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Chester Hotels

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May 4 - May 5
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May 5 - May 6
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May 10 - May 12

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Top 10 trending Chester hotels

Exterior
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1607)
"This hotel was a marvelous surprise! It could not be in a better location. Just loved it! I want to stay in all 3 buildings now. "
The price is P8,778
P11,315 total
includes taxes & fees
May 16 - May 17
Historic Inns of Annapolis
View from property
Graduate Annapolis
4.0 star property
9.4 out of 10, Exceptional, (1069)
"Lovely hotel - everything was perfect except the coffee situation. Rubbish provision in room and then had to pay in the lobby."
The price is P10,702
P12,200 total
includes taxes & fees
May 12 - May 13
Graduate Annapolis
Pool
Crowne Plaza Annapolis, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1002)
"Parking limited on weekend evenings "
The price is P7,745
P8,829 total
includes taxes & fees
May 12 - May 13
Crowne Plaza Annapolis, an IHG Hotel
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Exterior
Admiral Suites
2.5 star property
6.6 out of 10, (141)
"Great feont desk. MS Cindy is always a warm welcome. Cleaned and got a room ready for me after hours. Wonderul hospitality"
The price is P4,819
P5,494 total
includes taxes & fees
May 5 - May 6
Admiral Suites
Lobby
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1003)
"Easy flow"
The price is P6,309
P7,192 total
includes taxes & fees
May 12 - May 13
DoubleTree by Hilton Hotel Annapolis
Indoor pool
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1004)
"Front desk was very helpful and kind. Everything went smoothly. Great location! Pleasant hiking trail a short walk away."
The price is P6,464
P7,369 total
includes taxes & fees
May 27 - May 28
Country Inn & Suites by Radisson, Annapolis, MD
Desk, laptop workspace, blackout drapes, iron/ironing board
Homestyle Suites
2.5 star property
5.6 out of 10, (715)
"Our 3rd stay, each time 3-4 days Always friendly & helpful staff! We were able to borrow kitchen essentials easily. Yes they are renovating to make it a really nice extended stay type hotel. Each time here it's been a quiet stay and they keep construction area neat as possible. Based upon how nice the bathroom has already been updated, I believe that they will update the kitchen and rest of room really nice as well."
The price is P4,905
P5,591 total
includes taxes & fees
May 5 - May 6
Homestyle Suites
Exterior
Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, (855)
"Awesome staff very professional and knowledgeable. Exceptionally clean"
The price is P7,688
P8,764 total
includes taxes & fees
May 29 - May 30
Courtyard by Marriott Annapolis
Exterior
The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1001)
"The property is okay. We found the beds to be extremely soft. The dining room in the lobby was not "welcoming" so we went elsewhere. We never received a receipt or text from the valet. The parking to be expensive. Also, the internet was not included in the cost of the room. I cannot remember the last time we paid for internet!"
The price is P9,696
P11,053 total
includes taxes & fees
May 12 - May 13
The Westin Annapolis
Exterior
Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
8.8 out of 10, Excellent, (719)
"Very clean"
The price is P5,560
P6,338 total
includes taxes & fees
May 7 - May 8
Microtel Inn & Suites by Wyndham Gambrills
Premium bedding, down comforters, pillowtop beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
9.0 out of 10, Wonderful, (706)
"…"
The price is P13,156
P14,998 total
includes taxes & fees
May 12 - May 13
Annapolis Waterfront Hotel, Autograph Collection
Property amenity
Staybridge Suites Washington DC East - Largo, an IHG Hotel
3.0 star property
8.8 out of 10, Excellent, (411)
"Property clean very small things could of been improved like wiping down fridge and making sure housekeeping sweeps better, other than that facility was nice definitely would book again. Staff friendly."
The price is P8,666
P9,792 total
includes taxes & fees
May 9 - May 10
Staybridge Suites Washington DC East - Largo, an IHG Hotel
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board
Hilton Garden Inn Annapolis
3.0 star property
8.4 out of 10, Very Good, (1000)
"The place is clean and it was a pleasant stay, we had my mom in a wheelchair and had a huge handicap room. My only complaint is having to pay for parking, no free breakfast and it was $75 for my dog to stay, which was too much. "
The price is P6,144
P7,005 total
includes taxes & fees
May 26 - May 27
Hilton Garden Inn Annapolis
Living area
Hilton Garden Inn Annapolis Downtown
3.0 star property
8.6 out of 10, Excellent, (838)
"The staff is excellent in their customer service. They are attentive and courteous. The staff is professional and welcoming. Keep up the great work. The restaurant was great, the breakfast options are wonderful. Highly recommend the oats. The room was clean, spacious and provided a wonderful view. The parking was so accommodating. Truly recommend for anyone to stay here. "
The price is P7,974
P9,091 total
includes taxes & fees
May 27 - May 28
Hilton Garden Inn Annapolis Downtown
Bar (on property)
Comfort Inn Conference Center
2.5 star property
9.0 out of 10, Wonderful, (1004)
"Right off the highway. "
The price is P5,680
P6,418 total
includes taxes & fees
May 19 - May 20
Comfort Inn Conference Center
Aerial view
Kent Island Resort
3.5 star property
9.2 out of 10, Wonderful, (67)
"Quiet and beautiful. The staff was very professional and friendly. I felt like I was home. Looking forward to my next visit!!!"
The price is P17,653
P22,022 total
includes taxes & fees
Jun 2 - Jun 3
Kent Island Resort
Exterior
SpringHill Suites by Marriott Annapolis
3.0 star property
9.0 out of 10, Wonderful, (1000)
"Very nice hotel, everything worked as it should. Clean rooms. Food was decent, could have been more options. The only downside was the indoor pool was freezing and the whirlpool jets were not all working."
The price is P9,724
P11,085 total
includes taxes & fees
May 26 - May 27
SpringHill Suites by Marriott Annapolis
TV
Village Inn
2.0 star property
6.2 out of 10, (432)
"I have stayed here multiple times and have always enjoyed it"
The price is P5,039
P5,744 total
includes taxes & fees
May 12 - May 13
Village Inn
Exterior
Best Western Annapolis
2.5 star property
7.6 out of 10, Good, (1003)
"The location next to US 50 was a bit noisy once the commuter traffic started around 5:45 am to 6 am. There is not much the property can do to diminish this kind of noise. The staff was excellent. "
The price is P5,473
P6,239 total
includes taxes & fees
May 26 - May 27
Best Western Annapolis
In-room safe, desk, laptop workspace, blackout drapes
Holiday Inn Express & Suites Annapolis, an IHG Hotel
2.5 star property
8.2 out of 10, Very Good, (1000)
"Very Nice! "
The price is P6,505
P7,415 total
includes taxes & fees
May 28 - May 29
Holiday Inn Express & Suites Annapolis, an IHG Hotel
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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.

More cheap stays in Chester

Days Inn by Wyndham Easton

Days Inn by Wyndham Easton

7018 Ocean Gateway, Easton, MD
The price is P4,131 per night from May 6 to May 7
P4,131
per night
6 May - 7 May
5.8/10 (725 reviews)

Near an Attraction

Image for Chesapeake Exploration Center

Chesapeake Exploration Center

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

See properties
Chesapeake Exploration Center

Chester hotels information

Number of reviews
4,871
Accommodation
1,179 hotels
Lowest Price
P4,131
Highest Price
P17,653

Frequently asked questions

What's the best place to stay in Chester?

Located 10.8 mi (17.3 km) from the heart of Chester, Historic Inns of Annapolis is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Graduate Annapolis and Country Inn & Suites by Radisson, Annapolis, MD. 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 room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If your reservation is non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

Where can I learn more about changing or cancelling my trip to Chester?

To find more details about rescheduling or cancelling your trip to Chester, head over to our customer service page.

What are some accommodations with pools in Chester?

Country Inn & Suites by Radisson, Annapolis, MD: Provides buffet, an indoor pool, and free self parking. The Westin Annapolis and SpringHill Suites by Marriott Annapolis are a couple of other choices with an onsite 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 13 hotels and other accommodations to choose from. Find out more about Chester.

What is there to see in Chester?

Places to visit in the wider area include Matapeake State Park, Chesapeake Bay Environmental Center, and Sandy Point Beach. You'll also find Queenstown Harbor Golf Club and Chesapeake Bay Bridge in the area. Check out what more 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 temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Chester is 56 inches.

Recent Reviews in Chester
Expedia verified reviews

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

5/5 Excellent
"The staff is exceptional. This is an older property so there is some wear and tear. Nothing that is any kind of a problem. We will definitely stay again. "
A verified traveler stayed at Hampton Inn & Suites Annapolis
Posted 16 hours ago
Hampton Inn & Suites Annapolis