Chestertown accommodation from AU$90

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Accommodation in Chestertown

Chestertown is a marvellous place to check out, with a neat little list of available hotels. There are 4 located less than 5 kilometres from the centre of town.

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Wotif suggests taking a squiz at the Holiday Inn Express Hotel & Suites Chestertown and Quality Suites if you intend to stay close to all the hustle and bustle.

With a varied program of exhibits and displays, you'll most definitely discover a thing or two that's up your alley at River Arts Chestertown. Two ideal hotel options near here include Driftwood Inn and John L Stam House.

For some alternatives, checkout the Historic Kent Manor Inn and the Hilton Garden Inn Kent Island. They are located 30 kilometres and 30 kilometres respectively from the center. Wotif also recommends the Best Western Kent Narrows Inn and the Holiday Inn Express Annapolis - Kent Island. The first is 30 kilometres away from town, while the second is 30 kilometres away.

If you'd like to check out some close by localities, think about Rock Hall and Easton. Travel 16 kilometres to the southwest of Chestertown and you'll find Rock Hall. Alternatively, Easton is 50 kilometres to the south. Rock Hall hotels and apartments include the Mariners Motel and Inn at Osprey Point. The Tidewater Inn and Hampton Inn Easton are some of the ones in Easton.

Aussies are known internationally for their love of sport, so why not visit Ripken Stadium? Ripken Stadium is positioned to the north of Chestertown. Those wanting to stay close to the action can take their choice from the Residence Inn Aberdeen at Ripken Stadium and the Courtyard Aberdeen at Ripken Stadium.

If you are transiting into or out of Baltimore Washington International Thurgood Marshall Airport and looking to stay nearby, check out the latest deals at the Residence Inn by Marriott Baltimore BWI Airport or the BWI Airport Marriott.

Chestertown hotels essential information

Accommodation
1,039 hotels
Lowest Price
AU$90
Highest Price
AU$660
Popular hotels
Comfort Inn & Suites Chestertown, Red Roof Inn & Suites Chestertown, 350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock , Sagamore Pendry Baltimore, Historic Inns of Annapolis, Quality Inn & Suites Bel Air I-95 Exit 77A, Hampton Inn Baltimore/Glen Burnie, La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A, Best Western Plus Hotel & Conference Center

Frequently asked questions

What are the best hotels in Chestertown?
Located in Chestertown and with conveniences such as free internet services and high-speed internet services, Comfort Inn & Suites Chestertown is a retreat Wotif travellers are crazy about. Also securing a top spot on the list of best hotels in Chestertown is Red Roof Inn & Suites Chestertown. Get your shut-eye here and you’ll be near leading sights like Washington College and Garfield Centre for the Arts at the Prince Theatre. Ready for an amazing time in Chestertown? Let Wotif hook you up with an awesome pad at a rate that can’t be beat.
How many days should I spend in Chestertown?
Stay a few days, a few weeks or a lot longer — you do you. Start by working out the attractions you want to see as well as your preferred travel pace. Your budget will help you decide too. When you’re ready to lock in your Chestertown hotel and flight, we’ll help you make it happen.
Where should a first-time tourist stay in Chestertown?
Make life uncomplicated and book a hotel in Chestertown that’ll put you in the centre of the action. You’ll be close to things like top attractions and more transport options. Naturally, the best place to stay for you depends on things like your plans and budget, so do your homework before you go.
How much does a Chestertown hotel cost?
Chestertown hotel prices differ depending on when you plan to travel and just how swish you want your digs to be. To score AU$90 cheap accommodation in Chestertown, enter your details, click search, then filter your results by property class, budget, amenities and more. Another cost-saving tip? Avoid travelling during the busiest months of February, March and October, when rates are generally higher. Your inner bargain hunter will thank you for it.
How do I get a cheap hotel in Chestertown?
Get the lowdown on how to score cheap hotels in Chestertown with some of these tips and tricks:

  • Keep your budget in check by staying midweek: Cheaper room rates are typically offered from Mondays to Thursdays.
  • Pocket perks by joining Wotif: Unlock exclusive Mates Rates discounts, including 10% or more off select hotels, when you’re signed in to Wotif.
  • Travel outside of peak season: May, November and December are Chestertown’s least busy months when prices are at their lowest.
  • It’s all about the filters, dear traveller: Use our handy filter tool to narrow your search, then sort by the lowest price to find a hot deal.

Which hotels in Chestertown are family-friendly?
Our “Family friendly” filter is the simplest way to find family accommodation in Chestertown. With amenities and perks like games rooms, pools and playgrounds, your little ones will hit the fun jackpot while you score your dream getaway. It’s a win-win all round. A couple of our favourites are:


What is the best area to stay in Chestertown?
The neighbourhoods of Pomona and Edesville are two of our favourites. Whether it’s dining and entertainment districts you’re into, or more tranquil areas to get your holiday zen on in, we’ve got a Chestertown hotel with your name on it. Discover your ideal accommodation in Chestertown using our “View Map” feature at the top of the page. Happy hunting, dear traveller!

New reviews! Best hotels in Chestertown

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