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Island Towns

SIX REMARKABLE DESTINATIONS; COUNTLESS REMARKABLE MEMORIES.

Consisting of roughly 100 sq. mi., the island of Martha’s Vineyard has six classic New England towns, each with its own unique and unforgettable charm.

Edgartown

Established as an English settlement in 1642, Edgartown first rose to prominence during the golden age of whaling. To this day, stately captain’s manors – aproned by rose-entwined, white picket fences – stand in serene contrast to the energy and vibrance of North Water and Main Streets, where residents and visitors alike browse the town’s bistros and boutiques, art galleries, bookstores, curio shops and more.

Aquinnah

Famous for the vibrant colors of its Gay Head Cliffs – as well as the iconic lighthouse perched atop them – Aquinnah is situated on the westernmost tip of Martha’s Vineyard. To this day, it serves as the centuries-old home of an indigenous tribe known as the Wampanoag.

Chilmark

Stone walls. Rolling hills. Stunning coastlines and a nature preserve. Welcome to Chillmark, where trademark sunsets cast a honey-rose hue across this historic region, including the quaint fishing village of Menemsha – where tourists and locals alike explore an eclectic array of curio shops, fashion boutiques and authentic New England eateries.

Oak Bluffs

World renown for its vibrantly-colored gingerbread cottages and imposing, open-air Tabernacle, Oak Bluffs served for decades as a major center for summer religious retreats. Still a vibrant community with miles of public beaches and a verdant central park, this utterly charming town serves as one of only two ferry ports on the island; it also possesses another quite enviable distinction – it serves alcohol, which is not permitted in any other Vineyard community but one (Edgartown). Cheers!

Vineyard Haven

Also commonly known as Tisbury, Vineyard Haven serves as the island’s main port of entry. But there’s more to this historic burg than the beauty of its harbor; just a block from the ferry, Main Street’s vibrant and eclectic shopping district awaits, brimming with an avant-garde, bohemian vibe perfect for those who seek a relaxed island experience.

West Tisbury

Having faithfully preserved much of its 19th-century rural charm, West Tisbury is a nostalgic reminder that the independent spirit of “the stubborn New Englander” is alive and well. A small but quaint downtown is anchored by a “don’t-miss-it” general store known as Alley’s; across the way, there’s the Field Gallery, featuring large, whimsical dancing figures; and don’t forget to pay a visit to Grange Hall, a historic landmark built by the Vineyard Agricultural Society, which today serves as a gathering place for farmers, artisans, and local residents.

Upcoming Events

Sep 26

Horse Drawn Carriage Rides

Saturday, Sep 26th

Explore historic Edgartown by horse and buggy. Whether you are looking for a romantic excursion or a little family fun, the magnificent Percheron draft horses and beautiful carriage will offer an unforgettable experience and a perfect photo opportunity for your holiday greeting card. The 30-minute tour will take you by beautiful homes, picturesque meadows overlooking the ocean, Eel Pond, historic Edgartown village and Edgartown Harbor. Enjoy hot cider while cozying up with a throw on cooler days. This Harbor View Hotel experience is one you don't want to miss. 

Each carriage ride is booked by parties traveling together in order to adhere to the Covid-19 safety guidelines. The maximum number of guests is 6 per ride. The pickup and drop off is in front of the hotel. Please meet the driver at the designated location 5 minutes before your scheduled time.

Times offered every Saturday at: 2:30 –3:00 | 3:15 – 3:45 | 4:00 – 4:30 | 4:45 – 5:15 | 5:30 – 6:00

Cancellation Policy: Please keep in mind that tour sizes are limited due to the covid-19 pandemic. Therefore, if you need to cancel, you will be required to notify Harbor View Hotel 10 days prior to the event in order to receive a full refund, less 10% transaction fee. In the case of inclement weather, we will reschedule the trip to the following day. We have carriages with covers that will allow us to operate in light rain, creating a beautiful atmosphere. If your schedule does not accommodate the change, you will receive a full refund. 

FOR INQUIRIES, BOOKINGS AND
RESTAURANT RESERVATIONS AT BETTINI

CALL 508-627-7000

Learn More
Sep 26

Chappy Bike & Over-the-sand Vehicle Tour

Saturday, Sep 26th

Includes a guided bike tour to Mytoi Japanese Garden on Chappaquiddick Island, and an over-the-sand vehicle tour that will take you onto East Beach and to a tour of the Cape Poge Lighthouse. Our tour guide will lead you by bicycle from Harbor View Hotel to the famous Chappy Ferry which served as a setting in a pivotal scene in the movie, “Jaws”.

The 5-minute ferry ride will take you 527 feet from Edgartown to Chappaquiddick Island. You will bike 3.7 miles to Mytoi Garden where you can explore the beautiful gardens before boarding an over-the-sand vehicle. The vehicle will take you on an hour and a half ride over the “Dike” bridge onto East Beach to Cape Poge Lighthouse. You will tour the lighthouse and then return the same way you came. The tour will end at Harbor View Hotel, where we encourage you to stay for lunch at the popular Bettini Restaurant. Ask us to make a reservation at time of booking.

Bikers must be able to ride 7+ miles. Please be mindful that if you are not booking a private tour, you will either have to keep up with the group or agree to lag behind and meet at the Mytoi Gardens in time for the 10am Over-the-Sand Vehicle Tour. You will have plenty of time for a leisurely ride. Chappaquiddick roads are mainly flat, but there are small inclines. You must be able to bike on dirt and sandy roads as the roads are not all paved.

The Harbor View Hotel can provide a complimentary leisure bike which has only one gear. Guests are encouraged to bring their own bikes or the hotel can recommend a local bike shop if you would prefer a more traditional road bike. Chappaquiddick Island does not have indoor restrooms, restaurants or shops. There are porta potties at Mytoi Gardens and Cape Poge Lighthouse, as well as a water fountain at Mytoi Garden.  Please bring a water bottle and dress comfortably for biking and the forecasted weather. In order to adhere to all all Covid-19 guidelines , guests should wear their face covering at all times. Each excursion is limited to a maximum of 8 guests only. Tour starts at 8:45am. Please meet the tour guide at Harbor View Hotel under the port cochere at 8:30 am.

Cancellation Policy: Please keep in mind that tour sizes are limited due to the covid-19 pandemic. Therefore, if you need to cancel, you will be required to notify Harbor View Hotel 10 days prior to the event in order to receive a full refund, less 10% transaction fee. In the case of inclement weather, we will postpone the trip to the following day. If your schedule does not accommodate the change, you will receive a full refund. 

FOR INQUIRIES, BOOKINGS AND
LUNCH RESERVATIONS AT BETTINI

CALL 508-627-7000

Learn More
Oct 3

Horse Drawn Carriage Rides

Saturday, Oct 3rd

Explore historic Edgartown by horse and buggy. Whether you are looking for a romantic excursion or a little family fun, the magnificent Percheron draft horses and beautiful carriage will offer an unforgettable experience and a perfect photo opportunity for your holiday greeting card. The 30-minute tour will take you by beautiful homes, picturesque meadows overlooking the ocean, Eel Pond, historic Edgartown village and Edgartown Harbor. Enjoy hot cider while cozying up with a throw on cooler days. This Harbor View Hotel experience is one you don't want to miss. 

Each carriage ride is booked by parties traveling together in order to adhere to the Covid-19 safety guidelines. The maximum number of guests is 6 per ride. The pickup and drop off is in front of the hotel. Please meet the driver at the designated location 5 minutes before your scheduled time.

Times offered every Saturday at: 2:30 –3:00 | 3:15 – 3:45 | 4:00 – 4:30 | 4:45 – 5:15 | 5:30 – 6:00

Cancellation Policy: Please keep in mind that tour sizes are limited due to the covid-19 pandemic. Therefore, if you need to cancel, you will be required to notify Harbor View Hotel 10 days prior to the event in order to receive a full refund, less 10% transaction fee. In the case of inclement weather, we will reschedule the trip to the following day. We have carriages with covers that will allow us to operate in light rain, creating a beautiful atmosphere. If your schedule does not accommodate the change, you will receive a full refund. 

FOR INQUIRIES, BOOKINGS AND
RESTAURANT RESERVATIONS AT BETTINI

CALL 508-627-7000

Learn More
Oct 10

Chappy Bike & Over-the-sand Vehicle Tour

Saturday, Oct 10th

Includes a guided bike tour to Mytoi Japanese Garden on Chappaquiddick Island, and an over-the-sand vehicle tour that will take you onto East Beach and to a tour of the Cape Poge Lighthouse. Our tour guide will lead you by bicycle from Harbor View Hotel to the famous Chappy Ferry which served as a setting in a pivotal scene in the movie, “Jaws”.

The 5-minute ferry ride will take you 527 feet from Edgartown to Chappaquiddick Island. You will bike 3.7 miles to Mytoi Garden where you can explore the beautiful gardens before boarding an over-the-sand vehicle. The vehicle will take you on an hour and a half ride over the “Dike” bridge onto East Beach to Cape Poge Lighthouse. You will tour the lighthouse and then return the same way you came. The tour will end at Harbor View Hotel, where we encourage you to stay for lunch at the popular Bettini Restaurant. Ask us to make a reservation at time of booking.

Bikers must be able to ride 7+ miles. Please be mindful that if you are not booking a private tour, you will either have to keep up with the group or agree to lag behind and meet at the Mytoi Gardens in time for the 10am Over-the-Sand Vehicle Tour. You will have plenty of time for a leisurely ride. Chappaquiddick roads are mainly flat, but there are small inclines. You must be able to bike on dirt and sandy roads as the roads are not all paved.

The Harbor View Hotel can provide a complimentary leisure bike which has only one gear. Guests are encouraged to bring their own bikes or the hotel can recommend a local bike shop if you would prefer a more traditional road bike. Chappaquiddick Island does not have indoor restrooms, restaurants or shops. There are porta potties at Mytoi Gardens and Cape Poge Lighthouse, as well as a water fountain at Mytoi Garden.  Please bring a water bottle and dress comfortably for biking and the forecasted weather. In order to adhere to all all Covid-19 guidelines , guests should wear their face covering at all times. Each excursion is limited to a maximum of 8 guests only. Tour starts at 8:45am. Please meet the tour guide at Harbor View Hotel under the port cochere at 8:30 am.

Cancellation Policy: Please keep in mind that tour sizes are limited due to the covid-19 pandemic. Therefore, if you need to cancel, you will be required to notify Harbor View Hotel 10 days prior to the event in order to receive a full refund, less 10% transaction fee. In the case of inclement weather, we will postpone the trip to the following day. If your schedule does not accommodate the change, you will receive a full refund. 

FOR INQUIRIES, BOOKINGS AND
LUNCH RESERVATIONS AT BETTINI

CALL 508-627-7000

Learn More
Oct 23

Chef Nate Gould at Harbor View Hotel

Friday, Oct 23rd

Chef Nate Gould, founder and creator of the popular Sweet Reaper Hot Sauce and Martha’s Vineyard Smoke House will be visiting Harbor View Hotel to collaborate with Harbor View Hotel's Culinary Director, Chef Hart Lowry, to create a delicious tasting dinner utilizing Japanese inspired, cooking techniques and flavors. Chef Nate worked for several years on Martha's Vineyard at our very own Harbor View Hotel as the Executive Chef before moving to Boston to become Chef De Cuisine at the James Beard Award winning restaurant O YA, where he met Chef Hart. Join two good friends, Chef Nate and Chef Hart, for a six- course tasting dinner accompanied by incredible wine pairings. Tickets are $200 per person. 

Space is limited. Call to purchase a ticket today. CALL 508-627-3761 or Email us at: [email protected]

Learn More

Wines Around The World Tasting Package

Book a two night stay, and join us for a complimentary tasting of wines around the world, Friday from 4-5pm in Bettini Restaurant. Wine Tasting is only offered Friday. Must be 21 or older to book the package. 

Learn more

RISE AND DINE

It's been said that breakfast is the most important meal of the day. Why not make it the most rewarding one, too?

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