Chester Cottages

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Our top choices for Chester cottages

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Ludlow

includes taxes & fees

19 July - 20 July

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow

includes taxes & fees

19 July - 20 July

Hiking Trails On-site: Cozy Falls Brook Cabin

Brattleboro

sarah

includes taxes & fees

5 Aug - 6 Aug

3 Mi to Mount Snow: Spacious West Dover Home

West Dover

includes taxes & fees

19 July - 20 July

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Top Chester Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent

"Thoughtful and attentive staff"

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

8/10 Good

"We stayed for 5 nights. When we asked about additional towels we were told that there would be an 11.00 charge for them to come and service the room. The other option that they presented was for us to wash our towels ourselves. They do provide the machines and soap, though. The staff was friendly but some of the hotel showed signs of deferred maintenance."

On The River Inn

10/10 Excellent

"Great hotel! Our room was spacious and we loved having a full size fridge and mini-kitchen. Insanely loved the bath products (sorry, I love that kind of thing!). We had a great dinner at the restaurant which has a wonderful vibe and friendly staff. When we checked in, the front desk staff forgot to mention breakfast was included (clearly I had forgotten, too)-- took me 2 days to realize that! Breakfast was great. Another plus-- the gigantic backyard/meadow adjacent to the river is stunning and smores at night were an added bonus! They do a great job creating a hotel that is perfect for families, mountain bike travelers, horse show folks, couples getaways. Hard for one place to cover all that. I had booked via an online site which I thought included all fees but there was a small daily added cost. Overall though our total expenditure was LESS than other area hotels and really, this was so beautiful, immaculate, delish and otherwise very hospitable! We will be back!"

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