indoor recreational area with pool tables, a wooden gazebo, and a staircase leading to an upper level.
A bar area with a wooden counter, bar stools, and a shelf with various bottles.
A bar area with wooden walls, multiple liquor bottles, a TV screen, and bar stools.
A hotel corridor with patterned carpet, beige walls, and a long hallway.

5. Katahdin Inn & Suites

Katahdin Inn & Suites
Millinocket
$164
$179 total
includes taxes & fees
Oct 2 - Oct 3
Katahdin Inn & Suites
A spacious kitchen with wooden cabinets, a granite countertop, and a dining table with chairs.
A bathroom with a sink, mirror, towel rack, and toiletries.
A hotel room with a large bed, a desk with a chair, a TV, and two framed pictures on the wall.
A reception area with a reception desk, a welcome sign, a bookshelf with magazines, and a red doormat.

6. Pamola Motor Lodge

Pamola Motor Lodge
Millinocket
$127
$138 total
includes taxes & fees
Oct 13 - Oct 14
Pamola Motor Lodge
View all properties

Go beyond your typical stay in Chester

pet friendly image
Pet friendly
Pet friendly
Pool image
Pool
Pool
hot tub image
Hot tub
Hot tub
Cottage image
Cottage
Cottage

Check out reviews of Chester hotels guests love

A spacious living area with a blue sofa, orange armchair, and a coffee table with magazines. A staircase is visible in the background, leading to another floor.
A modern kitchen with a central island, built-in appliances, and pendant lighting.
An indoor swimming pool with a lifeguard chair, a no diving sign, and a no diving allowed sign.
A hotel kitchen with multiple dining tables and chairs, a coffee machine, and a refrigerator.

Baxter Park Inn

Baxter Park Inn
Millinocket

10/10 Exceptional

United States
Tom
Baxter Park Inn
A multi-level indoor recreational area with pool tables, a wooden gazebo, and a staircase leading to an upper level.
A bar area with a wooden counter, bar stools, and a shelf with various bottles.
A bar area with wooden walls, multiple liquor bottles, a TV screen, and bar stools.
A hotel corridor with patterned carpet, beige walls, and a long hallway.

Katahdin Inn & Suites

Katahdin Inn & Suites
Millinocket

10/10 Exceptional

United States
jonathan
Katahdin Inn & Suites
A room with two wooden beds, each with a plaid bedspread and matching pillows.
A motel with a two-story balcony, several motorcycles parked outside, and a red carpet entrance.
A sign for Briarwood Motor Inn with a welcome message and a vacancy notice.
A living room with a wooden clock, a coffee machine, a Christmas tree, and a sofa.

Briarwood Motor Inn

Briarwood Motor Inn
Lincoln

10/10 Exceptional

United States
Eric
Briarwood Motor Inn

Frequently Asked Questions

What accommodations do travelers recommend in Chester?

Guests like Briarwood Motor Inn, The Whitetail and Suites and Schlafmans Hollow Solar Cabins.

Can I book a refundable hotel in Chester?

If you want the flexibility to change your plans to Chester, most properties offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Chester be like during my visit?

The warmest months in Chester are usually July and August with an average temp of 64°F. January and February are the chilliest months when the average temp is 23°F. The rainiest months are December and October.

Why should I book my Chester hotel with Hotels.com?

There are plenty of reasons to book your Chester travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.