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Accommodations in Chester

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)
Holiday Inn Express Hotel & Suites Chester, an IHG Hotel in Chester, USA

Holiday Inn Express Hotel & Suites Chest...

Hotel in Chester, Florida , 2 Bryle Place
Located off Route 6 in the Hudson Valley, this Chester hotel features an indoor pool and on-site gym.
  • Parking
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Very good 566 Reviews 8.1

from $170.00 Show details »

Luxury in the Woods, Pool, Privacy & Peace in Chester, USA

Luxury in the Woods, Pool, Privacy & Pea...

Holiday home in Chester, Florida , 913 Craigville Road
Within 15 km of Metro-North Harriman Station and 25 km of Bear Mountain State Park, Luxury in the Woods, Pool, Privacy & Peace features free WiFi and ...
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $359.81 Show details »

Awesome Country Retreat - 5BR - Private & Peaceful in Monroe, USA

Awesome Country Retreat - 5BR - Private...

Holiday home in Monroe near Chester, Florida , 347 Museum Village Road
Awesome Country Retreat - 5BR - Private & Peaceful in Monroe offers accommodation with free WiFi, 21 km from Bear Mountain State Park and 48 km from T...
  • Parking

no reviews

from $438.39 Show details »

Stagecoach Inn in Goshen, USA

Stagecoach Inn

Hotel in Goshen near Chester, Florida , 268 Main Street
Located in Goshen, 26 km from Metro-North Harriman Station, Stagecoach Inn provides accommodation with a restaurant, free private parking and a bar.
  • Parking
  • Restaurant
  • Bar
  • Kid meals

Superb 66 Reviews 9.3

from $245.00 Show details »

Orange Inn Boutique Hotel in Goshen, USA

Orange Inn Boutique Hotel

Hotel in Goshen near Chester, Florida , 159 Main Street
Featuring 5-star accommodation, Orange Inn Boutique Hotel is located in Goshen, 26 km from Metro-North Harriman Station and 36 km from Bear Mountain S...
  • Parking
  • Restaurant
  • Bar
  • Family rooms

no reviews

from $288.00 Show details »

Sleep Inn & Suites Monroe - Woodbury in Monroe, USA

Sleep Inn & Suites Monroe - Woodbury

Hotel in Monroe near Chester, Florida , 1 Sleep Way
Situated in Monroe and with Metro-North Harriman Station reachable within 11 km, Sleep Inn & Suites Monroe - Woodbury features concierge services, non...
  • Fitness centre
  • Family rooms
  • Allergy-free room
  • Tea/Coffee maker
  • Shower

Fabulous 699 Reviews 8.8

from $125.00 Show details »

Fairfield Inn & Suites Goshen Middletown in Goshen, USA

Fairfield Inn & Suites Goshen Middletown

Hotel in Goshen near Chester, Florida , 20 Hatfield Lane
Located near Route 17, this hotel is just a 3-minute drive away from Good Time Park.
  • Parking
  • Fitness centre
  • Family rooms
  • Outdoor pool
  • Swimming pool

Fabulous 234 Reviews 8.7

from $138.00 Show details »

Incredible Ranch in the Woods - Lake View - Peace and Luxury! in Monroe, USA

Incredible Ranch in the Woods - Lake Vie...

Holiday home in Monroe near Chester, Florida , 10 Twin Lakes Road
Located in Monroe, just 23 km from Bear Mountain State Park, Incredible Ranch in the Woods - Lake View - Peace and Luxury! provides accommodation with...
  • Parking

no reviews

from $322.50 Show details »

Relaxing New York Home with Boat Dock and Lake View! in Monroe, USA

Relaxing New York Home with Boat Dock an...

Holiday home in Monroe near Chester, Florida
Offering lake views, Lakefront New York Home with Boat Dock! is an accommodation located in Monroe, 11 km from Metro-North Harriman Station and 25 km ...
  • Parking

no reviews

from $449.00 Show details »

Pet friendly travelers lounge w/ indoor fireplace in Monroe, USA

Pet friendly travelers lounge w/ indoor...

Chalet in Monroe near Chester, Florida , 7 Beverly Trail
Boasting a garden, a terrace, and a restaurant, Pet friendly travelers lounge w/ indoor fireplace features accommodation in Monroe with free WiFi and ...
  • Parking
  • Restaurant
  • Pets allowed
  • Family rooms

Pleasant 3 Reviews 6.3

from $120.94 Show details »

Schunemunk Mnt hse 15 mins to Legoland &woodbury in Monroe, USA

Schunemunk Mnt hse 15 mins to Legoland &...

Villa in Monroe near Chester, Florida , 6 Crestwood Trail
Boasting mountain views, Schunemunk Mnt hse 15 mins to Legoland &woodbury offers accommodation with a balcony and a kettle, around 28 km from Bear Mou...
  • Parking
  • Pets allowed
  • Family rooms

Superb 5 Reviews 9.4

from $172.10 Show details »

The Inn at Stony Creek in Warwick, USA

The Inn at Stony Creek

Inn in Warwick near Chester, Florida , 34 Spanktown Rd
Set 40 km from Bear Mountain State Park, The Inn at Stony Creek offers 3-star accommodation in Warwick and features massage services.
  • Breakfast in the room

Exceptional 49 Reviews 9.6

from $210.00 Show details »

Courtyard by Marriott Middletown Goshen in Middletown, USA

Courtyard by Marriott Middletown Goshen

Hotel in Middletown near Chester, Florida , 24 Crystal Run Crossing
Offering an indoor pool and a fitness center, this hotel features guestrooms with cable TV and free WiFi.
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

Good 174 Reviews 7.6

from $142.23 Show details »

Cozy Campbell Hall Getaway with Porch! in Campbell Hall, USA

Cozy Campbell Hall Getaway with Porch!

Holiday home in Campbell Hall near Chester, Florida
Set 34 km from DM Weil Gallery, 36 km from Bear Mountain State Park and 37 km from Loren Campbell Baseball Field, Cozy Campbell Hall Getaway with Porc...
  • Parking

no reviews

from $352.33 Show details »

Microtel Inn & Suites by Wyndham Middletown in Middletown, USA

Microtel Inn & Suites by Wyndham Middlet...

Hotel in Middletown near Chester, Florida , 19 Crystal Run Crossing
This Middletown, New York hotel off Interstate 84 offers rooms with free Wi-Fi and a cable TV.
  • Parking
  • Pets allowed
  • Family rooms
  • Shower
  • Bath

Pleasant 354 Reviews 6.6

from $133.45 Show details »

Hampton Inn Middletown in Phillipsburg, USA

Hampton Inn Middletown

Hotel in Phillipsburg near Chester, Florida , 20 Crystal Run Crossing
Easily accessible from Interstate 84 and close to a large shopping plaza, this Middleton, New York hotel offers a free daily breakfast buffet and free...
  • Parking
  • Pets allowed
  • Fitness centre
  • Allergy-free room
  • Outdoor pool

Good 164 Reviews 7.9

from $154.04 Show details »

Holiday Inn Express & Suites - Middletown - Goshen, an IHG Hotel in Middletown, USA

Holiday Inn Express & Suites - Middletow...

Hotel in Middletown near Chester, Florida , 20 Med Parc Road
Located in Middletown, 32 km from Metro-North Harriman Station, Holiday Inn Express & Suites - Middletown - Goshen, an IHG Hotel provides accommodatio...
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Allergy-free room

Very good 606 Reviews 8.5

from $115.20 Show details »

Days Inn by Wyndham Middletown in New Hampton, USA

Days Inn by Wyndham Middletown

Hotel in New Hampton near Chester, Florida , 4939 Route 17M
This Middletown hotel features rooms with free Wi-Fi and a seasonal outdoor pool.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Disappointing 229 Reviews 4.9

from $103.60 Show details »

Cottage at Millpond Falls - A Romantic Escape in Warwick, USA

Cottage at Millpond Falls - A Romantic E...

Holiday home in Warwick near Chester, Florida
Set in Warwick, 26 km from Metro-North Harriman Station, 40 km from Bear Mountain State Park and 45 km from St George s Episcopal Church, Cottage at M...
  • Parking
  • Pets allowed

Exceptional 9 Reviews 9.9

from $291.67 Show details »

Hampton Inn Harriman Woodbury in Central Valley, USA

Hampton Inn Harriman Woodbury

Hotel in Central Valley near Chester, Florida , 60 Centre Drive
The Hampton Inn Harriman Woodbury features an indoor swimming pool and rooms with a 32” LCD TV.
  • Parking
  • Fitness centre
  • Allergy-free room
  • Indoor pool
  • Swimming pool

Very good 995 Reviews 8.4

from $169.45 Show details »

Americas Best Value Inn at Central Valley in Central Valley, USA

Americas Best Value Inn at Central Valle...

Motel in Central Valley near Chester, Florida , 139 Route #32
Americas Best Value Inn at Central Valley is ideally positioned just a short drive north of New York City and close to West Point Military Academy.
  • Parking
  • Bath
  • TV
  • Telephone
  • Hairdryer

Pleasant 973 Reviews 6.7

from $129.99 Show details »

Tru By Hilton Middletown in Middletown, USA

Tru By Hilton Middletown

Hotel in Middletown near Chester, Florida , 41 Dunning Road
Located in Middletown, within 33 km of Metro-North Harriman Station and 40 km of DM Weil Gallery, Tru By Hilton Middletown provides accommodation with...
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • TV

Very good 515 Reviews 8.3

from $162.16 Show details »

Home2 Suites by Hilton Middletown in Middletown, USA

Home2 Suites by Hilton Middletown

Hotel in Middletown near Chester, Florida , 600 Route 211 East
Home2 Suites by Hilton Middletown is set in Middletown, 35 km from Holiday Mountain Ski and Fun.
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Electric vehicle charging station

Very good 144 Reviews 8.5

from $185.39 Show details »

La Quinta Inn & Suites by Wyndham Middletown in Middletown, USA

La Quinta Inn & Suites by Wyndham Middle...

Hotel in Middletown near Chester, Florida , 551 Route 211 East
This hotel features offers cable TV in every room.
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Indoor pool

Fabulous 416 Reviews 8.9

from $159.00 Show details »

Super 8 by Wyndham Middletown in Middletown, USA

Super 8 by Wyndham Middletown

Motel in Middletown near Chester, Florida , 563 Route 211 East
The Middletown Train Station is an 11-minute walk from this New York hotel.
  • Parking
  • Pets allowed
  • Family rooms

Okay 529 Reviews 5.6

from $105.40 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