An aerial view of a town with a river, buildings, and surrounding greenery.

Chestertown RV Parks 2026

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14
No exact matches found, but these alternatives could be just right

Recommended hotels in Chestertown

A Comfort Inn & Suites hotel with a brick facade, arched entryway, and a well-maintained lawn.

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (989 reviews)
"This was a very well maintained place and the breakfast was really good."
United States
Amy
$98 nightly
The price is $109
Nov 15 - Nov 16
Total with taxes and fees
Comfort Inn & Suites Chestertown
A hotel entrance with a clear sky, a parking lot, and a brick building with a covered entrance.

2. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (511 reviews)
"Easy check-in & out. Convenient parking. Room was clean, though there were stains on loveseat, sheets, comforter (look like they’d been there for awhile; washed & put back on)."
United States
Kate
$72 nightly
The price is $80
Oct 26 - Oct 27
Total with taxes and fees
Red Roof Inn & Suites Chestertown
A row of motel rooms with stone walls and red doors.

3. Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.4 out of 10, (183 reviews)
"It was a nice, clean place to stay the night."
United States
Kathy
$64 nightly
The price is $70
Oct 20 - Oct 21
Total with taxes and fees
Driftwood Inn
A house with a swimming pool, surrounded by a fence, and two red umbrellas.

4. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (130 reviews)
"A beautiful and comfortable accomodations."
United States
John R.
$144 nightly
The price is $159
Oct 20 - Oct 21
Total with taxes and fees
First Floor Studio Apartment in Historic Chestertown
A campfire in a stone fire pit by a lakeside at sunset.

5. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
Chestertown
8.0 out of 10, Very good, (122 reviews)
"Nice restairant and bar"
United States
Steve allen
$124 nightly
The price is $137
Oct 20 - Oct 21
Total with taxes and fees
The Lodge at Great Oak Landing
A two-story building with a ground-floor commercial space and upper residential units.

6. Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
10.0 out of 10, Exceptional, (34 reviews)
"Enjoyable stay. All was as advertised. The host was very helpful when asked for information. Location was wonderful, very central in the old part of town. We had a great time!"
United States
Susan A.
$320 nightly
The price is $353
Oct 20 - Oct 21
Total with taxes and fees
Newly restored apartment in the heart of Chestertown
A rustic wooden barn with a red roof, surrounded by lush greenery and a wooden fence.

7. Secluded Cottage in Middle of Chestertown

Secluded Cottage in Middle of Chestertown
Chestertown
10.0 out of 10, Exceptional, (2 reviews)
"Robert and Elizabeth were great hosts. They are very communicative and flexible. The house itself is lovely, with nicely decorated rooms and so spacious! The location can’t be beat. Will definitely stay here again."
United States
Amy D.
$264 nightly
The price is $274
Oct 25 - Oct 26
Total with taxes and fees
Secluded Cottage in Middle of Chestertown
A house with a blue door, a front porch, and a garden with various plants and flowers.

8. Cozy 1-bedroom in-law suite in lovely Chestertown with AC

Cozy 1-bedroom in-law suite in lovely Chestertown with AC
Chestertown
8.0 out of 10, Very good, (1 review)
"Our first using VRBO. We were not sure what to expect but hoped it was as true as the listing. The home was cleaned and very nicely decorated. The bed was very comfortable and the home was spacious for two worked great. The water pressure was also great. Some small improvements will definitely give this place a 5 star. There was no closet to hang a men’s jacket or sun dresses; no mirror except in the bathroom and perhaps some coasters would help when spending some time reading in the living...
United States
Miriam G.
$292 nightly
The price is $310
Oct 26 - Oct 27
Total with taxes and fees
Cozy 1-bedroom in-law suite in lovely Chestertown with AC
A two-story house with a porch, a chimney, and a flagpole.

9. Wren Retweet- Country Estate in Center of C’Town

Wren Retweet- Country Estate in Center of C’Town
Chestertown
10.0 out of 10, Exceptional, (75 reviews)
"Perfect location for exploring the cutest town. "
United States
Mandy D.
$463 nightly
The price is $481
Oct 22 - Oct 23
Total with taxes and fees
Wren Retweet- Country Estate in Center of C’Town
A boat deck with a white bench and a view of a calm lake and distant trees.

10. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (74 reviews)
"The property was stunning. The rooms were very comfortable and the bathroom had all you need. We also really appreciated the drinks and free salted chocolate chip cookies. They were delicious. The inn keepers were and their dogs were a highlight for us. The breakfast was also absolutely delicious. Definitely would recommend this I"
United States
Christine
$156 nightly
The price is $173
Nov 16 - Nov 17
Total with taxes and fees
Inn at Huntingfield Creek
A two-story house with a covered porch, a staircase, and a garden area.

11. Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
9.6 out of 10, Exceptional, (16 reviews)
"Host is fantastic. Great room with garden view. Breakfast made to order. Beautiful art gallery."
United States
Joe
$135 nightly
The price is $150
Oct 28 - Oct 29
Total with taxes and fees
Haven Point Inn and Gallery
A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

12. Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.8 out of 10, Exceptional, (29 reviews)
"The stay was wonderful Just the weekend getaway we needed. Plus a wonderful host being so attentive when needed 10/10 will stay again!"
United States
Riley B.
$118 nightly
The price is $125
Oct 20 - Oct 21
Total with taxes and fees
Guest Suite for up to 2 in a Victorian on the Chester River
A marina with boats docked, a building with a white facade, and a restaurant with outdoor seating.

13. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Rock Hall
10.0 out of 10, Exceptional, (30 reviews)
"Great property! Great accommodations! Wonderful host"
United States
lisa p.
$266 nightly
The price is $294
Oct 25 - Oct 26
Total with taxes and fees
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Two Adirondack chairs facing a calm body of water with a clear sky above.

14. 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, (1,002 reviews)
"Good hotel for the money and location."
United States
Marc
$105 nightly
The price is $117
Nov 8 - Nov 9
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG
A building with a gabled roof and a circular vent on the roof.

15. BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (67 reviews)
"Perfect little place for our weekend stay!"
United States
Diane V.
$286 nightly
The price is $316
Oct 20 - Oct 21
Total with taxes and fees
BAYSIDE BUNGALOW
A hotel with a modern facade, a covered entrance, and a red car parked outside.

16. SpringHill Suites Baltimore White Marsh/Middle River

SpringHill Suites Baltimore White Marsh/Middle River
2.5 star property
Middle River
9.0 out of 10, Wonderful, (962 reviews)
"The property was in a very nice area. There were a few restaurants near. Very quiet, will definitely stay again."
United States
Rashawna
$107 nightly
The price is $124
Oct 25 - Oct 26
Total with taxes and fees
SpringHill Suites Baltimore White Marsh/Middle River
A multi-story hotel with outdoor seating areas and a dock extending into the water.

17. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (844 reviews)
"Awesome place"
United States
Joseph
$152 nightly
The price is $169
Oct 26 - Oct 27
Total with taxes and fees
Hyatt Place Kent Narrows & Marina
A Quality Inn hotel with a sign, a lawn, and a building with a clock tower.

18. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (995 reviews)
"Clean room, friendly staff, great breakfast attendant"
United States
Crystal
$83 nightly
The price is $93
Nov 15 - Nov 16
Total with taxes and fees
Quality Inn Grasonville near Kent Island
A modern hotel with a stone facade, a clear entrance canopy, and a prominent Hilton Inn sign.

19. Hilton Garden Inn Bel Air

Hilton Garden Inn Bel Air
3.0 star property
Bel Air
9.2 out of 10, Wonderful, (312 reviews)
"Lovely place! Friendly staff"
United States
Jaccilynne
$105 nightly
The price is $118
Nov 1 - Nov 2
Total with taxes and fees
Hilton Garden Inn Bel Air
A Country Inn & Suites hotel with a brick facade, multiple windows, and a sign indicating the entrance.

20. Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
3.0 star property
Bel Air
8.8 out of 10, Excellent, (1,002 reviews)
"The hotel is clean. The staff is very courteous and professional. Breakfast was nice. Good selection of food. I would recommend this hotel."
United States
Anne
$89 nightly
The price is $100
Nov 1 - Nov 2
Total with taxes and fees
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
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.
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Top Chestertown Hotel Reviews

Hampton Inn Baltimore/Glen Burnie

Hampton Inn Baltimore/Glen Burnie

8/10 Good
"na"
Betina 3-night trip
Posted 13 hours ago
Hampton Inn Baltimore/Glen Burnie

Find out more about Chestertown

Chestertown RV Parks information

Number of reviews
3,868
Accommodation
0 RV Parks
Lowest Price
$70
Highest Price
$481

Frequently asked questions

What makes RV parks in Chestertown unique?
If you're planning an RV trip to Chestertown, staying in an RV park is a great way to get to know the area. Travelers like this area for both its sporting events and its university setting. After you've settled in at the RV park in Chestertown, get out into nature and make it a memorable trip.
What are some of the best RV parks near Chestertown?
Tiny home camping site is one of the top choices for your stay near Chestertown, featuring onsite parking and barbecue grills. If you are blocking off a long weekend to experience the RV lifestyle, take advantage of the fireplace and hot tub available at this campsite. Other recommended RV parks include Rv parking site #3 and Rv parking site #7.
What's there to see in Chestertown?
If you're looking for some ways to explore Chestertown while making the most of your travel budget, this destination has lots to offer. Spots where you'll find the natural beauty on display include Northern Chesapeake Bay and Chesapeake Bay. Other places not to be missed include Historical Society of Kent County Maryland, Chestertown Historic District, and Rolphs Wharf Marina.
What's it like to stay in an RV park in Chestertown?
Booking a place in an RV park is a convenient choice if you're driving to Chestertown. This kind of accommodation provides you with spacious grounds to park your RV and spend the night where you're close to nature. Lots of RV parks are close to lakes and hiking trails, which makes it easy to enjoy outdoor activities.

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