What are the best hotels in Jamaica Plain?

Jamaica Plain is a great part of Boston to make your base. If you’re staying in Jamaica Plain area then Bedrooms near Fenway & Downtown Boston, Private Room in a Grand House, and 182 Heath st are all recommended on KAYAK.

Hotels in Jamaica Plain (Boston) from $101/night

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Best hotels in Jamaica Plain (Boston)

Bedrooms near Fenway & Downtown Boston

2.9 Poor

Jamaica Plain$128+

$128+

Free Wi-Fi

Pet friendly

Perkins Inn

8.7 Very good

Jamaica Plain$113+

$113+

Free Wi-Fi

Rare Find in Boston's Hippest Neighborhood - Boston - Living room

Rare Find in Boston's Hippest Neighborhood

Jamaica Plain$962+

$962+

Free Wi-Fi

Boston's Jamaica Plain 2 bdrm w/ central air, parking, laundry, BBQ, & WiFi - Boston - Building

Boston's Jamaica Plain 2 bdrm w/ central air, parking, laundry, BBQ, & WiFi

Jamaica Plain$387+

$387+

Free Wi-Fi

Pet friendly

Elegant Jamaica Plain 3BR w/ W/D, nr Olmstead Park, by Blueground - Boston - Living room

Elegant Jamaica Plain 3BR w/ W/D, nr Olmstead Park, by Blueground

Jamaica Plain$293+

$293+

Mid-Century Glam Retreat, Near T - Boston - Dining room

Mid-Century Glam Retreat, Near T

Jamaica Plain$762+

$762+

Leafy & Tranquil, Artist house - Boston - Kitchen

Leafy & Tranquil, Artist house

Jamaica Plain$374+

$374+

Free Wi-Fi

Pet friendly

Modern apartment in Jamaica Plain pondside, near Longwood Hospitals - Boston - Kitchen

Modern apartment in Jamaica Plain pondside, near Longwood Hospitals

Jamaica Plain$422+

$422+

Free Wi-Fi

Glamorous Treetop Escape | near T - Boston - Bedroom

Glamorous Treetop Escape | near T

Jamaica Plain$794+

$794+

The Arbor Retreat - Boston - Bedroom

The Arbor Retreat

Jamaica Plain$524+

$524+

Free Wi-Fi

Luxury Apartment Boston Ma - Boston - Living room

Luxury Apartment Boston Ma

Jamaica Plain$564+

$564+

Pool

Pet friendly

Newly renovated pet friendly apt by parks and train! - Boston - Building

Newly renovated pet friendly apt by parks and train!

Jamaica Plain$307+

$307+

Free Wi-Fi

Pet friendly

Airy new apt for 2-6. Off-street parking. Walk to shops/restaurants/subway/bus - Boston - Living room

Airy new apt for 2-6. Off-street parking. Walk to shops/restaurants/subway/bus

Jamaica Plain$435+

$435+

Contemporary Farmhouse-Style Retreat | near T - Boston - Living room

Contemporary Farmhouse-Style Retreat | near T

Jamaica Plain$800+

$800+

2 bedroom Boston condo in Jamaica Plain with parking - Boston

2 bedroom Boston condo in Jamaica Plain with parking

9 Wonderful

Jamaica Plain$398+

$398+

Parking

Free Wi-Fi

Pet friendly

Architectural, Wheelchair Accessible, Charming House, Lovely Boston Neighborhood - Boston

Architectural, Wheelchair Accessible, Charming House, Lovely Boston Neighborhood

Jamaica Plain$647+

$647+

Spa

JP Renovated 2-3 Bedroom unit close to downtown Boston and hospitals - Boston

JP Renovated 2-3 Bedroom unit close to downtown Boston and hospitals

Jamaica Plain$101+

$101+

Pet friendly

Wyman Bed & Breakfast - Boston

Wyman Bed & Breakfast

8.1 Very good

Jamaica Plain$497+

$497+

Free Wi-Fi

Private Room in a Grand House - Boston

Private Room in a Grand House

8.3 Very good

Jamaica Plain$139+

$139+

Parking

Free Wi-Fi

Boston 3BD close to downtown Boston, colleges and hospitals - Boston

Boston 3BD close to downtown Boston, colleges and hospitals

Jamaica Plain$121+

$121+

Pet friendly

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KAYAK’s insights for hotels in Jamaica Plain

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Jamaica Plain with confidence.

Which month has the cheapest hotel rates in Jamaica Plain?

Hotels are cheapest in Jamaica Plain in December, with average rates of $55. In comparison, October is the most expensive month, with prices at $296.

What is the cheapest day of the week to book a hotel in Jamaica Plain?

Thursday offers the lowest rates in Jamaica Plain, with an average nightly price of $69. The highest prices are found on Tuesday, with average rates at $133.

Find deals

2 stars and below

Low season	December
High season	October
Average price (weeknight)	$92
Average price (weekend night)	$112

Cheapest month to stay with an average 53% drop in price.

Most expensive month to stay with an average 154% rise in price.

Average Sun - Thu price over the last 2 weeks.

Average Fri & Sat price over the last 2 weeks.

If you’re looking for a cheap hotel in Jamaica Plain, you should consider going during the low season. You’ll generally find lower-priced hotels in Jamaica Plain in December and March.
If you’re looking for a bargain then KAYAK data shows that you’ll find the best hotel deals in Jamaica Plain (Boston) if you stay on a Thursday. On the other hand, the most expensive day for hotel bookings is Tuesday.
Not sure just how much there is to see and do in Jamaica Plain? KAYAK users usually book their hotel here for 2 days.

What are the best hotels in Jamaica Plain?
Jamaica Plain is a great part of Boston to make your base. If you’re staying in Jamaica Plain area then Bedrooms near Fenway & Downtown Boston, Private Room in a Grand House, and 182 Heath st are all recommended on KAYAK.