Anonymous wrote:Have pizza at pizzaria Regina in the north end- seriously i dream about this pizza and go there EVERYTIME I am in Boston. DD is headed to Boston for college in the fall and she said " I am a little nervous to be that close to pizzaria Regina - I will have to limit myself to once a week!"

Former Bostonian here. The owners filed for bankruptcy yesterday! Just read it in the local news.

Anonymous wrote:The Sox will be in the postseason this year, so there will be crowds in the Back Bay around Fenway.

Hahahaha, from your lips to God's ears! I WISH! We took the family to Boston in late Oct./early Nov. right after they won (again) in 2013. I mean, RIGHT after. I walked the parade route, looking at all the blue & red & white confetti still on the ground, and nearly wept.

Do not stay in the Seaport area. Area is really dead and quite a walk to anything. Hotel Commonwealth in Kenmore Square is lovely, there is an Intercontinental on the water, as well as a couple of great Kimpton hotels. Things to see would include the Freedom Trail, a Duck tour, Fenway Park, Cambridge/HarvardSquare as well as a wander around the North End.

I'm not current on restaurants, but The Modern in the North End is great for cannoli and coffee, I've found the Italian restaurants there a bit inconsistent.

The Sox will be in the postseason this year, so there will be crowds in the Back Bay around Fenway.

Anonymous wrote:Have pizza at pizzaria Regina in the north end- seriously i dream about this pizza and go there EVERYTIME I am in Boston. DD is headed to Boston for college in the fall and she said " I am a little nervous to be that close to pizzaria Regina - I will have to limit myself to once a week!"

My brother worked the late shift there for a summer and was permitted to take all of the extra pizza home with him every night.

I would stay around the Seaport area. Walk to the North End and Faneuil Hall to eat. Take the T (subway) up to Copley Sq. and check out that area. Walk around Newbury St. and Beacon Hill.

T out to Harvard Sq. is fun too.

Have pizza at pizzaria Regina in the north end- seriously i dream about this pizza and go there EVERYTIME I am in Boston. DD is headed to Boston for college in the fall and she said " I am a little nervous to be that close to pizzaria Regina - I will have to limit myself to once a week!"

I'm a fan of the nine zero. Nice hotel and reasonable. Also like the intercontinental on the harbor.

You should eat in the North End - nearly every restaurant is delicious Italian.

I'm 16:20 and PP is right. Walden Pond is in Concord and would be beautiful during foliage. It's over 200 acres of park with a nice walking trail around the pond and a reproduction of Thoreau's cabin.

Italian dining is in the north end. Union Oyster in Quincy Market is sort of the have-to-go at least once for seafood - but they serve lunch, so you can say you've been. It's above average, four but not five stars.

I agree that you should see foliage, but there's no reason why you need to go to Vermont to do it. The foliage in some of the surrounding suburbs, particularly Lexington and Concord, is amazing, and those two towns are common tourist destinations anyhow.

I think 16:20 hit a lot of the other historical highlights. I also think you should walk the greenway, which did not exist when I was a kid, and has really dramatically changed how the city looks. Boston has among the best Museums of Science and aquariums in the country, if you are interested in either of those.

For food, my favorite place to go on the trendy side is Craigie on Main. For a first time tourist, I'd say get seafood at least once and probably eat an Italian dinner.

Link.

http://m.fairmont.com/copley-plaza-boston/

Boston will be beautiful in October. Just to note, you will be very close to foliage in New England, so depending on peak, you might want to consider a day trip driving in Vermont, stopping for lunch at a B&B. Vermont will be a 2 hour drive.

If you want to stay in Boston, anywhere on or near the commons is fun and walkable. I don't know what the symphony schedule is in the Fall, but symphony hall is one of the three best acoustic venues in the WORLD, it is also historical and charming and the POPs performances are fun. You'll want to walk and dine in the North End, shop Quincy Market, see Faneuil Hall, Boston Museum of Fine arts, and walk through Beacon Hill. There's also the FreedomTrail which is about 2.5 miles and will take you through 16 historically significant sites, like the Old North Church, Paul Revere house, Bunker Hill and the USS Constitution.

We generally stay at the Fairmont at Copley Square, very nice but we've also stayed at a Klimpton boutique hotel Nine Zero off of Tremont which was less spectacular but very accessible and not as pricey. Any of the chain hotels (Hyatt etc.) are what you would expect.

What do you like to do?

bump

My DH and I are planning a quick 3-day trip to Boston in early October. Where should we stay? What should we eat and see? Neither of us have been there before. We love to eat and drink and want to see some sites. TIA!