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Accommodations in Chester (Page 2)

Enjoy your stay and find the best accommodations in Chester at affordable prices

Searching for an accommodation in Chester (Florida)? You will find a various number of lodgings for your overnight stay in Chester, starting from $64 per bed and night. Whether you are looking for a hotel, a guesthouse or an apartment, you will find an accommodation that meets your needs.

Accommodations in Chester and region (30 miles)
Residence Inn Middletown Goshen in Middletown, USA

Residence Inn Middletown Goshen

Hotel in Middletown near Chester, Florida , 57 Tower Drive
Set in Middletown, 35 km from Metro-North Harriman Station, Residence Inn Middletown Goshen offers accommodation with free bikes, free private parking...
  • Parking
  • Pets allowed
  • Bar
  • Fitness centre
  • Indoor pool

Superb 103 Reviews 9.1

from $166.00 Show details »

Caldwell House Bed and Breakfast in Salisbury Mills, USA

Caldwell House Bed and Breakfast

B&B in Salisbury Mills near Chester, Florida , 25 Orrs Mills Road
Caldwell House Bed and Breakfast offers air-conditioned accommodation in Salisbury Mills.
  • Parking

no reviews

from $360.00 Show details »

Villa Verde B&B, bsm, Greenwood Lake, NY in Monroe, USA

Villa Verde B&B, bsm, Greenwood Lake, NY

B&B in Monroe near Chester, Florida , 141 Old Tuxedo Road
Complete with a garden, a terrace and a bar, Villa Verde B&B, bsm, Greenwood Lake, NY is located in Monroe, 35 km from Bear Mountain State Park and 43...
  • Parking
  • Bar

Exceptional 23 Reviews 9.8

from $222.75 Show details »

Sleep Inn & Suites Middletown - Goshen in Middletown, USA

Sleep Inn & Suites Middletown - Goshen

Hotel in Middletown near Chester, Florida , 3491 Route 6
Located in Middletown and with Metro-North Harriman Station reachable within 33 km, Sleep Inn & Suites Middletown - Goshen provides concierge services...
  • Parking
  • Fitness centre
  • Indoor pool
  • Kid-friendly buffet
  • Swimming pool

Good 225 Reviews 8.0

from $158.06 Show details »

Madison Lodge - Middletown, Port Jervis, Hudson River in Middletown, USA

Madison Lodge - Middletown, Port Jervis,...

Holiday home in Middletown near Chester, Florida , 79 Madison Avenue
Madison Lodge - Middletown, Port Jervis, Hudson River is located in Middletown, 36 km from Metro-North Harriman Station and 41 km from DM Weil Gallery...
  • Parking
  • Pets allowed
  • Family rooms

Very good 3 Reviews 8.3

from $160.00 Show details »

Hudson Lodge - Port Jervis, Hudson River in Middletown, USA

Hudson Lodge - Port Jervis, Hudson River

Campsite in Middletown near Chester, Florida , 17 State Street, Middletown, NY 10940
Located in Middletown in the New York State region and Metro-North Harriman Station reachable within 36 km, Hudson Lodge - Port Jervis, Hudson River p...
  • Parking
  • Pets allowed
  • Family rooms
  • Shower
  • TV

Exceptional 1 Reviews 10.0

from $164.67 Show details »

Super 8 by Wyndham Montgomery Maybrook in Montgomery, USA

Super 8 by Wyndham Montgomery Maybrook

Motel in Montgomery near Chester, Florida , 207 Montgomery Road
Located off Interstate-84, this Montgomery, New York hotel is a 15-minute drive from Stewart International Airport.
  • Parking
  • Family rooms

Okay 303 Reviews 5.8

from $80.97 Show details »

Holiday Inn Express and Suites Montgomery, an IHG Hotel in Montgomery, USA

Holiday Inn Express and Suites Montgomer...

Hotel in Montgomery near Chester, Florida , 2105 Route 208
Offering an indoor pool and a fitness centre, Holiday Inn Express and Suites Montgomery is located in Montgomery.
  • Parking
  • Fitness centre
  • Family rooms
  • Indoor pool
  • Kid-friendly buffet

Very good 225 Reviews 8.3

from $136.53 Show details »

The Borland House Inn in Montgomery, USA

The Borland House Inn

B&B in Montgomery near Chester, Florida , 130 Clinton Street
Situated in Montgomery in the New York State Region, 28 km from New Paltz, The Borland House Inn serves a full breakfast made with local ingredients.
  • Parking
  • Restaurant
  • Family rooms
  • Electric vehicle charging station
  • Tea/Coffee maker

Very good 108 Reviews 8.5

from $205.47 Show details »

Cromwell Manor Inn in Cornwall-on-Hudson, USA

Cromwell Manor Inn

B&B in Cornwall-on-Hudson near Chester, Florida , 174 Angola Road
Located in Cornwall-on-Hudson, 20 km from Metro-North Harriman Station and 25 km from Bear Mountain State Park, Cromwell Manor Inn provides accommodat...
  • Parking
  • Pets allowed
  • Family rooms

no reviews

from $284.66 Show details »

Homewood Suites by Hilton Newburgh-Stewart Airport in New Windsor, USA

Homewood Suites by Hilton Newburgh-Stewa...

Hotel in New Windsor near Chester, Florida , 180 Breunig Road
The hotel offers ideal accommodations for anyone travelling to the New Windsor, New York area.
  • Parking
  • Fitness centre
  • Family rooms
  • Bath
  • TV

Fabulous 258 Reviews 8.8

from $192.50 Show details »

Discover Nature’s Glory! Perfect Family Home in Highland Falls, USA

Discover Nature’s Glory! Perfect Family...

Holiday home in Highland Falls near Chester, Florida , 763 Route 9W
Discover Nature’s Glory!
  • Parking

no reviews

from $264.00 Show details »

Fox & Bear Lodge in Glenwood, USA

Fox & Bear Lodge

B&B in Glenwood near Chester, Florida , 967 McAfee Glenwood Road
Set in Glenwood, Fox & Bear Lodge offers accommodation with a balcony or a patio, free WiFi and flat-screen TV, as well as a garden and a terrace.
  • Restaurant
  • Pets allowed
  • Breakfast in the room

Exceptional 81 Reviews 9.6

from $275.00 Show details »

Tentrr Signature Site - Pastoral Paradise on 42-Acre Farm Close to NYC in Walden, USA

Tentrr Signature Site - Pastoral Paradis...

Luxury tent in Walden near Chester, Florida
Tentrr Signature Site - Pastoral Paradise on 42-Acre Farm Close to NYC is located in Walden, 24 km from DM Weil Gallery, 29 km from Loren Campbell Bas...
  • Parking
  • Pets allowed

Good 3 Reviews 7.7

from $162.00 Show details »

Econo Lodge Stewart International Airport in New Windsor, USA

Econo Lodge Stewart International Airpor...

Motel in New Windsor near Chester, Florida , 310 Windsor Highway
This New Windsor hotel is within a 15-minute drive of Stewart International Airport.
  • Pets allowed
  • Family rooms

Disappointing 45 Reviews 4.4

from $64.00 Show details »

Red Roof Inn & Suites Newburgh - Stewart Airport in New Windsor, USA

Red Roof Inn & Suites Newburgh - Stewart...

Motel in New Windsor near Chester, Florida , 915 Union Avenue
Nestled in Hudson Valley, overlooking Lake Washington, this hotel offers convenient access to Interstates 87 and 84 and provides many free and thought...
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Indoor pool

Good 596 Reviews 7.9

from $119.00 Show details »

Cadet Motel in Cornwall-on-Hudson, USA

Cadet Motel

Motel in Cornwall-on-Hudson near Chester, Florida , 2582 Route 9W
This Cornwall, New York hotel is 2 miles from Hudson Highlands Nature Museum.
  • Parking
  • Shower
  • Telephone
  • Air conditioning
  • Toilet

Pleasant 85 Reviews 6.4

from $79.00 Show details »

Courtyard Newburgh Stewart Airport in Newburgh, USA

Courtyard Newburgh Stewart Airport

Hotel in Newburgh near Chester, Florida , 4 Governor Drive
Located one mile from the airport, Courtyard Newburgh Stewart Airport offers free airport shuttles, an indoor pool and hot tub.
  • Parking
  • Restaurant
  • Fitness centre
  • Family rooms
  • Indoor pool

Pleasant 68 Reviews 7.0

from $152.15 Show details »

Large family house on the lake in Hewitt, USA

Large family house on the lake

Holiday home in Hewitt near Chester, Florida , 241 Point Breeze Drive
Set 36 km from Metro-North Harriman Station, Large family house on the lake offers accommodation in Hewitt with access to a hot tub.
  • Parking
  • Pets allowed
  • Family rooms
  • Spa and wellness centre

no reviews

from $556.52 Show details »

The Crossroads Hotel - Newburgh, Ascend Hotel Collection in Newburgh, USA

The Crossroads Hotel - Newburgh, Ascend...

Hotel in Newburgh near Chester, Florida , 5 Lakeside Road
Featuring free WiFi throughout the property, The Crossroads Hotel-Newburgh, Ascend Hotel Collection offers accommodation in Orange Lake in Newburgh, N...
  • Restaurant
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 187 Reviews 7.4

from $157.85 Show details »

Tentrr Signature Site - Heavens Landing in Vernon, USA

Tentrr Signature Site - Heavens Landing

Luxury tent in Vernon near Chester, Florida
Tentrr Signature Site - Heavens Landing enjoys a location in Vernon, just 41 km from Metro-North Harriman Station and 48 km from Hopatcong State Park.
  • Parking

Fabulous 2 Reviews 9.0

from $226.00 Show details »

Tentrr Signature Site - Appalachian Trail Hilltop Hideaway - Coleman Cooking Site in Vernon, USA

Tentrr Signature Site - Appalachian Trai...

Luxury tent in Vernon near Chester, Florida
Tentrr Signature Site - Appalachian Trail Hilltop Hideaway - Coleman Cooking Site offers accommodation in Vernon, 41 km from Metro-North Harriman Stat...
  • Parking

no reviews

from $226.00 Show details »

Hampton Inn & Suites Newburgh Stewart Airport, NY in Newburgh, USA

Hampton Inn & Suites Newburgh Stewart Ai...

Hotel in Newburgh near Chester, Florida , 1 Crossroads Court
Situated in Newburgh, within 23 km of Mid Hudson Childrens Museum and 30 km of DM Weil Gallery, Hampton Inn & Suites Newburgh Stewart Airport, NY feat...
  • Parking
  • Pets allowed
  • Fitness centre
  • Indoor pool
  • Swimming pool

Fabulous 345 Reviews 8.8

from $143.66 Show details »

Historic Cornwall-On-Hudson Cottage with Deck! in Cornwall-on-Hudson, USA

Historic Cornwall-On-Hudson Cottage with...

Holiday home in Cornwall-on-Hudson near Chester, Florida
Historic Cornwall-On-Hudson Cottage with Deck! is set in Cornwall-on-Hudson, 26 km from Bear Mountain State Park, 27 km from Mid Hudson Childrens Muse...
  • Parking

no reviews

from $390.00 Show details »

Howard Johnson by Wyndham Newburgh in Newburgh, USA

Howard Johnson by Wyndham Newburgh

Hotel in Newburgh near Chester, Florida , 95 Route 17K
Howard Johnson Inn of Newburgh is located in the heart of the majestic Hudson Valley, minutes from exciting historic sights and activities such as Wes...
  • Restaurant
  • Bar
  • Family rooms

Okay 961 Reviews 5.8

from $89.25 Show details »

Number of Accommodations in Chester 160
Number of guest ratings 566
Average price per night $132.25
Lowest price per night $64.00
Highest price per night $1.104.00

Most popular accommodations in Chester

The most popular accommodations in Chester based on average guest rating (Top 10).

Cheapest accommodations in Chester

The cheapest accommodations in Chester based on room rate per night (Top 10).

Most booked accommodations in Chester

The most booked accommodations in Chester based on popularity with guests (Top 10).

Sleep & Travel in Chester (Florida)

Getting the best travel and overnight stay experience requires careful planning and attention to detail. Start by researching your destination and choosing the right accommodations for your needs and budget. Consider factors such as location, amenities, and reviews from other travelers. To make the most of your trip, take the time to explore Chester and immerse yourself in the local culture. This might include trying new foods, visiting historic sites, or attending cultural events.

When booking your accommodation in Chester, be sure to communicate any special requests or preferences you may have, such as a specific room type or dietary restrictions. This will help ensure that your stay is comfortable and enjoyable. Also don't forget to pack wisely and bring along any necessary travel essentials, such as comfortable shoes, sunscreen, and a camera to capture all of your memories. With careful planning and a spirit of adventure, you can have an unforgettable travel and overnight stay experience.

How to find the best accommodation in Chester

To find the perfect place to stay in Chester, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.

Accommodation data and pictures provided by Booking.com