When is it cheapest to stay in Oakland (MD)?

The 10 cheapest nights

The 10 cheapest of the next 66 measured nights in Oakland (MD) ask a median of $321 to $322, against $334 across all 66 nights.

Each figure is the median asking price for one night; a date opens that night's places on the town page.

The cheapest 7 nights in a row

The cheapest 7 nights in a row in Oakland (MD) run from 12 December 2026 to 18 December 2026: their nightly medians add up to $2 270, with a middle night of $321.

• Runs of 7 consecutive measured nights compared: 23; a night that was not measured breaks a run.
• The dearest 7 nights in a row run from 21 November 2026 to 27 November 2026, adding up to $2 565.

The sum of nightly medians is the 7 nights' median asking prices added together; it is not a price offered for the week.

The cheapest weekend

The cheapest Friday and Saturday nights in Oakland (MD) are 20 November 2026 and 21 November 2026: medians of $333 and $333, $665 for the two nights (sum of nightly medians).

• Weekends compared: 4, each a measured Friday night followed by a measured Saturday night.
• Other weekends adding up to the same $665: 1.

Each row is a Friday night and the Saturday night after it; places are counted Friday / Saturday.

Month by month

The cheapest month of the next 66 measured nights in Oakland (MD): November 2026, a median of $324 over 17 nights; the dearest: January 2027, $343 over 21 nights.

A month counts only its nights in this window, and only with at least 15 of them; its month page also counts nights already past.

Places at $325 or less on the cheapest night

On the cheapest night, 13 December 2026, 57% of the places with a price in Oakland (MD) (48 of 84) asked $325 or less.

$325 is the median of all 66 nights ($334) rounded to a round price, the same ceiling the town page uses; the date opens the list of places by name.

Night-by-night price calendar

Nightly medians in Oakland (MD) over the next 66 measured nights, 13 November 2026 to 4 February 2027, run from $321 to $436; the median of all of them is $334.

A place with no price that night (sold out or closed) is counted but carries no price; a date missing from the table was not measured.

What was measured

Nights measured in Oakland (MD): 66, from 13 November 2026 to 4 February 2027; each with at least 30 places showing a price.

• Up to 93 places checked per night; a place with no price that night (sold out or closed) is counted but carries no price.
• Prices in USD, as shown on the day each night was read, on 7 November 2026.
• Asking prices seen while searching for one night: not prices paid, and not a forecast; prices move after the scan.