Directions from Boston, Massachusetts to Annapolis, Maryland





UpTake Roadtrip Beta

We've selected a few points along the way for you to stop. We are trying to surface things you may not find elsewhere, but if we make some poor choices, please understand. Your feedback is appreciated.


The Party Jungle

Themeparks – Staten Island, New York

Super clean , fun atmosphere for a private party or open playtime. More on GoCityKids

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  • I looked at it online and thought it was nice, when I walked in I knew my sons party was going to be there. They didn't have the date I wanted so I had it the next weekend and I am so glad I did. ... More on GoCityKids

  • My children both enjoy having their parties here. The staff is very energetic and keep the kids involved. Super clean, fun atmosphere ... More on GoCityKids

Club Zero

Things To Do – Staten Island, New York

Club Zero - New club in Staten Island. More on clubzone

Linway Lounge

Bars – Parkville, Maryland

Linway Lounge - Boasting excellent service and strong drinks, Linway Lounge, located at 7714 Harford Rd, has a good crowd of regulars and a decent-looking clientele. As an ... More on clubzone

4.0
1 source
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4.0 out of 5
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4.0
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The Word on Columbia Street

Things To Do – Brooklyn, New York

A most valuable asset for anyone living on the Brooklyn Waterfront south of the Brooklyn Bridge. It is great for all age groups ... More on GoCityKids

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  • I check the blog daily to find out what is going on in the neighborhood. More on GoCityKids

  • about The Word on Columbia Street: A mom keeps her eye on the Red Hook section of Brooklyn and provides excellent "granular" ... More on GoCityKids

Golf Zilla

Golf Courses – Temple Hills, Maryland

Driving range with 54 stalls including a covered & heated section - Fully stocked golf retail store - Full service club repair facility - ... More on entertainment.com

Millbury Historical Commission

Museums – Millbury, Massachusetts

Anne Frank Center USA

Museums – New York, New York

Take a metaphorical trip to Amsterdam at the Anne Frank Center on Crosby Street. This American partner of the Anne Frank House teaches the story of Anne Frank and the Holocaust, and exposes intole... More on Nycgo.com

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  • The Anne Frank Center is a not-for-profit organization that promotes the universal message of tolerance by developing and disseminating a variety of educational programs, including exhibitions, wor... More on GoCityKids

D&H Canal Trail - Bashakill Wildlife Management Area

Things To Do – New York, New York

Parking is available on Haven Road or on a State owned access road just north of County Route 63 on US Route 209; you may access this the canal towpath from either point. More on TrailLink.com

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  • This trail segment is about two miles long and ends in a quiet Wurtsboro residential neighborhood (on street parking available here). More on TrailLink.com

  • "Although a portion of the former New York Ontario and Western Railwayâs right-of-way spans the entire length of this NY State Wildlife Management Area, the rail trail south of Haven Road is not su... More on TrailLink.com

Exiles for Conscience Sake

Landmarks – Philadelphia, Pennsylvania

Inscription. To the memory of the followers of, Caspar von Schwenckfeld, who fled from Silesia and found, in Pennsylvania a haven of, religious toleration, They landed near this spot 1731-37, Erected by the Society of the Descendants ... More on HMDB

Ten Forty Eight Club

Bars – Paulsboro, New Jersey

Ten Forty Eight Club, located at 1048 Pennline Rd, is your garden variety pub. It’s not going to win any raves of "Hottest. Bar. Ever.," but it’s a serviceable place to relax and unwind. Just keep your expectations gr... More on clubzone

3.5
1 source
Average Rating
3.5 out of 5
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CitySearch
3.5
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Fetish Warehouse NY

Bars – Brooklyn, New York

3.5
1 source
Average Rating
3.5 out of 5
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CitySearch
3.5
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BES Playground

Parks – Boylston, Massachusetts

Currently our Elementary School has one small structure that is appropriate only for the pre-k students. We would like to build an ... More on KaBoom.org

St Michaels Crab House

Restaurants – Saint Michaels, Maryland

My broiled crab cake sandwich was unbelievable and his philly chessesteak was close to the real thing. More on Yahoo! Travel

3.0
12 reviews
2 sources
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3.0 out of 5
12 reviews
2 sources
Yahoo! Travel
4.0
2+ reviews
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  • When you go to St Michael's you want to have a wonderful dining experience indicative of the local culture. More on Yahoo! Travel

  • We ordered 1 pound of steamed spicy shrimp and a garden salad. The shrimp didnt peel easy. I'm not sure, ... More on Yahoo! Travel

Bello Giardino

Restaurants – New York, New York

Bello Giardino is great for lunch. More on CitySearch

4.0
18 reviews
2 sources
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4.0 out of 5
18 reviews
2 sources
CitySearch
4.5
11+ reviews
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  • There wouldn't have to be cords everywhere and they are usually pretty quiet and could provide heat to 3-... More on TripAdvisor

  • The food has really gone downhill. Too bad good neighborhoos restaurants like this get sloppy as they matur... More on CitySearch

The Bar

Restaurants – Brooklyn, New York

Always friendly and comfortable. Dicky is an extremely polite chap. Plus they let me use the restroom when ... More on CitySearch

4.5
2 reviews
1 source
Average Rating
4.5 out of 5
2 reviews
1 source
CitySearch
4.5
2+ reviews
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  • This is the place to go when you want to be away from all the pretentious, overcrowded and trendy hangouts.... More on CitySearch

  • The Digs :The unpretentious name, stamped several times across the orange exterior, says it all. The antith... More on CitySearch