See all properties

Madison Inn

2.5 star property

Choose dates to view prices

Photo gallery for Madison Inn

Lobby lounge
Terrace/patio
Standard Double Room | Individually decorated, individually furnished, iron/ironing board
Standard Double Room | Bathroom | Free toiletries, hair dryer, towels
Exterior

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Free WiFi
  • Air conditioning
  • Housekeeping

Explore the area

View in a map
18 Kennebeck Avenue, Oak Bluffs, MA, 02557
  • Place, Circuit Avenue
    ‪1 min walk‬
  • Place, Oak Bluffs Harbor
    ‪2 min walk‬
  • Place, Inkwell Beach
    ‪8 min walk‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪19 min drive‬

Room options

View all photos for Standard Double Room

Standard Double Room | Individually decorated, individually furnished, iron/ironing board

Standard Double Room

10.0 out of 10
Exceptional
(1 review)
  • 248 sq ft
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds
  • Free WiFi

View all photos for Standard Room

Standard Room | Individually decorated, individually furnished, iron/ironing board

Standard Room

  • 190 sq ft
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

About the neighborhood

Oak Bluffs

Inkwell Beach is a short stroll from Madison Inn, and other popular attractions like Edgartown Lighthouse are within a 15-minute drive. This 15-room guesthouse welcomes guests with conveniences like free in-room WiFi, coffee/tea in a common area, and a library.
View more Guest Houses in Oak BluffsOpens in a new window

What's nearby

  • Circuit Avenue - 1 min walk - 0.1 miles
  • Oak Bluffs Harbor - 2 min walk - 0.1 miles
  • Ocean Park - 2 min walk - 0.1 miles
  • Oak Bluffs Town Beach - 5 min walk - 0.3 miles
  • Inkwell Beach - 8 min walk - 0.5 miles

Getting around

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

Restaurants

  • ‪Offshore Ale Co. - ‬1 min walk
  • ‪Lookout Tavern - ‬4 min walk
  • ‪The Barn Bowl & Bistro - ‬7 min walk
  • ‪Sharky's Cantina - ‬1 min walk
  • ‪Giordano's Restaurant - ‬1 min walk

About this property

Madison Inn

Guests of Madison Inn enjoy access to free WiFi in public areas, coffee in a common area, and microwave in a common area. You can put free offsite parking to good use if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include a refrigerator in a common area, a library, and a terrace.
Guests can expect free WiFi and flat-screen TVs with cable channels. Bathrooms offer hair dryers and free toiletries. IPod docks are also included.
The recreational activities listed below are available either on site or nearby; fees may apply.

Similar properties

Garden
MV Surfside Hotel
Oak Bluffs
  • Pet friendly
  • Air conditioning
  • Parking available
  • Housekeeping
8.8 out of 10, Excellent, 843 reviews
$234 nightly
The price is $260
Jun 14 - Jun 15
Total with taxes and fees
MV Surfside Hotel

Property amenities

Internet

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

Parking and transportation

  • Free offsite parking

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 elevator

More

  • 2 floors
  • Built in 1890
  • Fireplace in lobby
  • Smoking not allowed

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
Information provided by the property may be translated using automated translation tools

Access methods

Front desk (limited hours)

Pets

  • This property doesn't allow pets

Property payment types

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
  • Check-in: 3:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 21
The front desk is available during limited hours. Driving? This property offers free nearby parking.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts credit cards. Cash is not accepted. 
  • Onsite safety features include a smoke detector.

Additional information about polices, regulations, and more:

  • The guesthouse can refuse certain bookings for the purpose of group events or parties, which include pre-wedding stag/bachelor and hen/bachelorette parties.
  • There are no elevators.
  • No cribs or infant beds are available.
  • No rollaway or extra beds are available.

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

What is there to do close to Madison Inn?

This guesthouse is located in Oak Bluffs, just steps from Circuit Avenue and Ocean Park, and within a short walk of Inkwell Beach. You'll also find Oak Bluffs Ferry Terminal and Oak Bluffs Harbor less than a mile away.

Is there parking available at Madison Inn?

No, there isn't parking at the guesthouse but you'll find free parking.

Does Madison Inn include a casino on the premises?

No, Madison Inn doesn't have a casino.

Is there an indoor pool at Madison Inn?

No, there is no indoor pool at this guesthouse.

Is Madison Inn a good place to stay for couples?

Amenities at this guesthouse that appeal to couples include a terrace and a library.

Does Madison Inn have a hot tub?

No, this guesthouse doesn't have a spa tub.

Does Madison Inn have a restaurant that serves breakfast?

No, Madison Inn doesn't have a restaurant that serves breakfast.

Does Madison Inn allow pets to stay free of charge?

No, pets aren't allowed at Madison Inn.

Does Madison Inn have connecting rooms available?

No, this guesthouse doesn't feature connecting guestrooms.

How close is the airport from Madison Inn?

The closest major airport to Madison Inn is Vineyard Haven, MA (MVY-Martha's Vineyard), which is 7.3 mi away (15 minutes by car). Another top airport is Hyannis, MA (HYA-Barnstable Municipal), which is around 20.2 mi away.

Are there rooms with balconies at Madison Inn?

No, there aren't any accommodations at Madison Inn that offer a balcony.

Madison Inn Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 69 out of 80 reviews
Rating 8 - Good. 10 out of 80 reviews
Rating 6 - Okay. 1 out of 80 reviews
Rating 4 - Poor. 0 out of 80 reviews
Rating 2 - Terrible. 0 out of 80 reviews

10/10

Cleanliness

10/10

Staff & service

9.2/10

Amenities

9.6/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Yvonne

Liked: Cleanliness, staff & service, property conditions & facilities
Oak Bluffs is beautiful, the Inn was lovely. Enjoyed my stay
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Yvonne

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

An amazing stay!

Our visit was very short on Martha's Vineyard, only two days and one night for a family of 4. We were very pleased with our stay at Madison Inn. It had a feeling of a bed and breakfast place. It was a cozy, clean, and centrally located inn with an amazing staff. The staff were attentive, helpful, and made us feel welcome. Everything was within a walking distance and easy to explore from where we stayed. Highly recommend this place.
Stayed 1 night in May 2025
Verified

10/10 Excellent

Amy

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Madison Inn is the perfect place to stay in Oak Bluff. The rooms are clean, comfortable and spacious and the location is perfect. The service is fantastic. I cannot find any negatives at all. My friends and I loved it and would highly recommended! Thank you, Madison Inn!
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Verified traveler

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

10/10 Excellent

Verified traveler

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
Verified

10/10 Excellent

Steve

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
Verified

10/10 Excellent

Verified traveler

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
Verified

10/10 Excellent

Verified traveler

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
Verified

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
Verified

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
Verified

10/10 Excellent

Verified traveler

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
Verified

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
Verified

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
Verified

10/10 Excellent

Verified traveler

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
Verified

10/10 Excellent

K.S.D.

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
Verified

10/10 Excellent

Verified traveler

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
Verified

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
Verified

10/10 Excellent

Lora

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
Verified

10/10 Excellent

Verified traveler

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
Verified

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
Verified

10/10 Excellent

Sean

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

Great, cozy spot.

It was one of the nicest and coziest places we’ve stayed at. The front desk help was exceptional and the location couldn’t have been any better. We will be back soon.
Stayed 1 night in Jul 2019
Verified

10/10 Excellent

Marla

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

Highly recommend!! Loved loved our stay!

I’m very happy with our stay at the Madison Inn. First of all it’s in a great location, it’s clean and a very beautiful place. Second, the hospitality was outstanding. We were treated so well by staff members. There was a place for us to leave our bikes and moped overnight! We were allowed to leave our stuff in a room near the front desk even after we checked out. This was extremely convenient for us as we wanted to enjoy our day fully without worrying about our luggage. Again I can’t stress enough how nice the staff members were and how accommodating they were. Thank you for that! It really made our trip even more amazing.
Stayed 1 night in Jul 2019
Verified

10/10 Excellent

Joseph

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

Great first time stay

Very great stay. Friendly staff, and a spotless room for a reasonable rate. Just what I was looking for.
Stayed 1 night in Jul 2019
Verified

10/10 Excellent

TLG

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean, recently renovated, great location. Very helpful at giving directions, providing recommendations, activity listings, etc. Parking can be a bit of a hassle...but that’s true for the entire area.
Stayed 1 night in Jun 2019
Verified

10/10 Excellent

Scott

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

Romantic getaway

It was just an overnight with my wife to get away. We have been so busy and needed a break. This meet our needs perfectly. The inn was quaint and comfortable, located right in the heart of Oak Bluffs. Within walking distance of everything there. A great romantic getaway.
Stayed 1 night in Jun 2019

Hotels