I absolutely looooove using tripadvisor to plan my vacations. Based on the information I’ve read on this forum, I have put together a draft itinerary. I am visiting Boston for the first time with my fiancé (newly engaged!) from December 15th to the 18th. We are in our late 20s. We are from Miami, so we are looking forward to getting into the holiday mood and enjoying the cold weather. Any advice would be greatly appreciated!!!
Arrive Thursday morning at 10:30 AM to Logan, take a cab to Lenox Hotel. I picked the Lenox Hotel based on the reviews it received on Trip Advisor. I also splurged for a room with a fireplace!
After checking in, we are going to grab a quick lunch nearby the hotel (any suggestions?) and then head to the Samuel Adams Brewery. I figured it would be best to go here on a Thursday as I have read it gets very busy. I don’t think we should have a problem getting in before their last tour at 3pm.
Nothing planned for after the tour to dinner time (3-7ish). Museum? Boston Public Library?
Dinner at Island Creek Oyster Bar or Toro. I haven’t chosen yet. Any suggestions?
Head to the Top of the Hub and have a drink or 2.
Maybe go to a bar nearby or back to the hotel depending on how tired we are. Bar suggestions? Biddy Early's, Corner Tavern, the Deluxe, JJ Foleys, Sidebar, Green Dragon, Black Rose. Would it be worth is to go out to Cambridge (People’s Republik, Cantab, The Druid)?
Make our way to Fenway Park for the tour at 11AM
Walk from Fenway to Newberry Street to have lunch OR walk to Island Creek Oyster Bar for lunch. I can do Island Creek on Thursday or Friday. Wasn’t sure is there are any good places to eat on Newberry Street.
Walk around Newberry Street and do some shopping.
Head to Trinity Church, Public Garden, Boston Common, Park Street and then to Harvard Square.
Stop for hot chocolate at Burdick’s in Harvard Square.
Dinner at Atlantic Fish Company (reservation at 6pm)
Holiday Pops concert at 8pm (really excited about this!!)
Head to the Oak Room after the concert
Today is our Freedom Trail day. I decided not to take a guided tour but to download the iPhone app and do a self-guided tour. For the morning we will make stops at The State House, Old South Meetings House, Old State House and the Site of the Boston Massacre. Is it worth it to buy the tickets beforehand?
Lunch at Faneuil Hall. Any recommendations? I would like to get a lobster roll and some clam chowder.
Continue on the Freedom Trail to Paul Revere’s house, Old North Church, the USS Constitution (before 4pm to do the tour) and lastly the Bunker Hill Monument (if we have the energy).
Dinner at Neptune Oyster around 6pm
Dessert at Mike’s Pastry
No plans for the night. Maybe the Improv Asylum?
Head over to the Prudential Center around 11AM (are shops open this early on a Sunday?)
Lunch at Legal Seafood
Head back to the hotel to pack up. Flight is at 4:35pm
Is it worth it t got to the Cheers Bar? Anything you would suggest that I do not have on my itinerary? Any special Christmas events I can attend? Thank you in advance!!!