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A Couple of Days in Hampton Bays

Akron, Ohio
Level Contributor
16 posts
125 reviews
A Couple of Days in Hampton Bays

Planning to spend a couple nights (Fri/Sat) 3rd week of Aug. on Long island with our adult daughter – staying in Hampton Bays. Any suggestions for things to do and see there? In particular, we are fans of wine and craft beer.

We will probably head toward Sag Harbor or Montauk at some point. I’m guessing traffic on 27 can get really heavy? Anything else we should know? Thanks!

4 replies to this topic
New York City, New...
Level Contributor
19,183 posts
1. Re: A Couple of Days in Hampton Bays

Do you have your lodging yet? In the Hamptons many places will want you to include a Sunday night for a weekend.

And yes, the traffic will be incredible - since there is one main road to get anywhere.

Sag Harbor deserves a day for itself. Montauk depends on what you do see - the lighthouse and park? the dock? are you interested in whale watching (this is a 1/2 day trip)?

Staten Island, New...
Destination Expert
for Cape May, Jersey Shore
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3,259 posts
69 reviews
2. Re: A Couple of Days in Hampton Bays

If you do not have lodging yet, you can look into Riverhead, not far from Hampton Bays, about 45 minutes from Sag Harbor.

There are some good hotel options there, including a HGI that we have stayed at in the past. Not sure if Riverhead will require the 3 night minimum.

New York City, New...
Destination Expert
for New York City
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1,04,931 posts
13 reviews
3. Re: A Couple of Days in Hampton Bays

Channing Daughters and Wolffer Vineyards are the 2 vineyards worth visiting in the Hamptons, (Bridgehampton/Sagaponack), but for 2 days, I'm not sure you need to do either unless it's a must for you. The ride to Montauk from Hampton Bays is imo AWFUL on a weekend. I wouldn't do it period. Sag Harbor is closer and charming. You could also take a short ferry to Shelter Island from Sag Harbor, which is a unique place with lots of Victorian architecture. 2 days is a short time, weekends in August are awful for traffic and rather than try to see a lot, my advice is chill. Enjoy the beach near where you're staying and relax. Montauk beer is widely available at any restaurant ( often on draft) or market and it's very good! Why waste hours of your visit in traffic?

Rumba's and Canal Cafe are 2 fun restaurants on the bay in Hampton Bays. Both are nice for brunch.

Southampton, New...
Level Contributor
17 posts
2 reviews
4. Re: A Couple of Days in Hampton Bays

So save yourself some of the traffic and head to Riverhead for your craft beer fix.( Route24 ) North for 10 miles. Hit Crooked Ladder, Long Ireland Brewing Co and Riverhead Ciderhouse. If you want a vineyard -Jamesport Vineyards is on Rt 25 abt 5 miles East of Riverhead on the North Fork. They have good wines - food and music on weekends. You also MUST have a drink at Oakland’s (Dune Road-Hampton Bays) Outdoor bar and seating with all the boats coming and going from the inlet.

If you had a week I’d say go for it but Montauk is a long day trip .I live and work on the South Fork and traffic can be a bear. Enjoy👍

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