Find hotels in Chester, MD from Rp1.580.524

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
27 Mar - 28 Mar
Tomorrow
28 Mar - 29 Mar
This weekend
27 Mar - 29 Mar
Next weekend
3 Apr - 5 Apr

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chester hotels

Exterior

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (853 reviews)
"Friendly helpful staff"
United States
Irene
The price is Rp1.436.840
Rp1.580.524 total
includes taxes & fees
7 Apr - 8 Apr
Quality Inn
View from property

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (374 reviews)
"Such a marvelous retreat! And the balcony facing the boats and the Bay at sunset is so welcome after exploring St Michael’s (a short 17 mins drive). Extremely friendly staff and good breakfast. Highly recommend to any nature lovers."
United States
Nadia
The price is Rp1.691.100
Rp1.860.210 total
includes taxes & fees
29 Mar - 30 Mar
Knapps Narrows Marina & Inn
Lobby

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (884 reviews)
"Staff was nice and room was clean "
United States
Lauren
The price is Rp1.580.355
Rp1.754.194 total
includes taxes & fees
29 Mar - 30 Mar
Quality Inn Grasonville near Kent Island
Free daily buffet breakfast

Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (598 reviews)
"Everything was great!"
United States
HEATHER
The price is Rp2.350.629
Rp2.585.692 total
includes taxes & fees
29 Mar - 30 Mar
Holiday Inn Express Easton by IHG
Lobby

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,001 reviews)
"respectFul staff and open to bend to make sure yiu are well served"
United States
akinbOla
The price is Rp1.842.536
Rp2.026.790 total
includes taxes & fees
29 Mar - 30 Mar
Best Western Plus Easton Inn & Suites
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,002 reviews)
"Wonderful staff,Clean rooms and comfortable bed!!"
United States
Evette
The price is Rp1.563.253
Rp1.735.211 total
includes taxes & fees
2 Apr - 3 Apr
Best Western Kent Narrows Inn
Reception

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (134 reviews)
"Beautiful hotel, nice staff"
United States
Kim
The price is Rp2.011.576
Rp2.739.969 total
includes taxes & fees
2 Apr - 3 Apr
Kent Island Resort
Exterior

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (70 reviews)
"A beautiful renovated historical house with charm, clean rooms, decorative furnishings and a wonderful hot breakfast. What we enjoyed the most was the warm hospitality of Willard, Valerie, and the other staff. Very close to downtown St. Michael’s, but just far enough away to give a nice feel of natural serenity. Great for a quick getaway from the city. We will be back. "
United States
Charles
The price is Rp2.705.760
Rp2.976.336 total
includes taxes & fees
30 Mar - 31 Mar
George Brooks House B&B
Bar (on property)

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (478 reviews)
"The Anchored Inn at Hidden Harbour Marina is a small gem of a hotel in Deale, Maryland. The staff was incredibly kind and professional. We were there "off season" and enjoyed the quiet. The room was a little small, but the bed was very comfortable. We would stay at the Anchored Inn again in a heartbeat!"
United States
Katey
The price is Rp2.571.098
Rp2.931.052 total
includes taxes & fees
31 Mar - 1 Apr
Anchored Inn at Hidden Harbour Marina
Exterior

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (93 reviews)
"We were"
United States
Guevara
The price is Rp2.168.836
Rp3.129.804 total
includes taxes & fees
7 Apr - 8 Apr
Wylder Tilghman Island
Terrace/patio

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,000 reviews)
"Beautiful area"
United States
Dan
The price is Rp2.342.556
Rp2.600.237 total
includes taxes & fees
5 Apr - 6 Apr
Hilton Garden Inn Kent Island Marina
Miscellaneous

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
The price is Rp2.621.205
Rp2.909.537 total
includes taxes & fees
21 Apr - 22 Apr
Haven Point Inn and Gallery
Reception

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,000 reviews)
" Great place,great location, was in town for St Michael Chocolate fest "
United States
Katherine
The price is Rp1.889.191
Rp2.078.110 total
includes taxes & fees
31 Mar - 1 Apr
St Michaels Inn
Bar (on property)

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (560 reviews)
"all excellent with kudos to staff and the breakfast cook."
United States
JOSEPH
The price is Rp2.426.062
Rp2.668.669 total
includes taxes & fees
29 Mar - 30 Mar
Hampton Inn Easton
Meeting facility

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (861 reviews)
"The property was beautiful and we enjoyed the room, the bar and the restaurant for breakfast. It is also in a great location in a very walkable town area."
United States
Linda
The price is Rp2.856.776
Rp3.142.454 total
includes taxes & fees
6 Apr - 7 Apr
The Tidewater Inn
Lake

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (62 reviews)
"The owners and staff were very courteous and nice. The room layout was great and thoughtfully designed and decorated."
United States
Sandra
The price is Rp2.368.419
Rp2.629.079 total
includes taxes & fees
27 Apr - 28 Apr
Inn at Huntingfield Creek
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (975 reviews)
"Room was very clean, hotel staff was friendly and helpful!"
United States
Heather
The price is Rp2.062.288
Rp2.289.139 total
includes taxes & fees
19 Apr - 20 Apr
Holiday Inn Express Annapolis East-Kent Island by IHG
Front of property

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (426 reviews)
"Best HOTEL EVER!!!"
United States
Ama
The price is Rp3.027.506
Rp3.702.145 total
includes taxes & fees
31 Mar - 1 Apr
The Wildset
Lobby

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,004 reviews)
"This place is Amazing!"
United States
Kyra
The price is Rp1.566.156
Rp1.785.419 total
includes taxes & fees
5 Apr - 6 Apr
Country Inn & Suites by Radisson, Annapolis, MD
Lobby

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (221 reviews)
"Hotel was clean staff was friendly"
United States
Kim
The price is Rp1.487.552
Rp1.779.316 total
includes taxes & fees
5 Apr - 6 Apr
Candlewood Suites Annapolis by IHG
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Chester attractions

Chesapeake Exploration Center

Learn about the events happening in Chesapeake Exploration Center during your trip to Kent Narrows. Stroll along the area's marina or simply enjoy its seafood restaurants.
See properties

Learn more about Chester

Chester awaits: its island views, sunny weather, golf and more!

See all hotels in Chester
Photo by Patricia Knorr
Open Photo by Patricia Knorr

Top Chester Hotel Reviews

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

10/10 Excellent
"Great location & service was wonderful."
Krisy 1-night trip
Posted 3 hours ago
Hilton Garden Inn Annapolis Downtown

More cheap stays in Chester

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD
The price is Rp1.563.253 per night from 2 Apr to 3 Apr
Rp1.563.253
Rp1.735.211 total
2 Apr - 3 Apr
includes taxes & fees
8/10 Very Good! (1,002 reviews)

Frequently asked questions

What's the best place to stay in Chester?
Located 11.2 mi (18 km) from the heart of Chester, Graduate by Hilton Annapolis is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Crowne Plaza Annapolis by IHG and Historic Inns of Annapolis. See all available top hotels, or vacation rentals in Chester.
If I need to cancel my hotel reservation in Chester, will I receive a refund?
Yes! You'll find that most hotel bookings are refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you booked a non-refundable reservation, it may still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
What are some accommodation options with pools in Chester?
Crowne Plaza Annapolis by IHG: Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool and complimentary wireless Internet access. Sonesta ES Suites Annapolis and Country Inn & Suites by Radisson, Annapolis, MD are a couple of other choices that offer an on-site pool. View all hotels with pools in Chester.
What is staying in Chester like?
Visitors can enjoy all that Chester has to offer, including the waterfront, seafood restaurants and golf courses. In Chester, there are 10 hotels and other accommodation options to choose from. Find out more about Chester.
What is there to see in Chester?
Places to visit in the wider area include Northern Chesapeake Bay, Matapeake State Park and Chesapeake Bay Environmental Center. You'll also find Love Point State Park and Eastern Neck National Wildlife Refuge 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 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Chester is 1414 mm.