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First time Chesapeake trip

Old 09-17-2020, 11:41 AM
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Default First time Chesapeake trip

I am looking for some recommendations.. the wife and I would like to take our CC from South Jersey(Townsends Inlet) down through the Delaware Bay and the C&D canal into the Chesapeake.. we would like to stay at a hotel with transient slips for 1 or 2 nights, if possible..I am looking for some feedback from someone who has done this trip and any locals , on hotels, marinas, restaurants, things to do, etc...



I have never ventured this far or taken an overnight trip before so I am excited, but want to make sure I have a good plan...



Any and all comments or suggestions welcome..

Thanks

Ed
Old 09-17-2020, 11:48 AM
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There's a C&D mid-point hotel in Chesapeake City. I think Delaware City, too, although we've only ever stayed in the marina there.

Then take a look at the charts, see if maybe Havre d'Grace, Rock Hall, or even Bal'mer or Annapolis might suit your plan for distance. Each of those places can offer accommodations...

-Chris
Old 09-17-2020, 12:35 PM
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Originally Posted by ranger42c View Post
There's a C&D mid-point hotel in Chesapeake City. I think Delaware City, too, although we've only ever stayed in the marina there.

Then take a look at the charts, see if maybe Havre d'Grace, Rock Hall, or even Bal'mer or Annapolis might suit your plan for distance. Each of those places can offer accommodations...

-Chris
how much further is Annapolis from Chesapeake City would you estimate ?

I don't want to bite off too much for a first time trip, but wife would love Annapolis..
Old 09-17-2020, 02:13 PM
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Probably 50 - 60 miles from Chesapeake city to Annapolis. Baltimore would be nice also, I wouldn't wander more than a couple of blocks up from the waterfront, especially after dark. There is a Four Seasons Hotel located right at the Harbor East Marina. The Kitty Knight House in Georgetown (on the Sassafras River) is neat and supposedly haunted. The North Point marina in Rock hall has an onsite hotel.
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Old 09-17-2020, 03:28 PM
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I ran the trip this summer. South River (just south of Annapolis) to the Cape May Inlet - 4 hours total. Coming back took 4:15. With decent weather, it's a great run. If you're coming to the Chesapeake for the first time, I suggest either Annapolis or Kent Narrows. Both have marinas and hotels within walking distance. There are plenty of other locations.
Old 09-17-2020, 06:12 PM
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I would not do Baltimore Kent island is very nice with some great restaurants I am not very familiar with rock hall but the one time I was there it was also very nice Chesapeake beach is about 20 miles below the bay bridge not as much to do as the others Saint Michaels would also be a place to look into I have never been by boat but have spent a few afternoons and haven't seen it all Please post your adventure.
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Old 09-17-2020, 06:18 PM
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Originally Posted by cdrhoek View Post
Probably 50 - 60 miles from Chesapeake city to Annapolis. Baltimore would be nice also, I wouldn't wander more than a couple of blocks up from the waterfront, especially after dark. There is a Four Seasons Hotel located right at the Harbor East Marina. The Kitty Knight House in Georgetown (on the Sassafras River) is neat and supposedly haunted. The North Point marina in Rock hall has an onsite hotel.
we’ve been to the inner harbor a few times and did get a little too far into the hood... that definitely won’t happen again😲

thanks for all of the info. We are weighing the extra distance to Annapolis.. never been, but I’ve heard it’s great..
Old 09-17-2020, 06:21 PM
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Originally Posted by mattttt25 View Post
I ran the trip this summer. South River (just south of Annapolis) to the Cape May Inlet - 4 hours total. Coming back took 4:15. With decent weather, it's a great run. If you're coming to the Chesapeake for the first time, I suggest either Annapolis or Kent Narrows. Both have marinas and hotels within walking distance. There are plenty of other locations.
Yeah, that is probably what we are gonna do, especially if we can get there in 4 hours.. any recommendations on hotels/ marinas in Annapolis?
Old 09-17-2020, 07:07 PM
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My grandparents had a place on 45th place in SIC. I grew up fishing out of TI. Anyhow, I highly recommend Annapolis. You should be able to get a slip at city dock this time of year. If not get a mooring ball and take the water taxi in. https://www.annapolis.gov/169/Docking-and-Mooring

For hotel, stay at the one of the B&B's or the Marriott waterfront Hotel. https://www.marriott.com/hotels/trav...E&gclsrc=aw.ds

Do not go to Baltimore inner harbor isnt even safe anymore.... For info on other ports on the Chesapeake this is a good site: BayDreaming.com ? Your Guide to the Chesapeake Bay

Last edited by iFishMD; 09-17-2020 at 07:14 PM.
Old 09-17-2020, 07:22 PM
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Don’t stay in Delaware city. Make it to Chesapeake city and do a bed and breakfast.
Old 09-17-2020, 08:09 PM
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We love Rockhall. That would be an easy run from the canal. There are some cool waterfront B&B’s my wife and I have stayed at by boat. Stop off at the tolchester tiki bar. I would also recommend Annapolis. Nice safe town to wander and enjoy an old seaport.

Stay out of Baltimore. It isn’t safe especially if you are not familiar with where you should and shouldn’t be.

so may cool creeks and Anchorage’s in the upper bay. Don’t forget to check out Fairlee and Still pond.
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Old 09-17-2020, 10:35 PM
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Unless things have changed a lot, we were in the Inner Harbor last September and there was no problem walking around that area and Fell's Point or even as far as Canton at night (before midnight). Didn't even think twice about it. Been to the Inner Harbor by boat a number of times and never had any problems. Walked from the harbor to north of Johns Hopkins University and back (that was day time though).

Biggest problem was all the construction in Harbor East.
Old 09-18-2020, 03:24 AM
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Originally Posted by iFishMD View Post
My grandparents had a place on 45th place in SIC. I grew up fishing out of TI. Anyhow, I highly recommend Annapolis. You should be able to get a slip at city dock this time of year. If not get a mooring ball and take the water taxi in. https://www.annapolis.gov/169/Docking-and-Mooring

For hotel, stay at the one of the B&B's or the Marriott waterfront Hotel. https://www.marriott.com/hotels/trav...E&gclsrc=aw.ds

Do not go to Baltimore inner harbor isnt even safe anymore.... For info on other ports on the Chesapeake this is a good site: BayDreaming.com ? Your Guide to the Chesapeake Bay
We are actually on 43rd place....thanks for the great info. The Marriott sounds perfect.
Old 09-18-2020, 06:44 AM
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We have been making Chesapeake "Loops" for many years & just did Tangier Island, Va- up thru C&D to Cape May & then back to OC , Md. I would take St Michaels over Annapolis for a couple nights- much more laid back & more bike/pedestrian friendly. Our favorite is the St. Michaels Harbor Inn. Get a slip on the outside pier and pull bow in, get a couple carry out crabcakes, mix a few drinks, and wait for the sunset,, beautiful. Best location in town, they have pool, bar & grill, fine dining, rooms, free bikes, free shuttle (Denali XL), and very friendly staff. Don't know about rooms, we stayed on the boat.

K/Mileage was St. Michaels to Ches. City= 46 Ches. City to Cape May = 64

Another plus for St Michaels is traveling down the bay, you will be right up next to the eastern shore which is MUCH prettier than the western shore or middle bay where you would travel to Annapolis. The terrain has beautiful hills & cliffs with lush forests & farmland along the way. It would also be more protected if the wind has much north or west in it.

Safe travels!
Old 09-18-2020, 07:05 AM
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Originally Posted by ssobol2533@aol.com View Post
Unless things have changed a lot, we were in the Inner Harbor last September and there was no problem walking around that area and Fell's Point or even as far as Canton at night (before midnight). Didn't even think twice about it. Been to the Inner Harbor by boat a number of times and never had any problems. Walked from the harbor to north of Johns Hopkins University and back (that was day time though).

Biggest problem was all the construction in Harbor East.
That was before all the Crap that has gone on recently....I wouldn't step foot in that S...Hole and I don't live far from it!!Not saying staying in the Inner Harbor area would not be safe...But there have been some problems....
Old 09-18-2020, 07:45 AM
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St. Michaels and Annapolis would be the two best picks - Annapolis is big town feel, St Michaels is small town feel. Both have boat accessible lodging and great dining/shopping options.
Old 09-18-2020, 08:10 AM
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I love St. Michaels also. Given that I live in Annapolis, it is where we like to go to by boat to walk and dine the best
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Old 09-18-2020, 08:25 AM
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I have been a slip holder in Fells Point (Baltimore's Inner Harbor) for 18 years. This year, it has just been especially creepy. Heed the advice above - SKIP BALTIMORE!
Wednesday, I ran down to Annapolis. Surprisingly vibrant and busy - great vibe. Recommendations for Rock Hall & St Michaels also very strong! The nice, hospitable, places of Maryland!
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Old 09-18-2020, 02:03 PM
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OP what size boat? Could have a place near Annapolis that is walking distance to down town. No place to sleep.
Free and has 110 on pier.
Old 09-18-2020, 02:31 PM
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Originally Posted by muskrattown View Post
OP what size boat? Could have a place near Annapolis that is walking distance to down town. No place to sleep.
Free and has 110 on pier.
it's a 26 Regulator, so we will be getting a hotel.

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