Hot Chestertown Guest House Rates
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Featured Guest Houses in Chestertown
Calico Cottage Guest House
Annapolis
With a stay at this guesthouse in Annapolis, you'll be on a river, within a 5-minute drive of U.S. Naval Academy and Navy-Marine Corps Memorial Stadium.
Top Floor East Handicap Accessible
60 Sandy Cove Road, North East, MD
The price is AU$719 per night from 9 Jan to 10 Jan
AU$719
includes taxes & fees
9 Jan - 10 Jan 2025
Located in North East, Top Floor East Handicap Accessible is within a 10-minute drive of Upper Bay Museum and Elk Neck State Park.
Center Parlor Room at Sandy Cove
60 Sandy Cove Road, North East, MD
The price is AU$762 per night from 9 Jan to 10 Jan
AU$762
includes taxes & fees
9 Jan - 10 Jan 2025
When you stay at Center Parlor Room at Sandy Cove in North East, you'll be within a 10-minute drive of Upper Bay Museum and Elk Neck State Park.
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Second Floor Standard Deluxe Bay View
60 Sandy Cove Road, North East, MD
The price is AU$762 per night from 9 Jan to 10 Jan
AU$762
includes taxes & fees
9 Jan - 10 Jan 2025
With a stay at Second Floor Standard Deluxe Bay View in North East, you'll be within a 10-minute drive of Upper Bay Museum and Elk Neck State Park.
Second Floor East Standard Deluxe
60 Sandy Cove Road, North East, MD
The price is AU$719 per night from 9 Jan to 10 Jan
AU$719
includes taxes & fees
9 Jan - 10 Jan 2025
When you stay at Second Floor East Standard Deluxe in North East, you'll be within a 10-minute drive of Upper Bay Museum and Elk Neck State Park.
Second Floor Standard Suite Bay View
60 Sandy Cove Road, North East, MD
The price is AU$794 per night from 9 Jan to 10 Jan
AU$794
includes taxes & fees
9 Jan - 10 Jan 2025
Located in North East, Second Floor Standard Suite Bay View is within a 10-minute drive of Upper Bay Museum and Elk Neck State Park.
First Floor Bay View Deluxe Suite
60 Sandy Cove Road, North East, MD
The price is AU$826 per night from 9 Jan to 10 Jan
AU$826
includes taxes & fees
9 Jan - 10 Jan 2025
Located in North East, First Floor Bay View Deluxe Suite is within a 10-minute drive of Upper Bay Museum and Elk Neck State Park.
Top Floor Handicap Accessible Bay View
60 Sandy Cove Road, North East, MD
The price is AU$762 per night from 16 Jan to 17 Jan
AU$762
includes taxes & fees
16 Jan - 17 Jan 2025
Located in North East, Top Floor Handicap Accessible Bay View is within a 10-minute drive of Upper Bay Museum and Elk Neck State Park.
Top Floor Standard Suite
60 Sandy Cove Road, North East, MD
The price is AU$751 per night from 9 Jan to 10 Jan
AU$751
includes taxes & fees
9 Jan - 10 Jan 2025
Located in North East, Top Floor Standard Suite is within a 10-minute drive of Upper Bay Museum and Elk Neck State Park.
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.
Guest House Accommodation in Chestertown
We’ve got some pretty great guest house accommodation options in Chestertown, if we do say so ourselves. Even better: they won’t break the bank. So if you’re the type of person who loves a good deal, but also loves your creature comforts, Chestertown guest houses could be for you.
Think of the cosiest possible things you can right now: Loads and loads of blankets on a chilly morning. Fresh flowers in the morning sunlight. Fluffy bathrobes and crackling fireplaces. You get the idea. Guess what? Guest houses in Chestertown have so many options to choose from, you just might find one with all those things. (You should still bring your fave ugg boots though, because they’re just so perfectly broken in.) Yes, your room will be so comfy, you’re gonna want to hole up and hibernate, but don’t give in to the temptation. There are loads of things to do in Chestertown—places to go, people to meet, and food to eat. And no, you can’t bring the fluffy bathrobe with you.
You’ll find the best budget guesthouses right here on lastminute.com.au, so you can take the guesswork out of your holiday.
Chestertown Guest Houses essential information
Accommodation | 15 Guest Houses |
|---|---|
Lowest Price | AU$121 |
Highest Price | AU$826 |
Popular accommodation | Calico Cottage Guest House, Top Floor East Handicap Accessible, Center Parlor Room at Sandy Cove, Second Floor Standard Deluxe Bay View, Second Floor East Standard Deluxe, Second Floor Standard Suite Bay View, First Floor Bay View Deluxe Suite, Top Floor Handicap Accessible Bay View, Top Floor Standard Suite |
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More accommodations in Chestertown
Top trending hotels in Chestertown
Comfort Inn & Suites Chestertown
150 Scheeler Road, Chestertown, MD
Fully refundableReserve now, pay when you stay
The price is AU$190 per night from 25 Dec to 26 Dec
AU$190
includes taxes & fees
25 Dec - 26 Dec
When you stay at Comfort Inn & Suites Chestertown in Chestertown, you'll be in the historical district, within a 5-minute drive of Washington College and Historical ...
Red Roof Inn & Suites Chestertown
160 Scheeler Rd, Chestertown, MD
Fully refundableReserve now, pay when you stay
The price is AU$121 per night from 2 Jan to 3 Jan
AU$121
includes taxes & fees
2 Jan - 3 Jan 2025
You'll be centrally located in Chestertown with a stay at Red Roof Inn & Suites Chestertown, and 11 minutes by foot from Washington College.
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
Chestertown
Located in Chestertown, this vacation home is on the waterfront, within a 15-minute drive of Washington College and Garfield Center for the Arts at the Prince ...
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Sagamore Pendry Baltimore
1715 Thames St., Baltimore, MD
Fully refundableReserve now, pay when you stay
The price is AU$660 per night from 12 Jan to 13 Jan
AU$660
includes taxes & fees
12 Jan - 13 Jan 2025
With a stay at Sagamore Pendry Baltimore in Baltimore (Fells Point), you'll be within a 5-minute drive of Johns Hopkins Hospital and National Aquarium in ...
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 ways to explore Chestertown
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^Subject to availability and chosen travel dates.