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Madison Inn

2.5 star property
Guesthouse in Oak Bluffs, a quick walk to Inkwell Beach

Choose dates to view prices

Photo gallery for Madison Inn

Traditional home with a charming front porch and balcony, featuring a central entrance and potted plants.
Individually decorated, individually furnished, iron/ironing board
Enjoy al fresco dining on the patio surrounded by lush greenery and comfortable seating.
Guests can enjoy a serene waterfront view from the pier.
Lobby lounge

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Housekeeping
  • Air conditioning
  • Free WiFi
The current price is S$513
includes taxes & fees
20 Jul - 21 Jul

Room options

Available filters for rooms
Showing 2 of 2 rooms

View all photos for Standard Room

Individually decorated, individually furnished, iron/ironing board

Standard Room

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Hairdryer
Free bottled water
Cable channels
IPod dock
  • 18 sq m
  • Sleeps 2
  • 1 Queen Bed

View all photos for Standard Double Room

Individually decorated, individually furnished, iron/ironing board

Standard Double Room

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Hairdryer
Free bottled water
Cable channels
IPod dock
  • 23 sq m
  • Sleeps 4
  • 2 Queen Beds
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About the area

Map
18 Kennebeck Avenue, Oak Bluffs, MA, 02557

What's nearby

  • Circuit Avenue - 1 min walk - 0.0 km
  • Oak Bluffs Harbor - 2 min walk - 0.2 km
  • Oak Bluffs Ferry Terminal - 3 min walk - 0.3 km
  • Oak Bluffs Town Beach - 5 min walk - 0.4 km
  • Inkwell Beach - 8 min walk - 0.7 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 15 min drive

Restaurants

  • ‪Lookout Tavern - ‬4 min walk
  • ‪Back Door Donuts - ‬1 min walk
  • ‪Portuguese American Club - ‬3 min drive
  • Nomans
  • ‪Offshore Ale Co. - ‬1 min walk

About this property

Madison Inn

Guest house near Inkwell Beach
Located close to Edgartown Lighthouse, Madison Inn provides a terrace, a library and a fireplace in reception. Free in-room WiFi and a snack bar/deli are available to all guests.
Other perks include:
  • Smoke-free property, beach towels and beach umbrellas
  • Luggage storage and coffee/tea in reception
Room features
All rooms are individually furnished, and offer comforts such as air conditioning, in addition to perks such as free WiFi and free bottled water.
Other conveniences in all rooms include:
  • Free toiletries and hairdryers
  • Flat-screen TVs with cable channels

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  • On private beach
  • Parking included
  • Free WiFi
  • Business services
9.0 out of 10, Wonderful, 452 reviews
The price is S$416
includes taxes & fees
30 Jul - 31 Jul
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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transport

  • Free offsite parking within 161 metres

Food and drink

  • Coffee and tea in common areas
  • Snack bar/deli

Things to do

  • Library

Family friendly

  • Snack bar/deli

Conveniences

  • Limited-hour front desk
  • Luggage storage
  • Shared microwave
  • Shared refrigerator

Guest services

  • Housekeeping (daily)

Outdoors

  • Beach loungers
  • Beach towels
  • Beach umbrellas
  • Terrace

Accessibility

  • No lift

More

  • 2 floors
  • Built in 1890
  • Fireplace in lobby
  • Smoke-free property

Room amenities

Bathroom

  • Free toiletries
  • Hair dryer
  • Towels provided

Entertainment

  • Flat-screen TV with cable channels
  • IPod dock

Food and drink

  • Free bottled water

More

  • Air conditioning
  • Individual decor
  • Individual furnishings
  • Iron/ironing board on request

Policies

Check-in

Check-in start time: 3:00 PM; check-in end time: 9:00 PM
Late check-in subject to availability
Minimum check-in age - 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

The front desk is open daily from 8:00 AM - 9:00 PM
Front desk staffed during limited hours
If you are planning to arrive after 9:00 PM please contact the property in advance using the information on the booking confirmation

Access methods

Front desk (limited hours)

Pets

Pets not allowed

Children and extra beds

Children are welcome
Rollaway/extra beds are not available.
Cots (infant beds) are not available

Payment types at the property

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards; cash is not accepted
Safety features at this property include a smoke detector

We should mention

This property does not have any lifts
This property's policy is to refuse certain bookings for the purpose of group events or parties, including stag and hen parties

Property is also known as

Madison Inn Oak Bluffs
Madison Inn
Madison Oak Bluffs
Madison Hotel Oak Bluffs
Madison Inn Oak Bluffs, MA - Martha's Vineyard
Madison Inn Guesthouse
Madison Inn Oak Bluffs
Madison Inn Guesthouse Oak Bluffs

Frequently asked questions

Is Madison Inn pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Madison Inn?

As of 15 Jul, 2025, prices found for a 1-night stay for 2 adults at Madison Inn on 20 Jul, 2025 start from S$513.40, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Madison Inn?

There is free parking nearby.

What time is check-in at Madison Inn?

Check-in start time: 3:00 PM; check-in end time: 9:00 PM. Late check-in is available during limited hours.

What time is check-out at Madison Inn?

Checkout is at 11:00 AM.

Where is Madison Inn located?

Located in the heart of Oak Bluffs, this guesthouse is 0.4 mi (0.7 km) from Inkwell Beach, and within 9 mi (15 km) of Edgartown Lighthouse and South Beach. Katama Beach is 9.2 mi (14.8 km) away.

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Madison Inn Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 66 out of 77 reviews
Rating 8 - Good. 10 out of 77 reviews
Rating 6 - Okay. 1 out of 77 reviews
Rating 4 - Poor. 0 out of 77 reviews
Rating 2 - Terrible. 0 out of 77 reviews

10/10

Cleanliness

10/10

Staff & service

9.2/10

Amenities

9.6/10

Property conditions & facilities

9.4/10

Eco-friendliness

Reviews

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location! Very clean rooms and friendly staff.
Stayed 2 nights in Jun 2021

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The Madison is in a perfect location in Oak Bluffs. Walk to anything; food, ferry, beach. The rooms are beautiful and the staff is terrific. There is no on site parking, you have to rely on timing and a bit of luck to find a spot in the municipal lots or on street parking in the area around the Oak Bluffs Police Station. But I had no problem with it at all. Once I was parked I was able to walk to anything quickly and easily. I'll be staying there again!
Stayed 2 nights in Jun 2021

10/10 Excellent

Steve, Acton, MA

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Close to everything. Easy walk from the boat. Great bike storage. No parking - not a problem in October, which is sort of off-season. May be an issue in-season.
Stayed 3 nights in Oct 2020

10/10 Excellent

Verified traveller

Stayed 1 night in Oct 2020

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Quiet, comfortable, but smaller rooms, which doesn't matter because one should be out and about. Good self serve coffee and fruit.
Stayed 2 nights in Oct 2020

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful inn. Staff was welcoming and helpful. Room was clean and comfortable. Great location in oaks bluffs
Stayed 1 night in Sep 2020

10/10 Excellent

carolyn

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great trip!

Such a wonderful place! Felt like being at home. A great location, everything was very clean and the rooms were very quiet. Can't wait to go back!
Stayed 2 nights in Sep 2020

10/10 Excellent

Omrae

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Wonderful place!

Right in the middle of Oak Bluffs and steps away from the ferry! Great spot for a MV vacation. Loved it!
Stayed 3 nights in Sep 2020

6/10 Okay

Oliver

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Aug 2020

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
I typically don't take the time to write reviews, but the owner of this Inn was so nice, helpful and definitely involved in her business in a good way that made me feel we owe her a good review. The Inn was smaller than I expected, the parking is a little issue, but the clean comfortable room, and the very helpful and pleasant staff is what stands out and are superior to any expectations. I would definitely stay there again.
Stayed 3 nights in Aug 2020

10/10 Excellent

Verified traveller

Stayed 2 nights in Nov 2019

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Nov 2019

10/10 Excellent

Verified traveller

Stayed 3 nights in Oct 2019

10/10 Excellent

Mary

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

A Gem

We enjoyed sraying at the Madison Inn. It was charming and in a fabulous location. Beds were super comfortable. Will definitely stay again.
Stayed 1 night in Oct 2019

10/10 Excellent

Kevin

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Jean & Kevin's Honeymoon

It was an amazing, extended stay! The weather was less than cooperative but the hospitality was warm and everyone was beyond friendly. We will most definitely be back!
Stayed 5 nights in Oct 2019

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I love the Madison Inn. The staff is amazing. The amenities are great and the Inn and ambience is quintessential New England.
Stayed 3 nights in Oct 2019

10/10 Excellent

Stephan

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Sep 2019

10/10 Excellent

K.S.D., Texas

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Our room was the cleanest, best smelling room I’ve ever stayed in. I was not sure when I booked but it was so close to the ferry thought it was a good choice. I had low expectations, but was very happy with choice. Would highly recommend and would definitely rebook there again.
Stayed 1 night in Sep 2019

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent location, close to the fairy and to town. Good value. We had good weather, so took advantage of sitting in the nice courtyard to relax for a while between activities. The room was a reasonable size and well appointed.
Stayed 2 nights in Sep 2019

10/10 Excellent

Ginger

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Friendly staff welcomed us. A delightful beverage, fruit and snack bar was conveniently located near the lobby. Our room was was spacious and very comfortable. The location of the Madison to the downtown area was wonderful for walking to everything.
Stayed 2 nights in Sep 2019

10/10 Excellent

Lora, Rancho Cucamonga, CA

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I tremendously enjoyed my stay at the Madison Inn! My room was clean, beautiful, and well-appointed with everything I needed. The coffee bar had fruit and breakfast snack bars, as well as freshly baked pumpkin bead each morning. Staff was friendly and helpful. The location in Oak Bluffs was ideal, and it was easy to explore the town on foot from this location.
Stayed 3 nights in Sep 2019

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location, friendly staff, nice room, comfortable bed, quiet for sleeping!
Stayed 1 night in Sep 2019

10/10 Excellent

Matthew

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Sep 2019

10/10 Excellent

JOYCE

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

The photo doesn't do it justice

First off, the photo on Hotels.com is not what the Madison Inn looks like - they should get a new photo. This photo makes it look like it's a B&B in a residential area, when in fact it's in the heart of the 'downtown' core of Oak Bluffs, sort of hidden behind tall shrubs and wedged between a restaurant and another business. But.....all that aside, this place was awesome! I would absolutely stay here again. Very clean, very friendly, very accommodating, and the location can't be beat.
Stayed 1 night in Sep 2019

8/10 Good

Agathe

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jul 2019